
Guesthouse holiday rentals in Deschutes River
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Top-rated Guesthouses in Deschutes River
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
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Popular amenities for Deschutes River guesthouses
Family-Friendly guesthouses

Spacious Guesthouse with Creative Style and Local Charm
Fantastic stay in a beautiful home with a super helpful and respectful host. We used Michael’s place as a base whilst visiting Oregon and loved its homely feeling and easy access to the city in a quiet neighbourhood. Michael was super helpful with recommendations, friendly and always responsive. Would not hesitate to recommend and come back!

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.

Romantic Retreat. Hot Tub/Patio/Pets welcome : )
The Little House was peaceful & quiet, with a nice private yard for me & my dogs! Chris was helpful and friendly, I would recommend his place to anyone!

The Westmoreland Lighthouse - Private studio in SE
I always stay at The LIghthouse when in Portland. It's cozy in a charming neighborhood and Dana is the perfect host, there when you need him and not when you don't.

Sorta Summer House w/ sauna & outdoor shower
Our stay here was amazing!! Nicole was so responsive and answered any questions we had almost instantly! The place itself was beautiful and very clean. The bed was SO comfortable and the place is small but felt very spacious and breathable! Perfect for 2 people. We would 100% stay here again. The only con about the place that we didn’t see people mention in other reviews were the spiders. The shower is outside (so cool) but there are lots of spiders and spiderwebs that get built seemingly overnight so we had to carefully tuck the tendrils of the overhanging plant into itself so we wouldn’t walk into the webs :) It wasn’t a HUGE issue and once we tucked everything away we didn’t walk into it anymore but for someone who doesn’t like bugs, the outdoor shower in the summer might not be your thing.

Sisters Casita Cottage
Excellent location and restful nights sleep!

Tucked Inn Cully
We had a truly wonderful stay! The space was incredibly clean, peaceful, and beautifully decorated—with thoughtful touches throughout that made it feel extra special. It was private and quiet, yet perfectly located for exploring the Portland area. Parking was easy, and the neighborhood felt safe and welcoming. The hosts were extremely kind and communicative—we felt well taken care of from start to finish. We were very impressed and would absolutely stay here again!
Guesthouses with a patio

Woodlawn Cottage
Such a cute cottage with the perfect amenities. Mark was super welcoming and left us with free snacks, candy, drinks, and ice cream! For sure our favorite place we’ve stayed at, we just felt so welcome. The house had a private patio area, surround system for the TV and heated floors. Will be staying here next time we visit!

Bright, Private & Cozy with Yard
Beautifully setup for our stay. I appreciated the layout of everything and for a small space, it didn’t feel small. Stephanie had all the details covered, including a recommended eating guide, which we took advantage of. We loved the yard for our pup and a big grass field across the street to walk him.

Perfectly Portland Clinton St Guesthouse
We really enjoyed our stay. The place was clean, welcoming, and had everything we needed. At one point we had to reach out to the hosts to fix something minor and they were super kind and responsive, and even left us a sweet little gift basket when we got back that evening. Location is fantastic and we would definitely stay again.

The Portland Sun House
I rented this place for my daughter for her honeymoon. They said the bed was comfortable and the hot tub was in a garden like setting and very private.

Pip's Place
We loved our 1 night stay. They have thought of everything you might need for a comfortable stay. Friendly and flexible hosts! The studio was spotless, quiet, cozy and in a walkable neighborhood. Would highly recommended and would definitely return!

Charming one bedroom apartment in the forest.
We had a truly wonderful stay at Drusilla Airbnb! The home was spotless, beautifully decorated, and had all the amenities our family needed for a comfortable and relaxing small vacation. The kitchen was fully equipped, the beds were super cozy, and the outdoor space was perfect for us to unwind in the evenings. The host was incredibly responsive. The neighborhood was peaceful and safe, with easy access to local attractions, restaurants, and grocery stores. We would absolutely love to come back and highly recommend it to anyone looking for a relaxing and memorable stay in Portland

The Perch PDX - Modern Studio on Division
The Perch was just right for the two of us for a couple days in SE Portland. While small, it had everything we needed and then some within arms reach. We appreciated the fresh coffee, the bidet, and great AC. Furnishings were in really great shape. The location near to Division St amenities and close to bus stops was ideal for exploring the neighborhood and getting to downtown quickly, while it was still fairly quiet. This stay is hard to beat!

Beautiful Alberta Guesthouse | Full Amenities + AC
We loved staying here! It felt like a really safe area and close to most things we wanted to do in Portland. The place itself is gorgeous! Also they just added an outdoor bathtub and it was AMAZING! Would love to stay here again.
Guest house rentals with a washing machine and dryer

Tiny House, Big Charm
This was the second trip at this charming and convenient spot. It’s close to Portland, easy to find, quiet, extremely comfortable and it has everything you need for a home away from home. I will use this spot for all of my future trips to Portland. It’s a must see to believe! The added bonus is the nice outside patio you can sit outside and relax or entertain! It’s a hidden gem 💎 for sure!

The Haseman House
Grey and Nico's place was a wonderful, zen and peaceful little home away from home. It felt very private and the space is minimalist, beautifully curated but with all necessary amenities for a short stay. The grounds are pretty, surrounded by trees, and the neighborhood has a lot of great shops and cafes within walking distance. Would absolutely recommend.

Sweet SE Studio Cottage
Cute space & super accommodating. Kathy was very welcoming and so was her studio. Very clean, fresh towels, plenty of coffee and tea options and a/c. Her studio was easy to locate and had plenty of things to check out in the area. Would definitely stay again ◡̈

Hawthorne Wisteria Retreat
Sari's place is in a very attractive and adorable neighborhood. Plenty of stores and food and bars to visit nearby and reasonably within walking distance to other neighborhoods as well. Sari's place was clean and comfortable and I will definitely be looking 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

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.

Charming, private 2-level guesthouse-Woodstock
Tawny’s place was awesome. It was exactly as described. She communicated instructions effectively. Would definitely stay there again.

Contactless Clean Private Treetop Studio
We enjoyed our stay here! It was very quiet and comfortable. It was close enough to the airport and to downtown but far enough where it was quiet. Cute little coffee shop down the street with great breakfast. The area was beautiful. I absolutely loved the towel warmer. Would definitely stay again.
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