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Family-friendly holiday rentals in Deschutes River Woods

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Deschutes River Woods

  • Total holiday rentals

    Explore 80 holiday rentals in Deschutes River Woods

  • Nightly prices starting at

    Deschutes River Woods holiday rentals start at $127 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,660 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    80 of Deschutes River Woods holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Deschutes River Woods rentals

  • 4.9 Average rating

    Deschutes River Woods stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated family-friendly rentals in Deschutes River Woods

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
An open studio space features vaulted ceilings and handmade woodwork. A green felt pool table occupies the center, surrounded by seating options. Hunting trophies adorn the walls, and a kitchen area is visible to the right, showcasing wooden cabinetry and modern appliances.
Guest suite in Bend

Forested Custom Built W/Mt view, Hot Tub, Wildlife

Our custom-made studio is nestled in the woods with a country feel yet close to everything Bend has to offer. Outside,we have two large decks overlooking the wildlife with beautiful mountain views. Inside this 1100 square foot studio with a loft ,we have vaulted ceilings with open beams, a pool table, hunting trophies, and handmade woodwork throughout. You will have a private studio with no shared spaces that includes two queen beds, a kitchen, a living room, a bathrom, two decks, and a hot tub.

4.97 out of 5 average rating, 785 reviews
Top guest favourite
A spacious backyard is shown, featuring a well-manicured lawn and a shaded seating area. The modern chalet is visible in the background, with large windows and a stone chimney. A hot tub is positioned nearby, integrating relaxation into the outdoor space.
Chalet in Bend

Chalet del Sol - Hot Tub - Ping Pong - Fire pit

Welcome to the cozy Chalet del Sol just South of Old Mill District and close to the hiking trails. What this home offers: ☞ Entire property to yourself ☞ Hot tub ☞ BBQ & Blackstone ☞ Ping Pong Table ☞ Master w/king bed upstairs ☞2nd bedroom downstairs queen bed ☞3rd bedroom is a loft w/queen & 2 twins ☞Two full bathrooms ☞ Fast WIFI ☞ Garage ☞ Fully equipped chef’s kitchen ☞ 65” Smart TV w/ Netflix ☞ Lots of Parking → 4 plus cars ☞ Private yard ☞ Washer + dryer ☞ Ductless heating and cooling

4.94 out of 5 average rating, 163 reviews
Top guest favourite
A spacious living area is highlighted by large windows that allow natural light to fill the room. A cozy seating arrangement surrounds a central coffee table, with a modern fireplace adding warmth. A television mounted on the wall provides entertainment options.
Townhouse in Bend

Minutes to Bachelor! Spa. Fire pit. Ski!

Welcome to Hummingbird House, your Bend home away from home! This beautiful three bedroom plus den home is sure to become a vacation favorite for you and your family! Located within the Deschutes National Forest, these are the closest homes to Mt. Bachelor and just ten minutes to town. An outdoor patio area features a hot tub, fire table and dining table perfect for hanging out after a long day exploring Bend. The Deschutes River Trailhead is only a few steps from the back door. Book today!

4.98 out of 5 average rating, 119 reviews
Top guest favourite
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.
Home in Bend

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.

5.0 out of 5 average rating, 220 reviews
Top guest favourite
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.
Home in Bend

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!

4.98 out of 5 average rating, 126 reviews
Guest favourite
Dome in Bend

Welcome to Dome Sweet Dome

Your chance to stay in a true-to-name Geodesic Dome! This one-of-a-kind retreat blends comfort with architectural charm. Guests call it cozy, inspiring, and unforgettable — a stay that feels like an experience, not just a place to sleep. Nestled in the First-on-the-Hill neighborhood off Century Drive, the Dome is perfectly positioned for everything Bend has to offer. Whether you’re here for skiing, biking, hiking, or just relaxing, you’ll love how close you are to Bend’s best adventures.

