House holiday rentals in Deschutes River Woods

A spacious living area features solid oak flooring and a wood-burning stove set against a stone wall. Large windows offer views of the surrounding trees and snowy landscape, while a cozy stack of firewood is arranged beside the stove.

5.0 out of 5 average rating, 221 reviews

Lava Rock Retreat Modern Rustic Home

Escape to this peaceful, private home nestled amongst the Ponderosa pine trees and lava rock. The modern rustic home boasts heigh ceilings and a spacious open floor plan with solid oak floors throughout. The kitchen flows into an expansive dining and living area where you can soak in the views of the lava flow, towering pine trees, and visiting deer through the soaring wood framed windows. Enjoy the spacious private backyard while relaxing in the hot tub, sitting around the fire pit, or BBQing.

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The exterior of a modern home is framed by blooming trees and shrubs, showcasing a gray exterior with large windows. A decorative pathway leads to the entrance, which features a covered porch. The driveway is spacious, providing easy access.

4.98 out of 5 average rating, 631 reviews

Home in Lodges at Bachelor View - Book Now!

Enjoy Bend’s newest west-side neighborhood nestled beside Century Drive, the gateway to Mt. Bachelor and the Cascade Lakes. Our unique location puts you right on the connector trails to the popular Phil's Trail System for mountain biking or casually strolling along the Deschutes river trail. With access to the National Forest in just steps and breweries mere minutes down the road, Pinehaven is as 'Bend' as it gets. Thank you for considering Pinehaven for your stay. We think you’ll love it here!

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Superhost

The home is located in a serene wooded setting, featuring a charming exterior with a metal roof. A paved driveway leads up to the front entrance, which is surrounded by a landscaped yard with gravel and natural elements.

4.85 out of 5 average rating, 170 reviews

Old Mill Cottage In Deschutes River Woods

A little piece of Bend's history in Deschutes River Woods. This adorable Mill Home was moved and remodeled in 2014. 2 bedroom 1 bath 1040 sq ft home. Kitchen is well equipped for cooking, baking, bbq, or take-out. The back yard paver patio has generous seating, bbq, table and umbrella for enjoying summer evenings. Garage has been converted to a game room with a pool table, ping pong, darts and bar style seating. 40 minute drive to Mt Bachelor ski resort and 10 minutes to downtown Bend.

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A spacious outdoor patio features a built-in BBQ station, surrounded by loungers and an outdoor dining table. A natural gas firepit sits at the center, with seating around it, offering a relaxing atmosphere amid landscaped greenery and trees.

4.99 out of 5 average rating, 123 reviews

Tall Pine Tuckaway! Hot tub, EV charge, RV hookup

Welcome to Tall Pine Tuckaway! This sprawling home sits among the peaceful wooded edge of town yet is just a 10-minute drive to Downtown Bend! Perfect for large families or groups, this home has it all - salt water hot tub, firepit patio, landscaped acreage for kids and pets to play, universal EV charger, two living rooms, dedicated office with lightning-fast 1G wifi, and full RV hookups! Bring your trailer and toys and ride directly onto China Hat Road for some excellent off-roading.

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A spacious living area is furnished with a large sectional couch, complemented by a reclining chair and a round coffee table. Decorative cushions in blue and orange add color to the neutral upholstery. Natural light streams through multiple windows, highlighting the wood flooring.

5.0 out of 5 average rating, 109 reviews

6Br/3Ba The Hopi Getaway-PET Friendly & HotTub

Spacious 16-person single story ranch home with 6 bedrooms (4 kings, 3 queens, bunk bed) and 3 baths. Enjoy an open living/dining/kitchen area, a fun-filled game room, and a large Trex deck patio with a hot tub. Perfect for family and friend gatherings, with plenty of games and space. Pets welcome! Fresh eggs from our chickens and a kid’s play structure add to the fun. Located just 8 minutes from downtown Bend, 10 minutes from Sunriver, and 25 minutes to Mt. Bachelor. DCCA# 793512

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A wooden deck overlooks a serene river, flanked by lush greenery. Two comfortable armchairs with bright cushions are arranged around a small table, inviting relaxation and enjoyment of the peaceful environment.

4.84 out of 5 average rating, 480 reviews

River View Inn a cabin on the River

Enjoy our River View Inn all to your self. 40 feet from the shore. Jump in and swim or float or fish, or just sit a take in the view. From the moment you walk you will feel nature tickle your toes. Sunriver Resort is just 5 miles away . Bend is 30 minutes away. you The High Desert Museum is 20 minutes away. Creator Lake is 2.5 hours away. We are only 17 miles to Mt Bachelor. It's a very private setting in a special place in the world. You may never want to leave.🐠 DCCA64390

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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.

