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Bend Holiday Rentals

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    Travellers to Bend are booking June dates now. Secure your holiday rental today, and have the perfect trip.
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    8 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    3 Mt Baker1 / 28
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Cozy&Upscale Vacation Rental in Beautiful Bend offers 3 bedrooms, 2.5 baths1 / 19
    (16)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
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    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2014
    It was very beautiful house! 5 mins from old mill district and 3mins from wal-mart by a car. It has everything you need to stay. Back yard was fenced so nobody can see inside...
    Reviewed 9 July 2014
    Situated in a SW neighborhood of Bend, OR, this house is only a 5 minutes drive from Old Mill and downtown. We biked there and back, winding through the neighborhoods, as the...
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    About this property
    Artist from Bay area offers your stay in a delightful home in SW Bend. Original art from the owner and photography from all around the world, grace the walls. 3 bedrooms, 2.5 bathrooms sleeps 6 comfortably , 1750 sq.ft. King master suite, and queen bed in second bedroom with private bathroom and...
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    Bend, Central Oregon 97702
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Second Street Cottage-convenient yet secluded downtown Bend retreat1 / 29
    (70)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Grill
    • Wi-Fi
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    • Mountain Views
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2019
    Perfect location to explore Bend's downtown area and the river. It is so homey and truly adorable. It is in a private location but off the beaten path with a beautiful...
    Reviewed 1 September 2018
    Great location, sparkling clean cottage, beautiful gardens, welcoming host - this place is truly special
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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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    Bend, Central Oregon 97703
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Mt Bachelor Village -Top floor with 2 Queen beds +1 / 22
    (7)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    • Air Conditioning
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    • DVD Player
    • Grill
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2016
    The condo was as advertised: nice place with ample room and great location❗️ Kitchen a bit small but good for stays of a week or less. The owners (Tim and Nicole) were very nice...
    Reviewed 28 August 2014
    I stayed with my partner and his two teenage boys for three nights. We found everything was just as described with the rental, and it was a good amount of space for four people...
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    About this property
    Exceptional value @ Mt Bachelor Village Resort this upstairs unit (no elevator) with 2 REAL queen beds. No sofabeds here but there are 2 queen beds and an additional small roll-away single bed. This is a tastefully updated and exceptionally clean unit in a resort setting. Much better than a...
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    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • DVD Player
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    • Patio
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vacation in luxury with all of your friends and loved ones when you book this gorgeous Sunriver lodge. There's plenty of room for everyone between the five bedrooms, not to mention spacious common areas and top-of-the-line amenities including a private hot tub, a private washer/dryer, and access to...
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    Bend, Central Oregon 97707
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just 3 miles South of Sunriver Resort, this charming log cabin is located on the access canal just a few paddles in from the Deschutes River. Get away or get together at this inviting mountain retreat located approx. 4 miles Southwest of Sunriver. Experience exceptional outdoor living on...
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    Bend, Central Oregon 97707
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Woodland home on one acre w/ hot tub, deck & bikes - 500 yds to Deschutes River!1 / 35
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Hot Tub
    • Central Heating
    • Balcony
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find peace, quiet, and beauty among the pines at this home just outside Sunriver, a Central Oregon escape with a private hot tub on its tree-lined deck, a fleet of bikes to help you explore your surroundings, and a wondrous location just 500 yards from the Deschutes River! What's nearby: This...
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    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly remodeled and beautifully furnished! Galveston Studio is an upstairs apartment that is private and quiet. Perfectly situated on the west side - a short walk to 10 Barrel, Victorian Cafe and other eateries with easy access to Century Dr and Mt Bachelor. The studio living area boasts a queen...
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    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful custom home with 5,000 square feet of living space features a gourmet kitchen, a game room, Jacuzzi tubs, and a well-appointed deck with a spectacular view of six Cascade peaks. This home offers four bedrooms (including two master suites), three full baths, two half-baths, and...
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    Bend, Central Oregon 97703
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Stroll the River or downtown from this Condo- In the heart of Bend1 / 15
    (6)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 September 2018
    We stayed 3 nights mid September. Apartment unit clean, well stocked. 2nd full bath very convenient for those morning departures to see the area’s treasures. Location of the...
    Reviewed 16 February 2018
    This unit is a peaceful setting in the treetops next to the gorgeous Deschutes river park and an easy walk or bike ride to town. It is beautifully decorated and the bed and...
