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Elder Access Holiday Rentals in Bend

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    Travellers to Bend are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    25 Matching Rentals in BendView all 143 rentals
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    Second Street Cottage-secluded downtown Bend, OR1 / 27
    (61)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Three Rivers Retreat near Sunriver1 / 22
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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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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    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
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 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 12 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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    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 25 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 14 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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    Downtown Riverfront Cottage1 / 8
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Grill
    • Outdoor Dining Area
    • Waterfront
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 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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    GREAT SW Bend location near Old Mill district 5 BR1 / 16
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Grill
    • Mountain Views
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2017
    The thing that pleased me the most was the leftover and staple food in the pantry and fridge. Thanks for being so fully stocked. I also borrowed a bicycle that was in the...
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    About this property
    This home is located on the desirable, southwest side of Bend in the heart of best recreation activities that Oregon has to offer. Easy access puts Mt. Bachelor skiing, fly fishing on remote lakes, mtn. biking, rafting, kayaking or the Old Mill District & Factory Outlet shopping, just minutes away....
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    Bend, Central Oregon 97201
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    The Whispering Pine Lodge near Sunriver, OR1 / 10
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Mountain Views
    • Internet Access
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2017
    Our stay at Whispering Pine Lodge was one of the most peaceful and relaxing vacations we have had in a long time. The Cabin was beautiful and the location was quiet. We loved...
    Reviewed 11 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. Not available with any other specials or Thanksgiving weekend or Christmas Break or Spring Break. Beautiful, built in 2006, 1800+ SqFt., Luxury 3 Bedroom lodge style vacation rental located 5 minutes from...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Garden
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two bedroom, one bath apartment above a horse barn in Alfalfa. Alfalfa is Centrally located between Bend, Redmond, and Prineville. We are 20 min East of Bend, 35 min South East of Redmond and same for Prineville. Apartment has beautiful views of the Cascade Mountains as you sit on back porch on...
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    Bend, Central Oregon 97701
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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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    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 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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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    1st Street Rapids1 / 12
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Mountain Views
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Firehall Condo in the heart of Bend and close to all outdoor activities Skiing, Golf, River Rafting, Hiking and more. Front Second Floor Corner Unit with the Brickhouse Restaurant downstairs. Great location walking distance to restaurants, coffee houses, bars and stores out your door. Includes...
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    Bend, Central Oregon 97703
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Central Oregon Haven- Pet friendly, quiet, cozy and spacious living1 / 31
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Private Garden
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2018
    We stayed a week in February to go ski Mt Bachelor. This place is great and for a super price! Gail was so easy to work with in booking it and very sweet when we met in person...
    Reviewed 23 February 2018
    The wife and I felt very at home in this 1 bedroom semi-detached apartment. Living room easily accommodated us, with comfortable seating and plenty of room for some friends...
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    About this property
    This cute one bedroom is a fully contained but private apartment, adjacent to my home in a quiet safe neighborhood in SE Bend. It is easily accessible to Highway 97 and the Parkway, minutes to stores, pubs and 12-15 minutes drive to the Old Mill and downtown Bend. 45 Minutes to Mt Bachelor...
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    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This piece of country in town at the Old Mill has 2400 sq feet of upscale comfort in a quiet, peaceful, beautiful setting and great location. Bike to the Old Mill, hang out in the Tipi on the 1/4 acre yard, luxuriate in the comfort of this well appointed and spacious home. What more do you want?...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Beautiful SW Bend Home1 / 19
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic location in a quiet residential neighborhood, close to river trail access point, minutes from The Old Mill with lots of shopping and restaurants. An easy bike ride to the Deschutes River and downtown Bend. On site management available for anything you need during your stay, concierge...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • 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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is 'The Shed' at the Barnyard. The Shed is where Vintage meets farm life. We have cows,hen chickens, pigs and 2 goats. It is a true farm experience. You can tour the farm or just enjoy The Shed. We are 10 minutes east of Worthy Brewing, 15 minutes from downtown Bend and the Old Mill district...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great East side location in a quiet community. Close to the Bend Airport and the Pine Nursery Park. Only moments to major shopping, restaurants and entertainment. Enjoy the whole home and bring your furry friends as this one is pet friendly. Comfortably furnished, with everything you might...
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    Bend, Central Oregon 97701
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Terrace
    • Washer
    • Hot Tub
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This three bedroom, two bath with reversed living offers living/kitchen spaces upstairs, a master suite with hot tub, 800 square foot deck for outdoor living, and perfect accommodations for a family or couples sharing a vacation. Enjoy easy access to the Sunriver Village plus all access passes and...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Washer
    • Hot Tub
    • Wi-Fi
    • Grill
    • Parking
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Bend’s Magnolia House! Circa 1925, this immaculate home combines Old World charm with all of the modern amenities, including gorgeous flooring and trendy furnishings. Situated in the best of Westside locations, the Magnolia House is lovingly cared for and offers you a world class...
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    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Mountain Views
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The home is located in a quiet and peaceful setting, just minutes from all the great entertainment and restaurants to be found in downtown Bend. If you like great beer, you are in the right place. At last count, there were 31 micro breweries in town. Spring is a great time to be in the house....
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Mountain Views
    • Waterfront
    • Ocean Views
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ramblin' Vans is a campervan rental company located in Bend, Oregon. Our vans come equipped with most everything you'll need for your camping adventure including kitchens, chairs, tables, coolers, water containers, racks, and pretty much any other equipment you’d need to help you explore the...
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    Bend, Central Oregon 97701
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll find the comforts of home at the Milwaukee Cottage, an updated vintage Bend cottage meticulously maintained and perfectly situated in Bend's popular westside. (updates to come November 1, 2017 new paint inside/out from ceilings to trim, all new furnishings/furniture including bedding,...
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    Bend, Central Oregon 97701
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Waterfront
    • Mountain Views
    • Ocean Views
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ramblin' Vans is a campervan rental company located in Bend, Oregon. Our vans come equipped with most everything you'll need for your camping adventure including kitchens, chairs, tables, coolers, water containers, racks, and pretty much any other equipment you’d need to help you explore the...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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