Family-friendly holiday rentals in Bend

4.97 out of 5 average rating, 236 reviews

Butler Corner - New, Clean & Minutes From Downtown

Relax and enjoy all that Central Oregon has to offer in this nice, clean and newer 2019 built home. Butler Corner is located in Midtown and sits on a corner lot in a nice quiet and charming neighborhood just minutes from Downtown. We invite you to stay a while in this comfortable space and think of it as your home away from home. ***Please keep an eye out for posted road signs, I recommend using Google or Apple Maps to help navigate the temporary one-way directions. Completion late Fall 2026

Indoor spacesFamilyAccess

5 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

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!

KitchenFamilyAccess

4.99 out of 5 average rating, 162 reviews

A cozy sleeping area features a queen size bed dressed in neutral tones, complemented by decorative pillows. Natural light filters through a window covered with wooden blinds. A small wooden table and stool are situated nearby, providing additional functional space.

Guesthouse in Bend

Renovated Condo - Ideal Location

This is Central Oregon's premier location for recreation activities. Your stay at this sleek condo will have you encircled by peaks, lakes, meadows, culture, adventure, breweries, festivals, family fun and more. Offering a cozy condo that comfortably sleeps 2 guests with a queen size bed, a mini kitchen, the convenience of on-site laundry facilities. Plus, a living/dining are comforts that would be hard to find in an average hotel. Come make this your launching pad as you experience Bend!

FamilyIndoor spacesLong stay

4.99 out of 5 average rating, 421 reviews

A yurt sits peacefully by a tranquil pond, surrounded by lush greenery and tall trees. Two wooden chairs are positioned on a small deck overlooking the water. The sky is painted in soft pastel hues as the sun sets, creating a serene backdrop.

Yurt in Bend

Yurt at Rainbow Ranch: Quiet, Cozy and Luxurious!

Looking for a quiet, cozy stay in a luxurious yurt? Well, then look no further than the Rainbow Ranch! We are located fifteen miles from Bend and a ten minute drive from Sisters. Whether you're seeking a place to land after an adventurous day or looking for a unique spot to unwind, you’re sure to cherish your time here. Enjoy views of the Sisters and Broken Top from the property by day. Then, snap a few photos of the glorious sunset, sit back, and watch as the stars light up the night sky.

FamilyIndoor spacesBiking

4.97 out of 5 average rating, 193 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.

KitchenFamilyLaundry

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

Cozy A frame cabin set in a quiet neighborhood among the pine trees just a short walk from the Deschutes River. The Black Duck Cabin is a perfect destination for all of Central Oregon's amazing activities. 10 minute drive to Sunriver Village, 30 minute drive to Mt. Bachelor, 30 minutes to Downtown Bend, 10 minute walk to the Deschutes River, golfing, fishing, hiking, shopping, mountain biking, all a short drive. If you're looking for a rustic, cabin experience this is the place for you!

Indoor spacesKitchenTV

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

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.

FamilyKitchenOutdoor spaces

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, 213 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.

KitchenFamilyLocation

The exterior of a two-story home is showcased, featuring a harmonious blend of wood and contemporary materials. A wooden staircase leads to the second floor, where a balcony extends from the main living area. Surrounding the home are several trees and landscaped greenery.

4.96 out of 5 average rating, 217 reviews

Old Mill ~ Deschutes River

Desert Sun is the perfect place to enjoy all that Bend has to offer. You'll have the Deschutes River right around the corner where you can access floating, fishing, kayaking, SUP or walk/running the 3.5 mile River Trail Loop. The Old Mill District and Les Schwab Amphitheater are a short walk along the river. This home's location makes for a perfect retreat with convenience of being close to Downtown, Mt Bachelor and Cascade Lakes.

KitchenIndoor spacesBeach

4.95 out of 5 average rating, 191 reviews

Aerial view of a beautiful riverside home surrounded by lush trees and vibrant foliage. The property features a large private backyard that leads directly to the water, showcasing a peaceful escape into nature. The nearby river reflects the sky and trees, enhancing the tranquil scenery.

