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, 224 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.

FamilyLocationLayout

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, 636 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!

ValueLocationCheck-in

The exterior of a spacious luxury lodge showcases wood and stone construction with large windows. Soft lighting from the windows creates a warm ambiance at dusk. A two-car garage is visible, along with landscaped areas and a wide driveway, all framed by surrounding trees.

4.98 out of 5 average rating, 126 reviews

Deschutes Forest Lodge - An Estate in the Woods!

Deschutes Forest Lodge - A Luxury Estate - with lots of Amenities for guests! Set on a 2.5 acre lot, the location is perfect in that everything is accessible, yet it feels very secluded. Enjoy the open-concept main level - Gourmet kitchen, great room, walk-in pantry, and en-suite master. Plus 4 Bedrooms & 2.5 baths with a separate Game Room upstairs. EV Charger, WiFi, Cable, BBQ, bikes, fire pit, hot tub, basketball, ping pong, foosball, TV's, games, dvds, puzzles, lawn games, and more!

LocationFamilyCleanliness

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, 171 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.

LocationFamilyBarbecue

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, 125 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.

ValueFamilyCheckout

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, 105 reviews

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

River Camp Cottage is a two-bedroom, two-bathroom single family home located on Bend's Westside in Mount Bachelor Village along Century Drive. The cottage is just 20 minutes from Mount Bachelor, steps from hiking trails and mountain biking, and minutes to dining and shopping on the Westside, Old Mill and downtown. The cottage has vaulted ceilings throughout, hardwood floors, and gets an abundance of natural light. It is the perfect home base for one or two couples or a small family.

ValueFamilyHiking

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, 110 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

FamilyValueHiking

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, 228 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.

LocationValueBathroom

The spacious kitchen features modern wooden cabinetry, a large island with bar seating, and stainless-steel appliances. A lofty ceiling enhances the open layout, connecting the kitchen to an inviting living area with a sleek fireplace and windows showcasing the natural surroundings.

4.98 out of 5 average rating, 101 reviews

Close to Bachelor! Hot Tub! DogsOk. Luxury

Your search for a large luxury vacation rental in Bend ends here! Our house is a large single-family home with King Suites . It is located in a wonderful subdivision called Milepost 1, which are the closest residential units to Mt. Bachelor, but still about 8 minutes to town! We are so close to Bachelor, you can easily be the first to the slopes and miss all the traffic getting out of town! One turn onto the road to Bachelor and you are there! DCCA #1781

LocationFamilyView

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, 448 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.

FamilyValueAmenities

Superhost

4.75 out of 5 average rating, 110 reviews

Large 5 bedroom, multi-level home

Located in a residential neighborhood, this 5 bedroom home is within walking distance of a coffee shop and grocery store, spa, gym, take out, and walking and biking trails. The Deschutes River recreation area and the Old Mill Shopping District are 3.5 miles away. Mt Bachelor ski resort is 25 miles away. See their website for updated lift ticket and parking availability. The home features both A/C and a wood burning stove.

FamilyLocationPool

4.95 out of 5 average rating, 194 reviews

A serene waterfront scene captures Mirror Pond surrounded by vibrant autumn foliage. Reflections of colorful trees ripple on the calm water. The image includes a glimpse of a nearby residence, offering a peaceful connection to nature and the outdoors.

Home in Old Bend

Bend Waterfront Home: Hot Tub, Walk to Town

Waterfront Luxury in Downtown Bend w/ Private Hot Tub & River Access Indulge in waterfront bliss on Mirror Pond. Soak under the stars in the brand-new private hot tub, launch paddle boards directly from the backyard, or take a 5-minute stroll to downtown Bend’s top breweries and restaurants. Perfectly tailored for mountain adventures, river days, and relaxing group retreats. License Number: STR-18-1015

ValueFamilyRiver

Popular amenities for Deschutes River Woods house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A cozy living area features a light-colored sofa adorned with textured pillows and a decorative throw. A round coffee table sits centrally, surrounded by two accent chairs. Natural light streams in through large windows, highlighting the modern fireplace set against a stone wall.

4.94 out of 5 average rating, 99 reviews

Dog/kids friendly Stylish Artist's Home/EV charger

LocationFamilyHiking

4.95 out of 5 average rating, 148 reviews

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

ValueFamilyTV

4.96 out of 5 average rating, 124 reviews

Serenity Retreat | Pool, Spa, Trails & Mt Bachelor

FamilyValueAccuracy

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, 284 reviews

European-Inspired Retreat + SHARC & EV Charger

FamilyLocationCleanliness

4.97 out of 5 average rating, 197 reviews

Private Indoor Pool + Hot Tub | Game Room

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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, 151 reviews

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

LocationFamilyComfort

The exterior view of the home showcases a blend of stone and wood materials, featuring multiple garage doors and large, vaulted windows. Surrounding pine trees provide a natural backdrop against the clear blue sky, emphasizing the home's spacious design.

4.92 out of 5 average rating, 118 reviews

Sunriver Retreat! 4 primary suites, theatre room!

LocationValueIndoor spaces

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, 286 reviews

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

LocationFamilyBathroom

Weekly house rentals

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, 264 reviews

☆ Quiet Forest Retreat | 10min from Old Mill ☆

ValueLocationWalkability

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, 209 reviews

Old Mill Charm

ValueFamilyBiking

4.94 out of 5 average rating, 201 reviews

5 Minute Drive to Downtown Bend, Dog Friendly

ValueLocationSkiing

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.

4.93 out of 5 average rating, 480 reviews

Five minutes from old mill with hot tub.

FamilyLocationSleep quality

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, 125 reviews

Spacious Bend Home~ Hot Tub, Yard, Family Friendly

LocationValueParking

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.

4.97 out of 5 average rating, 117 reviews

Mt Bachelor Village River Camp chic 2 bed/2.5 home

FamilyValueBathroom

4.99 out of 5 average rating, 377 reviews

Lodge Vibes in the City with Gym & Sauna

ValueLocationTV

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, 318 reviews

Mountain Bliss: Gateway to Mt. Bachelor and More

ValueLocationLong stay

Private house rentals

A three-story architectural structure features a distinct Japanese pagoda style, highlighted by large windows allowing natural light. The exterior is surrounded by snow-covered landscaping and rock features, complemented by wooden accents. A spacious deck is visible, adding to the inviting appeal of the home.

4.92 out of 5 average rating, 105 reviews

Beautiful Japanese Pagoda

LocationFamilyCondition

A quaint cottage exterior is surrounded by greenery, featuring a covered porch with steps leading to the front door. Vibrant landscaping includes flowering plants, bushes, and trees, enhancing the inviting atmosphere of the home.

4.95 out of 5 average rating, 460 reviews

Cozy, Pet Friendly, Hot Tub. Garage.

LocationValueWalkability

4.93 out of 5 average rating, 108 reviews

Cul-de-sac home, 4 min drive to the Old Mill

FamilyLocationHeating

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, 485 reviews

River View Inn a cabin on the River

LocationValueAir conditioning

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, 215 reviews

Central Modern Guesthouse with EV Charger

FamilyValueAir conditioning

4.94 out of 5 average rating, 161 reviews

Modern 4BR | Great Layout | Hot Tub | AC | Firepit

FamilyLocationQuiet

4.97 out of 5 average rating, 256 reviews

Butler Corner - New, Clean & Minutes From Downtown

LocationValueKitchen

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.