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.

Creek-side Retreat - Glamping

Experience year-round glamping at our Oregon retreat! Nestled on a serene creek, our cozy (and very private) tent area harmonizes comfort with nature. Explore forest trails and a creek, relax by the fire-pit, and wake up to alpacas, goats, ducks, and chickens amid scenic views. With a rustic barn, outdoor kitchen retreat, private bathroom (real flushing toilet), tub and invigorating outdoor shower, it's the ultimate escape, just 90 minutes from Portland. Book now for an unforgettable experience!

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.

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!

Arched Cabin with sauna on the Sandy River

Welcome to our stunning two-bedroom, two-bath arched cabin nestled along the Sandy River. Enjoy direct access to the river, where you can bask in the natural beauty of the surroundings and a view of Mt. Hood. The open concept living area boasts large windows that frame the breathtaking river views, creating an inviting ambiance that's perfect for relaxing. Indulge in a the barrel sauna with panoramic river vista. The cabin is close to endless activities up and around Mt. Hood.

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.

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 Inn

***Update alert*** Hot tub added. 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

Your launchpad to the gorge- rustic meets modern

Beautiful brand new custom Columbia River Gorge home. It sits in the Husum valley above a family ranch with sweeping views of Mt. Hood. You'll likely see elk, turkeys, and horses. You'll find peace here where you can't see another house yet are still within a short drive to Hood River/White Salmon.

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!