Family-friendly vacation 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 · Access

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.

Kitchen · Family · Hospitality

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*

Indoor spaces · Kitchen · EV charging

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 property. Caution: house has many levels. Be mindful when you enter!

Kitchen · Indoor spaces · Comfort

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 · Indoor spaces · Check-in

Charming House in Lyle

Kick back and relax in this quiet retreat! After a day of kiting, biking, hiking, fishing, skiing, shopping and wine tasting you'll be ready to relax, grill some dinner, and hang by the fire pit. My house is cozy and stylish and the perfect place to chill while enjoying your gorge vacation. Bonus: you can see the Lyle sandbar from the yard and walk to it when you're ready to get on the water! Just 15 minutes to White Salmon and Hood River, and 20 minutes to The Dalles.

Indoor spaces · Family · Walkability

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.

Kitchen · Indoor spaces · Condition

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 · Indoor spaces · Hot tub

The Overlook House with amazing view!

We chose to share our guesthouse primarily because the idea of sharing our stunning view appeals to us very much. We are so fortunate to have a view so special that we wanted to build a guesthouse for our friends and you! We designed our 600 square foot modern guesthouse with the intent of creating a very private honeymoon suite. It has expansive views of Hood River, Mt Hood, and our favorite view, looking directly down the gorge.

Kitchen · Family · Heating

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 · Layout

Outdoor Movie Night, Sauna, Game Room, S'mores

📅 2026 dates are filling quickly - reserve while you can! Welcome to River Club The Gorge - perfectly situated to enjoy Hood River, The Dalles, and all that the Columbia Gorge has to offer! 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 4 Bedrooms + Bonus Nursery w/Crib

Family · Kitchen · Nearby

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 :)

Family · Indoor spaces · Value