House holiday rentals in Deschutes River Woods

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.

4.99 out of 5 average rating, 238 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.

FamilyValueBarbecue

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.

4.99 out of 5 average rating, 614 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!

FamilyLocationAccess

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 out of 5 average rating, 209 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.

LocationValueCondition

The cabin features a striking architectural design with large wooden beams and a wrap-around deck. Soft lighting illuminates the exterior, creating a welcoming ambiance. Surrounded by tall pine trees, the structure offers a sense of seclusion and tranquility within its natural environment.

4.99 out of 5 average rating, 116 reviews

Stunning Luxury, w/Hot Tub Pvt Lake Amazing Views

The stunning Lakeside East Cabin (3 bedroom/3.5 bath, sleeps 8) overlooks Tumalo Lake with cozy wood-burning stove, private hot tub, and amazing views. 12 mi to downtown Bend, 45 min to Mt Bachelor and 4 mi to Tumalo Falls. Immerse in nature and be as active as you choose: hiking, mountain biking, fishing, wildlife viewing, stargazing, complimentary canoes, kayaks, SUPs, snowshoeing, sledding, hammock, horseshoe and corn hole game; lakeside deck with chairs, picnic table and fire pit (shared).

LocationFamilyTV

A spacious living area features a large sectional sofa with plush cushions, complemented by a wooden coffee table. A flat-screen TV is mounted above a modern fireplace, with decorative shelves showcasing plants and accessories. Natural light flows in through multiple windows.

4.97 out of 5 average rating, 132 reviews

Hot Tub~King Bed~Dog Friendly-New Construction

Welcome to the Old Murph House. This newly constructed home is a 1500 sqft, 2bd/2ba home with updates & modern furnishings throughout. Perks: - Keyless entry - Modern furnishings - New appliances - Full kitchen - Speedy wifi - Flat screen tv - Hot tub - Indoor Fireplace - Putting green - Bocce ball - Dog friendly with a 99$ PET FEE** - 4 parking spots Distance to (driving): - Grocery stores: 1min - Old Mill: 6min - Downtown: 8min - Sunriver: 15min - Mt. Bachelor: 45mins - Smith Rock: 38mins

LocationFamilyParks

4.93 out of 5 average rating, 103 reviews

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

This absolute gem is located in the heart of Bend and is less than 5 minutes from the Old Mill District. Our 3 bed/2.5 bath mountain modern home backs up to the canal and has just about every amenity you could ask for. Such amenities include a private hot tub & back patio, 2 separate living rooms, gourmet fully stocked kitchen, dedicated workspace, high end furniture/artwork, and much more. This home is light and bright with large windows and vaulted ceilings. Come enjoy all Bend has to offer!

LocationValueWalkability

4.99 out of 5 average rating, 355 reviews

Lodge Vibes in the City with Gym & Sauna

Instantly transition into vacation-mode. A modernized 3,200+ square foot log home located within the city of Bend. Enjoy the natural wood surroundings and massive vaulted ceilings that allow for space to spread out and relax. Get your chef on in the fully equipped kitchen or opt for the outdoor BBQ and pizza oven. No parties, pets or ESA's please. Trip insurance recommended if illness, weather or smoke may be an issue. *Note major construction behind the home! Townhome Development in Progress.

ValueLocationGetting around

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, 111 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.

LocationValueComfort

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 out of 5 average rating, 104 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

LocationFamilyBreakfast

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, 210 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.

LocationFamilyHiking

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 out of 5 average rating, 206 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.

ValueLocationEV charging

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, 251 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.

ValueFamilyAmenities

Popular amenities for Deschutes River Woods house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene view of the Deschutes River is presented, reflecting blue skies and fluffy white clouds. Lush green marsh grasses frame the riverbanks, while tall pine trees dot the landscape, creating a peaceful natural setting. The water appears calm and inviting.

4.92 out of 5 average rating, 204 reviews

River dock 2-min walk, Bike paths, Sunriver nearby

FamilyValueHiking

A spacious living area features a comfortable L-shaped sofa adorned with a light throw. Natural wood beams accentuate the ceiling, while a gas fireplace adds warmth. A flat-screen TV is visible, and a dining table with bar stools is situated nearby against neutral-toned walls.

4.86 out of 5 average rating, 125 reviews

Updated Sunriver-Hot Tub, Walk to SHARC & Village

LocationFamilyAir conditioning

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, 272 reviews

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

ValueFamilySleep quality

An indoor pool room features a heated dipping pool, surrounded by vibrant red lounge chairs. A seating area is present with a couch and decorative pillows, while bright artwork adorns the walls. Sliding glass doors allow natural light and lead to the outside.

4.97 out of 5 average rating, 188 reviews

Indoor Pool, Game Room, EV Charger, Pets Welcome!

