
Guesthouse vacation rentals in Bend
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Top-rated guesthouse rentals in Bend
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Bend guesthouse rentals
Family-friendly guest house rentals

Quiet peacful country living close to everything!
We had a great stay at Cory's place in Bend. Very convenient location for our activities. Cory was very responsive to any questions we had. Nice private and quiet location. Would definitely go back.

Sisters Casita Cottage
I have stayed here more than once and really appreciate the space. Love the beautiful yard you can sit out front and enjoy her flowers and well kept yard. It’s quiet no road noise!!

Artist Studio with sleeping Loft
Carrie and Dave were wonderful hosts. Very communiative and friendly. We really enjoyed staying at their beautiful place. We enjoyed the all the artwork and the cozy surroundings.

Large Craftsman Studio
This place was safe and secure and very cozy. Becky was super responsive and nice and the neighborhood was beautiful. I would stay here again :)

Brand new, modern 1 bdrm + loft with open land!
I loved staying at this place! Sooo peaceful, you walk outside and it’s quiet just sounds of birds. It was very comfortable to stay at and clean. I also I appreciated the good shower products they had for us so I was able to have good hair days! It is a guesthouse on there property but it was secluded and private and felt like we were all alone. They also provided some little snacks which was nice to have when we went hiking. Great place highly recommend for a peaceful getaway in a beautiful area.

Prime Location for Adventure and Relaxation
Phenomenal location!!! We had a great time at Linda’s place. Definitely recommend to everyone who wants to come and visit Bend.

The Little Rojo House - with private entrance.
Great space for an extended stay in Redmond with easy access to Bend and many outdoor activities. Loved that it had a full kitchen since I like to cook a lot
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
We absolutely loved the rural country location and were able to take lots of walks with the dog and bike rides straight from the house. Definitely a quiet and peaceful oasis. The little house met our needs perfectly and was adorable in all ways. We will definitely stay there again if it’s available.

Downtown Sisters Suite - Hot Tub - Dog Friendly
The space was as advertised. The fenced backyard is great for pet, good location, and the hot tub is a nice addition. The hosts have great communication.

Charming Sisters Cottage
We had a great time staying at Mary’s place in Sisters. Thanks for the clean and comfortable spot in a great location!

Rusty Ranch Inn
I thought it was very nice. They had everything we needed to prepare meals and I loved the covered patio and backyard. I hope to get there again.

The Sunshine Loft
Katie and Brooks were both very friendly and welcoming to us during our stay ! Would highly recommend them as hosts to anyone looking for a place to stay near Bend. :)

High Desert Escape
This place is truly special. The second-floor concept is quite unique in Bend, and it really creates a sense of serenity and peace, like you're in your own little tree house nest. We could have stayed there the whole time – it's so cozy and calm. The daybed in the living room next to the big main window is the place to be! And Stephen and Rissa were excellent hosts, answering questions promptly and helping us out with some logistics. This will be our go-to-place whenever we come to Bend. Top recommendation!

Unique & quiet w/Hot tub! No check Out list!
Janey was responsive and had clear instructions for everything first hand and very thoughtful. If we had a question she was quick to respond and communicated well, the place was awesome it was the perfect little place to stay that’s more private and quiet. We were in love with this place and would definitely come back!
Guest house rentals with a washer and dryer

Millpointe Studio 1.0, Where Luxury Meets Location
Wonderful place and perfect location! Beautiful and warm and welcoming!

Suburban Forest guest house with garage
instructions for check in and check out were very clear and easy to follow. Great location and lots to do and see in Bend. Very enjoyable couple days at this airbnb.

Modern Downtown Cottage near Outdoor Adventure
Great place to stay! Would highly recommend.

Midtown gem I Cozy Fire I Full kitchen I Park View
Aaron and Emily’s place was very clean and quiet for our visit to Bend. Very responsive and very dog friendly. Great park across the street. Quiet neighborhood and a quick drive to most everything! Would stay again!

McKinley Place - A Retreat in SE Bend
Excellent haven for two besties on a long weekend! Unit is easy to find and well-maintained - was spotless upon arrival. At time of writing (2025), has new modern plumbing fixtures and appliances. En suite bathrooms for the two bedrooms were the selling point, yet we ended up loving even more features. We were each able to have necessary phone calls in our rooms without disturbing the other's sleep. Kitchen is thoughtfully equipped with impressive variety of items - much more than listed. We enjoyed a self-curated yarn & book crawl, hit a couple local restaurants, and otherwise mostly cooked for ourselves and enjoyed the cozy quiet with the tea kettle always on. Barely communicated with host because our needs were met at every turn. Highly recommend!

Newly built, high desert sunsets & mountain peaks
The place had everything we needed and then some! Tiffany was so thoughtful, from the welcome note/drinks, to setting up the coffee pot for our first morning, she made it a wonderful home away from home! We would 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

Ponderosa Cabin — Modern Home & Amazing Location!
We had a great stay at Marks apartment. The place is beautiful and cozy and perfect for a quiet week in Bend. The location is walking distance from everything you could want; restaurants, grocery store, etc. We especially loved that it is dog friendly and our pup got to play with their two sweet dogs. Would highly recommend this stay!
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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