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Bend Holiday Rentals

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    Travellers to Bend are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 307 Rentals in Bend
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    Downtown Riverfront Cottage1 / 8
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Second Street Bungalow--Pets, Hot Tub, Clean, Cozy1 / 14
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Beautiful Riverfront home1 / 10
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Bunk+Brew Historic Lucas House1 / 32
    (2)Excellent
    7 Bedrooms, 2 Bathrooms, Sleeps 24 Quick View
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    • Housekeeping Included
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2017
    From the moment you walk in, Bunk + Brew lives up to its name! Whoever checks you in, Frankie or Jay, immediately gives you a tour of the wonderful historic building and offers...
    Reviewed 23 January 2017
    This place was awesome! The owners were super friendly and knowledgeable about activities to do in Bend. The house was cozy and clean. It was 1/4 mile from downtown and 35...
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    About this property
    The Bunk+Brew Historic Lucas House is the newest and only affordable downtown destination for the adventure traveler in Bend, Oregon. 2.5 blocks from downtown shops, restaurants, and breweries, the Lucas House (1910) is Bend’s first and oldest brick building and perfect place to relax with a local...
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    Bend, Central Oregon 97703
    Holiday Rental House - 7 Bedrooms, 2 Bathrooms, Sleeps 24
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    "Scent of Pine, Sound of the Wind" Forested Remodeled Log Cabin Near Sunriver1 / 26
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2017
    This newly remodeled cabin worked perfectly for 3 adults and a dog and among the best places we have rented in our 20 years of vacation rentals. It is a little off the beaten...
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    About this property
    Classic log cabin charm meets industrial vintage style. Quality natural fibers and stone are used to update this space into a cozy log cabin experience you will soon not forget. Whether listening to the wind in the pine trees or enjoying a warm real log fireplace, the feel of the big city will be...
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    Bend, Central Oregon 97707
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury and Comfort at Mount Bachelor Village Condo, Views, Mountains and Lakes!1 / 42
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2017
    We were wowed by our initial first sight of the the condo and seeing the spectacular view of the mountains. The condo was newly renovated, immaculate, large and each bedroom...
    Reviewed 6 April 2017
    This vacation rental is amazing! I enjoyed breakfast every morning on the deck, watching the sunlight creep across the valley and the deer grazing on the hillside. The condo...
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    About this property
    Located in beautiful Mount Bachelor Village offering spectacular views of downtown Bend & Old Mill District. This Condo House is 2.0 miles from downtown Bend and 20 miles from the slopes of Mount Bachelor Ski Resort. Nearby activities include downhill & cross-country skiing, ice skating,...
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    Bend, Central Oregon 97702
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Westside Retreat with open floor plan and views1 / 16
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Satellite TV
    • DVD Player
    • Patio
    • Air Conditioning
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2017
    This house is close to the action, especially by bike. The owners had bikes in the garage that we could use. We also loved the thoughtful extras like handpicked restaurant...
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    About this property
    Ideally located to enjoy Bend’s Westside attractions, the Quincy House is just 3 blocks above Newport Avenue, home to many of Bend’s favorite restaurants and hangouts including Backporch Coffee Roasters, Chow and Spork. Built in 2000 by one of Bend’s most sought after builders, this architectural...
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    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Salmon Lodge Luxury Townhome Old Mill District1 / 117
    (27)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Washer
    • Grill
    • Wi-Fi
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 February 2017
    2 friends and I stayed for 4 nights, visiting Bend for the skiing and the breweries. The property was excellent: spacious, warm, extremely clean and well appointed. Would be...
    Reviewed 22 September 2015
    The Owners are absolute professionals in every way. The property was outstanding and very clean with every detail looked after, you could not ask for more. Do not hesitate to...
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    About this property
    The Salmon Lodge is a West Bend luxury 3 BR 3 Bath townhome in the exciting Old Mill District. Close to Downtown, Mt Bachelor & Deschutes. Pet friendly. Stunning mountain view from upstairs deck with attached bar. Two canoes and four sets snowshoes for your use. Location: Bend, Central Oregon,...
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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Mt.Bachelor Village Resort--Comfortable living1 / 14
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Balcony
    • Patio
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2016
    This place was Nice. We enjoyed it. It had exactly what was needed.This place was clean and close to town.We had an enjoyable stay here and felt safe. The only drawback I...
    Reviewed 28 April 2016
    This place was perfect for us! Loved everything about the room. The fireplace kept us cozy and warm. I absolutely loved the porch area and how private it felt. Highly recommend...
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    About this property
    Located on Bend's westside, a short walk along the Deschutes to the Old Mill district and off the Cascade lakes road to Mt.Bachelor, this cozy, recently upgraded condo in Mount Bachelor Village is a convenient base for any recreation or vacation plans. Features a full kitchen with stainless steel...
