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Guesthouse vacation rentals in Deschutes River

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Deschutes River

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guesthouse in Redmond

The Downtown Guesthouse

This is a BRAND NEW guesthouse in Downtown Redmond. Enjoy a night on the town with an easy 5-7 minute walk to Wild Ride or General Duffy's, both are great food truck lots. Or enjoy a night in cozying up on the couch. We have reliable WiFi for streaming on your devices or on the smart TV provided. If you came to town to enjoy the vast amount of outdoor activities that Central Oregon has to offer then you're in for a treat! Smith Rock (15 min), Mount Bachelor (45min). We know you’ll enjoy it here!

4.84 out of 5 average rating, 280 reviews
Top guest favorite
A private hot tub is nestled among sparse trees on a slight elevation, offering serene views of the surrounding landscape. The cottage's exterior, featuring large windows, is visible in the background, set against a backdrop of a clear sky and natural foliage.
Guesthouse in Bend

Ranch Cottage: Desert, Forest, Horses, Hot Tub

Beautiful guest cottage studio, with mountain views, in the southeast Bend neighborhood of Sundance. 15 minutes to town and 45 minutes to Mt. Bachelor ski area. This special ranch property is two blocks away from endless recreation in the Deschutes National Forest. (PLEASE NOTE; national forest access has been closed as of May 1, 2025-May 2027 for fire reduction and restoration. blm trails are open) Includes one king Sleep Number bed and one queen Murphy bed. Private hot tub out the back door.

4.99 out of 5 average rating, 410 reviews
Top guest favorite
A cozy sleeping area features a queen size bed dressed in neutral tones, complemented by decorative pillows. Natural light filters through a window covered with wooden blinds. A small wooden table and stool are situated nearby, providing additional functional space.
Guesthouse in Bend

Renovated Condo - Ideal Location

This is Central Oregon's premier location for recreation activities. Your stay at this sleek condo will have you encircled by peaks, lakes, meadows, culture, adventure, breweries, festivals, family fun and more. Offering a cozy condo that comfortably sleeps 2 guests with a queen size bed, a mini kitchen, the convenience of on-site laundry facilities. Plus, a living/dining are comforts that would be hard to find in an average hotel. Come make this your launching pad as you experience Bend!

4.99 out of 5 average rating, 172 reviews
Top guest favorite
A tranquil guest house is nestled alongside a serene river, framed by tall trees with autumn foliage. Sunlight filters through the leaves, illuminating the exterior of the house while reflecting off the calm water, creating a peaceful ambiance.
Guesthouse in Clackamas

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

4.97 out of 5 average rating, 298 reviews
Guest favorite
The bedroom features a spacious bed with white linens, complemented by two bedside tables with lamps. A green bench sits at the foot of the bed, while a landscape painting hangs above the headboard. Soft curtains frame a window, allowing natural light to fill the space.
Guesthouse in Bend

NEW Tranquil Retreat On Canal

Charming, clean, comfortable, fully renovated guest house on 3 acres, nestled by a canal. A quiet escape near Pine Nursery Park, just 5 miles from downtown and less than 20 minutes from the airport. Enjoy beautiful natural light, vaulted ceilings, large bathtub, and balcony with outdoor seating and a beautiful view. Fully stocked kitchen, washer & dryer, heat & AC, blackout shades, board games, books, amenities for kids, smart TV, and a Blu-ray player for rentals from The Last Blockbuster.

4.96 out of 5 average rating, 197 reviews
Top guest favorite
A spacious living area features two comfortable sofas adorned with colorful decorative pillows. A coffee table sits in the center, and a large bed is positioned in the background, draped in a bright quilt. Natural light floods through large windows, illuminating the open space.
Guesthouse in Bend

Bend Ranch Guesthouse on 20 acres

Enjoy our private/detached guesthouse and wake up surrounded by nature on a 20 acre property bordered by farms and views of the Sisters Mountains. Excellent WIFI. Featuring wedding venue, Sage & Honey Spa, tube/lifejacket rentals. On the 2nd floor, 1 king bed, 1 queen bed, queen sofa bed, Full kitchen, refrigerator, dishwasher, microwave, hot plate, toaster oven, Keuirg. 17min to downtown Bend, 12min to downtown Redmond/Airport, 35min to Mt. Bachelor, 30mins to Sisters, 10mins to Tumalo.

