Family-friendly holiday rentals in The Dalles

4.98 out of 5 average rating, 133 reviews

A charming multi-family Victorian home is framed by a white picket fence and large trees. The building features a light exterior complemented by a covered porch, inviting a sense of warmth. The clear blue sky enhances the overall inviting atmosphere of the property.

Flat in The Dalles

Super cozy apartment walking distance to downtown

This apartment is located on the second floor and is one of three Airbnbs offered. The main room is spacious with a luxurious queen bed, dining table/chairs and a 55” smart tv. The kitchen is nicely equipped for meal prep or a cup of coffee, tea or cocoa. The pantry is nicely furnished. Our garden is open for enjoyment with lodge pole rocking chairs, fire pit and table for outdoor dining. Our apartments at Https://www.airbnb.com/h/wellesmanorgarden and Https://www.airbnb.com/h/wellesmanorfamily.

A captivating sunset scene reveals the Columbia River winding through the gorge, framed by silhouetted mountains. The sky transitions from warm hues of orange and pink to deep blue, creating a serene evening backdrop over the natural landscape.

4.89 out of 5 average rating, 563 reviews

Twin Oaks House, Scenic Hwy, Mosier

Twin Oaks is an updated doublewide home perched on a basalt knoll with 11 beautiful acres overlooking vineyards and the Columbia River. Views include river and gorge to the west and north. In springtime see waterfalls on the Washington cliffs. Located 8 miles east of Hood River, Twin Oaks is near Mosier on scenic Hwy 30. This is in the heart of the Columbia River Gorge, with nearby hiking, biking, watersports, boat ramp, & ski areas. Enjoy the numerous wineries and local microbrews in the area.

4.99 out of 5 average rating, 164 reviews

Tent in The Dalles

Luxury Glamping: Creek-side, Soaking Tub, Alpacas

Welcome to Handsfull Farm’s 'Creek-side Retreat' — private family-run glamping on a working 50-acre Oregon farm, 90 min from Portland • Heated queen bed, his-and-hers warmers, tent heat, AC • Outdoor hot soaking bathtub 10ft from Mill Creek—soak under the stars • Private flushing bathroom, outdoor shower, plush robes • Outdoor kitchen stocked: farm-fresh eggs, pancake mix, coffee • Friendly alpacas, goats, chickens, no road noise, no hidden fees *Two nights recommended for the full experience*

4.93 out of 5 average rating, 186 reviews

A rustic tiny house with a wooden exterior is shown, featuring large french doors centered at the front. A small porch with steps leads to the entrance. The surroundings include well-maintained grass and clusters of pine trees, highlighting the home's tranquil rural setting.

Tiny home in Lyle

High Prairie Tiny

This rustic tiny house has french doors on both sides that open up to the woods, and to the pasture. Enjoy the fresh air and get cozy. Nearby to COR Cellars and Syncline, the Klickitat Trail along the Klickitat River is great for hiking and gravel biking, and of course - the Columbia for wind surfing and kite boarding. Wifi can be spotty. An additional tiny house is on the property. Approx. 100 ft away. Host lives on site. Caution: house has many levels. Be mindful when you enter!

4.98 out of 5 average rating, 155 reviews

A vibrant sunset paints the sky in shades of orange and pink, with wispy clouds scattered across the horizon. The landscape is dotted with trees, and a gently winding gravel road leads through the golden fields, creating a sense of tranquility.

Cottage in Lyle

Little House on High Prairie

Escape to the quiet beauty of High Prairie on this 40-acre farm with wide-open skies and stunning mountain views. Cozy and private, this guest space is ideal for anyone looking to relax, unplug, and enjoy a slower pace of life. Surrounded by horses, sheep, chickens, goats, barn cats and more, you'll experience authentic farm charm while still being a short drive to the Columbia River Gorge’s hikes and attractions. Please note: no pets allowed to ensure a peaceful stay for all.

