We research, evaluate and select travel destinations based on a number of factors, including our writers’ experience, user reviews and more. We may earn a commission when you book or purchase through our links. See our editorial policy to learn more.
There are a lot of reasons to visit Bend, Oregon. It’s both a mountain town and a desert town, and that’s what makes it an awesome vacation destination.
The perennial snow-capped peaks of The Three Sisters, Broken Top, and Mount Bachelor provide a dramatic backdrop to the city’s west, and a seemingly endless expanse of sagebrush desert stretches out to the east. In between, the rushing Deschutes River carved its signature into the landscape, and Bend sits on its banks.
Now, the city teems with outdoor retailers, microbreweries, gastropubs, and artisan coffee shops. Some may call it hipster chic, but there’s nothing phony about it. This is authentic Bend, and it’s awesome. And there’s world-class outdoor recreation just minutes outside the city.
Whether you’re interested in hitting the slopes or the trails, or you’re more intrigued by the craft brewery scene, Bend is sure to impress. Below, you’ll find a round up of the best airbnbs in Bend, to help make your stay a memorable one – enjoy the adventure.
Related Read: The 11 Best VRBO Rentals in Oregon
1. Dome Sweet Dome
Why you should stay: A unique and cozy place to stay on the outskirts of town near Mount Bachelor.
- Sleeps: 4
- Minimum stay: 2 nights
- Rates from: $133/night
Dome Sweet Dome is a geodesic dome cabin set in a peaceful pine forest beneath Mount Bachelor. The property is on a private road at the edge of town in the interesting First-on-the-Hill neighborhood, so named for its near-perfect proximity to the slopes.
Phil’s Trail mountain biking complex and the slopes of Mount Bachelor lie to the west, and downtown Bend is a short drive to the east. This is a great spot for hikers, mountain bikers, and skiers who want to be as close as possible to the Cascades. Phil’s Trails, as it’s widely known, is a great spot for beginner riders or anyone who wants to demo a new bike on some well-maintained singletrack.
Check Availability2. A Stone’s Throw Bungalow
Why you should stay: A few steps away from downtown, Drake Park, and the Galveston Avenue nightlife scene.
- Sleeps: 6
- Minimum stay: 2 nights
- Rates from: $159/night
Are you looking to indulge in Bend’s hip foodie and brewery scene? Then there’s no better place to stay than A Stone’s Throw Bungalow, which is in walking distance of several of Bend’s coolest neighborhoods.
The white picket fence and spotless decor of this idyllic River West home is the perfect Bend basecamp for a small family or group of friends to share. This is where you want to stay if you want to get the full Bend experience. It’s an Airbnb Plus home and comes with a private hot tub, so while it’s one of the more affordable airbnbs in Bend for six guests, you won’t feel like you’re scrimping on luxury.
Check Availability3. Lakeside West Cabin
Why you should stay: A lux mountain escape in a spectacular setting on 640 private acres.
- Sleeps: 8
- Minimum stay: 2 nights
- Rates from: $333/night
Sitting high in the Cascades above Bend, the Lakeside West Cabin is an absolute dream vacation retreat. Though secluded within the Deschutes National Forest, this opulent backcountry mansion is only 12 miles away from Bend.
Outdoor enthusiasts will fall in love with this cabin. It’s a masterpiece of craftsmanship built from Douglas fir and cedar. Nearby recreational opportunities include fishing, hiking, snowshoeing, and cross-country skiing, as well as just about anything else you can come up with. Tumalo Falls is a nearby attraction worth seeking out for a day outside the city.
Check Availability4. Pastoral Guesthouse
Why you should stay: A quiet, relaxing, and affordable getaway outside the city.
- Sleeps: 4
- Minimum stay: 2 nights
- Rates from: $97/night
This Pastoral Guesthouse is an endearing little casita on a rural stretch of land between Bend and the small town of Tumalo. While only minutes from downtown, this place feels far away from the noise and crowds of the city.
Tumalo State Park is nearby and is a wonderful spot for a picnic or a short walk along the Deschutes River. Likewise, the Historic Tumalo Feed Co. Steakhouse is a rustic and absolutely mouth-watering restaurant that few out-of-area visitors know about, but it’s sure worth a visit. And since this is one of the more wallet-friendly airbnbs in Bend, you’ll be able to save a few bucks (especially if you have four guests) that you can afford to spring for a nicer dinner one evening.
Check Availability5. Boutique Studio
Why you should stay: A private nature-inspired studio near the Deschutes River Trail.
- Sleeps: 2
- Minimum stay: 1 night
- Rates from: $100/night
The treetop views through the windows in the Boutique Studio are complemented by interior hanging plants, botanical art, and a stunning cedar-plank ceiling that help bring the outdoors inside.
Outside the front door is the Deschutes River Trail system with miles of walking and biking trails that lead into Bend’s city center or to secluded stretches of riverside scenery. Bend is all about its connection to the surrounding landscape, and this studio is an exemplary representation of that mentality.
Check Availability“I don’t get why someone would ever choose to stay in a hotel when such amazing airbnbs with such wonderful hosts, like Katie and Ryan, are available. They immediately made me feel at home.”