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    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Second Street Cottage-secluded downtown Bend, OR1 / 27
    (52)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Satellite TV
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Mountain Views
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Cute cottage, great location. Easy to walk downtown. Lots of places to eat within easy walking distance.
    Reviewed 2 weeks ago
    This house is located about 2 blocks from downtown Bend, park and walk is what we did and this place should get 6 stars along with the owners. Would book again in a heart beat.
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    About this property
    Secluded and quite 1 bedroom cottage just a 4 minute walk across Newport Ave bridge to numerous activities and businesses in downtown Bend. ~Immaculate, professionally decorated Cottage. ~Large Bathroom with deep tub, tiled walls and multiple shower heads. Tankless water heater provides all the...
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    Location Information
    Bend, Central Oregon 97703
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Tumalo Pines1 / 18
    (10)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Central Heating
    • Mountain Views
    • Hot Tub
    • Washer
    • Satellite TV
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2016
    This house was beyond perfect for our 2 families (4 adults & 3 kids). It's remote but not too remote, and you feel instant serenity upon arrival. We had a blast wandering...
    Reviewed 11 March 2016
    We plan an annual trip with friends every year, spanning from the East Coast to the West Coast. I can honestly say that this was hands down the best spot we have stayed. If you...
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    About this property
    Private country setting with mountain views just 5 miles northwest of Bend. This 12 year old home sits on 20 acres of open juniper and pine forest, surrounded by other large, open tracks of land. The setting is lovely and private - like your own, private park with a house in the middle of it!...
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    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    One bedroom suite steps from the Old Mill - Don't book a hotel book me!1 / 26
    (11)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Deschutes National Forest with southern exposure, you're bathed in Central Oregon light. A coffee maker and small fridge are in the room for your comfort. There's a cafe table by the window to sip your coffee and watch the world go by. A full bathroom with plenty of cushy towels. Use...
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    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    An amazing new home placed in the perfect downtown spot, impressive!.1 / 27
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Satellite TV
    • Grill
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 December 2013
    This house is great. Comfortable beds, well supplied kitchen, and in a terrific location. Blocks from the Mt Bachelor shuttle and an easy walk to the old mill. Hope to stay here...
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    About this property
    This is a FAMILY home only and no gatherings or parties are tolerated. Guests will be asked to leave should they not adhere to this rule. It does not get any better then the Elgin Escape. It is also just two blocks away from the popular Galveston Avenue area with its fantastic bakeries, outdoor...
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    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    In Downtown! Modern Home Comfort with Easy Access to Everything Bend! Hot tub1 / 26
    (16)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Internet Access
    • DVD Player
    • Patio
    • Satellite TV
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Easy access to everything in Bend. This home on The Bluffs in the Old Mill District is one block away from the bustling shops and restaurants, and is walking distance to the Les Schwab Amphitheater. Walk along the Deschutes River Trail that is only steps away. Or, just relax in the backyard and...
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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    The Jewel of Vacation Rentals - Two bedroom/Two bathroom - Newly updated1 / 52
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Air Conditioning
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2017
    I can't say enough about Bend Dutch Vacation Rentals. Aaron and Pam were amazing. The staff went above and beyond to ensure we had everything we needed to make our stay perfect...
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    About this property
    Beautifully, updated home with so much light and space. A stone's throw from the Deschutes River and the river trail, this classic downtown house is perfect for a romantic getaway, or a small family vacation. Both the front yard and back yard are open with a nice lawn, making each a great place to...
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    Bend, Central Oregon 97701
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Balcony
    • Satellite TV
    • Air Conditioning
    • Parking
    • Internet Access
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Next time you take a trip to Central Oregon, stay here at this lovely Bend vacation rental and have amazing access to all things Bend has to offer - great views, beautiful weather, and delicious food! Located just a block from downtown Bend, and close to Pioneer Park for jogs and dog walks. Upscale...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Private Hot Tub on deck in the Woods. Sleeps 4 ( 6 with adjoining room).1 / 35
    (12)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Grill
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Balcony
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2015
    The Vacation Rental was beautiful and well kept. Once you enter the unit, you will be instructed in writing to remove your shoes and only step into the unit barefooted. If the...
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    About this property
    Use the pool and tennis courts. Walk to Old Mill Shopping Center, fifteen minutes on foot, three minutes on wheels! Big bathroom off the bedroom. Fully stocked kitchen and it's a sunny, southern exposure, delight to cook in. A wall of windows offers the Descuhtes forest and views of it's animals...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Patio