4.98 out of 5 average rating, 442 reviews
Guest favorite
A serene lakeside scene at dusk is captured, featuring a glowing fire pit surrounded by stone. A wooden pavilion with warm lighting is positioned nearby, framed by tall trees. The moonlight reflects gently on the calm water, enhancing the tranquil atmosphere.
Guesthouse in Estacada

Lakeside Cabin with Loft and Outdoor Pavilion

Secluded light-filled cabin with a modern farmhouse vibe overlooking a private lake. Located 1 mile from Mt. Hood National Forest, with plenty of hiking, paddling, fishing, and biking opportunities! Onsite amenities include canoes, open air pavilion with large stone fireplace, walking trails and plenty of lawn games. Cabin sleeps four, with main level queen bed and loft queen with ladder access. Living room provides home theater experience. Kitchenette and outdoor gas BBQ.

4.98 out of 5 average rating, 102 reviews
Top guest favorite
A spacious outdoor seating area is visible, with a picnic table and chairs placed on a lush green lawn. The rustic exterior of the guest home features wooden shingles, and large windows provide natural light. Mature trees offer shade in this tranquil outdoor setting.
Guesthouse in Bend

The Outpost Bend

The Outpost is a seperate guest home located on our 10 acre hobby farm. It offers spectacular views of the Cascades, stunning sunsets and a peaceful, private location 15 minutes east of downtown Bend. The property adjoins public land, and is on a quiet country road. Our family lives onsite with our 3 sons, dogs, hens, and sheep. The Outpost has a private driveway, use of basketball court, and a lovely private outdoor seating area. 45 min drive to Mt. Bachelor.

4.92 out of 5 average rating, 228 reviews
Guest favorite
A well-organized kitchen corner features green cabinetry with a wooden countertop. Open shelves display glassware and kitchen essentials. Natural light filters through a nearby window with a simple shade, enhancing the warm tones of the wooden floor and a decorative area rug.
Guesthouse in Bend

Adorable 1-bedroom 1930s farmhouse.

WELCOME TO BEND. This 1930s Farm house sits on 17 acres and has been updated to be a cozy 600 ft sq 1 bedroom getaway. It is located just East of Bend directly across the street from the Bend Municipal Airport and is easy access for anyone flying into town for the night. It is far enough out of town to enjoy the starry sky, but also close enough (10 minutes) to still enjoy the comforts of town (restaurants, Costco, Grocery Stores, Coffee shops, food trucks, etc.).

4.95 out of 5 average rating, 192 reviews
Top guest favorite
A comfortable living area features a spacious sofa and two armchairs, with a wooden dining table visible. Large windows allow natural light to fill the space, showcasing views of greenery. A television is mounted on the wall, and a colorful artwork adds a touch of style.
Guesthouse in Bend

Suburban Forest guest house with garage

Experience Bend to the fullest! Adventure is just outside your door with only a few traffic circles between you and the mountains. All of the best eats, drinks, and shopping are within a few miles, and you can store all of your gear in your private garage while you spend time in town. Our home is not suitable for pets or emotional support animals. ESA animals are not considered service animals by AirBnb or the State of Oregon. Please respect this rule.

4.94 out of 5 average rating, 464 reviews
Top guest favorite
A modern living space features a light-filled open layout, showcasing a comfortable gray sofa with coordinating pillows. A stylish wooden coffee table complements the area. The kitchen, equipped with sleek cabinetry and appliances, is visible in the background, promoting a functional and inviting atmosphere.
Guesthouse in Redmond

Modern Downtown Cottage near Outdoor Adventure

Nestled in the heart of Downtown Redmond, this beautifully designed cottage offers the perfect blend of convenience and comfort. You'll find yourself within walking distance of charming coffee shops and restaurants, and just 14 minutes away from the breathtaking Smith Rock. The Redmond Airport is less than 10 minutes away, and if you're planning a visit to Bend, you can be downtown or floating on the Deschutes River in under 20 minutes.

4.98 out of 5 average rating, 319 reviews
Top guest favorite
A spacious bed is adorned with various blue and plaid decorative pillows. A wall-mounted television is visible, along with a black storage cabinet. Natural light enters through a small window, framed by light curtains. A rustic wall decoration adds character to the space.
Guesthouse in Bend

Charming studio in the heart of town

The Arrow cottage is located in the heart of Bend between the historic downtown and desirable Old Mill district. It is truly the perfect location, just steps from the Columbia river park, walking distance from the amphitheater, 10 Barrel Brewery, Good Life Brewery, Jackson's Corner and Active Culture to name a few. Our complimentary bikes make make it easy for you to zip downtown for your morning coffee or evening happy hour.

