Guesthouse vacation rentals in Deschutes River

Guesthouse in Oregon City

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.

4.99 out of 5 average rating, 158 reviews

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Discover our serene Clackamas Riverfront Guest House – a peaceful riverside getaway. This stylish retreat features a private hot tub and sauna, blending modern comforts with rustic charm. Unwind by the fireplace, savor river views, and embrace nature's beauty. Our river facing backyard provides access to the river where you can fish for salmon, steelhead, go kayaking, rafting and enjoy water adventures. Perfect spot for romantic escapes or solo rejuvenation. Experience luxury nestled in nature.

4.91 out of 5 average rating, 279 reviews

A spacious hot tub filled with illuminated water features sits in a private outdoor area. Soft lighting highlights the wooden surrounding, creating a relaxing ambiance. Softly lit fabric shades offer added comfort while enjoying the peaceful evening atmosphere.

Guesthouse in Portland

Tucked Inn Cully

Lovely, light-filled, peaceful, spacious, newly built sanctuary cottage w/small enclosed, private backyard in quaint neighborhood. Amenities: heated concrete floors, queen bed, washer/dryer, rain shower, skylights, wifi, parking, workspace, TV, kitchen, fan, air conditioner, shared hot tub. Walk/bike/bus to shops, bars & restaurants on Fremont & Sandy to enjoy the local fare and vibe. By car: 10 min to PDX, 5-7 min to Hollywood & Alberta Districts, 15-20 min to Downtown, Pearl, NW Districts.

Aerial view of a river winding through a vibrant town. Lush greenery borders the water, with shops and buildings visible along the shore. In the background, distant hills create a serene backdrop, while the warm light of sunset enhances the scene.

4.99 out of 5 average rating, 105 reviews

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.

Superhost

Guesthouse in Damascus

4.89 out of 5 average rating, 126 reviews

Hygge House-luxurious secluded 3BR guesthouse

The Hygge House PNW is a place to unwind, get cozy and enjoy the company of those you love. Cuddle up with a cup of tea or a good book and enjoy a restful retreat. Enjoy country vibes while being moments away from Happy Valley City Center. Whether you're in town visiting friends and family or looking to experience everything Portland has to offer, the Hygge House has you covered. We hope you enjoy your time spent here and leave feeling relaxed and more connected with the ones you love.

A fire pit surrounded by five blue Adirondack chairs offers a cozy gathering space. The flames dance in the center, with a backdrop of trees and sprawling fields, creating a tranquil outdoor setting.

4.98 out of 5 average rating, 408 reviews

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.

A winter landscape showcases a forest of tall snow-covered pine trees under a bright blue sky. The scene is tranquil, with snow blanketing the ground and distant mountains visible in the background.

4.96 out of 5 average rating, 376 reviews

BlueSpruce Guesthouse-Walkable RiverTrail/Downtown

The Blue Spruce is a charming, private second story guest house . It is accessed by exterior stairs, private entrance, and self check in. It is cozy, equipped with a full kitchen, sunny living room, 1 BD, and 1 Bath. Convenient location in a quiet neighborhood by downtown Bend, less than a mile to the river trail, coffee shops, brew pubs, and grocery. Great launching pad for mountain biking, hiking, skiing, golfing, fishing, whitewater and countless other adventures, you get the picture!

4.98 out of 5 average rating, 157 reviews

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

Enjoy our recently completed lofted guest house. Just 3.7 miles from smith rocks and walking distance to Terrebonne restaurants, coffee and local grocery store. Centrally located, 15 min to the airport and just a 30 min drive to Bend. Our guest house has a fully stocked kitchenette ( NO OVEN) with a toaster oven/air fryer, and an induction cook top. Sit back and relax outside in the Adirondack chairs while drinking a Nespresso coffee. Wifi is provided as well as a Roku T.V and DVD.

4.86 out of 5 average rating, 182 reviews

The exterior view captures vibrant mural artwork on the neighboring structure, contrasting with the rich red siding of the guest house. Lush greenery is visible in the yard, with a pathway leading along the side, framed by windows that provide natural light.

Guesthouse in Portland

Modern - Private - Cozy - Guesthouse

Newly built two story 760 sq. ft. 2bed 1bath guest house! The perfect luxury escape. Some features include zone control heating and air conditioning. A.C. blows cold. Fully stocked kitchen with dishwasher, stove, microwave, fridge, vaulted ceilings, maple hardwood floors, TV with NETFLIX, Comfortable queen beds in each room. Windows offer natural light and views. Quiet neighborhood. The space is a stand alone private guest house with yard. You will love it! Updated faster wifi.

4.9 out of 5 average rating, 274 reviews

A vibrant sunset casts warm tones across the sky, with dramatic clouds set against the silhouette of a snow-capped mountain in the background. Tall trees frame the scene, enhancing the serene landscape.

Guesthouse in Terrebonne

Compound Coziness...Terrebonne Guesthouse

Come and join us in gorgeous Central Oregon! The guesthouse is part of our 5 acre property that we live on with our two friendly dogs. Your house has a private fenced in area, but you are welcome to explore the entire property and watch gorgeous sunsets of the Cascade Range. This house provides a queen bed in one room, and a double and twin bunk bed in the second room. A full kitchen and washer/dryer gives you the convience to make this your home during your visit.

Guesthouse in Rhododendron

An aerial view reveals a guest house nestled in a dense forest of evergreen trees. The structure, featuring green roofs, is surrounded by lush foliage, with a serene pond nearby reflecting the greenery. The remote setting showcases the peacefulness of the wilderness.

4.99 out of 5 average rating, 648 reviews

The Bear's Den, studio with kitchen and pond/creek

Our wonderful guest house is a cozy studio with a queen bed, kitchen, sofa, and dining table in one large room. There is a bathroom with shower. This is a second floor apartment over the detached garage, we live in the main house next door. The property is very secluded well off the road with no other houses nearby and borders the National Forest. Enjoy the spring fed pond in the front yard, a hike along the Sandy river, or a 15 min drive to ski resorts.

A sunroom features large windows allowing abundant natural light. Two white chairs are positioned around a small wooden table, creating a cozy nook for relaxation. The warm wood paneling adds a natural element to the space, and views of the surrounding trees are visible through the windows.

4.95 out of 5 average rating, 103 reviews

Century Chalet - Tons of Light & Amazing Location!

We have a beautiful guest house with tons of natural light and all the amenities you'll need in the best location Bend has to offer. 1 Bedroom, 1 Bath, with a sunroom which can easily be used as a second bedroom whenever needed. The house has a full kitchen with stainless appliances. Best of all, you can't get any closer to Mt. Bachelor, the Deschutes, or Bend's trails. All while still being 8 minutes from downtown Bend.