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the great community of The Bridges in the Old Farm District, the Jefferson is situated among Junipers and towering Ponderosa pines.The Bridges have over 2 miles of walking/biking paths and 15.2 acres of open space. The Jefferson house is a spacious and well laid out home. In the...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Three Rivers Retreat near Sunriver1 / 22
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Hot Tub
    • Wi-Fi
    • Grill
    • Satellite TV
    • Washer
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 2014
    We really enjoyed our stay. Great location right on the river. We had a blast with the kayaks and the jacuzzi. The fire pit was great. The beds were comfortable, cabin was well...
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    About this property
    Enjoy the comfort and serenity waiting for you at this peaceful home with views to the Big Deschutes River. Watch ducks stirring the water or a heron standing nearby. Listen to geese pierce the calm as you absorb the tranquil beauty of this natural setting. With easy access to Mt. Bachelor, come...
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    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Internet Access
    • Balcony
    • Hot Tub
    • Satellite TV
    • Grill
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This slick Skyliner condo is the perfect home base for exploring the Bend area with access to the Pioneer Park community pool and hot tub. Located about 20 miles from Mt. Bachelor and and close to downtown Bend, this home is in an ideal location for adventure - both urban and outdoor! Elegant...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    A Bright Writer's Loft Five Blocks from Downtown. Perfect for the Hip Couple!1 / 12
    (40)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2016
    This is a wonderful place to stay! Bright, book-filled, and close to town (walking distance). Very quiet. Good restaurants nearby (definately the best meal we had was at Hola...
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    About this property
    Tuck away in this studio loft that is just a 5-minute walk from downtown! Bend's finest architects and artists had a hand in creating this inspiring loft for the author, who created several books here. Thus the name "Writer's Retreat.” A couple or small family will adore this bright, cheerful...
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    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Hot Tub
    • Grill
    • Parking
    • Washer
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect for a quick romantic weekend or a solo retreat to beautiful Bend, this studio will help you feel right at home in sunny Central Oregon! Located about a mile away from downtown Bend, and within walking distance of Pioneer Park for the morning or evening workout, this charming condo keeps you...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bathroom, Sleeps 2
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Sauna
    • Washer
    • Hot Tub
    • Grill
    • Internet Access
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're looking for an intimate setting for your next Central Oregon, check out this little Bend vacation rental with access to a nearby pool and hot tub. Only a mile from downtown Bend and within easy reach of Pioneer Park, this home is close to urban delights as well as outdoor options like Mt....
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    CLOSE TO DOWNTOWN  VIEW ,CATHEDRAL CEILING, RELOCATION option1 / 37
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
    • Parking
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2017
    What a terrific getaway. the house itself is VERY well maintained and had everything (and more) that I needed to have a great stay. Nicely furnished and spotless. Booking...
    Reviewed 7 March 2017
    Luxury Living has come through for me once again. This place is beautiful. Everything they said and more. Perfect for skiing. We will be back next year. I would recommend it...
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    About this property
    Views from your front yard. Walk the butte and be in the park in 50 yds. The home is lovely furnished with tasteful furniture, granite counter tops, fireplace and landscaped backyard. The tall cathedral ceilings throughout the home are awe inspiring. This home can sleep 6 people comfortably. 3...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Satellite TV
    • Patio
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When you're ready for your next Central Oregon getaway, make this conveniently located, dog-friendly condo your home base, and enjoy a fun, stress-free vacation. With close proximity to downtown and outdoor activities, this home is perfect for a family, two couples, or a small group of friends....
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Patio
    • Mountain Views
    • Washer
    • Parking
    • Wi-Fi
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blinn’s Landing Enjoyed and cherished by family and friends since 1951, this rustic log cabin, located at the confluence of Spring River and Deschutes River, adjacent to Sunriver Resort, offers a relaxing getaway with sparkling natural springs and picturesque mountain & river views. Book now and...
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    Location Information
    Bend, Central Oregon 97707
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Convenient Mt. Bachelor condo w/ shared hot tub & swimming pool1 / 25
    (8)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Satellite TV
    • Hot Tub
    • Grill
    • DVD Player
    • Air Conditioning
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2015
    Great location and also great to be near the pool, office and tennis courts and playground. We had a total of 4 people and only 3 could fit comfortably in the living room. The...
    Reviewed 28 March 2015
    As I write this review there is a noise like an audible EMP coming through the walls, which is the only time we've been bothered by neighbors, There it stopped. lovely place...
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    About this property
    Plan a snowy holiday in this one-bedroom home with a loft and luxury resort attractions at Mt. Bachelor Village. The inviting space is perfect for six guests (four adults) wishing to explore Oregon by river or mountain top! This condo is surrounded by nature. The Deschutes River Trail is outside...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    • Mountain Views