4.96 out of 5 average rating, 201 reviews

Popular amenities for Deschutes River guesthouse rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly guest house rentals

Top guest favorite
A spacious open area features a large wall lined with bookshelves filled with an array of books. A wooden ladder leans against the shelves, providing access to the upper titles. A circular dining table surrounded by four chairs is positioned nearby, with ample natural light coming through the windows.
Guesthouse in Bend

Cozy Bookworm's Retreat in Bend

4.95 out of 5 average rating, 819 reviews
Top guest favorite
A guest house is visible against a backdrop of trees and a large grassy lawn. A deer stands peacefully in the foreground, while a covered grill and two chairs are positioned near the entrance of the rustic building.
Guesthouse in Bend

Cabin on quiet 3 acres 10 min to downtown Bend.

4.95 out of 5 average rating, 337 reviews
Top guest favorite
An architectural micro home is nestled among lush greenery, surrounded by trees. A wooden exterior enhances the natural setting. The structure features a small side porch and multiple large windows, allowing light to flood the interior. A pathway made of stones leads to the entrance.
Guesthouse in Northeast Portland

The Haseman House

4.85 out of 5 average rating, 192 reviews
Top guest favorite
The cabin's exterior showcases a modern design with warm wood accents and a welcoming entryway. Lush greenery surrounds the structure, including ferns and small trees. A set of stairs leads to the main entrance, enhancing accessibility to this tranquil riverfront location.
Guesthouse in Stayton

Spoil yourself! Luxury Cabin on the Santiam River

5.0 out of 5 average rating, 608 reviews
Guest favorite
A side view of the guesthouse is showcased, featuring a blue exterior and a fenced area. Planters with fresh greenery are positioned along the pathway, which is lined with mulch, enhancing the outdoor space. A grassy area is visible in the background.
Guesthouse in Terrebonne

Compound Coziness...Terrebonne Guesthouse

4.9 out of 5 average rating, 303 reviews
Top guest favorite
The studio features light wooden cabinetry in the kitchenette, equipped with a small refrigerator and a microwave. A round table with two chairs is positioned beside a flower arrangement, while a spacious bed is visible in the foreground, complemented by soft white linens.
Guesthouse in Bend

Private Studio w/ Hot Tub near the Deschutes River

4.94 out of 5 average rating, 253 reviews
Guest favorite
Three ukuleles are displayed on wall-mounted hooks against a light-colored wall. The instruments feature varying wood grains and colors, showcasing their unique designs. Each ukulele is identified with a tag hanging from the neck, adding to the artistic arrangement.
Guesthouse in Bend

Sound Smith Guesthouse 2\2 - Park Setting

4.92 out of 5 average rating, 146 reviews
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

Artist Studio with sleeping Loft

4.97 out of 5 average rating, 257 reviews

Guest house rentals with a patio

Top guest favorite
A charming wooden cabin is situated among tall trees, featuring a welcoming porch with two white chairs. A gravel path leads to the entrance, surrounded by lush greenery and natural stone accents.
Guesthouse in McKenzie Bridge

McKenzie River Cabin

4.96 out of 5 average rating, 178 reviews
Top guest favorite
The entrance features a vibrant coral door framed by stone accents, leading into the guest house. A small welcome mat is placed before the door. Red Adirondack chairs are positioned nearby, and green and gray plants add a natural touch to the patio area.
Guesthouse in Terrebonne

Modern lofted guest house

4.98 out of 5 average rating, 222 reviews
Top guest favorite
A covered deck offers a firepit surrounded by two reclining chairs. The expansive view reveals a lush, green lawn and distant trees under a vibrant sunset sky, creating an inviting space for relaxation.
Guesthouse in Sandy

Come Escape @ Mount Hood Retreat

4.96 out of 5 average rating, 135 reviews
Guest favorite
Guesthouse in Portland

Wellness Oasis w/ Sauna, Hot Tub & Fireplace

4.96 out of 5 average rating, 105 reviews
Top guest favorite
An open living area features wooden ceiling beams and large windows that offer views of the surrounding trees. A comfortable sofa sits beside a wooden table. The kitchen area includes modern appliances and white cabinetry, enhancing the space's functionality.
Guesthouse in West Linn

Charming one bedroom apartment in the forest.

