Airbnb Bend, Orgeon: Vacation Rentals, Cabins, Glamping, Apartments, Condos, Cottages, & Ski Lodges

12 Incredible Airbnbs in Bend, Oregon

If you’ve never been to Bend, Oregon, you’re in for a real treat! This darling little town in Central Oregon is an adventure-seekers paradise. Here you’ll find miles of well-maintained trails for hiking, mountain biking, or jogging with your pups. The picturesque Deschutes River is perfect for paddling or floating in the summer. A nearby Mount Bachelor is one of Oregon’s best winter destinations for skiing or snowboarding.

Plus the weather in Bend is ideal – with sunshine year-round, even in the snowy winter months. Summers are warm and beautiful, fall and spring have cold, crisp, sunny days, and winter usually sees quite a bit of snow. Add it all up and Bend is undoubtedly one of the best places to visit in Oregon!

And while there are a few hotels in Bend, you’ll find that a stay in an Airbnb is a much better value for your money. Not only are there some really unique Airbnbs in Bend, but also a few that are quite luxurious. Plus they have more amenities than your standard hotel room and you’ll benefit from the bar and restaurant recommendations from your friendly Airbnb host.

Below are 12 of our favorite Bend Airbnbs to help you plan your upcoming trip!

Top 14 Things To Do in Bend

Airbnb Bend, Oregon Vacation Homes & Short-Term Rentals
  1. Enjoy a hoppy craft beer at one of the famous craft breweries! A few of our favorites are Crux Fermentation ProjectDeschutes Brewery Bend Public House, and Boneyard Beer Pub.
  2. Hike the 11.2-mile out-and-back trail to South Sister, the 3rd tallest mountain in Oregon for spectacular views from the peak.
  3. Shop in the cute little boutiques around Downtown Bend and the Old Mill District. And be sure to attend the Downtown Bend Art Walk on the first Friday of every month!
  4. Go golfing at the Tetherow golf course – named one of the top 10 golf courses in Oregon by Golf Digest.
  5. See a concert at the beautiful outdoor Les Schwab Amphitheater located right on the Deschutes River! (Check out the schedule of upcoming events)
  6. Take a short hike to 89-foot tall Tumalo Falls.
  7. Go rock climbing or bouldering in Smith Rock State Park.
  8. Go skiing on Mount Bachelor.
  9. Float down the Deschutes River if you catch a sunny day in Bend. You can catch the Ride the River Shuttle back to your car for a bargain price!
  10. Lounge in the ornate indoor saltwater soaking pool at McMenamins Old St. Francis School
  11. Go spelunking in the easy-to-access Lava River Cave.
  12. Drive the Cascade Lakes Scenic Byway – one of the most scenic drives in all of Oregon!
  13. Go mountain biking on one of the hundreds of trails around Bend.
  14. Check out the last remaining Blockbuster store in the US.
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Why Stay in an Airbnb in Bend

Why Stay in an Airbnb in Bend, Oregon

There are lots of advantages to staying in an Airbnb in Bend. For starters, you can stay near some of Bend’s coolest areas like Downtown or the Old Mill District. Staying in an Airbnb gives you the opportunity to experience a local neighborhood and have a much more authentic Bend experience. 

In Bend, you’ll have a seemingly endless selection of cool Airbnbs from which to choose – like a restored vintage Airstream trailer, a cool little dome-shaped cabin, or even a funky yurt.

The value of staying in an Airbnb can’t be beaten either. Most Bend vacation rentals are way more spacious than your average hotel room. If you are traveling as a large group it’s much more cost-effective to split the price of a single vacation rental among everyone. If you opt for a hotel you’ll find yourself paying a premium for multiple rooms, especially during big events.

Search Bend Hotels and Vacation Rentals

Best Bend Airbnbs for Couples and Solo Travelers

1. Dome Sweet Dome: One-of-a-kind Geodesic Dome Cabin

Best Airbnbs in Bend, Oregon: Dome Sweet Dome
Images courtesy of Airbnb

If you’re looking for a truly unforgettable Airbnb experience during your trip to Bend, then you’ll love the Dome Sweet Dome! Spending a few nights cuddled up in this one-of-a-kind geodesic dome mountain cabin while surrounded by nature is anyone’s dream come true.

This cute little Bend Airbnb can fit up to 4 guests, but it’s ideally suited for a couple or a solo traveler. The intimate space is amazing with windows that look out to the large private lot full of evergreen trees. And snuggling under a blanket in front of the fireplace or the outdoor firepit while the snow falls around you will make for the perfect Bend experience.

The location of the Dome Sweet Dome is ideal as well. You’ll be within walking distance to the Deschutes River Trail and an easy enough bike ride to Downtown or the Old Mill. But why would you ever want to leave this unique Bend Airbnb?

