Bend, Oregon, is a place to relax and enjoy the outdoors. Terrains and sights are plenty and varied so there’s always lots to do. It doesn’t come as a surprise then, that it’s a top choice for retirees, who make a significant chunk of the city’s population. As such, many of the city’s facilities and entertainment options are made by and cater to them, with a lot of outdoor activities, arts and crafts and a lot of peace and quiet. Here, we’ve compiled a list of 10 Airbnb vacation rentals that are great for older occupants - many of which have wheelchair friendly or pet-friendly compounds.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on May 20, 2024.
1. A suite in an even sweeter environment (from USD 95)
If you need a quiet, functional stay with a little bit of style, here is an Airbnb room that will suit you. Small touches of trendy, chic decor give the place a little charm. Potted plants are scattered through the house to bring a sense of freshness. A spacious area, large windows, a comfortable bed and a private bathroom make your little suite for two. This private, clean environment with understanding hosts is a great place for you to get your thoughts running. Here, you are welcome to use the kitchen, the front porch, the back deck and the running room upstairs.
Top guest reviews
Amenities & Room:
breakfast of fruit cookies and coffee was a perfect start to every dayvery nice bed and bath linenswe're so appreciative of all mike and jill did to make the stay comfortableno question that these guys are superhosts the breakfasts they supplied us with were perfect for our needsthoughtful and nice touches like these made my stay that much more cozyCleanliness:
clean and very comfortablevery clean and perfect for two peoplewell stocked and cleanthe room was clean and comfortable and the house as a whole is beautifulthis place is cozy clean and just big enough for two peopleHost:
mike was an excellent hostmike and jill are great hostsmike and jill are great hostsmike and jill have been wonderful hostsmike and jill were awesome hostsRead more reviewsLocation:
they are located in an ideal locationthe location is wonderful and walkable/centralthe location was awesomelocation is number one and comfort is a close secondthe location for exploring town was great
2. Great location with warm and elegant decor (from 95 USD)
This modern Airbnb home full of natural light and indoor greenery has all the tranquil vibes you need to clear your mind and take a breather. It is located in the historic Little Italy neighbourhood, which is experiencing a revival in the local arts scene so you can visit the open mics, bars and theatres nearby for some fun and inspiration. The vacation rental you will be staying in is clean and minimal with space for two guests. Space for a maximum of two other guests is available on the futon/sofa. It’s on the small side, so the owner encourages guests to hang out in the common areas. You are free to use the clean and green backyard cabana as well.
Contemporary Cottage in the Country
Address: Bend, OR, United States (see map)
Price: from 95 USD
Number of Guests: 4
3. Hearty breakfasts and rich experiences (from 98 USD)
Past guests have described their experience at this cosy bed and breakfast forest suite an ‘adventure through the woods’. Framed by colourful trees and owned by warm and sweet hosts, Melinda and Tom, a stay at this Airbnb vacation rental is more like meeting new friends in an interesting forest setting rather than just being someone’s house guests. One bed sleeps two guests - complete with heated blankets and a bathroom with heated tiles. Fresh, delicious breakfasts are also provided. The Airbnb place is wheelchair accessible and small pets are negotiable.
COZY B&B FOREST SUITE
Address: Sunriver, OR, United States (see map)
Price: from 98 USD
Number of Guests: 2
4. Learning and leisure (from USD 85)
The charming, relaxing atmosphere of this Airbnb home is perfect for those who prefer a quiet retreat for the holidays. Lifelong bookworms can fulfill their dreams of living in a library with the house’s extensive collection of reading materials. It’s also centrally located to the mountains, other recreational activities and cuisine. Walk or bike to Bend’s favourite attractions. The vacation rental can sleep four guests with one queen bed in the bedroom and a large futon in the living room. A full kitchen is available for you to prepare your own meals. Need a reading buddy? Bring your pet along to sit on your lap as you pore over the pages.
