Family-friendly holiday rentals in Deschutes River Woods

4.98 out of 5 average rating, 108 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.

KitchenIndoor spacesWi-Fi

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

4.9 out of 5 average rating, 576 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.

Indoor spacesKitchenValue

4.98 out of 5 average rating, 117 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!

Indoor spacesKitchenHospitality

4.94 out of 5 average rating, 159 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

KitchenIndoor spacesSleep quality

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, 217 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.

FamilyIndoor spacesBathroom

A spacious living area features a large sectional sofa with plush cushions, complemented by a wooden coffee table. A flat-screen TV is mounted above a modern fireplace, with decorative shelves showcasing plants and accessories. Natural light flows in through multiple windows.

4.97 out of 5 average rating, 140 reviews

Hot Tub~King Bed~Dog Friendly-New Construction

Welcome to the Old Murph House. This newly constructed home is a 1500 sqft, 2bd/2ba home with updates & modern furnishings throughout. Perks: - Keyless entry - Modern furnishings - New appliances - Full kitchen - Speedy wifi - Flat screen tv - Hot tub - Indoor Fireplace - Putting green - Bocce ball - Dog friendly with a 99$ PET FEE** - 4 parking spots Distance to (driving): - Grocery stores: 1min - Old Mill: 6min - Downtown: 8min - Sunriver: 15min - Mt. Bachelor: 45mins - Smith Rock: 38mins

FamilyIndoor spacesPets

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, 123 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!

Indoor spacesKitchenCheck-in

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.

4.84 out of 5 average rating, 166 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.

Indoor spacesFamilyOutdoor spaces

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, 108 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

Indoor spacesFamilyRiver

Superhost

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

4.8 out of 5 average rating, 246 reviews

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.

Indoor spacesFamilyGetting around

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, 439 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.

Indoor spacesFamilyTV

4.94 out of 5 average rating, 155 reviews

Luxury Bend Getaway | Hot Tub • Fireplace • Views

Luxury modern Bend retreat featuring a private hot tub, soaring designer great room, cozy fireplace, multiple gathering spaces, and curated upscale finishes throughout. Perfect for ski trips, family getaways, and group escapes, with fast Wi-Fi, smart TVs, board games, easy access to Mt. Bachelor, downtown Bend, trails, dining, and Central Oregon adventure.

FamilyKitchenWi-Fi

Popular amenities for Deschutes River Woods family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 120 reviews

Tall Pine Tuckaway! Hot tub, EV charge, RV hookup

Indoor spacesFamilyAmenities

4.9 out of 5 average rating, 451 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 spacesFamilyParking

4.93 out of 5 average rating, 241 reviews

A private outdoor area features a hot tub surrounded by string lights, creating a cozy ambiance. A wooden table displays a bottle of sparkling wine with two glasses and a small potted plant, inviting relaxation and enjoyment in nature.

Cabin in Bend

Eco cabin near Bend: sauna, spa, king bed, EV plug

KitchenFamilyLong stay

A modern kitchen space features a large island with three stools, complemented by sleek cabinetry and stainless steel appliances. Natural light floods in through nearby windows, illuminating the stylish fixtures and inviting design. The adjoining living area, visible in the background, enhances the open layout.

4.95 out of 5 average rating, 129 reviews

Zen w/ Hot Tub, Office, Yard, Dog Friendly, Park

FamilyIndoor spacesCheckout

4.98 out of 5 average rating, 219 reviews

An outdoor seating area is featured under a canopy, equipped with comfortable gray couches and a fire pit at the center. Soft lighting is provided by strand lights along the structure. A hot tub is visible in the corner, contributing to a relaxing atmosphere.

Cottage in Sunriver

Cozy Home w/River Access, Hot Tub, 7min to Village

KitchenIndoor spacesWalkability

4.88 out of 5 average rating, 283 reviews

The Bend Cabin

Indoor spacesKitchenLayout

4.94 out of 5 average rating, 265 reviews

An A-frame cabin is set against a colorful sunset, showcasing warm lights illuminating the exterior. The front entrance features a door with a welcoming window, while two rustic chairs sit on the porch, accompanied by potted plants and neatly stacked firewood.

Cabin in Bend

Black Duck Cabin

FamilyKitchenSkiing

5.0 out of 5 average rating, 169 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

Indoor spacesFamilyQuiet

Family- and pet-friendly home rentals

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, 474 reviews

THE TROUT HOUSE a cabin on the River

Indoor spacesFamilyHiking

A welcoming living space is depicted, featuring wooden cabinetry and a kitchenette equipped with an oven and microwave. A vibrant area rug enhances the wooden floor. A small dining table and chairs are visible, alongside a cozy couch and decorative throw pillows.

4.94 out of 5 average rating, 185 reviews

Separate Apt in Beautiful Westside Bend

FamilyIndoor spacesCondition

4.9 out of 5 average rating, 419 reviews

A spacious sleeping area features a large bed adorned with a patterned comforter and decorative pillows. Dark curtains frame a window that allows natural light to fill the room. Two nightstands with lamps are positioned on either side of the bed.

Guest suite in Bend

Cozy Studio! Walk to NW Crossing and Shevlin Park

FamilyIndoor spacesBackyard

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.

4.99 out of 5 average rating, 623 reviews

Home in Lodges at Bachelor View - Book Now!

FamilyKitchenComfort

4.94 out of 5 average rating, 593 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

KitchenFamilyAccuracy

4.96 out of 5 average rating, 189 reviews

A well-organized kitchen corner features green cabinetry with a wooden countertop. Open shelves display glassware and kitchen essentials. Natural light filters through a nearby window with a simple shade, enhancing the warm tones of the wooden floor and a decorative area rug.

Guesthouse in Bend

Adorable 1-bedroom 1930s farmhouse.

FamilyKitchenAmenities

4.97 out of 5 average rating, 154 reviews

The A-frame cabin is framed by tall pine trees, showcasing a modern black exterior. Large windows reflect the surrounding forest, while a wooden deck serves as an entry point, inviting guests to explore the natural setting.

Cabin in La Pine

KitchenFamilyLaundry

4.97 out of 5 average rating, 236 reviews

Butler Corner - New, Clean & Minutes From Downtown

FamilyKitchenRiver

Family-friendly home rentals with a pool

4.86 out of 5 average rating, 237 reviews

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.

Condo in Bend

Seventh Mountain Resort Getaway

FamilyIndoor spacesCheck-in

4.86 out of 5 average rating, 270 reviews

Guest suite in Bend

Mt Bachelor Village Resort- Room in River Ridge II

FamilyKitchenComfort

4.96 out of 5 average rating, 117 reviews

Serenity Retreat | Pool, Spa, Trails & Mt Bachelor

FamilyKitchenGetting around

4.85 out of 5 average rating, 540 reviews

The open living space features high ceilings with natural light flooding in through large windows. A comfortable sofa and coffee table are present, while a dining area with four chairs is visible. A spiral staircase leads to a loft area, enhancing the room's spacious feel.

Condo in Sunriver

*Sunriver* HotTub/Pool In Room Sauna Popcorn Cart

FamilyKitchenView

4.95 out of 5 average rating, 133 reviews

Townhouse in Sunriver

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

FamilyKitchenHiking

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, 282 reviews

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

KitchenIndoor spacesPets

An indoor pool room features a heated dipping pool, surrounded by vibrant red lounge chairs. A seating area is present with a couch and decorative pillows, while bright artwork adorns the walls. Sliding glass doors allow natural light and lead to the outside.

4.97 out of 5 average rating, 192 reviews

Indoor Pool, Spa, Game Room, Pets Welcome!

FamilyKitchenHot tub