Family-friendly holiday rentals in Deschutes River Woods

Find and book unique family-friendly homes on Airbnb

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
A modern kitchen area features a stainless steel stove, refrigerator, and wooden dining table with two stylish chairs. Decorative plants and light wooden accents add warmth to the space, while patterned wallpaper enhances the design, creating a cozy atmosphere.
Tiny home in Bend
4.89 out of 5 average rating, 397 reviews

The Oasis Airstream

Reconnect with nature at this unforgettable escape, surrounded by gorgeous desert views. Beautifully designed and fully equipped for your comfort. Pet friendly and located just 15 min from downtown Bend. The Oasis Airstream is on a quiet 10 acres. I live here with my family and have a small farming business. There is an ample yard with outdoor table and chairs, outdoor couch, and fire place. There's also a hammock for swinging in the shade on those long summer evenings. Please read all info.

Top guest favourite
An outdoor kitchen features a built-in gas grill, stone countertops, and various appliances, including a microwave. Overhead, hanging planters with flowers add color, while a patterned outdoor rug and chairs create a welcoming space. Lush green grass is visible in the background.
Guest house in Bend
4.98 out of 5 average rating, 108 reviews

Quail View-Pets Welcome, Great Outdoor Space

Quiet tree lined cul-de-sac location this executive master suite has all the comforts of home. Kitchen has dishwasher, gas range & large refrigerator. Private patio surrounded by gardens & paver walkways, access to shared deck with gas grill. Big screen TV for relaxing & desk for working. Expansive bathroom with dual sinks, walkin shower, heated towel rack & heated tile floor. Extra Large Closet includes washer/dryer & also has heated tile floors. Private entrance & separate off street parking.

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
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.

Guest favourite
A cozy nook is featured with two comfortable chairs facing a small table, illuminated by natural light from nearby windows. A staircase leads to the lofts above, while the bathroom area is visible in the background, creating a functional and inviting living space.
Tiny home in Bend
4.9 out of 5 average rating, 561 reviews

Forested Artistic Cozy Tiny House w/ Wildlife

This tiny house is quaint and cozy but has all the trappings of a modern home. It has a full size kitchen, bath, dining area, work station, TV loft, and bedroom. We built the house and the surrounding area with the sole purpose in mind to create a perfect, comfortable, memorable getaway in nature. What makes our rental truly unique is the wildlife that roams our property. In the yard you can expect to see deer, birds, squirrels, rabbits, and chipmunks. We are close to town yet away from it all.

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
4.94 out of 5 average rating, 154 reviews

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

Top guest favourite
The spacious living room features a modern fireplace and large windows allowing natural light to fill the space. A soft area rug lies beneath a round coffee table, surrounded by comfortable seating, offering a cozy environment. Sliding glass doors lead to an outdoor patio surrounded by greenery.
Townhouse in Bend
4.98 out of 5 average rating, 113 reviews

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!

Superhost
The living room features a cozy seating area with a gray sofa and a large white bean bag chair. A wood-burning fireplace is centrally located, complemented by a television mounted above. Large windows allow natural light and offer views of the surrounding trees.
Flat in Bend
4.85 out of 5 average rating, 104 reviews

Easy Access to Bend+Bachelor | Hot Tub | Pets OK

Perfectly situated between Mt. Bachelor and downtown Bend, our pet-friendly 1 BR/1BA condo is the ultimate basecamp for year-round adventure. Enjoy easy access to skiing, snowboarding, hiking & biking, & drive 10 min into the heart of Bend for unbeatable restaurants, breweries, and local shops. Or, don't leave the condo at all! Nestled within Deschutes NF, retreat into nature and enjoy the amenities of Seventh Mountain Resort, including heated pools, hot tubs, and an on-site restaurant/bar.

Guest favourite
Dome in Bend
4.94 out of 5 average rating, 541 reviews

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.

Top guest favourite
The bedroom features a spacious bed with white linens, complemented by two bedside tables with lamps. A green bench sits at the foot of the bed, while a landscape painting hangs above the headboard. Soft curtains frame a window, allowing natural light to fill the space.
Guest house in Bend
4.98 out of 5 average rating, 184 reviews

NEW Tranquil Retreat On Canal

Charming, clean, comfortable, fully renovated guest house on 3 acres, nestled by a canal. A quiet escape near Pine Nursery Park, just 5 miles from downtown and less than 20 minutes from the airport. Enjoy beautiful natural light, vaulted ceilings, large bathtub, and balcony with outdoor seating and a beautiful view. Fully stocked kitchen, washer & dryer, heat & AC, blackout shades, board games, books, amenities for kids, smart TV, and a Blu-ray player for rentals from The Last Blockbuster.

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
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.

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
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

Guest favourite
An A-frame interior features warm wooden paneling, with a cozy seating area highlighted by a stylish armchair and a television unit. The open door reveals a view of the outdoor pathway, surrounded by greenery, bringing natural light into the space.
Tiny home in Bend
4.9 out of 5 average rating, 317 reviews

Rajneesh Aframe/Hot Tub, 10 min from downtown Bend

We are opening up our Aframe to host some visitors to Bend. This Aframe was originally built for the Rajneeshpuram, in Wasco county Oregon in the early 1980's. If you are not familiar with this interesting piece of Oregon history, we recommend you watch the documentary Wild Wild Country on Netflix. It is fascinating. Its a small little dwelling, we have a king sized Mattress in it (no bed frame due the space limitations), with easy access to a bathroom and shower in our home.

Popular amenities for Deschutes River Woods family-friendly rentals

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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 £76 per night before taxes and fees

  • Verified guest reviews

    Over 4,400 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!