    • Parking
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy Central Oregon while enjoying the authentic charm of this Old Mill home with mountain views perched above the Old Mill District. You're within biking distance to all the shops, restaurants and theater in the Old Mill District. There are three well appointed bedrooms and...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Dog-friendly condo with shared hot tub & swimming pool - great location1 / 24
    (1)Average
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 September 2014
    My wife and I rented the 1 bedroom, 2 bath w extra fold down bed to share with my mother for a family visit in Bend. We like the idea of the kitchen amenities to avoid eating...
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    About this property
    Situated comfortably on the first floor of the lovely Pioneer Park Condos, this full-sized unit has plenty of space for up to four guests. With the largest outdoor patios in the community, and gorgeous views of the park and common area gardens, this is the perfect space for friends or a few couples...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Modern dog-friendly condo w/ shared resort pool & hot tub and more!1 / 25
    (3)Average
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Sauna
    • Patio
    • Satellite TV
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    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 December 2015
    This is a cute well put together condo....The draw back is there is no view. However it's tucked in the corner and it was quite...I have stayed in a few of these unit and this...
    Reviewed 13 October 2015
    Basic, clean, all necessities there. No sheets or blankets for the hide-a-bed couch - only for the murphy bed. View of the wall of the building next door.
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    About this property
    Explore Oregon's high desert in this chic condo with resort amenities and a central location in Bend! The modern space is the perfect hideaway for days spent outdoors or brewery hopping with friends. Wall Street Condo is located in Pioneer Park Condos, an inviting community near the Deschutes...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Note: We are new to Tripadvisor so we don't have any reviews yet. However, on one of the other big booking sites we are Superhosts and have hundreds of 5 star reviews. Here's a couple of examples: Megan - March 2017 We stayed here for our 5th anniversary and it was perfect! the cottage was really...
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    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Internet Access
    • Grill
    • Satellite TV
    • Patio
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    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get ready to live like a local in this gorgeous Deschutes Landing townhome with a lovely interior and great views! Located in the middle of Bend's historic Old Mill District, enjoy Bend from its very heart and leave your worries behind you. Close to everything, with access to all the urban and...
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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Wonderful dog-friendly condo w/ shared pool and hot tub!1 / 18
    (3)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Grill
    • Hot Tub
    • Washer
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    • Air Conditioning
    • Balcony
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 2016
    We had a great stay. This place has every thing you could need. It was warm and comfy. Beth and her dogs were very friendly.
    Reviewed 16 December 2015
    My travel companion and I liked the two separate rooms and two bathrooms. The place is just off the main highway , so easy to get too. Also it is connected to the urban trail...
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    About this property
    As part of the beautiful collection of Pioneer Park condos, this stylish downtown Bend vacation rental is waiting to make your family or group of friends feel right at home in Central Oregon! This adorable unit is quiet, with great amenities including WiFi and cable. There is a small,...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Balcony
    • Internet Access
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    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious enough for four lucky guests, this second-floor unit in the lovely Pioneer Park Condos makes a wonderful home away from home in the heart of Bend! Located just a mile away from downtown Bend, and about 22 miles away from Mt. Bachelor, this beautiful home is close to everything, including a...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Just a short walk from Downtown Bend, is this gorgeous award-winning, 4 bedroom, 2.5 bath home. Awbrey House is applauded for its fine craftsmanship! This well appointed home features a gourmet kitchen with stainless steel appliances, including a Sub-Zero refrigerator and a Wolf six-burner gas...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Stroll the River or downtown from this Condo- In the heart of Bend1 / 17
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Indoor Pool
    • Air Conditioning
    • Satellite TV
    • Patio
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    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2017
    The location is amazing - within minutes of everything Bend has to offer. Just minutes away from the Old Mill District, Deschutes River, Restaurants, Shopping, Biking, and more!
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    About this property
    This place has it all, super convenient and accessible to all of the amenities you want when you visit Bend. A stone's throw from the Deschutes River and it's miles of walking trails, a 5 minute walk to downtown, quick access to the Bend Parkway, and adjacent to restful Pioneer Park and of...
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    Location Information
    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    16539 Beaver Drive1 / 23
    (12)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Hot Tub
    • Terrace
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located 7.5 miles southwest of Sunriver, this home naturally provides the peace and quiet you have been longing for. You will enjoy the splendid hardwood floors and expansive living space with log accents. The spacious living room provides plenty of room for your friends and family to get cozy and...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Updated 1BR Condo close to Mt. Bachelor1 / 14