2. Clementine: Restored 1973 Airstream Trailer

Best Airbnbs in Bend, Oregon: Clementine, 1973 Airstream
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For one of the coolest Airbnb experiences in Bend, you’ll definitely want to book a few nights in Clementine, a restored and upgraded 1973 Airstream trailer! Not only will you get to stay in a vintage Airstream trailer, but you’ll also have your own little patio with a hot tub for relaxing after dark.

Clementine is a small space but has all of the amenities that you’d expect from any other Bend Airbnb! With a private bathroom (complete with unlimited hot water!), a small kitchen area, a large table, and even a TV, you’ll have everything you’ll need to feel right at home here!

The hosts have 3 very friendly dogs and are happy to have you bring your pup as well for an extra fee. Plus they have an in-ground pool that may be available for your use depending on the time of year.

A stay in Clementine is bound to be an unforgettable experience as it’s certainly one of the most unique Airbnbs in Bend.

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3. Yurt at Rainbow Ranch

Best Bend Airbnbs & Vacation Rentals: Yurt at Rainbow Ranch
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Speaking of cool Bend Airbnbs, it’s hard to top spending a few nights in a luxurious yurt! The Yurt at Rainbow Ranch is the perfect place to stay if you’re traveling solo or as a couple. In addition to having an unforgettable experience in Bend, you’ll also be able to snap some fun photos to spruce up your Instagram page.

But if you’re thinking that you’ll need to rough it in this yurt, you’re wrong. Here you’ll have a comfortable queen-sized bed, a small kitchen with some necessities like a hot plate, microwave, and refrigerator, and a nice bathroom. You’ll also have a cozy pellet stove to keep warm on chilly Bend nights. The decor is fun and funky with lots of unique furnishings and decorations from around the world.

The Yurt at Rainbow Ranch is on a 10-acre property about 15 miles from Bend and 10 minutes from Sisters. You’re welcome to have a walk around the property and check out the quiet pond right outside. Plus, the remote setting of this incredible Bend Airbnb is ideal for watching the sunset with a glass of craft beer or staying up late and star gazing.

4. Cozy Studio Walking Distance to Shevlin Park

Best Bend Airbnbs & Vacation Rentals: Cozy Studio
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This cozy studio near Shevlin Park is yet another lovely Bend Airbnb for anyone traveling alone or as a couple. It’s in the perfect jumping-off location to explore both the town of Bend and the Deschutes National Forest. You’ll be close to trails that are perfect for hiking, running, and mountain biking in Shevlin Park. And you’ll be walking distance to plenty of shops and restaurants at NW Crossing.

This quaint little studio apartment has a queen-sized bed and a twin-sized bed as well as a comfy couch for lounging. If you want to spend a night in you can curl up on the couch with the extra blankets that are provided and watch a movie on the flatscreen TV.

You’ll also have access to a full bathroom and a kitchenette area with a minifridge, a microwave, a coffeemaker, toaster, and dishes. Plus coffee, tea, and snacks are provided! There is a gas grill on the back patio if you want to do some grilling during your stay in Bend. And you can enjoy the shared outdoor area that includes patio furniture and even a hammock for relaxing.

You may even be able to bring your furry friend if you check with the owner in advance and pay a small extra nightly fee.

5. The Book House: A Bibliophile’s Dream

Best Airbnbs in Bend, Oregon: The Book House
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Book lovers rejoice! The Book House is a sweet little 1-bedroom Bend Airbnb that has a massive wall covered in books for your reading enjoyment. If your ideal vacation involves cuddling up on the couch with a glass of hot chocolate and a good book, then you’ll absolutely love this quaint artsy space.

This cute vacation home has one small bedroom with a queen-sized bed and there is also a futon in the living room that can sleep two more if you need it. A full kitchen is stocked with everything you’ll need to whip up a yummy meal during your stay.

This Bend Airbnb is also conveniently located in the heart of the city! You can easily walk to Downtown or Drake Park. A stay at The Book House means you’ll be close to lots of yummy restaurants, cute coffee shops, and lively bars.

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Best Bend Airbnbs for Small Groups and Families

6. Stunning Modern Townhouse in Downtown Bend

Best Bend Airbnbs & Vacation Rentals: Modern Townhome
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If you are looking for a conveniently located Airbnb in Bend with modern furnishings and an open floor plan, then you’ll love this modern 3-story townhouse! This stunning vacation rental has floor-to-ceiling windows and skylights that keep the space light, bright, and airy.

