
Guesthouse vacation rentals in Bend
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Top-rated guesthouse rentals in Bend
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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!

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

Artist Studio with sleeping Loft
Carrie and Dave’s was perfect for a long weekend. The stay was very peaceful and comfortable. I enjoyed Dave’s artwork in the studio - a really nice spot for 1-2 people. Looking forward to staying again in the future!

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!!!

Cozy Bookworm's Retreat in Bend
Amazing space that allows you to get cozy and comfortable. The pieces of home that you always want when you're away. We appreciated the futon and really enjoyed the full kitchen. Thank you for the art and books which make it a place that you want to stay in and explore. Home away from home, it is a magical space that provides everything you need. Spacious and clean!! I wish I brought earplugs because a neighbor dog was barking early from 8-9am. However they mentioned that wasn't usual. Other than that, we were so grateful our stay at Mark and Stephanie's place Thank you! So special and inspiring!
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!

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!

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.
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.

Unique & quiet w/Hot tub!
This place was really cool. Very quiet, intimate, clean, and had all amazing amenities! Would love to stay here again!

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

Canal Cottage, 20 Min to Bachelor, Dog friendly
Such a great place to relax near Bend, Mt Bachelor and so many other hiking areas. Our dog loved running around the large yard. The inside is perfect and cozy place to setting in after a day outside and the grill was great to cook on. Make sure you bring bug spray! The mosquitos can be intense out that way.

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 :)

Dog Friendly~Central Location~Modern Construction
We had a great stay at Daniel's place--it was extremely clean, the beds were very comfortable and he was quickly responsive when I communicated with him. We are already looking forward to our next stay in Bend and I will try and book this place again or Daniel's other unit!
Quick stats about guesthouse rentals in Bend
Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ184 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
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