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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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    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    7th Mountain Resort in Bend, Or1 / 21
    (3)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Children's Pool
    • Air Conditioning
    • Sauna
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2018
    Very comfortable lodging. The condo owner was very responsive to a small issue.The children enjoyed the pool and miniature golf.
    Reviewed 13 July 2016
    Checking in was our first Summer Time Delight. My friend loved the Iced Tea and shared one with me. And yes it was indeed the best ice tea we ever had. Made just right not too...
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    About this property
    Very clean, light and comfortable, well furnished one bedroom two full baths/shower/tub. Sleeps 4 very comfortably. Includes all utilities, wifi, basic cable, land line and use of all amenities. Fireplace ( presto log only), balcony with Deschutes Forest views and of the Paulina's. On site you...
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    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Tumalo Pines1 / 18
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Central Heating
    • Mountain Views
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2018
    We have totally enjoyed our stays at Tumalo Pines. It is peaceful and relaxing and quiet. The home is spacious, comfortable, and nicely clean. We have been there now 4 or 5...
    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...
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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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    Downtown Riverfront Cottage1 / 8
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    • Grill
    • Outdoor Dining Area
    • Waterfront
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 October 2016
    My wife and I stayed at the Downtown Riverfront Cottage for a week and really enjoyed our time there. Great location to everything. Walking distance to downtown and the Old Mill...
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    About this property
    This house is right on the Deschutes River. You can walk one way to town (through Drake Park), and the other way also along the river to the Old Mill District. There really isn't a better location in Bend. One bedroom with queen bed and a really comfortable queen hide-a-bed. On the Deschutes...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay near beautiful Downtown Bend in this recently renovated, cozy cottage! Albany House is a well-furnished 3 bedroom, 2 bath home, located in a charming residential neighborhood only minutes from Downtown Bend and the Old Mill District. Albany features a Queen Bedroom and full bathroom on the...
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    Bend, Central Oregon 97702
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Internet Access
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View the Tour River View!! Overlooking the Big Deschutes River this spacious home located approximately 7 miles south of Sunriver is your key to a relaxing vacation. Launch your canoe or kayak right from the back yard and enjoy a quiet, serene float or fish from a lawn chair and enjoy the view. The...
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    Bend, Central Oregon 97707
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    Pet friendly
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    About this property
    This gorgeous home is new to the rental market. single level home in the SE end of Bend is at the end of a cul de sac and has been newly decorated with tasteful decor. It's a quick walk to Ponderosa Park, Larkspur trail, and Pilot Butte, allowing for easy access to Bend living. Adjacent to Pilot...
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    Bend, Central Oregon 97702
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Mt.Bachelor Village Resort--Comfortable living1 / 14
    (8)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Balcony
    • Patio
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    • Mountain Views
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 February 2018
    If you want privacy and roominess close to skiing and just outside Bend, this the place. Some variation in the units but same basic amenities. Updates must be on a rotation...
    Reviewed 13 September 2017
    If you're looking for a quiet and out of the mainstream place, this is it!The surroundings are amazing.There are trails for walking and a short distance from water sports.I...
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Located in the heart of Sunriver, this pleasant 2 level 1600+/- sq. ft. condo is just a short stroll to the SHARC, Meadows Golf Course and the Sunriver Village Mall. The resort area has a number of activities available including over 30 miles of bike paths, world class golf courses, swimming,...
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    Bend, Central Oregon 97707
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Shevlin Trail1 / 42
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 December 2018
    Great home, immaculate, kitchen had everything you could need. Comfortably accommodated our party of 8 adults. We enjoyed some trail runs on the Shevlin/Tumalo network. I've...
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    About this property
    Relax in front of the stone, wood-burning fireplace on a chilly evening, and enjoy the spacious open living, dining and kitchen area. This four-bedroom home has all the comforts you are looking for, and plenty of space for couples or a family to share. There is seating for six at the heavy, wooden...
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    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find a neighborhood that's both quiet and close to everything at this three-bedroom Bend home, a west side retreat with a dog-friendly living space, a fenced side yard, and an ideal location within blocks of the river, downtown, restaurants, and breweries! This single-level cottage is located in...