Top guest reviews
Amenities & Room:
bed was comfortable and enjoyed the small kitchen amenities available for our stayit has a well-equipped kitchen and the books are amazingly diverse and fun to look throughCleanliness:
very clean and comfortable spacecleanliness comfort and cool decoreverything was clean and we didn't want for anythingthe place was cozy clean and comfortablecomfortable bed quiet neighborhood great kitchen space clean and cozyHost:
mark and stephanie were excellent hostsmark and stephanie were great hostshosts were very helpful and responsivehosts were very responsive and helpfulthe hosts are wonderful and very quick to respondRead more reviewsLocation:
easy walking distance to restaurantsgreat location & great spacevery cute and in a super convenient walkable locationthe location was great- tucked away in a beautiful neighborhood but about a 15 minute walk to towngreat location with a nice place to park
5. Cottage in the heart of Bend (from USD 150)
This Airbnb cottage in an incredibly convenient location is for those looking to get in touch with their free-spirited selves. Colourful, bohemian and bright, this vacation rental is close to Bend’s favourite breweries and restaurants. A sociable host who knows Bend’s best kept secrets plus two very cute labradoodles make for a fun-filled stay that you won’t want to leave. The room you’ll stay in is comfy, spacious and bright with a real bed, which sleeps 2. The rest of the house is shared, with a kitchen ready for you to cook in and a barbeque that’s all fired up to grill some marshmallows!
Top guest reviews
Amenities & Room:
the living room is also super comfy and decorated nicely with a lovely deck and outdoor seating areavery warm cozy home with a wonderful deckeven though this is a “private room” it feels more like an entire homethe house is colorful and cozy with many areas to relaxvery comfortable with her beautiful art giving it a fun colorful touchCleanliness:
the room was especially clean and cozyit is very clean spacious and has a lot of charmthe room was clean and the outdoor space is amazingthe house and our room and bathroom were all really clean and cozy and we had everything we neededthe house is clean and quiet and filled with her creative touchesHost:
she was a great hostshe was friendly and a great hostthe labradoodles were friendly and adorablemarci is a great hostmarci was a great hostRead more reviewsLocation:
nice location easy walking around bendwonderful location: within walking or biking distance to the the heart of bendcentrally located and easy to walk many placesoutstanding location within walking distance of all bend has to offergreat location in bend - walkable to downtown old mill district close proximity to deschutes river trail
6. Little house by the river
This compact Airbnb vacation rental, aptly named the trout house, has direct river access. Enjoy peaceful views of calm waters from your bedroom window, and step outside to watch beautiful sunrises. From here, you get direct access to this river which is great for kayaking and floating. In this peaceful, riverside setting, time slows down and things feel a world away from the city, but it’s really only a short walk away from downtown. It’s located near many Westside Bend shops and eateries. With one bed, it is ideal for two guests. It also comes with a kitchenette and a laptop friendly workspace.
Bend, Oregon, United StatesAccommodates: 2
Top guest reviews
Amenities & Room:
we walked everywhere the room was perfect and her amenities were above expectationsamazing amenities the host thought of everything - breakfast snacks coffee even a growler we could usecozy spot with a gorgeous view you step outside your room and you’re at the deschutes riversit next to the river or enjoy it from the comforts of the viewing area in the apartmentit's a cute cozy natural light filled spot perfect for 2 that any river lover would enjoyCleanliness:
place was very cleanclean cozy place next to the riverthe trout house itself is clean quiet and comfysuper clean and nice welcoming amenitiesthe cottage is clean very nicely provisioned and the bed is really comfortableHost:
hosts were so helpfulthe hosts were helpful and attentivethe host was friendly and walked us through check indeanna is a great host very friendly and helpfuldeanna was extremely friendly and helpful excellent hostRead more reviewsLocation:
the location is amazinggreat location close to fantastic restaurants and shoppingwonderful location right on the rivergreat location easy walking distance to downtown and nearby restaurantsgreat location right on the river
7. Surrounded by graceful willow trees (from 195 USD)
This elegant little Airbnb cottage is just 12 feet from the Deschutes River. Days spent watching fellow kayakers framed by swaying willow trees is surely a soothing sight. It has a large walk in shower, a microwave, a refrigerator, an outdoor grill and many other kitchen appliances. A queen bed and a sofa bed provide sleeping arrangements for three guests. This listing is also wheelchair friendly and pet-friendly - it is located in a friendly, dog-owning neighbourhood.
