House holiday rentals in Deschutes County

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Top-rated house rentals in Deschutes County

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Top Guest favourite
The modern exterior of the ADU features wooden accents and large windows, surrounded by lush greenery. A small outdoor seating area with two chairs and a fire pit is visible. The entrance is framed by a wooden fence, providing privacy and inviting atmosphere.
Home in Bend
4.99 out of 5 average rating, 234 reviews

Modern retreat in central Bend

Enjoy our new custom-built ADU located a block away from the Deschutes River in a quiet residential neighborhood, just a 10-minute walk from downtown along the River Trail. In this modern, bright, and private space, you'll enjoy the luxuries of hardwood floors, waterfall countertops, a built-in workspace, heated tile bathroom floors, a 55" Smart TV, BBQ and fire pit, and endless hot water—plus off-street parking and EV charger. One king bed, one daybed with a trundle, and one queen sleeper sofa.

Top Guest favourite
A deer stands gracefully in a lush green lawn, surrounded by mature trees and colorful foliage. The animal is captured mid-stride, with its antlers prominently displayed, showcasing the serene natural environment that enhances the outdoor experience of the property.
Home in Bend
4.96 out of 5 average rating, 172 reviews

Theater Room w/Movies, Netflix, Amazon Prime

The house sits on 2 1/2 acres of beautifully landscaped property with 3 ponds and 33,000 Sq feet of lawn. Private entrance to guest suite, quiet area with like properties surrounding. Located in the northeast section of Bend. Owners quarters are located in an ADU attached to one end of the house in a separate area allowing complete privacy. There is a children's play area and trampoline. The area has numerous parks,hiking trails, rivers, skiing, lakes and is the gateway to the Cascade mountains.

Top Guest favourite
A private outdoor deck features a hot tub positioned near the water's edge. Surrounded by tall trees, the area offers scenic views of the river and surrounding wetlands. Comfortable seating is available nearby for relaxation.
Home in Bend
4.92 out of 5 average rating, 163 reviews

Big River Getaway *Spectacular Riverfront Property

DCCA #742522 Magical location w/ over 100 ft of frontage on the Deschutes River. This 2-story, classic NW contemporary 3 bedroom, 2 bathroom home is an outdoor enthusiast's dream. Relax in the hot tub located 40 feet from the water's edge with spectacular panoramic views of the river and natural wetlands. The house is complete with a canoe, two-man kayak, and tubes for enjoying the beautiful Deschutes from your private boat ramp. Conveniently located just 8 mins from the amenities of Sunriver.

Top Guest favourite
A relaxing outdoor space features a hot tub with gentle blue lighting, surrounded by a paved patio. A fire pit with seating is visible, along with a cozy lounge area, creating an inviting atmosphere for gatherings or quiet evenings.
Home in La Pine
4.98 out of 5 average rating, 124 reviews

The Blue House in La Pine | Hot Tub | 2 King Beds

Nestled in the heart of nature, the Blue House offers you a perfect blend of forest charm & modern comforts. You can relax and unwind in the 4-6 person hot tub. Enjoy the soaring, vaulted wall of windows that bring nature to you. This modern, newly constructed 2300 sf. home is centrally located in Oregon to enjoy all that Oregon has to offer; amazing lakes, great food, close to Bend & all outdoor activities. This home features 2 King sized beds, 1 Queen bed & 1 single bed with luxury linens.

Top Guest favourite
The cozy bedroom features a rustic wooden bed frame with soft linens, complemented by natural light from a nearby window. A stylish soaking tub is presented with a wooden shelf nearby. The kitchen showcases modern appliances with a striking blue cabinetry, while a snowy mountain landscape is displayed outdoors.
Home in Bend
4.96 out of 5 average rating, 280 reviews

Romantic Farmhouse near Mt. Bachelor

Relax at a peaceful farmhouse for a romantic weekend, or take your time exploring Bend with friends. Baltzor Farm and Guesthouse is fewer than 2 miles from some of Bend's amazing breweries and restaurants. Smith Rock and Mt. Bachelor are both within 30 minutes of the guesthouse. Catch a concert, float the Deschutes, or go on a bike ride. Our relaxing farmhouse has rustic, old-world charm with all of the modern amenities, including a soaking tub, waterfall showerhead, soft linens, and Starlink.

Top Guest favourite
An inviting outdoor seating area features a circular fire pit surrounded by cushioned rockers. The lodge-style structure showcases wooden beams and stone accents, bathed in soft evening light from the windows, creating a welcoming atmosphere for gatherings.
Home in Terrebonne
4.98 out of 5 average rating, 125 reviews

Bend Country 4 BR/3 Bth, Amazing 9 Mt View, 9 acre

Plan your vacation getaway and escape the destination resorts at our quiet & peaceful lodge home retreat on 9 private acres just north of Bend, "in the country but not far away"; only 10 min. to restaurants & stores if you need anything. Relax while gazing at the amazing 9 Cascade Mts and overlooking a bend of the legendary Deschutes River. Enjoy some of the many Central OR area activities, Skiing, Golfing, Fishing, Hiking, Rock Climbing, Biking, local Wineries & Micro Breweries, & more.

