Guesthouse holiday rentals in Deschutes River

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Popular amenities for Deschutes River guesthouses

Family-Friendly guesthouses

Top Guest favourite
Guesthouse in Portland
4.99 out of 5 average rating, 565 reviews

Spacious Guesthouse with Creative Style and Local Charm

MarkRating, 5 stars2 weeks ago
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!
Guest favourite
Guesthouse in Bend
4.85 out of 5 average rating, 525 reviews

Cozy & Convenient Downtown Cottage

MarieRating, 5 stars4 days ago
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.
Guest favourite
Guesthouse in Bend
4.94 out of 5 average rating, 217 reviews

Large Craftsman Studio

EllenRating, 5 stars3 weeks ago
great location. private. very comfortable studio.
Guest favourite
Guesthouse in Portland
4.85 out of 5 average rating, 785 reviews

Romantic Retreat. Hot Tub/Patio/Pets welcome : )

KaseyRating, 5 stars1 month ago
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!
Top Guest favourite
Guesthouse in Portland
4.97 out of 5 average rating, 629 reviews

The Westmoreland Lighthouse - Private studio in SE

SandraRating, 5 stars3 weeks ago
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.
Top Guest favourite
Guesthouse in Portland
4.99 out of 5 average rating, 246 reviews

Sorta Summer House w/ sauna & outdoor shower

CarinaRating, 5 stars5 days ago
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.
Guest favourite
Guesthouse in Sisters
4.9 out of 5 average rating, 229 reviews

Sisters Casita Cottage

AmeliaRating, 5 stars2 weeks ago
Excellent location and restful nights sleep!
Guest favourite
Guesthouse in Portland
4.92 out of 5 average rating, 286 reviews

Tucked Inn Cully

LéoRating, 5 starstoday
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

Top Guest favourite
Guesthouse in Portland
4.96 out of 5 average rating, 176 reviews

Woodlawn Cottage

SophiaRating, 5 stars1 week ago
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!
Top Guest favourite
Guesthouse in Portland
4.98 out of 5 average rating, 191 reviews

Bright, Private & Cozy with Yard

LianeRating, 5 stars2 weeks ago
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.
Top Guest favourite
Guesthouse in Portland
5 out of 5 average rating, 239 reviews

Perfectly Portland Clinton St Guesthouse

NayomiRating, 5 stars3 weeks ago
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.
Top Guest favourite
Guesthouse in Portland
4.99 out of 5 average rating, 156 reviews

The Portland Sun House

Mary-EllenRating, 5 stars2 weeks ago
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.
Top Guest favourite
Guesthouse in Portland
5 out of 5 average rating, 118 reviews

Pip's Place

KellyRating, 5 starstoday
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!
Top Guest favourite
Guesthouse in West Linn
4.96 out of 5 average rating, 136 reviews

Charming one bedroom apartment in the forest.

AmityaRating, 5 stars2 weeks ago
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
Top Guest favourite
Guesthouse in Portland
4.97 out of 5 average rating, 195 reviews

The Perch PDX - Modern Studio on Division

DonovanRating, 5 stars1 week ago
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!
Top Guest favourite
Guesthouse in Portland
4.98 out of 5 average rating, 163 reviews

Beautiful Alberta Guesthouse | Full Amenities + AC

ShaynaRating, 5 stars1 week ago
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

Top Guest favourite
Guesthouse in Portland
4.98 out of 5 average rating, 649 reviews

Tiny House, Big Charm

MindyRating, 5 stars1 day ago
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!
Superhost
Guesthouse in Portland
4.82 out of 5 average rating, 142 reviews

The Haseman House

LucileRating, 5 stars2 weeks ago
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.
Guest favourite
Guesthouse in Portland
4.94 out of 5 average rating, 281 reviews

Sweet SE Studio Cottage

NiyaRating, 5 stars6 days ago
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 ◡̈
Top Guest favourite
Guesthouse in Portland
4.93 out of 5 average rating, 674 reviews

Hawthorne Wisteria Retreat

JosephRating, 5 stars1 week ago
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!
Superhost
Guesthouse in Bend
4.86 out of 5 average rating, 116 reviews

WHOLE HOUSE! Tiny Home on Bend's East Side

JesseRating, 5 stars2 months ago
The minni house had everything we needed and was a great spot for us to call home while we explored central Oregon
Guest favourite
Guesthouse in Terrebonne
4.9 out of 5 average rating, 276 reviews

Compound Coziness...Terrebonne Guesthouse

TedRating, 5 stars2 weeks ago
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.
Guest favourite
Guesthouse in Portland
4.93 out of 5 average rating, 220 reviews

Charming, private 2-level guesthouse-Woodstock

StacieRating, 5 stars1 week ago
Tawny’s place was awesome. It was exactly as described. She communicated instructions effectively. Would definitely stay there again.
Top Guest favourite
Guesthouse in Portland
4.99 out of 5 average rating, 601 reviews

Contactless Clean Private Treetop Studio

LaurenRating, 5 stars6 days ago
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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