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Bend Holiday Rentals with Pools

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    Travellers to Bend are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    15 Matching Rentals in BendView all 210 rentals
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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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    Luxury and Comfort at Mount Bachelor Village Condo, Views, Mountains and Lakes!1 / 42
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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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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    Mt.Bachelor Village Resort--Comfortable living1 / 14
    (8)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Balcony
    • Patio
    • Wi-Fi
    • DVD Player
    • 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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    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Hot Tub
    • Parking
    • Internet Access
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The space A peaceful getaway with an amazing view are only a few of the words used to describe this cozy and comfortable 1 Bedroom 1 Bath second floor condo located in the popular Seventh Mountain Resort. Sit on your own private deck and soak in the amazing mountain and forest views while watching...
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    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Amenities & Details
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern amenities combine with the original fixtures of this classic, mid-century home, creating an ambiance unlike any other. Upon entering, you will be greeted with sweeping, tree-top views through the dramatic floor to ceiling windows. Contemporary furnishings and décor complement the amazing...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    • Grill
    • Balcony
    Suitability
    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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    2BR Serene Sunriver Condo w/ Pool & Hot Tub - Minutes to The Village1 / 24
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • DVD Player
    • Washer
    • Grill
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 March 2018
    This apartment provided a pleasant, low cost base for winter recreation in Sunriver. The mostly new floors, kitchen, and furnishings showed good taste and quality. The beds...
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    About this property
    This 2BR condo offers a peaceful getaway with easy access to year-round activities. The welcoming first-floor unit features hardwood floors, new furnishings, and a private patio. On-site amenities include a seasonal heated pool and hot tub. Located less than one mile from local dining and...
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    Location Information
    Bend, Central Oregon 97707
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Wi-Fi
    • Sauna
    • Patio
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This appealing 4BR/2BA home sits in a quiet Sunriver neighborhood minutes from Fort Rock Park. Enjoy complimentary passes to the Sunriver Aquatic & Recreation Center, an all-season center that offers indoor and outdoor aquatics, a disc golf course, winter tubing hill, as well as basketball and...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Patio
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful in the Parks You’ll enjoy peace and quiet in this desirable Westside home in The Parks, an exclusive neighborhood with its own community park and pool. But you’ll also love its proximity to all the activities you want to access in your visit to Bend: rafting the Deschutes River, golf at...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Private loft condo - Seventh Mountain Resort1 / 2
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    • Parking
    • Sauna
    • Hot Tub
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 2015
    This was a great place to stay when going to a show at the amphitheater. It is an older place with a few older fixtures, but very comfortable and practical. Great value. Make...
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    About this property
    Bendgetaway is a privately owned 2 bed/2 bath loft condominium located within the Seventh Mountain Resort near the town of Bend in central Oregon. Central Oregon is known for it's nearly 300 days of sunshine per year!
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    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape the hustle and bustle of normal life by retreating to this beautiful 3-bedroom, 3-bathroom vacation rental house that sleeps 12 in Bend. Nestled on 2 private acres, this home boasts a large deck with an in-ground pool and outdoor fireplace, perfect for relaxing outside and enjoying the...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There’s room for everyone at this spacious 4BR/4BA Sunriver rental; a main house and separate studio offer accommodations for up to 12 guests. In the main house, large windows flood the open living space with light. Outdoors, sprawling decks overlook a pond, golf course, and the mountains. After a...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Washer
    • Hot Tub
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With an ultra-spacious floor plan and crowd-pleasing perks, this 5BR/5.5BA Sunriver home is perfect for a big group getaway! The house overlooks the second fairway at Woodlands Golf Course, and boasts an array of amenities, including a pool table, ping-pong, and private hot tub. An upscale...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bring the whole family along for a trip to this 4-bedroom, 3.5-bathroom vacation rental house that sleeps 12 in Sunriver! While the home boasts 2,100 square feet of living space, the amenities featured are what truly takes the cake - including 3 outdoor decks, a billiards table, 9 bikes provided,...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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