This open-concept kitchen and dining area features large windows that offer views of the surrounding landscape. A wooden dining table with six chairs sits adjacent to a modern kitchen island, which is equipped with sleek cabinetry and stainless steel appliances. Natural light fills the space.

4.95 out of 5 average rating, 102 reviews

Debbie Does The Dalles

We welcome you to enjoy our newly built peaceful home overlooking the Columbia Gorge. The patio provides a beautiful daytime view of the Columbia Gorge and mountains as well as a twinkling nighttime view of the city. This slice of heaven is located in The Gorge near restaurants, breweries, hiking, fishing, rafting, and kiteboarding. 5 minutes to everything in town. All one level with easy access to showers. Please note that there is a steep driveway to get to our street.

4.99 out of 5 average rating, 204 reviews

Historic Trevitt Guest House

The Historic Victor Trevitt Guest House was built in 1868 and is located downtown in Trevitt's Historic District. Saved from demolition and moved twice, it has been lovingly restored. Original trim and hardware have been carefully preserved. Electrical, plumbing and drywall is all new. The high ceilings, original pocket doors, stained glass windows and antique furniture make this seem like you've walked back in time. The house is in the middle of a large double lot.

4.98 out of 5 average rating, 179 reviews

A cozy corner of the apartment features two wicker chairs with orange cushions, set on a floral area rug. A desk chair is positioned nearby, and a window allows natural light to illuminate the wood-paneled walls decorated with artwork. String lights enhance the inviting feel.

Flat in The Dalles

Private close-in Apartment Oasis

Very private, quaint apartment over garage. Tastefully decorated. Very cozy & comfortable with queen Sleep Number bed..adjustments on each side. 43" Smart TV...need your own access/no cable. Wifi included. Full kitchen with stove, refrigerator, microwave, coffee maker, dishes and pots & pans. Owner next door. Easy walking distance to restaurants, bars and shopping. Alley parking. No pets. No smoking on the property.

A spacious hot tub is positioned outside, featuring multiple jets and a clear blue water surface. The structure is surrounded by a stone pathway, with part of the house visible in the background, showcasing a light-colored exterior.

4.94 out of 5 average rating, 364 reviews

Fort Dalles Farmhouse

Hot tub under the stars. Relax at this quiet completely remodeled farmhouse. Built in 1900 this house has old world charm with modern amenities. The house is complete with everything you need for a comfortable stay, including a fully stocked kitchen, washer/dryer, wifi, TV, and hot tub. Enjoy everything the gorge has to offer, then unwind in the hot tub. Pets allowed :)

4.97 out of 5 average rating, 145 reviews

Epic game room, Hot tub, Outdoor movie, Fire pit

📅 2026 dates are filling quickly - reserve while you can! Welcome to River Club The Gorge - a perfect blend of relaxation, and entertainment. HIGHLIGHTS: ✨ Game Room (Pac-Man arcade, new pool table, foosball table, darts, chess) ✨ Hot tub ✨ Gas fire pit ✨ Outdoor movie theater ✨ Deck with valley and river views

A spacious outdoor area is featured, showcasing a well-maintained lawn with steps leading up to a cozy home. Lounge chairs are arranged for relaxation, surrounded by trees that provide shade. The exterior of the home reflects a modern design, with large windows offering views of the greenery.

4.98 out of 5 average rating, 180 reviews

Stylish Mid Century Mod- Fully Remodeled

Unwind in this serene, stylish retreat—bright and vibrant yet cozy and unique. Minutes from top restaurants, breweries, and wineries, plus hiking, fishing, rafting, and kiteboarding. Just steps from the marina—bring your boat and savor the beauty of the Columbia River!

Guest house in The Dalles

A charming front yard features a gravel landscape bordered by vibrant flower beds, including roses and other greenery. A decorative mailbox stands in front of a low iron fence, while the home's entrance is accentuated by steps leading to a red door.

