Guesthouse vacation rentals in Deschutes River

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Top-rated guesthouse rentals in Deschutes River

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

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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 Oregon City

4.99 out of 5 average rating, 152 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.

Top guest favorite

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.

Guesthouse in Bend

4.99 out of 5 average rating, 104 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.

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Guesthouse in Damascus

4.9 out of 5 average rating, 124 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.

Top guest favorite

A tranquil view of a pond surrounded by tall grasses and trees. In the background, a spacious guesthouse is visible next to a variety of evergreen and deciduous trees. The area offers a peaceful, natural landscape that invites relaxation.

Guesthouse in Bend

4.98 out of 5 average rating, 407 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.

Guest favorite

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.

Guesthouse in Bend

4.96 out of 5 average rating, 374 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!

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

4.98 out of 5 average rating, 155 reviews

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.

Guest favorite

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

4.9 out of 5 average rating, 272 reviews

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.

Top guest favorite

A private deck extends towards a hot tub, surrounded by tall trees and natural landscaping. Sunlight streams through the branches, illuminating the tranquil outdoor space. A distant view of a barn is seen, enhancing the sense of rural serenity.

Guesthouse in Bend

4.98 out of 5 average rating, 328 reviews

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. Come hike, bike, ride, explore caves, ski, snowshoe, and more right from the door of your private cottage. Includes one king Sleep Number bed and one queen Murphy bed. Private hot tub out the back door.

Top guest favorite

A flowing river runs over smooth rocks, with a snow-capped mountain towering in the background. Tall trees frame the scene, highlighting the natural beauty of the surrounding wilderness under a clear blue sky.

Guesthouse in Rhododendron

4.99 out of 5 average rating, 643 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.

Guest favorite

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.

Guesthouse in Bend

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.

Top guest favorite

A serene deck features a small decorative table and a woven chair, surrounded by lush greenery. Views of the river are visible beyond the railing, complemented by distant trees and a bright sky.

Guesthouse in Sunriver

4.98 out of 5 average rating, 565 reviews

Riverfront on the Deschutes River

Located ON the Deschutes River Quiet and private above garage apartment with deck. **23 miles to Mt Bachelor** 5 miles to Sunriver Resort, attend events-GET AWAY FROM THE CROWDS! Easy 20 mile drive to Bend, close to Cascade Lakes area and Three Sisters Wilderness for great hiking. EV charger ChargePoint 40 amp One block to Deschutes Nat’l forest and a trail along the river.

Top guest favorite

A tranquil scene features a rustic cabin surrounded by tall trees, reflecting on a calm irrigation pond. A wooden deck extends towards the water, offering seating for relaxation. The setting invites peaceful outdoor enjoyment amidst natural beauty.

Guesthouse in Bend

4.95 out of 5 average rating, 310 reviews

Cabin on quiet 3 acres 10 min to downtown Bend.

Enjoy the peaceful serenity of our guest house. Enjoy a large lawn, irrigation pond with deck for hanging out, and a firepit. Our home is 10 minutes drive to downtown Bend; 45 minutes to Mt Bachelor; 40 minutes to Smith Rock; 20 minutes to Phil's trailhead for mountain biking (All times are without rush hour traffic). Come enjoy all that Bend has to offer!