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    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Mountain Views
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunsets over the cascades and leisurely strolls along the Deschutes River await you at this comfortable house in Bend, which features two master suites and scenic mountain and river views to greet you every morning. Located within easy walking distance of the shops and restaurants in the Old...
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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Three Rivers Retreat near Sunriver1 / 22
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Hot Tub
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2018
    The house had great river access. You can play in the tributary or get out on the river and float to the dock. We kayaked to the dock probably 3-4 times a day. Great selection...
    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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    NEW LISTING! Riverside getaway near parks, adventures & local attractions1 / 34
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2018
    The unit was perfectly neat and all the amenities were brand new. It had all the kitchen utensils, pots, pans, coffee pot & filters, toaster etc. Same with the clean...
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    About this property
    Plan your trip and dive into adventures that surround this convenient Bend condo! Whether you're out on the river whitewater rafting, hiking along the Deschutes River Trail, or exploring the award-winning beer scene, your vacation promises to be one to remember! Located in the Pioneer Park...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    This home has been remodeled and nicely furnished. It is ready for your relaxing adventure in Bend. Over-stuffed couches frame the living room in comfort and style. The extra large dining room is perfect for socializing and family style meals. The country kitchen is well appointed. An extra...
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    Bend, Central Oregon 97701
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Mountain Views
    • Grill
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Property From the ski slopes of Mt. Bachelor to the raging water of the Deschutes, the outdoor capital of the world beckons from the luxury stylings of 'The Ponderosa Loft' at The Mount Bachelor Village Resort. Surrounded by the beauty of central Oregon, this newly remodeled 2 bedroom – 2 bath...
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    Bend, Central Oregon 97702
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Log Cabin Riverfront Getaway Bring the whole family along to this Deschutes River paradise! The back deck overlooks the river's currents, and the home's secluded location means you can escape from life's worries for a bit. The wood interior evokes a true cabin feel, while you'll have all the...
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    Bend, Central Oregon 97707
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Mountain views from this lovely wheelchair-accessible home await!1 / 30
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2018
    We have booked an Oregon home every summer for many years and this was by far the best equipped home for our family reunion. The kitchen had every small appliance you would...
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    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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    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Comfortable and cozy 'Mirror Pond' sits on the banks of the Deschutes River at Mirror Pond and Drake Park in the heart of downtown. It is located in one of the most picturesque locations in Bend. This home has a mountain cabin and cottage feel inside and outside. Relax on the backyard deck and...
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    Bend, Central Oregon 97701
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    4 Wallowa The whole family will find moments to cherish during a stay at this spacious home in Sunriver. Featuring a private hot tub and shared tennis courts and pools accessible with eight SHARC passes, this house is the perfect blend of comfort and tranquility in the outdoor mecca of Oregon's...
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    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Convenient Mt. Bachelor condo w/ shared hot tub & swimming pool1 / 32
    (8)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    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
    This cozy condo is perfect for your next ski retreat, featuring access to a shared hot tub, pool, and sports courts, all in a convenient location. The open layout offers a gas fireplace, breakfast bar, loft, and a balcony with a gas grill. Board games and flatscreen TVs with DVD players help keep...
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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, 5 Bathrooms, Sleeps 10 Quick View
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    One of the most conveniently-located Bend, Oregon vacation rentals on the much sought after west side, Wild Rye sits on a secluded 1 acre lot in a beautiful, private community! With easy access to all that Bend and Central Oregon has to offer, you'll find yourself minutes away from hiking and...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    • Mountain Views
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    Pet friendly
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    Smoking allowed
    About this property
    New Listing! Rimrock . . . open, light and bright Bend rental that will have you feeling like you are in a first class tree house. This renovated West Hills home is just minutes from everything. Views of the Paulinas from the living area and the Cascades from the upstairs master bedroom. Great...
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    Location Information
    Bend, Central Oregon 97703
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Cumberland is a cozy 3 bedroom, 2 bath home. This is an updated home in the heart of Northwest Bend, in a family friendly neighborhood! Walking distance to breweries, restaurants, shopping, and more! This is the perfect house to come to after work or play. It has a private, gorgeous, back patio and...
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    Bend, Central Oregon 97703
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury and Comfort at Mount Bachelor Village Condo, Views, Mountains and Lakes!1 / 42
    (7)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed 10 October 2018
    The condo was all updated and absolutely gorgeous! It came stocked with all the essentials needed during our stay. We found ourselves wanting to just stay in the condo and relax...
