Family-friendly vacation rentals in Bend

The modern exterior of the ADU features wooden accents and large windows, surrounded by lush greenery. A small outdoor seating area with two chairs and a fire pit is visible. The entrance is framed by a wooden fence, providing privacy and inviting atmosphere.

4.99 out of 5 average rating, 239 reviews

Modern retreat in central Bend

Enjoy our new custom-built ADU located a block away from the Deschutes River in a quiet residential neighborhood, just a 10-minute walk from downtown along the River Trail. In this modern, bright, and private space, you'll enjoy the luxuries of hardwood floors, waterfall countertops, a built-in workspace, heated tile bathroom floors, a 55" Smart TV, BBQ and fire pit, and endless hot water—plus off-street parking and EV charger. One king bed, one daybed with a trundle, and one queen sleeper sofa.

4.89 out of 5 average rating, 397 reviews

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

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.

A private hot tub bubbles invitingly on a deck surrounded by natural landscaping. Wooden railings frame the area, with two Adirondack chairs positioned nearby, offering views of the Deschutes River and lush trees in the background.

4.98 out of 5 average rating, 419 reviews

<SALE> River Front | Hot Tub | Old Mill | Dogs

Enjoy this Contemporary Luxury Home directly on the Deschutes River. Literally step out your back door and stroll, run or paddle up and down the river. The river trail is a 3 3/4 mile loop and one of the best hikes around. Back at home sit on your deck or in the Hot Tub and listen the the sounds of the river going by and enjoy peaceful solitude. Shop or get a bite to eat at The Old Mill, Box Factory, Food Carts and more which are a peaceful 3/4 mile stroll along the river trail. Enjoy!

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, 189 reviews

Indoor Pool, Game Room, EV Charger, Pets Welcome!

Alpenview Retreat | Perfect Gathering Home for Friends and Family Designed for unforgettable group stays, this spacious modern home combines luxury, entertainment, and location- just minutes from Downtown Bend and close to Mt. Bachelor. Spend your days skiing, hiking, or exploring, then come home to soak in the private, indoor heated pool and hot tub, sip your favorite beverage in the courtyard, or compete in your private game room. Perfect for families, friend groups, and multi-family trips.

5 out of 5 average rating, 154 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

Relaxing, private spa & sauna grotto is ready for your romantic Bend getaway! This quiet, wooded, centrally located standalone bungalow is steps from the Deschutes River trail and within easy walking distance of Mill Dist. and Hayden Amphitheater. It boasts a comfy king bed w/premium down bedding & pillows, dedicated free parking (+ extra cars or small RVs), outdoor dining and patio area, washer/dryer, and a kitchen fully stocked with everything you need for fun and relaxation for all seasons!

4.98 out of 5 average rating, 184 reviews

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.

Guesthouse in Bend

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.

4.9 out of 5 average rating, 389 reviews

A charming Craftsman bungalow is surrounded by lush greenery and well-maintained landscaping. A brick pathway leads to the entrance, showcasing a mixture of shrubs and small trees. An American flag is displayed on the porch, adding a welcoming touch to the exterior.

Bungalow in Old Bend

Location! Bungalow River & Beach Access

Welcome to our 1918 Bungalow on Riverfront Street. This simple, no frills one bedroom, one bath sleeps two to three. Enjoy a fully equipped kitchen, floor to ceiling river rock gas fireplace, inviting front porch, back deck with propane BBQ, table/ chairs. The Bungalow has a peek of the river, as it is considered the "guest house" to the larger "main house" it shares the lot with. Enjoy low bank river access to launch your kayak. Park the car and experience the best Bend has to offer.

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, 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.

4.95 out of 5 average rating, 308 reviews

Townhouse in Bend

Drake @ The DUPE - blocks from Old Mill District -

Drake: Located blocks from the Old Mill District, this beautifully updated 2-bed, 2-bath townhouse blends privacy with an unbeatable location. Walk or bike to the Old Mill, Deschutes River, dining, and the Hayden Homes Amphitheater. Tucked in a serene, tree-lined setting, the private home features a bright kitchen with updated appliances, a primary suite with a walk-in tile shower, and a separate porch with a BBQ grill. The perfect mix of modern comfort and convenience.