The interior of this luxurious townhouse is impeccably designed with beautiful hardwood floors, modern but comfortable furniture, high-end appliances, a cozy fireplace, and a large deck. The master bedroom has a king-sized bed – perfect for a great night’s sleep after a day of adventuring around Bend.

This townhouse has 2 bedrooms and 2.5 bathrooms so it’s perfect for couples or a small family visiting Bend. The kitchen is fabulous for cooking and there is plenty of seating area around the house for playing board games, catching up, or enjoying a movie and popcorn.

7. Family Friendly Eagle Crest Cabin

Best Airbnbs in Bend, Oregon: Eagle Crest Cabin
Images courtesy of Eagle Crest Resort Cabin

This rustic yet updated 3-bedroom/2-bath Eagle Crest Cabin is the perfect Airbnb for your family getaway in Bend! Located on a golf course, your home away from home includes a private hot tub, a shared outdoor pool, and a sauna. Plus you’ll have 3 golf courses right in your backyard!

The interior of the chalet has beautiful floor-to-ceiling windows and vaulted ceilings so the living area is light, airy, and bright. The beautiful hardwood throughout gives it a rustic cabin feel. But with amenities like WiFi, cable, a fully-equipped kitchen, a washer/dryer, and a selection of movies and board games, you sure won’t lack any modern luxuries here!

With 2 large beds, a set of bunk beds, and a sofabed, you’ll have plenty of room for everyone. In fact, this spacious Bend Airbnb can sleep up to 8 people. But you may have to draw straws to decide who gets to sleep in the master bedroom – where you’ll have your own flat-screen TV and soaking tub with massaging jets!

On warm summer days, you can relax on the private back deck which features a BBQ, a patio set, and a hot tub. The wooden canopy provides shade from the midday sun so you can enjoy yourself all afternoon.

This family-friendly Bend Airbnb is located just outside of town, near Redmond and about 16 miles south of Smith Rock. Along with the golf courses and outdoor pool, you’ll also have access to beach volleyball, tennis courts, a fitness center, and a hot tub and sauna. Enough entertainment for the whole family!

8. Charming Pet-Friendly House in Midtown

Best Bend Airbnbs & Vacation Rentals: Midtown House
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If you’re traveling with kids or pets (or both!), then this Charming House in Midtown will be the perfect Bend Airbnb for your crew. There is a large fully fenced yard so you can enjoy the gorgeous summer weather in Bend. Plus there’s croquet, corn toss, a firepit, and a BBQ to keep everyone entertained for hours on end.

The interior of the house has sleek, modern furniture and you’ll be impressed by all the amenities that make you feel right at home. Cable tv in each room, an Amazon Echo, Netflix, a wood-burning stove, and a kitchen stocked with everything you’ll need to whip up a feast for the whole family – you’ll have everything you could possibly need during your stay!

This cozy vacation home can accommodate up to 6 guests with 3 bedrooms and 2 bathrooms. All of the beds have comfortable mattresses and cozy bedding. A travel Pack N Play is conveniently available if you are traveling with a baby.

And on top of all of those amenities, the location of this home is super central so you’ll be close to all of the best Bend attractions. If you’re traveling with a family or a small group, this is one of the best Airbnbs in Bend!

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Best Bend Airbnbs for Large Groups and Events

9. The Stay Away: Stylish Modern A-Frame Cabin

Best Airbnbs in Bend, Oregon: The Stay Away A-Frame Cabin
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If your large group wants to have a truly unforgettable stay in Bend, you’ll definitely want to book a few nights at this stylish modern A-frame cabin! Nicknamed “The Stay Away”, this amazing Bend Airbnb has 5 bedrooms, 2 living rooms, a pool table, a gas fireplace, cozy seating areas, a sauna, and a hot tub so it’s perfect for keeping a big group entertained and happy.

Originally constructed in 1974, The Stay away was one of the first homes built in Sunriver. It has a funky vintage interior with orange carpet and a spiral staircase – think Wes Anderson meets David Lynch. But it also has modern updates like stainless steel appliances. The furniture is fun and also functional and no doubt you’ll want to shoot photos in each of the uniquely decorated rooms.

With 5 bedrooms, 6 beds, and 3 bathrooms, The Stay Away can house up to 10 guests at a time. And since there are loads of comfortable seating areas, everyone in your group will have plenty of room to spread out.

This epic Bend Airbnb is both pet and kid-friendly (just be aware of the possible safety hazards) and you’ll have access to bikes and SHARC waterpark passes so it’s impossible not to have a blast during your stay!