    Reviewed 29 June 2018
    This is a great location to relax and escape the everyday hustle. It was great to have a big enough space to enjoy the family,cooking and playing together. The grand-kids loved...
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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 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    About this property
    Cairn is our new, absolutely perfect, luxurious, rental home at Tetherow in Bend, Oregon. If you're expecting only the best, then this house will not disappoint. This 5 bed, 5 Bath, super modern home has plenty of room for the whole family. Situated among elegant and earthy surroundings, you are...
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    Bend, Central Oregon 97702
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 13
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Sunny Daze This house is perfect for a family getaway in the quiet neighborhoods outside of Sunriver, with a large yard and dog-friendly attitude. The yard boasts patio furniture, a basketball hoop, and everything you need to enjoy all 300 days of sunshine this area sees each year. What's...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    4 Mink Lane Enjoy an outdoor getaway at this quiet and dog-friendly cabin nestled in popular Sunriver! This charming retreat is located less than a mile from SHARC and also offers a private hot tub all its own. It has everything you'll need for an escape into Central Oregon (including free SHARC...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Shared Outdoor Pool (Unheated)
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    • Waterfront
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    Pet friendly
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    About this property
    Caldera Lodge on the Pond Introduce your group to the luxury of this 5,000-square-foot home, situated on Fireglass Pond's edge. This home's private hot tub and access to resort amenities add magic to any family vacation, corporate retreat, or couples' trip, and dogs are welcome for a small nightly...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Hill Top is a deluxe four-bedroom home on the south side of Awbrey Butte, on Bend's west side. Located in a quiet hillside neighborhood about ten blocks from Downtown Bend, it is within walking distance or a short bike ride to the Deschutes River at Drake Park. This three-story, architectural home...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Settle in for a fun-filled retreat to Bend with this studio condo, boasting a great location close to all the excitement in downtown plus great running and cycling on the Deschutes River Trail. Overlooking the peaceful scenery of Pioneer Park, this condo sits a couple of blocks from all the...
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    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    West Bend Luxury 3 BR 3 Bath Townhome - The Bluffs neighborhood of the Old Mill District. Close to Downtown, Mt Bachelor & Deschutes. Among the largest Bend, Oregon vacation rentals we offer, The Oasis is a 1,763 square-foot, luxury three-bedroom and three-bathroom townhome located in the Old Mill...
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    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    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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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Aspen Ridge is a tranquil 3 bedroom, 2.5 bath home located in a quiet neighborhood surrounded by Ponderosa Pines, just 2.5 miles from The Old Mill. With close neighborhood access to the Deschutes River Trail, and recent updates, Aspen Ridge is the perfect Bend retreat. This lovely home has a fully...
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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
    ** 6 Month Minimum - Gorgeous end unit situated on the 18th hole of Widgi Creek Golf Course this home features wonderful views of the fountain. Beautiful hardwood flooring throughout most of the main floor and slab granite counters in the kitchen are just a couple of the recent renovations. Smart...
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    Bend, Central Oregon 97702
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    About this property
    26 Yellow Pine is a great place to call home while visiting Sunriver. This home has modern updated kitchen, baths, flooring and all new beds. This 4 bedroom, 3 bathroom home, is fully stocked with anything you may need in your home away from home. 3 King beds, 3 twin beds - a bunk and a single...
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    Bend, Central Oregon 97707
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Addie Triplett Loop is located in Bend's Southeast residential area close to Bend Golf Club area! Short drive to grocery stores, restaurants, and shopping. Easy parkway access for daily commuting and only 10 minutes to Old Mill District, 15 minutes to Downtown. If you're looking for a long term...
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    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    The perfect spot to get the family together and away from it all! On the northeast side of Bend, you can drive to Downtown with plenty of restaurants and amenities in a few minutes, then retreat to this quiet neighborhood at the end of the day. Spread out in the large living areas of this home, or...
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    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • DVD Player
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    • Private Garden
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    About this property
    The Heyburn Cottage (Upstairs & Downstairs) Go fishing, skiing, and beer-tasting with ease when you escape to this six-bedroom Bend home, a well-appointed duplex property with a balcony and a patio, a dog-friendly living space, and easy access to the heart of downtown! This two-level home is...
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    Bend, Central Oregon 97701
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 13
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    1
    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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