Home in Old Bend

Bend Waterfront Home: Hot Tub, Walk to Town

Waterfront Luxury in Downtown Bend w/ Private Hot Tub & River Access Indulge in waterfront bliss on Mirror Pond. Soak under the stars in the brand-new private hot tub, launch paddle boards directly from the backyard, or take a 5-minute stroll to downtown Bend’s top breweries and restaurants. Perfectly tailored for mountain adventures, river days, and relaxing group retreats. License Number: STR-18-1015

Indoor spacesFamilyHospitality

4.97 out of 5 average rating, 150 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

Easy access to the heart of Bend from this perfectly located home base. A short walk takes you to the Deschutes River Trailhead for scenic hiking. You can leisurely stroll the mile trek to the Old Mill shopping center or meander a little further to the Amphitheater to enjoy summer’s many concerts. Enjoy a picnic on the lawn and enjoy watching the wildlife.

FamilyIndoor spacesHot tub

4.98 out of 5 average rating, 155 reviews

A charming exterior view of the rustic cabin showcases a covered porch with comfortable seating. Surrounding landscaping features a variety of plants and rocks, complemented by a small fire pit area. The home's muted color palette blends harmoniously with the natural setting.

Cottage in Bend

River Camp House

The perfect getaway for the outdoor enthusiast and for local entertainment in this ultra clean Bend home. Hop on the trails from the doorstep of this riverside home. Rustic tables, wooden floors, and a central fire place lend to the warm, cabin ambiance. Relax on the patio by the fire pit perfect for roasting marshmallows after a full day on the slopes.

FamilyIndoor spacesParking

Popular amenities for Bend family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.97 out of 5 average rating, 202 reviews

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

Indoor spacesKitchenSkiing

4.92 out of 5 average rating, 213 reviews

Cabin in Sisters

A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly

KitchenFamilyParks

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

FamilyKitchenBackyard

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.

4.92 out of 5 average rating, 165 reviews

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

KitchenFamilySleep quality

4.88 out of 5 average rating, 564 reviews

The exterior features a wooden fence and walkway leading to Miss Clementine, the Airstream, with surrounding shrubs and trees providing a natural setting. A welcoming entryway is visible, framed by the rustic wood structure, emphasizing a blend of comfort and nature.

Campervan/RV in Bend

Meet Miss Clementine-1973 Airstream w/Cozy Hot Tub

KitchenFamilyHeating

4.98 out of 5 average rating, 979 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

Indoor spacesFamilyLayout

4.93 out of 5 average rating, 150 reviews

Cottage in Bend

Old Mill Charmer with Hot Tub

KitchenFamilyParks

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

Indoor spacesFamilyHiking

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 295 reviews

Guest suite in La Pine

Guest suite | Hot tub & sauna Cabin in the Woods

KitchenIndoor spacesWi-Fi

4.99 out of 5 average rating, 144 reviews

Cottage in Old Bend

Riverfront Cottage | Miller's Landing

KitchenIndoor spacesAmenities

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, 209 reviews

Pet-Friendly Flat with Private Yard

Indoor spacesKitchenLong stay

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

FamilyKitchenBackyard

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, 419 reviews

Cozy Studio! Walk to NW Crossing and Shevlin Park

KitchenFamilyShared spaces

5 out of 5 average rating, 100 reviews

A historic two-story building is showcased in a monochrome setting. It features a large entrance with broad steps flanked by neatly trimmed hedges. The exterior has a simplistic design, with a gabled roof and multiple windows, contributing to its classic architectural style.

Home in Old Bend

The Church In Bend

FamilyIndoor spacesAccuracy

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

Indoor spacesKitchenCheckout

Superhost

The entrance features a dark wooden door with six panels, accompanied by a decorative metal wall art depicting a landscape. Two neatly trimmed topiary plants are positioned on either side of the door, while a small welcome mat lies at the base.

4.76 out of 5 average rating, 275 reviews

Heart of Bend-Walkable, Ping Pong, Billiards

KitchenIndoor spacesLocation

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 331 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

KitchenIndoor spacesDecor

4.95 out of 5 average rating, 133 reviews

Townhouse in Sunriver

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

FamilyIndoor spacesPets

4.85 out of 5 average rating, 130 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

Indoor spacesKitchenAir conditioning

4.88 out of 5 average rating, 314 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

FamilyIndoor spacesComfort

4.98 out of 5 average rating, 284 reviews

The exterior of the chalet is showcased, featuring a peaked roof and large windows that allow ample natural light. A spacious wooden deck is present, accompanied by outdoor seating and a barbecue. The surrounding grassy area enhances the outdoor setting.

Chalet in Redmond

Cozy 3 bdrm + loft Eagle Crest Chalet w/ Hot Tub!

Indoor spacesKitchenAccuracy

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!

FamilyKitchenAmenities

4.95 out of 5 average rating, 120 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

KitchenIndoor spacesDecor

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.