10. Sunny Pine Lodge

Best Bend Airbnbs & Vacation Rentals: Sunny Pine Lodge
Images courtesy of Airbnb

The Sunny Pine Lodge is a big and bright cabin-style home located in a quiet, private, and beautifully landscaped area. The interior of this vacation rental has beautiful knotty wood touches throughout, comfortable furniture, and modern appliances. If you want to feel like you’re in a remote cabin in the woods but don’t want to give up any modern amenities, then this is the perfect Bend Airbnb for you!

With 3 bedrooms, 3 bathrooms, and 7 beds, this expansive vacation home can easily accommodate up to 10 guests comfortably. Big groups will appreciate the game room with a pool table, foosball table, and a fireplace that you’ll love to huddle around while playing board games on cold winter nights.

And if you’re visiting Bend during the summer, then you’ll definitely enjoy the outdoor space at this Airbnb! With four porches, a gas grill, patio furniture, a fire pit, and even a 6-person hot tub, it’s the perfect place for a big group to enjoy a sunny day. If you’re lucky you may even spot deer passing through the backyard!

The Sunny Pine Lodge is located outside of the city of Bend, right near the Deschutes River.

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11. Huge Vacation Home with 3 Master Suites

Best Airbnbs in Bend, Oregon: 26 Poplar
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With 3 master suites and 4 bathrooms, this beautiful vacation home can sleep up to 8 people comfortably. And since you’ll also have free SHARC passes for all 8, you’ll also have unlimited access to the waterpark and recreation facilities in Sunriver!

This spacious home is perfect for entertaining your large group as you’ll have a pool table, ping pong table, and foosball table to entertain the little ones. And a wet bar, wine refrigerator, and hot tub to entertain the adults! You can take advantage of the BBQ for grilling or the gas log wood stove on a clear evening under the stars. Plus there are miles of trails nearby that are perfect for walking or biking with the whole group.

The inside of this Bend Airbnb is lovely with high vaulted cedar ceilings, a cozy wood-burning fireplace, and lots of windows that keep it light and bright. If you want to cook during your stay, the dining area has room for everyone, and the kitchen includes stainless steel appliances, granite countertops, and plenty of cookware.

The first master suite has a king-sized bed and opens up to a small deck where you’ll love spending long, lazy mornings sipping coffee and enjoying the view. The other master suites are on a lower level – one has a queen-sized bed and the other has two sets of bunk beds for the kids.

If you choose to stay in this vacation home you’ll be in the heart of Sunriver where you’re surrounded by nature, but also conveniently close to the town of Bend. It’s the ideal Bend Airbnb for groups that want to have it all during their trip to Central Oregon!

12. Buck Canyon Ranch: Epic Vacation Home on 2.5 Acres

Best Bend Airbnbs & Vacation Rentals: Buck Canyon Ranch
Images courtesy of Airbnb

If you are planning a wedding or family reunion in Bend and want to splurge on a truly luxurious Airbnb, then you must book a stay at the epic Buck Canyon Ranch! This gorgeous, immaculate mansion was the winner of the Best Architectural Design & Interior Finishes Award, and for good reason. Here you’ll have 5 bedrooms, 3 full bathrooms, 2 half baths, and 2.5-acres of private property all to yourself.

Everything about this vacation home is incredible – from the glass garage door that opens to a massive concrete patio so you can enjoy the indoors and outdoors at once, to the game room with ping-pong, foosball, darts, and a bar. Once you step foot inside the Buck Canyon Ranch, you’ll never want to leave!

This grandiose Bend Airbnb also boasts a gourmet kitchen with granite countertops and professional series Thermador appliances, making cooking for the whole group a breeze. Everyone can gather around the large bar to help or sit at the huge table nearby and entertain themselves with the large selection of board games.

And on chilly nights you can all gather around the wood-burning stove in the comfy great room or light a fire in the firepit on the patio. Or, better yet, take a relaxing dip in the hot tub!

Be prepared to fight over who gets to stay in the master suite at the Buck Canyon Ranch. With a gas fireplace, a jacuzzi tub, a walk-in closet, and heated floors, everyone will want to call this bedroom home for a few days.

That’s it – 12 of the best Airbnbs in Bend! Do you have a favorite vacation rental in Bend? Let us know in the comments below.

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About the Author:

  • Valerie Wheatley

    Val grew up in Portland, Oregon but moved to Oahu on a whim back in 2013. She sold her house and all of her belongings and bought a one-way ticket. Since then she’s taken two around-the-world trips and has visited 60-ish countries while living out of a duffel bag.

    Val started documenting the Wandering Wheatleys travels back in 2013 as a way to update friends and family about her whereabouts and to relay humorous daily interactions. The only readers were her mom and her mother-in-law but that didn’t stop her!

    These days you’ll find Val dreaming up future trips, creating new travel content, managing a team of amazing travel enthusiasts, and chasing around her two adorable but naughty kids.

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