4.96 out of 5 average rating, 292 reviews

The Caboose Cottage - not an actual Caboose

You’ll love our place with its Queen bed and the quiet and coziness. Our place is good for couples, solo adventurers, and business travelers. With dedicated fiber Wi-Fi this will be great for business. This is a studio and not designed for children or pets

Popular amenities for The Dalles family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 169 reviews

The image captures a modern home set against a backdrop of rolling hills and clear blue skies. The driveway winds down towards the house, surrounded by natural vegetation. A sport court for recreational activities is visible, situated nearby with a striking red surface.

Home in White Salmon

Columbia Gorge Recess

4.92 out of 5 average rating, 296 reviews

A modern two-story cabin is positioned on a hillside, featuring a spacious deck supported by wooden posts. The exterior is clad in grey siding with large windows that provide sweeping views. A gravel pathway leads up to the entrance, surrounded by dry grass and natural landscape.

Cabin in Wishram

Wishram Cabin Overlooking the Gorge

4.99 out of 5 average rating, 138 reviews

A wooden bridge is seen crossing over a small ravine, surrounded by tall cedar trees and lush greenery. Soft lights line the bridge, creating a warm glow. In the background, a cabin is partially visible, nestled among the trees, alongside a gentle flowing creek.

Home in Washougal

Three water falls, a river and a lodge.

4.98 out of 5 average rating, 131 reviews

A hot tub is positioned in the backyard, surrounded by natural landscaping, including lush trees and rocky features. The tub is filled with clear water, offering a serene space for relaxation. In the background, a rustic barn is visible beyond a chain-link fence.

Home in White Salmon

Casa Del Viento-Hot Tub, Grill, Triple Ensuite!

An open living area features a velvet sectional sofa facing a wood-burning fireplace, with ample natural light from surrounding windows. A coffee table sits centrally, and a pair of armchairs are positioned nearby. Warm wooden tones and minimalist decor create a cozy space.

4.97 out of 5 average rating, 154 reviews

Lolo Pass Chalet w/Hot Tub - Fully Fenced for Pets

4.93 out of 5 average rating, 160 reviews

The interior of a spacious log cabin features exposed wooden beams and a warm wood finish. A staircase leads to a loft area, while a full kitchen is visible along with a comfortable seating area where a television is positioned. Natural light enters through skylights.

Cabin in Tygh Valley

log cabin by lake in Pine Hollow Hot tub pizzaoven

4.82 out of 5 average rating, 106 reviews

Modern A-Frame - Hot Tub - Forest Escape

4.95 out of 5 average rating, 253 reviews

Spacious living area features large glass windows that showcase a panoramic view of the Columbia River and surrounding hills. A modern coffee table sits in front of a comfortable couch, with natural light illuminating the space from multiple angles.

Apartment in Mosier

Condo Near Hood River, Spectacular Gorge View

Family- and pet-friendly home rentals

Guest suite in White Salmon

A bright studio bedroom features a queen-sized bed with white linens set against a warm yellow wall. Dark framed floral artwork is displayed above the bed. A ceiling fan hangs above, and natural light enters through a nearby window, illuminating the minimalist decor.

4.97 out of 5 average rating, 206 reviews

Private Stay in the Heart of White Salmon

4.92 out of 5 average rating, 159 reviews

The open-concept living area features a dining table set for four next to a couch facing a flat-screen TV. Large windows offer views of the Columbia River and surrounding landscape, allowing natural light to fill the space. The décor maintains a modern and inviting appearance.

Guest house in Mosier

Hawk's Nest-Spectacular Gorge views!

The exterior of a rustic log cabin is displayed, featuring a symmetrical A-frame roof and large arched windows. A welcoming front porch with wooden railings and stacked logs adds charm, while surrounding trees offer a natural backdrop. Majestic mountain views are visible through the windows.