4.94 out of 5 average rating, 553 reviews
Top guest favourite
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.
Home in Bend

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.

4.99 out of 5 average rating, 123 reviews
Top guest favourite
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.
Home in Bend

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

5.0 out of 5 average rating, 109 reviews
Top guest favourite
Home in Bend

Serenity Retreat | Pool, Spa, Trails & Mt Bachelor

Situated in the serene Mt Bachelor Village, our home is a harmonious blend of seclusion & natural charm. Encircled by a lush landscape & towering trees, it serves as a tranquil retreat, perfect for relaxation. The property is just a short distance from Bend's lively amenities, offering access to both outdoor adventures & urban pleasures. This residence is an ideal choice for those wishing to enjoy the tranquility of nature while being conveniently close to the city's attractions.

4.96 out of 5 average rating, 121 reviews
Guest favourite
A spacious sleeping area is highlighted by a striped comforter on a generous bed. A cozy seating area with a sofa and armchair is visible, alongside a small dining table with chairs. Natural light enters through multiple windows, enhancing the room's inviting atmosphere.
Guest suite in Bend

Private Mountain Suite

Perfect for a peaceful, private get away! Great for a single, couple, up to 4 people + children & pets. Located in the woods in Bend, 10 minutes from downtown, 5 minutes from stores, dining, and 35 minutes from Mt. Bachelor. Ample parking and a private entrance so you can come and go as you please. A large yard space for animals. We are easy going, flexible hosts. If you have a special request, we will do our best to accommodate your individual needs if possible.

4.81 out of 5 average rating, 255 reviews
Top guest favourite
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.
Home in Bend

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.

4.89 out of 5 average rating, 444 reviews
Superhost
Home in Bend

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.

4.75 out of 5 average rating, 110 reviews

Popular amenities for Deschutes River Woods family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
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.
Home in Bend

☆ Quiet Forest Retreat | 10min from Old Mill ☆

4.93 out of 5 average rating, 261 reviews
Guest favourite
Home in Sunriver

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

4.95 out of 5 average rating, 147 reviews
Top guest favourite
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.
Home in Bend

Spacious Bend Home~ Hot Tub, Yard, Family Friendly

5.0 out of 5 average rating, 121 reviews
Guest favourite
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.
Home in Sunriver

Sunriver Retreat! 4 primary suites, theatre room!

4.91 out of 5 average rating, 116 reviews
Top guest favourite
An inviting hot tub is positioned alongside a sauna grotto, both nestled within a natural setting. The hot tub features clear water with soft illumination, while the sauna's wooden exterior is accentuated by warm light. Surrounding trees and rocks enhance the tranquil atmosphere.
Bungalow in Bend

River Run Bend Bungalow & Romantic Spa Grotto

5.0 out of 5 average rating, 180 reviews
Top guest favourite
The spacious great room features a comfortable sofa and contemporary armchairs arranged around a rustic coffee table. A dining area with a large window overlooks the outdoors, while wooden beams and cabinetry add warmth to the inviting atmosphere.
Townhouse in Bend

Closest to Bachelor 4 BR/4BA near Seventh Mtn Res

4.96 out of 5 average rating, 209 reviews
Top guest favourite
Home in Bend

Private Indoor Pool + Hot Tub | Game Room

4.97 out of 5 average rating, 194 reviews
Top guest favourite
An outdoor seating area is set up near a pool, featuring various tables and a gas fire pit surrounded by comfortable couches. Umbrellas provide shade, and string lights offer a warm glow above. The backdrop consists of tall trees and a well-maintained lawn.
Apartment in Bend

Pool, AC, close to Amphitheater & Old Mill

4.97 out of 5 average rating, 154 reviews

Family- and pet-friendly home rentals

Superhost
A spacious living area features two blue sofas facing a wooden coffee table, with neutral ottomans nearby. A flat-screen TV is positioned on a low media console. Natural light is allowed in through windows with white trim, illuminating a stylish decorative wall art piece above the fireplace.
Home in Bend

