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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.

FamilyKitchenLong stay

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

FamilyIndoor spacesDecor

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!

KitchenIndoor spacesNearby

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.

KitchenFamilyParking

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!

KitchenFamilyHiking

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.

FamilyKitchenAccess

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.

FamilyIndoor spacesCheckout

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

KitchenFamilyHiking

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.

KitchenFamilyOutdoor spaces

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.

FamilyKitchenBreakfast

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.

KitchenFamilyOutdoor spaces

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.

KitchenFamilyAir conditioning

4.75 out of 5 average rating, 110 reviews

Popular amenities for Deschutes River Woods family-friendly rentals

Family-friendly home rentals with a hot tub

Family-friendly home rentals with a pool

When is the best time to visit Deschutes River Woods?

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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
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