4.91 out of 5 average rating, 448 reviews

Secluded Mt. Hood Cabin Retreat

4.95 out of 5 average rating, 176 reviews

The cabin exterior features a sloped roof and a charming entryway, surrounded by landscaped garden beds filled with lush greenery. A wire fence offers a sense of privacy, while tall trees provide a natural backdrop under the clear blue sky.

Cabin in Mosier

Creekside (Cozy Cabin) covered deck & loft bedroom

Cabin in Mount Hood Village

A modern cabin is situated among tall trees, featuring a combination of white and orange wood siding. The sloped roof enhances the rustic appeal. A small porch is visible at the entrance, with a gravel path leading to the front door.

4.96 out of 5 average rating, 341 reviews

Little Explorer - The perfect mountain escape.

4.97 out of 5 average rating, 135 reviews

A serene outdoor space is illuminated by string lights, featuring a seating area with a small table and chairs on a stone path. The deck connects to a private patio surrounded by natural greenery, including a large tree, with a view of the studio's interior through a sliding glass door.

Home in Hood River

Blue View Studio Downtown Full Kitchen & Patio

4.94 out of 5 average rating, 132 reviews

A rustic cabin made of wood is nestled among tall trees, surrounded by lush greenery. The cabin features a metal roof, while a covered outdoor kitchen area is visible nearby, providing a harmonious blend with the natural forest setting.

Farm stay in Washougal

Cabin of Your Dreams!

Earthen home in White Salmon

The cottage is nestled among lush trees and greenery, providing a serene and secluded environment. Natural elements blend harmoniously, while a small outdoor seating area with a fire pit is visible nearby, perfect for enjoying the tranquil surroundings.

4.95 out of 5 average rating, 263 reviews

Strawbale Cottage on a Mountaintop- Stunning Views

Family-friendly home rentals with a pool

4.87 out of 5 average rating, 464 reviews

A spacious living area is highlighted by large windows offering views of the Columbia River Gorge. An eclectic mix of furniture includes a plush armchair and a simple dining table, accented by a warm lamp and colorful artwork on the walls.

Apartment in Mosier

Columbia Panorama

4.92 out of 5 average rating, 363 reviews

A scenic view of the Sandy River is framed by tall trees, with clear water flowing over a rocky riverbed. Lush greenery surrounds the area, providing a natural backdrop that emphasizes the peaceful setting.

Home in Brightwood

Cozy Mt. Hood Cabin

An open kitchen and dining space features a large wooden table with six chairs, complemented by modern appliances and a wood-burning stove. Natural light streams through the windows, while the high ceiling and exposed beams enhance the spacious feeling of the area.

4.98 out of 5 average rating, 125 reviews

Modern Cabin - Hot Tub/Dog Friendly/Walk to River

A secluded hot tub is nestled among the trees, surrounded by vibrant green moss and natural elements. Two wooden stools are positioned nearby, while a rustic wooden pathway leads through the forest. The serene atmosphere is enhanced by the gentle sound of the nearby creek.

4.96 out of 5 average rating, 136 reviews

2BR Dog friendly Mount Hood cabin with hot tub!

4.94 out of 5 average rating, 126 reviews

Hot Tub + Forest Views | Mt Hood Getaway

4.95 out of 5 average rating, 329 reviews

The living room features a comfortable leather sectional sofa and two armchairs, paired with a coffee table. Natural light filters through the window blinds, illuminating the patterned area rug on the carpeted floor. A large television is positioned on a wooden stand.

Guest suite in Welches

Mt. Hood Summer Getaway: 1BR Apartment

4.98 out of 5 average rating, 216 reviews

A charming treehouse is suspended between large fir trees, featuring a wooden deck with multiple seating areas. Large windows provide natural light, and the surrounding forest greenery adds to the tranquil setting. The pathway beneath is lined with gravel, leading to the entrance.

Treehouse in Mt Hood

Beautiful, Magical, Treehouse