Guest favourite
A spacious home is set amidst a lush green lawn, with a curved pathway leading to a welcoming porch. Surrounded by trees, the property features multiple windows and a charming design, blending harmoniously with the natural surroundings.
Home in Sisters
4.8 out of 5 average rating, 128 reviews

Sisters Peaceful Countryside Home

Located a quick 6 minutes to Sisters and only 15 minutes to Tumalo/Bend, this beautiful, serene ten acre property is perfect for your relaxing getaway. This hidden gem with spacious living areas and rooms, sleeps 6 guests comfortably, and we have provided 3 twin air mattresses for bigger parties. In the morning, enjoy your cup of coffee on our cozy outdoor living patio surrounded by a big beautiful yard and pond. If you're looking for a peaceful vacation, this is the place for you.

Top Guest favourite
A spacious living room features a light-colored sectional sofa positioned around a glass coffee table. Large windows invite natural light, revealing a view of the outdoors. A stone fireplace provides a warm focal point, complemented by a cozy armchair and decorative elements throughout.
Home in Bend
4.99 out of 5 average rating, 208 reviews

Airy Bend Oasis - Two Ensuites

Cheers to your stay at Bent Pine Oasis, located in the picturesque west side of Bend! This home provides the ideal location for any outdoor enthusiast: Mt Bachelor's slopes are just a 20 minute drive & the Deschutes River Trail is mere steps from the front door- your avenue to biking, running and exploring Bend. Looking for a more relaxing day? You can make the 5 minute drive into the Old Mill District to enjoy food trucks, a river float, or fresh hops at a local brewery.

Guest favourite
A view from the lodge path shows a wraparound deck overlooking the Marsupial rock formations. Dense trees provide shade, while the high desert landscape is dotted with shrubs and rocky terrain. The clear sky enhances the natural beauty of the surrounding area.
Home in Terrebonne
4.94 out of 5 average rating, 168 reviews

Fallen Snag Lodge next to Smith Rock State Park

One mile from Smith Rock State Park & 30 minutes from Bend, Fallen Snag Lodge will be your very own private nature preserve. A wrap around deck faces the Marsupial rock formations & Crooked river, with lounge chairs set to view hawks, turkey vultures & eagles during the day & for stargazing at night. Ideal for couples or a family wanting to get away from it all in a beautifully appointed, comfortable lodge set in central Oregon's magnificent high desert landscape.

Top Guest favourite
A light-filled living area features a black leather sofa and a wooden armchair facing a large window. A patterned area rug adds warmth to the hardwood floor. Barstools are placed at the kitchen counter, and artwork is displayed on the white wall.
Home in Bend
5 out of 5 average rating, 204 reviews

Central Modern Guesthouse with EV Charger

We built this home out of a passion for creating welcoming spaces. Years ago, we renovated a motel on the coast - an experience that sparked our love of hospitality and shapes how we host today. We live around the corner with our kids, a golden retriever, and a few cats. Mike’s a local realtor, and Betsy manages business ops for the local fire department. We love books, music, and helping you discover the best of Bend - trails, eats, and community.

Top Guest favourite
Home in Terrebonne
4.93 out of 5 average rating, 175 reviews

Smith Rock Oasis w/ Hot Tub Steps to the Park

Welcome to The Spot at Smith Rock, a purposefully designed and thoughtfully appointed Scandinavian styled residence on six, breathtaking acres situated steps to Smith Rock. Step outside and into expansive and immersive 360 degree views of Smith Rock. Take it all in beside a campfire or on a starry night in the hot tub - enjoy a coffee, a cocktail or a meal surrounded by Smith Rock and the Crooked River.

Top Guest favourite
A sweeping view of snow-capped mountains rises in the distance, framed by serene plains and gentle shrubbery. The foreground features a grassy area with scattered wild grasses and low shrubs, creating a natural setting that highlights the stunning mountain backdrop.
Home in Bend
4.99 out of 5 average rating, 166 reviews

Guest House on Working Ranch. Close to Bend, Or

900 square foot guest house on working ranch with “western log style decor”. One to two horses can be boarded during your stay. 5 minutes from Tumalo and 15 minutes from Bend, Redmond, and Sisters in the center of the Central Oregon “Golden Triangle”. Magnificent Mountain View’s. Close to all of the amazing things to do in Central Oregon, an active vacation wonderland.

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