6. The High Desert Loft
Why you should stay: A stylish, modern apartment in a revered Bend neighborhood near downtown.
- Sleeps: 4
- Minimum stay: 2 night
- Rates from: $149/night
There’s much to love about The High Desert Loft and the wonderful neighborhood it’s in. The finely decorated apartment is technically an in-law unit, but its built to feel very private. It also has its own entrance, so you’ll have all your own space. And it comes with every amenity you could need. It can sleep four, but according to the owners, two is likely to be more comfortable.
The Westside neighborhood is home to some of Bend’s best restaurants, and it’s a short walk across the river to downtown. You’ll love walking around the area’s friendly and inviting streets.
Check Availability7. Buck Canyon Ranch
Why you should stay: Exquisite accommodations on a private multi-acre estate in Southwest Bend.
- Sleeps: 14
- Minimum stay: 2 nights
- Rates from: $477/night
There are few places in Bend richer in amenities and splendor than the Buck Canyon Ranch Executive Retreat. This five-bedroom home is the ideal place for large families or groups of traveling friends to stay while visiting Bend. The gorgeous home has won several design awards, perhaps due to the steel finishing and garage doors that roll back to bring the outdoors in.
The spacious and well-lit interior has plenty of room for everyone to spread out and find their own personal space. A game room and bar ensure you can have fun indoors, while outdoors, you’ll find a fire pit, corn hole and horseshoes, a hot tub, and even a basketball hoop. Consider this your own personal forest resort.
Check Availability8. Healthy Haven
Why you should stay: A lovely home in a historic neighborhood between Bend’s two most popular districts.
- Sleeps: 4
- Minimum stay: 1 night
- Rates from: $118/night
Healthy Haven sits smack dab in the middle of Bend positioned between downtown and the Old Mill District. Dozens – perhaps hundreds – of eclectic shops, restaurants, and breweries are within walking distance from this Old Bend home, as is the Deschutes River.
This cottage is well-appointed and warmly decorated with comforting pastel colors and delicate artwork. You’re going to feel right at home. It’s simple but quite welcoming and has an excellent fenced-in yard, so you can sit by your pup as you snuggle around the outdoor fire pit.
Check Availability“Highly recommend! Great location, super close to downtown and breweries. Perfect for a relaxing time with family and dogs. The fire pit is awesome.”
9. The Stay Away
Why you should stay: A cozy cabin with wild styling near the amenities of Sunriver Resort.
- Sleeps: 10
- Minimum stay: 2 night
- Rates from: $450/night
Sunriver Resort is south of Bend on the banks of the Deschutes River. And this the Stay Away modern A-frame is on the outskirts of the resort’s adjacent residential area, so it has a secluded feel while still being close to all offered at Sunriver. The owners describe the home as “Wes Anderson Meets David Lynch,” and if you pass through the photos, you’ll probably agree that’s correct.
A golf course, a swimming pool, and a water park are just a few of the many ways you might want to spend your time at the resort. Bend is only 15 minutes down the road, and on the way there you’ll pass the Newberry National Volcanic Monument, with miles of hiking and spectacular volcanic foundations.
Follow ’em: @thestayaway
Check Availability10. 5th Street Villa
Why you should stay: A classic mid-century home in the peaceful Midtown district.
- Sleeps: 3
- Minimum stay: 2 night
- Rates from: $120/night
Sandwiched between the conveniences of downtown and the iconic views from the top of Pilot Butte, the 5th Street Villa is a quintessential Bend home. You’ll be staying in a quiet community only a few blocks away from all the action in the small city.
It’s one of the best positioned airbnbs in Bend for whatever your vacation plans may be. This snug space is comfortably sized for couples or small families, and it comes equipped with all the comforts of home.
Check Availability“Jennie and Steve’s place was one of the best Airbnb’s I have been in – the most stylish space with the most thoughtful touches.”
Plan Your Bend Trip
- Bend has amazing outdoor recreation. There’s no easier way to experience Bend’s outdoor marvels than to hike some of the world-renown trails that are located in and around the city.
- Mount Bachelor Ski Resort is home to the best skiing and snowboarding slopes in the area. There are also numerous backcountry snow trails for snowshoers and cross country skiers.
- Looking for something wet and wild? Consider rafting or tubing the Deschutes River.
- You can head deep into the Three Sisters Wilderness on an epic backpacking trip on the Green Lakes Trail, or hop on to a scenic helicopter tour to see the volcanic Cascades from up high.
- Take a guided horseback ride or a winter sleigh ride into the Deschutes National Forest.
- Go climbing, or maybe just watch the climbers, at Smith Rock State Park.
- Visit the unforgettable High Desert Museum for a fun and informative look at eastern Oregon’s unique flora, fauna, and landscapes.
- Oregon is famous for beer, so you’re spoiled for choice. The infamous Bend Ale Trail has 22 world-class breweries on its route.
More Incredible Getaways in Oregon
Sign up for the Weekend Wanderer and join thousands of readers getting epic travel and Airbnb ideas every week.
Seen in: Oregon, Pacific Northwest, Where to Stay, Where to Stay in Oregon
