
Guest house holiday rentals in Deschutes County
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Top-rated guest house rentals in Deschutes County
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Family-friendly guest house rentals

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
The guest home was located very close to downtown Bend , grocery stores and the river walk, walkable , with no need for a car. The kitchen had all we needed with plenty of coffee, tea, and cooking supplies. Paula was very responsive, kind and flexible . I would highly recommended staying here.

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

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

Cozy Bookworm's Retreat in Bend
Peaceful, cozy, artistic!! We had a lot of outdoor activities planned for our short stay but found ourselves wanting to stay at the little house to read and watch movies :) it is very inviting and walking/biking distance to many good restaurants and the beautiful river. Everything was clean and hosts were kind, hospitable, and great communicators. We’d love to go back.
Guest house rentals with a patio

Best of NW Bend! Mins to trails, lakes and river!
Exactly what we wanted. We had an extended stay in this rental and felt right at home. Small space lives large, with tons of light and an incredible view. Appreciated the private yard and bike storage. And the location? Amazing! 3-4 mile commute to Phils trail head made for easy and frequent biking. We walked to Old Mill, downtown and Galveston area frequently. 2-3 mile walk each way so it’s not for the faint of heart, but it’s a great way to burn off the food and beer 🙃 and the hosts were fantastic. Easy to reach and always quick to help people if something came up. 10/10!

Private guest house on 2.5 acres
Quiet place with easy access to downtown Bend, suited our needs perfectly.

Downtown Sisters Suite - Hot Tub - Dog Friendly
The location was great, just a few blocks off the main area but far enough away we had peace and quiet from the hubbub. The beautifully green fenced yard was an actual godsend and a true game changer. That alone makes this Airbnb worth it if you’re traveling with your dog. The Adirondack chairs were nice to have. The hot tub was nice and the view of the mountains from it so luxe! The actual unit was a tiny bit smaller than I expected but still a great size for my parents and I, and otherwise just as pictured. Another reviewer said they didn’t like the bed but my parents said it was fine. I laid on it and it seemed big and comfy. I didn’t try the pullout couch bed because I find them to be hard on my back so I brought a floor mattress with me. The second night we could hear some noise from the adjoining unit but the host responded right away and handled it. The temp is set at 69 which was fine for me but my mom was a little chilly. I would definitely stay here again. Great host!

Rusty Ranch Inn
Great place. We've stayed here twice now and it was good to us both times.

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 our stay at this gorgeous home in Bend. The hosts were flexible with check-in time and were very responsive with communication. This is hands down one of the best AirBnbs I have ever stayed at and can’t wait to return for a future visit! The decor was beautiful, bed comfortable and this home had so many little extra touches. Truly a wonderful experience! Thank you for hosting us.

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!

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!
Guest house rentals with a washing machine and dryer

Discovery Loop Landing
Amazing house. Clean and well stocked. Host was great to communicate with. Home away from home for our first guys. Will absolutely stay again.

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.

McKinley Place - A Retreat in SE Bend
One of our favorite places we have stayed in! It was beautiful, comfortable, and had everything we needed.

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
We were in town for baseball. Location was great for accessing the various fields. Everyone slept well. We stayed in late May with temperatures in the high 70's during the day. The house stayed comfortably cool with the windows open. Cows were cute.

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!

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.
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