LocationFamilyLaundry

A welcoming living area features a comfortable leather sofa and a round coffee table, surrounded by natural light from large windows. Nearby, various bicycles are arranged neatly against a garage. An indoor hot tub is set within a cozy wooden room, and a vibrant waterpark scene is visible, showcasing leisure activities.

4.98 out of 5 average rating, 106 reviews

3K ft² | SHARC Pass | Hot Tub | Arcade | Ping Pong

LocationValueQuiet

The exterior of the cabin is shown, featuring a sloped roof and welcoming front porch. Surrounded by trees, the landscaped front yard includes green grass and shrubs, creating a serene atmosphere. A gravel pathway leads up to the entrance, emphasizing the cabin's inviting presence.

4.94 out of 5 average rating, 159 reviews

3BR/3BA | Hot Tub +SHARC +AC +Pool Table+Ping Pong

ValueLocationSkiing

4.86 out of 5 average rating, 125 reviews

The exterior of the home displays a combination of dark blue siding and natural stone accents. A spacious front porch is featured, along with two garage doors and a wide paved driveway. The sloped roof adds to the home's structural interest.

Home in Redmond

Stunning mtn Views, sleeps 14, Hot tub, rec passes

LocationFamilyWalkability

Superhost

A split-level home is surrounded by snowy trees, showcasing a large driveway leading to a two-car garage. The front porch is accessible via stairs, and multiple decks can be seen. Fresh snow blankets the ground, adding to the serene winter setting.

4.8 out of 5 average rating, 209 reviews

The Hart of Sunriver! - 6 Hart Mt. Lane -

ValueFamilyIndoor spaces

Weekly house rentals

An exterior view of a single-story home is shown, surrounded by landscaped gardens with rocks and greenery. A cozy patio area features blue and white striped lounge chairs, an umbrella, and string lights overhead, creating a welcoming outdoor space.

4.96 out of 5 average rating, 193 reviews

Close, Cute & Clean! *Hot Tub* Bend Adventure Base

FamilyLocationBackyard

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 out of 5 average rating, 302 reviews

Mountain Bliss: Gateway to Mt. Bachelor and More

ValueFamilyAmenities

4.95 out of 5 average rating, 155 reviews

Home in Old Bend

A Stone's Throw | RiverBend ON the River -Hot tub

LocationValueSkiing

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.

4.96 out of 5 average rating, 173 reviews

Theater Room w/Movies, Netflix, Amazon Prime

ValueLocationTV

A cozy living room is centered around a stone fireplace, featuring a mounted TV above. Gray sofas and a coffee table create a welcoming seating arrangement. Natural light filters in through large windows, illuminating plants placed throughout the space, enhancing the homey environment.

4.92 out of 5 average rating, 350 reviews

Spacious Stay | 2 Living Rooms + Patio | Sleeps 12

ValueFamilyTV

4.93 out of 5 average rating, 176 reviews

Home in Terrebonne

Smith Rock Oasis w/ Hot Tub Steps to the Park

ValueFamilyCleanliness

A private hot tub bubbles invitingly on a deck surrounded by natural landscaping. Wooden railings frame the area, with two Adirondack chairs positioned nearby, offering views of the Deschutes River and lush trees in the background.

4.98 out of 5 average rating, 418 reviews

<SALE> River Front | Hot Tub | Old Mill | Dogs

FamilyLocationAir conditioning

The exterior of the home features a raised deck with a dining table and seating area, surrounded by trees and natural landscaping. A grill is positioned nearby, and the overall setting offers a serene backdrop for outdoor activities.

4.97 out of 5 average rating, 154 reviews

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

LocationValueBarbecue

Private house rentals

4.88 out of 5 average rating, 40 reviews

Private Pine Retreat | Hot Tub | Relax & Reset

LocationFamilySleep quality

4.91 out of 5 average rating, 23 reviews

Country home close to Old Mill (Dogs ok)

LocationFamilyComfort

Superhost

4.95 out of 5 average rating, 22 reviews

Urban Craftsman Retreat with Amazing Backyard!

FamilyLocationWalkability

5 out of 5 average rating, 63 reviews

Modern, spacious 5 bdrm near Bachelor! HOT TUB

FamilyLocationAmenities

5 out of 5 average rating, 19 reviews

Widgi Creek Retreat

LocationValueBarbecue

4.95 out of 5 average rating, 43 reviews

Mountain View Retreat - 3Bed - 2.5 Bath on 17acres

LocationFamilyHot tub

The kitchen features modern white cabinetry and a large central island with a wooden cutting board. Stainless steel appliances, including an oven and refrigerator, are present. Shelving holds various kitchen items, while a window offers natural light and views of the outdoor greenery.

4.96 out of 5 average rating, 165 reviews

Downtown with hot tub and fenced-in yard

LocationFamilyKitchen

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.