Family-friendly holiday rentals in Deschutes River Woods

4.98 out of 5 average rating, 109 reviews

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.

Guesthouse in Bend

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.

Indoor spacesKitchenGetting around

4.95 out of 5 average rating, 165 reviews

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

FamilyKitchenLocation

4.98 out of 5 average rating, 122 reviews

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!

FamilyIndoor spacesDecor

Superhost

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

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.

KitchenFamilyCondition

4.89 out of 5 average rating, 587 reviews

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.

Indoor spacesFamilyWi-Fi

4.96 out of 5 average rating, 211 reviews

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

Beautiful townhouse (connected to another) located next to the Seventh Mountain Resort on Widgi Creek's 16th fairway. Points West is an exclusive town home development above Deschutes River & Lava Island. Mt Bachelor and the Sparks Lake Wilderness area (20 minutes). Bend (10 min) is home to The Old Mill District, countless brew-pubs and a lively restaurant scene. Watch deer, marmots, geese, eagles, osprey and golfers while soaking in the spa at our mountain-lodge inspired home. DCCA# 1329

KitchenFamilyAir conditioning

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!

KitchenIndoor spacesHospitality

4.94 out of 5 average rating, 557 reviews

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.

FamilyIndoor spacesHeating

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.

KitchenIndoor spacesBarbecue

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.

Indoor spacesFamilyAmenities

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

FamilyKitchenHot tub

4.81 out of 5 average rating, 262 reviews

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.

KitchenIndoor spacesHiking

Popular amenities for Deschutes River Woods family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 162 reviews

Luxury Bend Getaway | Hot Tub • Fireplace • Views

Indoor spacesKitchenHospitality

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

KitchenFamilyAccuracy

4.91 out of 5 average rating, 464 reviews

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.

Condo in Bend

Luxury in the Forest

Indoor spacesKitchenLocation

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

KitchenFamilyBackyard

5.0 out of 5 average rating, 186 reviews

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

KitchenIndoor spacesCleanliness

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

FamilyIndoor spacesParking

4.96 out of 5 average rating, 135 reviews

Townhouse in Sunriver

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

KitchenIndoor spacesAccuracy

4.95 out of 5 average rating, 148 reviews

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

KitchenIndoor spacesRiver

Family- and pet-friendly home rentals

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.

4.81 out of 5 average rating, 120 reviews

Alpenglow View

FamilyIndoor spacesCleanliness

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!

KitchenIndoor spacesParks

4.94 out of 5 average rating, 201 reviews

5 Minute Drive to Downtown Bend, Dog Friendly

Indoor spacesKitchenCheckout

4.9 out of 5 average rating, 544 reviews

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

KitchenFamilyCheck-in

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.

FamilyKitchenShared spaces

4.86 out of 5 average rating, 389 reviews

A modern living area features a spacious gray couch and a dining table with white chairs. A vibrant abstract painting adds color to the wall, while a fully equipped kitchenette is visible in the background with blue cabinetry and natural light streaming through large windows.

Tiny home in Bend

The Big Tiny

KitchenFamilyHospitality

4.94 out of 5 average rating, 597 reviews

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

KitchenIndoor spacesView

4.91 out of 5 average rating, 188 reviews

5 BR, Hot Tub, Fireplace close to Mt Bach & town

KitchenFamilyHiking

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 158 reviews

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.

Condo in Bend

Pool, AC, close to Amphitheater & Old Mill

KitchenFamilyQuiet

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

KitchenFamilyWalkability

4.96 out of 5 average rating, 125 reviews

Serenity Retreat | Pool, Spa, Trails & Mt Bachelor

FamilyIndoor spacesCheckout

The living area features a large leather sectional sofa positioned around a coffee table, with two comfortable armchairs nearby. A stone fireplace is set between expansive windows, allowing natural light to flood the space and offering views of the surrounding trees.

4.97 out of 5 average rating, 115 reviews

FamilyIndoor spacesBiking

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!

FamilyIndoor spacesPool

4.86 out of 5 average rating, 270 reviews

Guest suite in Bend

Mt Bachelor Village Resort- Room in River Ridge II

FamilyIndoor spacesBathroom

4.89 out of 5 average rating, 159 reviews

A comfortable living area showcases a cozy sofa and a well-lit dining space with a light-colored table surrounded by colorful chairs. Natural light filters through the windows, illuminating the modern vinyl flooring and the stylish decor elements, including a wall-mounted TV above a decorative fireplace.

Condo in Bend

Adorable Studio at Seventh Mountain Resort

Indoor spacesFamilyBiking