    (2)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    My comments are almost identical to the reviewer from a year ago - the owner Vern was accessible and responsive, the resort was in a beautiful setting with lots of amenities...
    Reviewed 29 July 2016
    We had an excellent stay here last week. The owner was very friendly and accessible with questions. The Seventh Mountain Resort is in a great location--only a few miles from...
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    About this property
    This beautiful family vacation resort is located near Mount Bachelor, a premier Oregon ski areas and a multitude of outdoor Oregon activities, including golf, rafting, hiking, and rock climbing. Seventh Mountain Resort offers unparalleled views of the Deschutes National Forest and Mt. Bachelor and...
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    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Tucked into a forested cul-de-sac this is a modern, 4 bedroom wooded delight!1 / 26
    (9)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tall Timber is decorated to compliment where it sits amongst tall pines and a small herd of deer. Natures colors and tones have been embraced to create a sense of why you are here: the outdoors. Tall Timbers secluded shelter offers four bedrooms, a large dining area, a fireplace, and open living...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Canal view is a beautiful home located on the canal near the Old Mill District. This four-bedroom home features airy, open living spaces inside, and landscape lighting, a stone patio and natural gas fire pit outside. The gourmet kitchen features beautiful cabinets, granite countertops, stainless...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1st Street Rapids1 / 12
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cute and cozy cottage on the west side of Bend. A short stroll to First Street Rapids foot bridge and the river trail. 10 minute walk to downtown Bend with an assortment of restaurants, night life, and activities throughout the year. Convenient access to the parkway for the old mill or the...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Whispering Pine Lodge near Sunriver, OR1 / 20
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Satellite TV
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    • Hot Tub
    • Mountain Views
    • Internet Access
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 January 2017
    Close to Sunriver, easily able to get where you want to go. Very comfortable and well kept. Would highly recommend!
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    About this property
    *FALL/WINTER/SPRING SPECIAL* Normally $150 a night now $125 a night. 4 night minimum. <BR>Not available with any other specials or Thanksgiving weekend or Christmas Break or Spring Break.<BR><BR>Beautiful, built in 2006, 1800+ SqFt., Luxury 3 Bedroom lodge style <BR>vacation rental located 5...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Located in Bend’s Historic Westside, walking distance to beautiful Drake Park and downtown with its great dining, coffee shops, bakeries, gourmet grocery stores and many other conveniences. This newly-remodeled, clean and spacious, one bedroom house sleeps up to four people in a relaxing and...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    Pet friendly
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    Smoking allowed
    About this property
    Located in River Wild, an exclusive and secluded neighborhood in the Mt. Bachelor Village Resort, Big Eddy features a spacious, open floor plan and a gourmet kitchen with stainless steel appliances and 5 burner gas range. The King Master Suite, which has private access to the wrap-around deck, has...
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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Terrace
    • Waterfront
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful home has undergone a major remodel and was recently completed in the Spring of 2015. The house features a comfortable open style with panoramic windows and fabulous views of the Big Deschutes River. There is access to one of our two large decks from the living room and master bedroom...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    On the Old MIll Bluff -  Zen of luxury & design in downtown Bend w/a hot tub!1 / 32
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk into Serenity on the Bluffs and look around- you'll find a treasure in each corner. Luxury chandeliers playing the light to show off treasures in alcoves and walls. Sleep in 600 thread-count sheets, that feel like silk; dry off from your showers with bamboo towels, then use the provided...
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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Value inside and out with full kitchen with large table with extra seating at the counter. This is a newer two-story, three bedrooms, 2.5 bath house with a bonus room upstairs. On the main level you have a ‘great room’ with the living room, full kitchen, dining room and half bath as well as the...
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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Westside favorite with a hot tub - Perfect for skiing, biking and golf!1 / 17
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    The Trailhead sits in the perfect spot; positioned to view the Cascade Range, and walk your mountain bike across the street to Phil's Trail, thus the name of this awesome home! Century Drive is one half block from this home -- Get to Mt. Bachelor in 24 minutes, downtown and the Old Mill in four...
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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Relax into this comfortable 3 bedroom 2 bath home on the westside of Bend. Only one block from the river and a charming foot bridge across to downtown Bend's vibrant restaurants and shops. Only 4 blocks to 10 Barrel and Galveston St with easy access to Century Drive and .... the Mountain!! The...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This newly remodeled 1 bedroom/1 bath is ideally located close to St. Charles hospital, shops and restaurants. Perfect for long term stays. Professionally decorated, fully furnished and completely stocked. Complex has beautifully maintained green spaces, dog friendly stations, picnic areas and...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Bend Holiday Rentals

