
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.

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.
FamilyLocationQuiet

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!
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Near River Trail - Pet-Free - King - Local Hosts
We take pride in maintaining high standards in this spacious studio—our first Airbnb and still one of our most popular. Guests love the proximity to the Deschutes River Trail, just a 10-minute walk to downtown, and First Street Rapids Park two houses away. Then come home and stretch out on the ultra-comfy king bed (it has been called The Ruiner Of Morning Ambition) Trust the reviews—they say it best! We maintain a low-allergen environment using unscented products and do not ever allow pets.
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Spoil yourself! Luxury Cabin on the Santiam River
Escape to our Luxury Cabin Suite, designed just for two adults, located right on the beautiful Santiam River—only 20 minutes from Salem! Whether you’re looking for a peaceful place to relax, a romantic getaway, or simply a spot to unwind, you’ll find it here… and best of all, no dishes to wash! Love the outdoors? Bring your hiking boots, fishing gear, kayak, or raft and make the most of the surroundings. Please note: Our cabin features one bed and is not suitable or equipped for children.
ValueLocationLong stay

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.
ValueFamilyPets

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.
LocationFamilyOutdoor spaces

The Guest Nest- quiet convenience in Midtown Bend!
Stay, relax, and rest in The Guest Nest! Delightful, comfortable, well-lighted, and close to everything! Your are at "nest level" in my upstairs apartment. My goal is to provide a welcoming comfortable place for you to stay! ! In return, I request that you treat my Guest Nest with care and respect-- just as you'd want guests in your home to do. I clean and manage everything myself and do my best to make it perfect for you! (Please note there is an extra charge for a 3rd person)
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Private Studio w/ Hot Tub near the Deschutes River
The Fresca Studio has a kitchenette, hot tub, BBQ & bikes. Downtown Bend is a few miles away, McKay cottage, Deschutes River Trail & Sawyer park are a short walk, and all things Bend eat, drink, biking, hiking, skiing are all close by. The studio is separate from the main house w/ a private entry & patio, fully furnished, and easy access to/from the highway and parkway. Not suitable for children under 5y/o, 2 guests only and children are considered guests. No pets. See you soon!
ValueFamilyIndoor spaces

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.
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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.
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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.
ValueFamilyRiver

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.
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Popular amenities for Deschutes River guesthouse rentals
Family-friendly guest house rentals

Adorable 1-bedroom 1930s farmhouse.
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Modern lofted guest house
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Cabin on quiet 3 acres 10 min to downtown Bend.
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The Haseman House
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Artist Studio with sleeping Loft
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Sound Smith Guesthouse 2\2 - Park Setting
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Cozy Bookworm's Retreat in Bend
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Compound Coziness...Terrebonne Guesthouse
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Guest house rentals with a patio

Wellness Oasis w/ Sauna, Hot Tub & Fireplace
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Come Escape @ Mount Hood Retreat
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Chic Belmont retreat w/tree views & king bed!
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Charming one bedroom apartment in the forest.
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The Loft in Hawthorne Tabor
ValueFamilyLong stay

Finch Studio Cottage in Montavilla
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Bright, Private & Cozy with Yard
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The Kenilworth Guest House
ValueFamilySolo travel
Guest house rentals with a washer and dryer

Cottage in the Country
FamilyValueGrill

Contactless Clean Private Treetop Studio
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Sweet SE Studio Cottage
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Tiny House, Big Charm
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McKinley Place - Central Retreat in SE Bend
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Century Chalet - Tons of Light & Amazing Location!
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Hawthorne Wisteria Retreat
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Private Oasis! Cozy & Close to Everything!
ValueFamilyKitchen
Destinations to explore
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- Old Mill District
- Timberline Lodge
- Mt. Hood Skibowl
- Hoodoo Ski Area
- Mt. Bachelor Ski Resort
- Metolius River
- Smith Rock State Park
- Bagby Hot Springs
- Tamolitch Falls
- Breitenbush Hot Springs
- Belknap Lodge & Hot Springs
- High Desert Museum
- Dee Wright Observatory
- Riverbend Park
- Mt. Hood Meadows
- Sun Mountain Fun Center
- Crescent Moon Ranch
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