Guesthouse vacation rentals in Deschutes River

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Popular amenities for Deschutes River guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
A tranquil country road stretches into the distance under a clear blue sky, featuring a vibrant double rainbow arching above. Fenced pastures are visible on either side, with patches of grass and dried earth. The road is wet, reflecting the colors of the rainbow.
Guesthouse in Bend
4.96 out of 5 average rating, 252 reviews

Quiet peacful country living close to everything!

RickRating, 5 stars2 months ago
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.
Top guest favorite
A cozy sleeping area features a spacious bed covered with a soft green blanket. Two nightstands, each with a lamp, are positioned on either side. A nature-inspired artwork hangs above the bed, and a window with a dark blind lets in soft light.
Guesthouse in Sandy
4.93 out of 5 average rating, 241 reviews

Sauna! Free daily HOUR w/2 nite stay!

SamuelRating, 5 stars4 months ago
The space is lovely and the sauna is a huge plus. I'm not sure where the complaints about privacy are coming from, the unit is about as far away as you'd expect neighbors to be and the shades are easy to use.
Guest favorite
A home office is shown, featuring a wooden desk and a computer set upon it. A bookshelf filled with books stands against one wall. A comfortable armchair and a potted plant add to the space. Large windows allow natural light to fill the room.
Guesthouse in Bend
4.77 out of 5 average rating, 62 reviews

6th Street Slumber - 2 Bedroom Guest House

JamesRating, 5 stars20 months ago
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.
Guest favorite
A comfortable living area features a dark sofa adorned with decorative pillows. A wooden coffee table sits in front, accompanied by two teal chairs against the wall. A mirror enhances light within the space, reflecting colorful artwork above.
Guesthouse in Bend
4.85 out of 5 average rating, 522 reviews

Cozy & Convenient Downtown Cottage

JoshuaRating, 5 stars5 days ago
The house is small, but it’s laid out well. We enjoyed being so close to downtown Bend with a lot of great restaurants and breweries within walking distance.
Top guest favorite
The exterior of a two-story yellow house is displayed, featuring a balcony with railings and an entrance that leads to a deck. A patch of green lawn is visible, bordered by a rustic fence and trees, creating a serene outdoor environment.
Guesthouse in Bend
4.97 out of 5 average rating, 225 reviews

Artist Studio with sleeping Loft

SurejRating, 5 stars1 month ago
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.
Guest favorite
A spacious studio is highlighted by a wooden bed frame, complemented by a cozy leather sofa and a simple coffee table. Natural light enters through multiple windows, illuminating the soft carpeting and intimate setting, suitable for relaxation after outdoor activities.
Guesthouse in Bend
4.93 out of 5 average rating, 215 reviews

Large Craftsman Studio

DaniRating, 5 stars7 months ago
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 :)
Top guest favorite
A cozy living area is presented with a leather couch and a small dinette set. A wooden staircase leads to the loft above, with decorative wall art enhancing the ambiance. The kitchenette is visible in the background, along with modern appliances including a refrigerator.
Guesthouse in Bend
4.97 out of 5 average rating, 66 reviews

Brand new, modern 1 bdrm + loft with open land!

GraceRating, 5 stars8 months ago
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.
Top guest favorite
A cozy living area is highlighted by a comfortable gray sofa adorned with yellow throw pillows. A round mirror complements the decor, and artwork adorns the walls. Natural light floods in through the large window, creating a welcoming space for relaxation or work.
Guesthouse in Bend
5 out of 5 average rating, 55 reviews

Prime Location for Adventure and Relaxation

RecilleRating, 5 stars1 month ago
Phenomenal location!!! We had a great time at Linda’s place. Definitely recommend to everyone who wants to come and visit Bend.

