
Guesthouse vacation rentals in Bend
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Bend
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Bend guesthouse rentals
Family-friendly guest house rentals

Quiet peacful country living close to everything!
What a peaceful space close to town and other locations. I really appreciated the cleanliness and homey feel. Dart board, pool table, and horseshoe pit was a mega plus. Will def stay here again next time I adventure in the Bend area. Thanks Cory for hosting!!

6th Street Slumber - 2 Bedroom Guest House
This was my first time in Bend, a few friends and I stayed here for a night while we attended a concert. We didn't get to spend much time here but I highly recommend it. The neighborhood is quiet, peaceful, safe, and close to everything. Check-in was super easy and the house was very clean, nicely appointed, comfortable, etc. I'll definitely stay here again next time I'm in Bend.

Sisters Casita Cottage
Excellent location and restful nights sleep!

Cozy & Convenient Downtown Cottage
Small studio all to yourself, located close to downtown.

Large Craftsman Studio
great location. private. very comfortable studio.

Cabin on quiet 3 acres 10 min to downtown Bend.
We would stay again! Wildlife is easily viewable from the windows. The bed is very comfortable. Serene is a great host!!!
Guest house rentals with a patio

Best of NW Bend! Mins to trails, lakes and river!
A cute and comfortable apartment for our family of four. The bunk beds in the sleeping nook were awesome for the kids! The location is right on the way to the mountain we were able to be cross country skiing in less than 15 minutes.

Private guest house on 2.5 acres
Great, quiet location. made my first time trip to Bend extra special with my puppy. when we arrived the home already had the air on which was nice considering how hot it was when we got out of the car after a long drive from Portland . it's in a rural area outside of the city which is nice because it's quiet and there's not a lot of traffic. there's very little light pollution so looking at the stars at night from the house was absolutely beautiful. also whatever bone toy they had in the house for the visiting dogs, my puppy went absolutely crazy for. I had to look it up on Amazon and buy one for myself because she would not stop chewing it!! only thing I'd note is that we saw fire ants in the driveway but it was easy to just step over quickly. we just made sure to carefully carry our puppy over them so that she wouldn't get bitten. overall if I'm staying in bend again I'd stay here again.

The Sunshine Loft
Katie and Brooks were absolutely lovely hosts. With their friendly greeting upon arrival, long list of local recommendations, and stunning property with the most amazing view, we felt SO comfortable during our stay. By far the best Airbnb we have stayed in!!

High Desert Escape
We loved staying at Stephen and Russia’s place! The unit felt huge, I loved the space. Everything was spotless, each room was perfect and had everything we could need. When we had questions they answered immediately. So happy we chose this place while visiting Bend.

Marla’s Cozy Shop ADU
My girlfriend, dog, and I wanted to spend Memorial Day weekend in the Redmond/Bend area and Brady's AUD provided the perfect space for us to rest and relax between all the outdoor activities! Also loved how they offered parking permits for attractions like Smith Rock. Would definitely stay again!

Treetop Retreat on West Side. Walk to town.
I had the most incredible stay at the Treetop Retreat in Bend. Steve and Lynn have created a truly special space—this custom-built unit is even more stunning in person than the photos show. Everything is brand new, beautifully designed, and stocked with everything you could possibly need for a long-term stay. They went above and beyond to make me feel welcome, inviting me to dinners, sharing drinks, and even letting me borrow snowshoes for local adventures. Their recommendations for things to do and places to explore around Bend were spot on, and the location in River West is absolutely ideal. I absolutely loved my time here and will definitely be back. Highly, highly recommend.

Modern East Side 1-Bedroom Suite with a View
Long story short. If you would like to stay somewhere peaceful, this is the place. If you want to get away from the tourists and stay on a secure property, surrounded by nature, and amazing animals, you need to book this place! It was so quiet and beautiful! Chad is the nicest guy I met in Oregon. Honestly, it was a blessing his place was available for my husband and I to stay. Thank you, Chad! We hope to see you again.

Couples Getaway At Smith Rock: Peacocks and Views!
My wife and I loved our visit. Ee loved looking for the peacock every morning and the place has a super cool styling and felt very clean and relaxed. We had a great experience.
Guest house rentals with a washer and dryer

NWBend Urban Studio super location with hot tub!
Christie's place feels new and very pristine. The location is really good - literally across the street from my favorite market in Bend as well as a coffee shop which was even closer. The neighborhood was quiet and safe. I stayed for a month and used the apartment as a base for finding real estate in the Bend area. A special treat for me ending each day in the hot tube which is very private and kept sparkling clean. Christie's place was a great place for me to be for an extended stay in Bend.

