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.

Gorge Yurt Getaway

Enjoy the tranquility of Nature and easy access to the fun of the Columbia River Gorge in our cozy, rustic yurt. Located in the hills outside Mosier, OR, we offer an alternative to camping: Glamping. If you are not excited to experience using an outside john and shower, keeping the wood stove stoked or living among the creatures of the forest, this may not be your style of adventure ;) Check in is 5pm, but open to flexible scheduling if possible. Come enjoy some fresh air and fun in the Gorge!

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.

A-Frame Tiny Cabin in the Woods

Take it easy at this unique and tranquil getaway. A Relaxed shack is just that! Reboot your soul in this OFF GRID (no running water, or electricity) quiet retreat. Get away from the hustle and bustle of the city and breathe. Birds, deer, squirrels and the distant howling coyotes reminds you you’re in the woods and away from civilization. Cabin has a comfy queen sized bed, record player with records, power station, minimal cooking supplies, propane AND wood fire pit, and a Blackstone stove.

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*

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.

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!

Stunning View of Columbia River Gorge w/Hot Tub

Discover tranquility at our hillside retreat in The Dalles, Oregon! Nestled near the stunning Columbia River Gorge and just 20 minutes from Hood River, our spacious home offers comfort and convenience. From the expansive deck, savor panoramic views of Mt. Adams and the serene cherry orchards just across the street. Immerse yourself in the beauty of nature's canvas while relishing modern amenities, creating the perfect escape for rejuvenation and relaxation in the heart of scenic Oregon.

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.

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.

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 :)

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