Guest house rentals with a patio

Top guest favorite
A well-lit living area features a gray sofa paired with a neutral coffee table resting on a decorative area rug. A stylish floor lamp stands nearby, and a television is mounted on the wall. Large windows allow natural light to brighten the space.
Guesthouse in Bend
5 out of 5 average rating, 32 reviews

Private guest house on 2.5 acres

JenniferRating, 5 stars1 week ago
We absolutely loved staying here! It was so peaceful and relaxing, the guesthouse was clean and had everything we needed and more. A quick trip to the city proper and then we got to come back and relax in truly lovely and quiet surroundings. Bonus they are so dog friendly. We visit Bend a few times a year and this is a place we will want to stay again.
Guest favorite
The exterior of Rusty Ranch Inn is shown with a modern design featuring a combination of wood and metal siding. A large window provides views of the interior, while a wooden fence lines the property. Gravel parking is available in front.
Guesthouse in Terrebonne
5 out of 5 average rating, 27 reviews

Rusty Ranch Inn

DavidRating, 5 stars8 months ago
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.
Top guest favorite
A cozy sleeping area features a queen size bed adorned with a colorful patterned cover. Bright yellow walls are accented by a creative sun mural and wood paneling. Reading lights are mounted on either side of the bed, while a comfortable orange armchair adds a pop of color.
Guesthouse in Bend
5 out of 5 average rating, 40 reviews

The Sunshine Loft

AllisonRating, 5 stars2 months ago
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. :)
Top guest favorite
A comfortable living area features a wooden sofa adorned with patterned cushions, complemented by a wooden coffee table. Lush plants are positioned nearby, and large windows allow natural light to fill the space, offering views of the surrounding greenery.
Guesthouse in Bend
5 out of 5 average rating, 20 reviews

High Desert Escape

JulianRating, 5 stars1 month ago
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!
Guest favorite
A cozy indoor space features a spacious bed with a unique wooden headboard. A small kitchenette area is visible in the background, equipped with a microwave. A ceiling fan provides airflow, while a bathroom can be glimpsed through an adjoining door.
Guesthouse in Redmond
4.92 out of 5 average rating, 25 reviews

Marla’s Cozy Shop ADU

BetsyRating, 5 stars2 weeks ago
My friend and I had a wonderful time staying here! Brady was super nice and very responsive. We had everything we wanted inside and the internet was very good. We came to Redmond to climb at Smith Rock State Park, and this ADU is so close. Brady left us a State Park pass, too, which was so nice and very helpful. Marla the cat is amazing! She is so friendly and cuddly and just seems very happy to be around people. We loved hanging out with her, and we appreciated the big Adirondack chairs for sitting outside with Marla in the mornings and evenings.
Guest favorite
A patio seating area features a fire pit table surrounded by comfortable chairs, offering a view of the expansive yard and distant Mt. Hood. Lush trees frame the scene under a clear blue sky, creating a peaceful outdoor setting.
Guesthouse in Sandy
4.96 out of 5 average rating, 74 reviews

Come Escape @ Mount Hood Retreat

LoganRating, 5 stars1 month ago
Beautiful place to stay! It was hard to tear myself away from sitting on the porch with the glorious view of Mt. Hood. Inside, the place is clutter-free/tidy, spacious, and cozy. Hosts provide clear and proactive instructions, I was always prepared with info about check-in and check-out with no confusion about the process. Fantastic location (in addition to the view) it provided a good balance of access to both Portland and the mountains/nature.
Guest favorite
A spacious wooden exterior of the guest suite is displayed, featuring a wide deck with accessible seating and a view of the surrounding greenery. Tall trees line the area, complementing the rustic charm of the log siding and providing a sense of seclusion.
Guesthouse in Bend
4.77 out of 5 average rating, 13 reviews

Charming 1-Bedroom Guest House on Hobby Farm

RachelRating, 5 stars9 months ago
We loved our stay! We were grateful to find a local option for a midweek stay while renovation work at our own house was underway. We were all comfortable (including our dog) and were able to work from the space during the day, and walk the property, visit with the goats/chickens, and take in the beautiful scenery anytime. Chad was a wonderful and thoughtful host who went above and beyond. We had everything we needed.
Top guest favorite
A spacious guestroom features a black bed with a yellow and gray throw blanket draped across it. A small dining table with black chairs is positioned nearby, while a large window offers natural light. Wall art and decorative plants add character to the space.
Guesthouse in Happy Valley
4.96 out of 5 average rating, 79 reviews

Modern Private Guesthouse with Spacious Backyard

AnthonyRating, 5 stars6 months ago
Great stay! The place was clean and comfortable. Host was friendly and responsive. Loved the drive and the view!