4.97 out of 5 average rating, 184 reviews
Top guest favorite
A light-filled living area features two armchairs positioned beside large windows, showcasing views of surrounding greenery. A plush sofa offers a comfortable seating option, while a small, decorative table holds a plant. A television is mounted on the wall, enhancing the modern design.
Guesthouse in Portland

Chic Belmont retreat w/tree views & king bed!

5.0 out of 5 average rating, 126 reviews
Top guest favorite
A spacious studio is highlighted by exposed wooden beams overhead. A large bed with neutral bedding occupies one side, while a kitchenette and open shelving are visible on the opposite side. Natural light flows through sliding glass doors, enhancing the airy atmosphere.
Guesthouse in Portland

Finch Studio Cottage in Montavilla

5.0 out of 5 average rating, 318 reviews
Guest favorite
An open layout features a kitchen with a central island and two chairs, complemented by stainless steel appliances. Natural light streams through a window overlooking greenery. A spiral staircase leads to the loft bedroom, while polished wooden flooring enhances the inviting ambiance.
Guesthouse in Portland

The Loft in Hawthorne Tabor

4.97 out of 5 average rating, 178 reviews

Guest house rentals with a washer and dryer

Top guest favorite
A charming red cottage is nestled among lush greenery, with large windows framed in gray. A moss-covered tree stands nearby, adding to the serene woodland setting. Soft light emanates from the cottage's windows, suggesting a cozy atmosphere inside.
Guesthouse in Oregon City

Cottage in the Country

5.0 out of 5 average rating, 657 reviews
Guest favorite
A cottage entrance is framed by vibrant flower beds featuring pink and red blooms. A pathway leads to a white double door, flanked by lush greenery. Natural light brightens the scene, with a hint of soft landscaping visible along the sides.
Guesthouse in Portland

Sweet SE Studio Cottage

4.95 out of 5 average rating, 367 reviews
Top guest favorite
A bright studio space features a minimalist design with a dividing bookshelf showcasing books and decorative items. A comfortable gray sofa is positioned in front of a small dining area with bar stools. The queen-sized bed is visible through a separation, with light filtering through the window.
Guesthouse in Portland

Tiny House, Big Charm

4.98 out of 5 average rating, 759 reviews
Top guest favorite
A bright, open studio space features large windows that allow natural light to fill the room. A cozy seating area with a gray sofa and glass table complements a spacious bed, while a small dining table with two chairs is placed nearby.
Guesthouse in Northeast Portland

Contactless Clean Private Treetop Studio

4.99 out of 5 average rating, 690 reviews
Top guest favorite
A modern kitchen is showcased with sleek cabinetry and stainless steel appliances, including a refrigerator and an oven. A small dining table sits beside a cozy seating area, while a washer and dryer are positioned near the back. Natural wood ceilings add warmth to the space.
Guesthouse in Laurelhurst

Little Cedar House Cottage near coffee and shops

4.99 out of 5 average rating, 636 reviews
Top guest favorite
A cozy seating area features two gray armchairs paired with a small round table and a decorative pouf. A wood accent wall complements the space, while a shelf displays books. Lighting from two lamps and a mounted TV adds warmth to the atmosphere.
Guesthouse in Portland

Bridgetown Bungalow: The perfect cozy getaway!

4.97 out of 5 average rating, 414 reviews
Guest favorite
The exterior of the ADU is shown, featuring light green siding and a welcoming entrance. A pathway leads to the front door, bordered by a low wooden fence and landscaped areas with small shrubs. Natural light highlights the windows, enhancing the inviting appearance.
Guesthouse in Bend

McKinley Place - Central Retreat in SE Bend

4.87 out of 5 average rating, 147 reviews
Guest favorite
A cozy guest house exterior features a green and gray color palette with a sloped roof. Large windows allow for natural light, while a small porch equipped with seating invites relaxation. Surrounding trees provide a natural backdrop to the home.
Guesthouse in Bend

Century Chalet - Tons of Light & Amazing Location!

4.95 out of 5 average rating, 133 reviews

Destinations to explore