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, 125 reviews

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

Welcome to your peaceful Bend basecamp, thoughtfully managed by The Home Co.—a local small business focused on clean, well-functioning homes with easy checkouts. This stylish 2-bedroom, 2-bath home is centrally located near Ponderosa Park and Pilot Butte, with easy access to Downtown, the Old Mill, and the Deschutes River. With a fully fenced yard, dedicated office, hot tub, and flexible living space, it’s perfect for families, remote workers, and pet lovers.

A light-filled living area features a black leather sofa and a wooden armchair facing a large window. A patterned area rug adds warmth to the hardwood floor. Barstools are placed at the kitchen counter, and artwork is displayed on the white wall.

5 out of 5 average rating, 207 reviews

Central Modern Guesthouse with EV Charger

We built this home out of a passion for creating welcoming spaces. Years ago, we renovated a motel on the coast - an experience that sparked our love of hospitality and shapes how we host today. We live around the corner with our kids, a golden retriever, and a few cats. Mike’s a local realtor, and Betsy manages business ops for the local fire department. We love books, music, and helping you discover the best of Bend - trails, eats, and community.

An inviting entryway is featured, with a green door framed by a porch. A wicker chair sits beside a white planter, adding a touch of greenery. Brick columns complement the wooden deck and ceiling, creating a warm and accessible entrance.

5 out of 5 average rating, 441 reviews

Downtown - Super Walkable - King - Local Hosts

Stay in a rare home in the heart of downtown—a beautifully restored 1922 craftsman with warm wood, plants, vaulted ceilings, and natural light. Enjoy charming architecture and local artwork. Walk to dozens of restaurants, breweries, coffee shops, and stores. Cross the alley to food trucks and live music, or relax in your private walled courtyard with native plants. We keep a clean, low-allergen home with no pets and no scented products.

Popular amenities for Bend family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The cabin features a striking architectural design with large wooden beams and a wrap-around deck. Soft lighting illuminates the exterior, creating a welcoming ambiance. Surrounded by tall pine trees, the structure offers a sense of seclusion and tranquility within its natural environment.

4.99 out of 5 average rating, 117 reviews

Stunning Luxury, w/Hot Tub Pvt Lake Amazing Views

An exterior view of a single-story home is shown, surrounded by landscaped gardens with rocks and greenery. A cozy patio area features blue and white striped lounge chairs, an umbrella, and string lights overhead, creating a welcoming outdoor space.

4.96 out of 5 average rating, 193 reviews

Close, Cute & Clean! *Hot Tub* Bend Adventure Base

4.93 out of 5 average rating, 215 reviews

A comfortable living area features a green sectional sofa and a gray accent chair. A large coffee table sits in the center, with a light-colored rug beneath. Exposed wooden beams adorn the ceiling, while a staircase leads to an upper level. A television is mounted on the wall.

Home in Old Bend

Drake Park Cottage in the Heart of Bend

4.98 out of 5 average rating, 968 reviews

The lookout tower is framed by green trees, featuring multiple wooden decks and a spacious entryway. Steps lead up to the main entrance, and large windows provide glimpses of the interior overlooking the natural landscape.

Home in Terrebonne

Cozy Three Story Lookout Tower

4.92 out of 5 average rating, 146 reviews

Cottage in Bend

Old Mill Charmer with Hot Tub

4.99 out of 5 average rating, 143 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

4.98 out of 5 average rating, 245 reviews

A hot tub is positioned on a wooden deck, surrounded by tall greenery for privacy. The house features large sliding doors leading to an open space, with outdoor seating visible nearby, creating a relaxed outdoor retreat.

Bungalow in Bend

Ski, Bike, and Golf from a Spacious Family Bungalow

A sunlit living area features a large glass door leading to the backyard, surrounded by greenery. A comfortable sectional sofa is positioned near a gas fireplace. A dining table accommodates multiple chairs, while a wall clock and artwork add charm to the open space.

4.91 out of 5 average rating, 162 reviews

Comfy Quiet*Hot Tub* Remote-work+Family ready

Family- and pet-friendly home rentals

A modern kitchen features stainless steel appliances, including a refrigerator and microwave, framed by white cabinetry. A spacious granite countertop provides seating for three on dark wood stools, enhancing functionality. Natural light enters through a nearby door, contributing to the welcoming atmosphere.