4.99 out of 5 average rating, 222 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.

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4.91 out of 5 average rating, 186 reviews

5 BR, Hot Tub, Fireplace close to Mt Bach & town

Enjoy the peace and quiet surrounded by trees, in our fully remodeled tri-level home. It's on 1 acre on the south end of Bend, just minutes from the Old Mill, downtown, Drake & Riverbend Park. Only 15 min from Sunriver and 30 min from Mt Bachelor. 5 BR home that sleeps 12 with 8 beds. It has a deck, hot tub, a fully-stocked kitchen, fireplace, comfortable beds, cable TV, & Wi-Fi! Everything you need for a relaxing and enjoyable vacation. DCCA#1470

LocationFamilyQuiet

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.

5.0 out of 5 average rating, 214 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.

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A northwest style house is nestled among tall ponderosa pine trees. The front features welcoming wooden accents, a large stacked firewood pile, and an attached garage. Natural grasses are scattered across the landscaped area, providing a rustic charm to the peaceful setting.

4.93 out of 5 average rating, 261 reviews

☆ Quiet Forest Retreat | 10min from Old Mill ☆

This custom 21st century northwest style house is on a quiet dead end road above the Deschutes River about a 10min drive to Old Mill, surrounded by ponderosa pine trees. This premium house has tasteful decor and gorgeous wood accents. Natural light streams in from the wall of windows in the great room. The house features a full open kitchen with concrete counter tops, a large wood burning fireplace, hardwood floors, and a spacious deck.

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The exterior of a spacious cabin features a rich wood facade and a stone-accented porch. Rocking chairs are positioned invitingly on the porch, with an American flag displayed prominently. Surrounding trees enhance the natural setting, while a clear driveway leads to the entrance.

4.95 out of 5 average rating, 181 reviews

Bend Or Private Getaway one acre

Relax with family and friends in this newly remodel home; comfortable beds, lots of bedrooms ( 5 kings, 1 queen , 2 sets of bunk beds), plus bonus room with 2 twins great for young ones..... and wireless internet, cable,s, large stone fireplace, front deck, back deck with view, hot tub, barbecue, great place to host get togethers…. VERY cozy, private drive way and easy drive to Mount Bachelor. 5 full bathrooms checkout time, 10 AM

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The open kitchen and dining area features high wooden ceilings and large windows, allowing ample natural light. A spacious wooden dining table with multiple chairs accommodates larger groups. A well-equipped kitchen with modern appliances and wooden cabinetry is visible, enhancing the inviting atmosphere.

4.89 out of 5 average rating, 444 reviews

The House on the River

From the moment you enter the neighborhood, you will enjoy a private road that is peaceful and tranquil. The neighborhood is full of beautiful trees, birds, and an abundance of deer that roam the area frequently laying in and enjoying the large front yard. Bring the bikes for the kids to enjoy riding in the big circular driveway or through the neighborhood. You can take in the surrounding nature with a walk along the river trail.

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Popular amenities for Deschutes River Woods house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 121 reviews

Serenity Retreat | Pool, Spa, Trails & Mt Bachelor

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4.95 out of 5 average rating, 147 reviews

Hot Tub +Bikes +8SHARC Passes +PingPong +Fireplace

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4.97 out of 5 average rating, 194 reviews

Private Indoor Pool + Hot Tub | Game Room

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The open living space features a high beamed ceiling and natural wood accents. Two leather sofas are arranged around a light-colored coffee table. A dining area with a wooden table sits adjacent to the kitchen, which displays modern appliances and bar seating.

4.94 out of 5 average rating, 283 reviews

A Little Peace of Paradise, A/C, & 8 SHARC Passes

ValueFamilyTV

A spacious great room features a large sectional sofa facing a sleek fireplace and a wall-mounted TV. Vaulted ceilings with wood beams create an open atmosphere. Expansive windows allow natural light to fill the space, showcasing views of the surrounding greenery.

4.95 out of 5 average rating, 149 reviews

Luxury Sunriver 5BR | 3 Suites! Hot Tub, EV, SHARC

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The exterior of a large two-story house is displayed, featuring a covered porch supported by columns. Lush green grass surrounds the structure, complemented by neatly arranged shrubs. A clear blue sky with soft clouds is visible above, enhancing the overall setting.