    Surrounded by the stunning snowcapped peaks of the Cascade Mountains and the largest juniper forest in the western U.S., Bend is an outdoor recreation enthusiast’s paradise. Known for its cycling, hiking, kayaking, fishing and golfing, Bend, in the central part of the state, gets your adrenaline flowing in a variety of ways.

    Following a full day of intense activities, you’ll need a comfortable place to relax and recharge. Consider a spacious holiday rental where you can spread out and prepare your own meals rather than small hotel room. Whether you want to stay near downtown, in the Old Mill District, or near the Mt Bachelor ski resort, we have lots of villas, multi-bedroom homes, cabins, condos and other choices that are a better value than a hotel.

    Bend attractions and activities

    Bend is a phenomenal outdoor environment to leave the computers and televisions behind for a few hours or days. Family activities abound starting with the Lava Lands Visitors Center, about 15 minutes from downtown, where you’ll see the Lava Butte, a 7,000-year-old cinder cone lava formation that rises 500 feet. For thrill seekers, raft or kayak the white waters of the Deschutes River, take a panoramic chairlift ride up Mt. Bachelor, hike along Tumalo Creek or fish for trout at a well-stocked pond at Shevlin Park.

    Golfers have ten picturesque and challenging golf courses to play in the Bend area, including the Jack Nicklaus designed Pronghorn Golf Club, Crosswater at Sunriver Resort, a Bob Cupp design, and the affordable, family-owned Aspen Lakes Golf Club, where you’ll find lots of local residents.

    Downtown Bend is brimming with shops, galleries, restaurants, microbreweries and bars, which will enhance your visit to this former logging town.

    Holiday rentals for families

    From rustic cabins and cozy cottages to amenity-loaded condos and holiday homes with high-speed Internet, swimming pools, fireplaces and hot tubs, we can provide you with an extensive list of options in Bend. A great money-saving feature in all holiday rentals is the fully equipped kitchen, which allows you to provide delicious meals and snacks for your family instead of dining at pricey restaurants that’ll quickly destroy your budget.

    Deals on Bend holiday rentals

    When you visit Bend, your goal is to free your mind in the wondrous natural surroundings and the last thing you want to do is anguish about how much you paid for a cramped hotel room. Holiday rentals are a great value and we have special deals and discounts on a wide variety of properties in different areas of Bend in every price range.

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