Family-friendly holiday rentals 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.

Family · Kitchen · River

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.

Family · Kitchen · Checkout

High Prairie Hideaway

Take it easy at this unique getaway. This studio apartment is ideal for a getaway to the Columbia River Gorge- hiking, biking, wine tasting, fishing the Columbia or Klickitat Rivers, hunting or extended stay for local contractors. Located on 35 acres in the rural community of High Prairie, the owners are part of the region's ranching tradition and sustainable farming practices. The property includes a walking trail, 8 hole frisbee golf, farm animals, farm fresh eggs, and ranch raised beef.

Family · Kitchen · Air conditioning

Hood River OR Riverfront Timber Frame Studio Apt

Enjoy a quiet riverfront stay in the heart of the Hood River Valley. 500 sq ft apartment in a Craftsman timber-frame home with private entrance, parking, kitchenette, shared laundry, and the sound of the river, with some distant traffic noise from Tucker Road. Sit on the porch and relax watching the Hood River. Perfectly located for recreation or wine tasting, 40 mins. to skiing at Mt. Hood Meadows, and 10 to downtown breweries. Rate includes 8% Hood River County room tax. Self check-in.

Family · Indoor spaces · Pets

Rural Goldendale, WA 1 bedroom apartment.

One bedroom apartment attached to our home. Separate entrance, fully equipped kitchen, TV, Free WiFi, off street parking in quiet rural setting. Access to our game room with pool table, patio and gardens, We are dog friendly. Great area for biking and hiking, close to Goldendale Observatory, Maryhill Museum and the wineries of the Gorge. We are also motorcycle friendly and will provide a secure parking place for your motorcycle. Maryhill winery tastings available ask for details.

Indoor spaces · Family · TV

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.

Kitchen · Family · Bathroom

Stunning Gorge Views • Hot Tub • Central AC

Discover tranquility at our hillside retreat in The Dalles! Near the Columbia River Gorge and 20 mins from Hood River, our spacious home offers the perfect balance of view and comfort. Relax on the expansive deck with panoramic views of Mt. Adams and serene cherry orchards. Inside, unwind in total comfort with a brand-new central HVAC system (Installed June 2026) for perfect climate control year-round. It’s the ultimate escape for relaxation in scenic Oregon.

Family · Kitchen · Hospitality

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.

Indoor spaces · Kitchen · Comfort

Outdoor Movie, Sauna, S'mores + Full Game Room

Welcome to River Club The Gorge—a laid-back Columbia River Gorge getaway designed for families and groups who want plenty to do without having to leave the house. Spend the day exploring Hood River, wineries, trails, or the Columbia River, then come home for a soak in the hot tub, a sauna session, games in the game room, s’mores around the fire pit, or an outdoor movie under the stars.

Indoor spaces · Family · Location

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 :)

Indoor spaces · Kitchen · Access

Pool, Theater, Gym Larger than it looks

Perfect for business or leisure, this pet-friendly retreat sleeps up to 16 guests. Enjoy marble and wood floors, a formal dining room, gourmet kitchen, and spacious living areas. The lower level features a home theater, gym, heated indoor pool, hot tub, fireplace, and bath. Relax on wrap-around decks with a BBQ, overlooking a scenic river and lush backyard.

Family · Indoor spaces · Condition

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

Kitchen · Indoor spaces · Wi-Fi