4.93 out of 5 average rating, 285 reviews

Updated Game Room! Hot Tub, SHARC (8), 2,800sq/ft

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4.96 out of 5 average rating, 203 reviews

Dog-Friendly Home w/ Hot tub and 10 SHARC passes

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Superhost

4.88 out of 5 average rating, 110 reviews

Sunriver by AvantStay | Modern Home w/ Indoor Pool

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Weekly house rentals

A spacious living area is highlighted by a modern entertainment center and a comfortable seating arrangement, including a large ottoman. Light-colored walls complement the wooden floors, while natural light filters through windows, enhancing the room's inviting appearance.

4.98 out of 5 average rating, 205 reviews

Old Mill Charm

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The living room features a sectional sofa arranged around a circular coffee table. Two accent chairs complement the seating area, with a softly glowing fireplace enhancing the ambiance. Natural light is provided by windows, and a side console adds storage and decor to the space.

5.0 out of 5 average rating, 121 reviews

Spacious Bend Home~ Hot Tub, Yard, Family Friendly

LocationFamilyIndoor spaces

4.94 out of 5 average rating, 199 reviews

5 Minute Drive to Downtown Bend, Dog Friendly

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A spacious backyard features a circle of comfortable outdoor seating surrounding a fire pit. The cozy home is visible in the background, with warm lights illuminating large windows. Lush green grass and well-maintained landscaping create a welcoming outdoor space.

4.98 out of 5 average rating, 348 reviews

Spacious Pet-Friendly Home • Fire Pit • Fenced Yd

LocationFamilyOutdoor spaces

4.98 out of 5 average rating, 178 reviews

Game Room | Hot Tub | Easy 2 Bachelor | Old Mill

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A living area features large windows allowing natural light to illuminate the space. A cozy seating arrangement includes a dark leather sofa and a wooden chair. A blue coffee table contrasts with a warm wood floor, while a rustic brick fireplace adds a touch of charm.

4.92 out of 5 average rating, 478 reviews

Five minutes from old mill with hot tub.

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4.97 out of 5 average rating, 245 reviews

Butler Corner - New, Clean & Minutes From Downtown

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4.94 out of 5 average rating, 120 reviews

Modern Home Close to OLD MILL | HOT TUB! | 6 Bikes

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Private house rentals

A hot tub is positioned on a wooden deck, surrounded by trees, offering views of the rustic mountain home. The bubbling water is visible, inviting relaxation. Adirondack chairs are nearby, nestled against a natural backdrop.

4.92 out of 5 average rating, 112 reviews

The Land of Aus

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The exterior of the home features a spacious patio area with several green umbrellas providing shade for outdoor seating. Lush green grass surrounds the patio, and potted plants add a touch of color. The attached garage is visible alongside, with a well-maintained driveway.

4.89 out of 5 average rating, 170 reviews

Royal Oak Manor Lrg private home/yard sleeps 18!

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A spacious living area is highlighted by a stone fireplace and a mounted flat-screen TV. A comfortable dark sofa is adorned with decorative pillows, and a wooden coffee table sits atop an area rug. Natural light filters in through large windows, illuminating the cozy space.

5.0 out of 5 average rating, 103 reviews

2BR 2BA Cozy Cottage Mt. Bachelor/Trails/Old Mill

LocationFamilyIndoor spaces

The exterior of the two-story cabin features a charming combination of wood and siding. A welcoming porch with seating is visible, framed by manicured landscaping. Above, a private balcony invites relaxation, showcasing the property’s connection to the surrounding natural beauty.

5.0 out of 5 average rating, 313 reviews

Mountain Bliss: Gateway to Mt. Bachelor and More

ValueLocationIndoor spaces

A modern two-story home is showcased, surrounded by landscaping that includes small rocks and various plants. A pathway leads from the driveway to the entrance, with a private seating area visible on the porch. The building features large windows that allow natural light to enter.

4.98 out of 5 average rating, 112 reviews

Mt Bachelor Village River Camp chic 2 bed/2.5 home

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The living area features engineered hardwood floors and a cozy leather sofa positioned near a wall-mounted smart HDTV. A rustic wooden coffee table is set with snacks, while the open kitchen showcases modern stainless appliances and quartz countertops. Natural light fills the space through multiple windows.

4.98 out of 5 average rating, 122 reviews

Sleek Chef's Kitchen, Walk to Old Mill, Bikes

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4.96 out of 5 average rating, 165 reviews

Dog Ok | 8 min to Old Mill | EV Charger| Near Park

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