Modern Downtown Cottage near Outdoor Adventure
Nice space, kitchen is well stocked and I love the big island. I appreciated the dark window shades and found the space very quiet which was perfect for me as I was in town for work. Plenty of parking space. I would stay again when back in town!

Aspen Willow Casita | Brasada Ranch | Sleeps 4
Immaculately clean, newer construction. The planned community this property is located within is really, really pretty. Gorgeous landscaping, mountain views. This house is right off a walking trail, which was lovely. It’s out in the country a bit, so there were loads of stars at night and the sound of frogs in a nearby pond. We wanted to be located close enough for day trips to both the Painted Hills and Bend, and that worked out great for us. Highly recommend.

Newly built, high desert sunsets & mountain peaks
Beautiful loft. Amazing and responsive host. Super clean and a very well stocked kitchen. Beds were AMAZING!!! Thank you so much Tiffany you have such a beautiful place!

WHOLE HOUSE! Tiny Home on Bend's East Side
The minni house had everything we needed and was a great spot for us to call home while we explored central Oregon

Ponderosa Cabin — Modern Home & Amazing Location!
Solid location - 5 min walk to river, 2 min walk to coffee, bars, restaurants. 10 min walk to yoga and great restaurants on Galveston. 10 min drive to golf and hiking. Clean space, newer appliances and features - fast WiFi. AC worked perfectly on some very hot days. Comfy bed. Kitchen stocked well with silverware and cookware. Very quiet and private. We didn’t use the bikes or rafts because we ran out of time, but loved the idea that they were available if we wanted them. Would stay again :)

Compound Coziness...Terrebonne Guesthouse
The pictures don’t really do this place justice. It’s actually quite spacious and we ended up sleeping on the lower bunk bc it’s so low to the ground which was great for our dachshund. It was SO comfortable. Nicole was extremely responsive which was great since we checked in pretty late and had a few questions. I will definitely stay again, the fenced in areas are actually fenced in so our 12 pound furbaby couldn’t escape easily. Great location super close to everything although just outside enough you felt in the country. It is off the highway, but it’s tucked far enough off the road that we couldn’t hear the highway really. Great place!! We even watched an old VCR tape and it was nostalgic :)

Century Chalet - Tons of Light & Amazing Location!
This was a great place for us to stay when skiing at Mt. Bachelor. Close to town and quick 20 minute drive to the mountain. Beds were comfortable, air conditioning/heat available, kitchen was well stocked, and easy access/parking. Only downside is that the house is VERY close to the main road. Loud at night or early in the morning and impossible to sleep with the windows open due to the noise. For that reason we wouldn't stay here again but it was a great location and reasonable price.
Quick stats about guesthouse rentals in Bend
Total rentals
80 properties
Nightly prices starting at
G$10,491 GYD before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Willamette River Vacation rentals
- Deschutes River Vacation rentals
- Eugene Vacation rentals
- Sunriver Vacation rentals
- McKenzie River Vacation rentals
- Crater Lake Vacation rentals
- Redmond Vacation rentals
- Sisters Vacation rentals
- Government Camp Vacation rentals
- Portland Vacation rentals
- Puget Sound Vacation rentals
- Seattle Vacation rentals
- House rentals Bend
- Cabin rentals Bend
- Fitness-friendly rentals Bend
- Rentals with a patio Bend
- Condo rentals Bend
- Ski-in/ski-out rentals Bend
- Kid-friendly rentals Bend
- Waterfront rentals Bend
- Cottage rentals Bend
- Rentals with an accessible height toilet Bend
- Private suite rentals Bend
- Rentals with pools Bend
- Rentals with outdoor seating Bend
- Family-friendly rentals Bend
- Rentals with a sauna Bend
- Hotel rentals Bend
- Rentals with breakfast Bend
- Rentals with a kayak Bend
- Rentals with a washer and dryer Bend
- Apartment rentals Bend
- Rentals with lake access Bend
- Rentals with a hot tub Bend
- Rentals with a fire pit Bend
- Pet-friendly rentals Bend
- Rentals with an EV charger Bend
- Townhouse rentals Bend
- Rentals with a fireplace Bend
- Serviced apartment rentals Bend
- Guesthouse rentals Deschutes County
- Guesthouse rentals Oregon
- Guesthouse rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Bend
- Things to do Deschutes County
- Things to do Oregon
- Sports activities Oregon
- Tours Oregon
- Food and drink Oregon
- Wellness Oregon
- Nature and outdoors Oregon
- Sightseeing Oregon
- Art and culture Oregon
- Things to do United States
- Sightseeing United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Wellness United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States