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Bend
4.93 out of 5 average rating, 356 reviews

Suburban Forest guest house with garage

IreneRating, 5 stars2 weeks ago
Loved staying here! The place was super clean, cozy, and had everything I needed. The bed was really comfy, and the vibe of the space was just perfect. It felt like a little home away from home. The area was chill and close to some really good spots to eat and grab coffee. Check-in was easy, and the host was super friendly and quick to reply whenever I had a question. Definitely would stay here again!
Top guest favorite
The entrance features large glass double doors framed by black trim, providing a modern touch. Two stylish outdoor lights are mounted above planters with greenery on either side of the entryway, complementing the clean lines of the cottage's exterior.
Guesthouse in Redmond
4.98 out of 5 average rating, 244 reviews

Modern Downtown Cottage near Outdoor Adventure

BrianRating, 5 stars2 weeks ago
Enjoyed our stay in Redmond. We will definitely be back. It was everything we needed and close to places we frequent. The only thing I might add is some tableware for kids. I was hesitant letting my 6yo eat on heavy ceramic plates. We did take out mostly so it didn’t matter too much except for when we planned to eat breakfast in the morning. Thanks !
Top guest favorite
A spacious living room is featured with a gas fireplace and a large-screen TV, complemented by a pull-out sofa. Large windows allow natural light to fill the room, while bar seating is available at the open kitchen, creating an inviting atmosphere for relaxation or gatherings.
Guesthouse in Bend
4.97 out of 5 average rating, 254 reviews

Midtown gem I Cozy Fire I Full kitchen I Park View

PeilinRating, 5 stars2 days ago
If you love dogs and love looking out onto beautiful greenery, this is the Airbnb for you. I took walks to the off leash dog park across the street to pet the neighborhood dogs. The Airbnb was clean, quiet, and beautifully furnished. The bed was so comfortable and the in unit washer/dryer was convenient. This is one of the best Airbnb units I have ever stayed in. I will try to book the next time I am in town.
Superhost
The open-concept living area features a modern kitchen with sleek cabinetry and an island with seating for two. A dining table for four is positioned beside a window, while a comfortable seating area includes a green couch and contemporary decor on a side table.
Guesthouse in Bend
4.87 out of 5 average rating, 108 reviews

McKinley Place - A Retreat in SE Bend

JillynRating, 5 stars1 month ago
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!
Guest favorite
Guesthouse in Washougal
4.9 out of 5 average rating, 144 reviews

Cozy Guesthouse Retreat

DanielRating, 5 stars2 weeks ago
Shane and Michelle were very good hosts. The place is beautiful. Clean and well stocked for a one week stay.
Superhost
The kitchen area features modern cabinetry and a compact dining table with two high-backed stools. A television mounted on the wall displays nature imagery. Stainless steel appliances, including a microwave and coffeemaker, are neatly arranged, while natural light highlights the wood flooring.
Guesthouse in Bend
4.86 out of 5 average rating, 115 reviews

WHOLE HOUSE! Tiny Home on Bend's East Side

JesseRating, 5 stars1 month ago
The minni house had everything we needed and was a great spot for us to call home while we explored central Oregon
Top guest favorite
The exterior of the two-story home features a mix of wood and sleek materials, highlighted by a vibrant yellow front door. Large windows allow natural light to fill the interior, while a stylish garage door complements the modern design. The driveway provides space for off-street parking.
Guesthouse in Bend
5 out of 5 average rating, 12 reviews

Treetop Retreat on West Side. Walk to town.

LaurenRating, 5 stars1 month ago
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.
Top guest favorite
A winding wooden pathway is showcased, leading through a natural landscape. Native shrubs and greenery surround the path, enhancing the connection to the outdoors. The boardwalk is constructed of smooth wooden planks, inviting exploration of the surrounding environment.
Guesthouse in Bend
4.99 out of 5 average rating, 108 reviews

Renovated Condo - Ideal Location

ElizabethRating, 5 stars6 months ago
Easy drive to everything there is to do in Bend, responsive host and very clean. Thanks for a great visit!

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