River Willow Cottage
Address: Bend, OR, United States (see map)
Price: from 195 USD
Number of Guests: 3
8. A retreat in Old Mill (from USD 113)
This cosy Airbnb vacation rental, named The Fox Lodge, is a 10-minute walk to the Old Mill District, which is brimming with activities; shopping, movies, concerts, ice skating rinks and even a whitewater park. The house itself is a charmer, with a cosy fireplace and natural wood to create a Northwestern feel. It’s also incredibly spacious and has a roll-in shower, making it wheelchair accessible. Three bedrooms with five beds, consisting of two queen beds, two single beds and a sofa bed make sufficient sleeping corners for six.
Top guest reviews
Amenities & Room:
the beds are extremely comfortable and the decor in each room is top notchwe did find the kitchen well equipped and prepared some of our meals inCleanliness:
the neighborhood was quiet and very clean as wellthe home was beautiful very clean and well keptHost:
terri is a great hostterri is a great host who responds quicklyterri is a fabulous host with a beautiful hometerri was friendly and helpfulwe highly recommend the fox lodge to other visitors an d found terri helpful and considerateRead more reviewsLocation:
the location was perfect for skiing shopping and restaurantsshe had everything we needed and the location is idealthe location was within an easy walk to the old mill district and the home itself was beautiful
9. Bright and spacious luxury home (from USD 295)
This luxury Airbnb vacation rental is surrounded by hip and delicious cuisine options, from high-end restaurants to beer gardens. It is clean, new and spacious - recently custom built to fit a family of six. Everything from a flat screen TV for movie night to exercise rooms to keep active are available here. A private side patio with fresh herbs and berries allows you to add fresh produce to your cooking. The master bedroom has a king sized bed, while bedrooms 2 and 3 both have a queen sized bed. With so much to do in this home and all these amenities by your side, you can just focus on relaxing and taking life one day at a time.
10. Sunny days in Sunriver
This executive Airbnb home with excellent amenities is a great option for a large group of travellers. Some of the entertainment options this place provides are a hot tub, flat screen television, pool passes for unlimited use, books and games. Dirt trails for hiking are quite close by as well. It’s family friendly, pet-friendly and wheelchair accessible, so you can bring everyone along to this custom home, summertime getaway.
Sunriver, Oregon, United StatesSuperhost
Accommodates: 10
Top guest reviews
Amenities & Room:
the beds were unbelievable comfortableonly other wish was for air conditioningsleeping arrangements are good but beds are just okwe loved the back tv-couch/dining area we'll be back next year for surewe had plenty of room for our family and the beds are very large as well as comfortableCleanliness:
space was clean and well organizedthe house was very clean and nicethe interior is clean and newlots of clean towels to use lots of extra toilet paper/paper towels stockedit was clean nice comfortable and well stockedHost:
david was an excellent and attentive hostdavid was available and helpfuldavid was also super responsive to our questionsdave was a great hostdave is a great host to work withRead more reviewsLocation:
great location especially in the wintervery nice house in good locationgreat house location and quiet neighborhoodthe house and location was perfect for our family vacationthe kids loved going and also close to the village center for restaurants
Slow down and enjoy simple pleasures in Bend, Oregon
Hiking, walking the dog, sitting by the river - these are things that sound simple but these days, as more and more of us live life in the bustling, busy cities, become luxuries. However, a laidback and friendly location like Bend allows you to take the time off to allow yourself the rest, relaxation and exploration you crave. With these 10 relaxing and convenient Airbnb vacation rentals, we hope we’ve given older travellers excellent options to look at when travelling to Bend.
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