4.91 out of 5 average rating, 160 reviews

Trendy West Side by 10 Barrel, Hot Tub, Fence Yard

The cozy bedroom features a rustic wooden bed frame with soft linens, complemented by natural light from a nearby window. A stylish soaking tub is presented with a wooden shelf nearby. The kitchen showcases modern appliances with a striking blue cabinetry, while a snowy mountain landscape is displayed outdoors.

4.96 out of 5 average rating, 292 reviews

Romantic Farmhouse near Mt. Bachelor

4.99 out of 5 average rating, 253 reviews

A historic craftsman bungalow is framed by vibrant autumn foliage. A concrete path leads to the covered front porch, surrounded by tall grasses and fallen red leaves, evoking a welcoming outdoor space in the fenced front yard.

Home in Old Bend

Lucinder - Modern historic home, views, Downtown

The bedroom features a spacious bed dressed in white linens, complemented by two round side tables with lamps. An artwork hangs above the bed against a dark accent wall, while a natural fiber bench offers additional seating. Hooks line the wall for added convenience.

4.97 out of 5 average rating, 200 reviews

Pet-Friendly Flat with Private Yard

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.

4.9 out of 5 average rating, 409 reviews

Cozy Studio! Walk to NW Crossing and Shevlin Park

4.94 out of 5 average rating, 390 reviews

A welcoming front porch features two white folding chairs and a small table. Potted flowers add color to the space. The green door complements the light exterior, while overhead lights enhance visibility. Natural light filters through the surrounding trees.

Cottage in Bend

Adorable West Side Cottage, Pet Friendly!

A cozy living area is highlighted by a modern fireplace and a large television built into a white cabinetry. Soft seating is provided by a sectional sofa and accent chairs. Natural light flows through the large windows, illuminating the room's neutral decor.

4.83 out of 5 average rating, 105 reviews

Cozy 3-BR house w/ EV charger & trailer parking

4.94 out of 5 average rating, 154 reviews

Midtown Bend - 5 min from Downtown

Family-friendly home rentals with a pool

4.86 out of 5 average rating, 267 reviews

Mt Bachelor Village Resort- Room in River Ridge II

5 out of 5 average rating, 125 reviews

A studio bedroom features a queen bed with blue striped bedding. A seating area with two chairs and a table is positioned in front of large windows, showcasing a view of the outdoors. A television is mounted on the wall, and basic kitchen amenities are visible in the background.

Apartment in Bend

River Views at First Street Rapids + Walk Downtown

4.97 out of 5 average rating, 316 reviews

A modern studio features a spacious bed with crisp white linens, a wooden accent wall, and an electric fireplace below a wall-mounted television. A unique wood table sits atop an area rug, with plants adding a touch of greenery to the warm atmosphere.

Condo in Bend

Sunriver Studio with Pool and Hot Tub

4.86 out of 5 average rating, 126 reviews

A spacious living area features a comfortable L-shaped sofa adorned with a light throw. Natural wood beams accentuate the ceiling, while a gas fireplace adds warmth. A flat-screen TV is visible, and a dining table with bar stools is situated nearby against neutral-toned walls.

Home in Sunriver

Updated Sunriver-Hot Tub, Walk to SHARC & Village

4.88 out of 5 average rating, 306 reviews

The living area showcases a modern design with leather seating arranged around a natural wood coffee table. A television is mounted above a stone fireplace, and a dining table is situated nearby. The kitchen features stainless steel appliances and light wood cabinetry.

Townhouse in Bend

Charming Mt. Bachelor Village Condo

Superhost

A spacious living area features a grey sectional sofa with a tufted design, accented by a decorative pouf. Natural light filters in through sliding glass doors, leading to a private patio with views of surrounding trees and the outdoors. A round mirror adds depth to the space.

Condo in Bend

4.84 out of 5 average rating, 112 reviews

Updated Condo with Deschutes River View

4.95 out of 5 average rating, 111 reviews

An open room features vaulted ceilings and large windows, allowing natural light to fill the space. Two surfboards are artfully displayed on the wall, while a circular dining table and four chairs are positioned in the center. A black office chair is visible at a desk, enhancing the work-friendly atmosphere.

Apartment in Bend

Wine Down and Play

A comfortable guest suite is designed with a spacious bed covered in a white quilt. An accent wall of exposed brick enhances the warm ambiance. A wooden desk and two brown armchairs complement the space, with light filtering through a window dressed with blinds.