Alpenglow Vista

4.81 out of 5 average rating, 119 reviews
Top guest favourite
Home in Bend

Butler Corner - New, Clean & Minutes From Downtown

4.97 out of 5 average rating, 245 reviews
Top guest favourite
A wooden deck provides seating with two Adirondack chairs facing the tranquil river. Potted flowers add a touch of color to the space, while lush greenery lines the riverbank. Kayakers can be seen leisurely paddling on the water under a bright blue sky.
Cabin in Old Bend

Mill Cabin at Deschutes Dunes River/ beach access

4.9 out of 5 average rating, 540 reviews
Top guest favourite
A rustic log cabin is nestled among tall pine trees, featuring a welcoming porch with wooden railing. Sunlight filters through the branches, illuminating the surrounding forest floor and creating a serene atmosphere in the natural setting.
Cabin in Bend

Log Cabin on Tumalo Creek

4.94 out of 5 average rating, 596 reviews
Guest favourite
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.
Home in Bend

River View Inn a cabin on the River

4.84 out of 5 average rating, 480 reviews
Top guest favourite
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.
Home in Bend

Home in Lodges at Bachelor View - Book Now!

4.98 out of 5 average rating, 631 reviews
Top guest favourite
A spacious living area is highlighted by large windows that allow ample natural light. A cozy seating arrangement featuring a patterned chair faces a TV on a wooden stand. A dining table accommodates several guests, while wooden accents enhance the room's warmth.
Apartment in Bend

Luxury in the Forest

4.91 out of 5 average rating, 454 reviews
Guest favourite
Cabin in Bend

Sunriver cabin near Mt. Bachelor

4.92 out of 5 average rating, 169 reviews

Family-friendly home rentals with a pool

Top guest favourite
Townhouse in Sunriver

Newly Remodeled 3 bdrm-Hot Tub-SHARC passes-Bikes

4.96 out of 5 average rating, 134 reviews
Top guest favourite
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.
Home in Sunriver

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

4.98 out of 5 average rating, 114 reviews
Top guest favourite
A bright living area features a cozy gas fireplace and a flatscreen TV mounted on the wall. Two blue armchairs and a round dining table create a comfortable seating arrangement. The fully equipped kitchen, visible in the background, includes stainless steel appliances and wooden cabinetry.
Apartment in Bend

Cozy Mt. Bachelor Village Condo near Downtown Bend

4.98 out of 5 average rating, 185 reviews
Superhost
Home in Sunriver

Sunriver by AvantStay | Modern Home w/ Indoor Pool

4.88 out of 5 average rating, 110 reviews
Guest favourite
A cabin exterior is framed by tall trees and features a wooden deck with seating. Sunlight filters through fresh green leaves, enhancing the welcoming atmosphere. The two-story structure showcases large windows that provide views of the surrounding landscape.
Cabin in Sunriver

Modern Cabin Oasis Near Village

4.91 out of 5 average rating, 179 reviews
Guest favourite
A spacious living area features a plush blue couch adorned with decorative cushions. A wooden coffee table stands nearby, with a small plant and a warm lamp. Floor-to-ceiling windows provide natural light, overlooking the surrounding greenery. A shelf filled with books and decorative items is positioned against the wall.
Apartment in Bend

Seventh Mountain Resort Getaway

4.86 out of 5 average rating, 240 reviews
Top guest favourite
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.
Home in Bend

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

4.93 out of 5 average rating, 285 reviews
Top guest favourite
Home in Bend

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

4.96 out of 5 average rating, 202 reviews

When is the best time to visit Deschutes River Woods?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$348 SGD$316 SGD$316 SGD$282 SGD$347 SGD$343 SGD$381 SGD$362 SGD$296 SGD$272 SGD$316 SGD$315 SGD
Avg. temp2°C3°C5°C8°C12°C16°C20°C19°C15°C9°C4°C0°C

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