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.

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.

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*

The Travel Stead Cottage #1

Our renovated 850 sq. ft. (COTTAGE) has 2 parking spaces for standard size Pickups, NO Trailers or Boats Allowed.. is located in Columbia River Gorge, The nearest shopping is in The Dalles which is about a 7 minute drive, close to skiing on Mt. Hood, windsurfing in the Columbia River, Hiking Trails , wine tasting at the beautiful Washington Vineyards and rafting on the Deschutes and ZIP Lines in Stevenson. Stay in your own LITTLE oasis in the privacy of a two bedroom, one bath guest home.

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.

Starlit Hideaway King Bd Romantic Stargazer Tub

This memorable OFF GRID place is anything but ordinary! 14’x16’ Safari tent is adhered to a beautiful deck 4 1/2 feet off the ground to provide a territorial view of wildlife and the forest. It comes with a comfortable KING BED that awaits you and your loved one. Very romantic! Or come solo and get the bed all to yourself! Plenty of room to add a tent.$25 per person per day after 2 guests. Please bring bedding for extra guests.

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.

The Pines Guest House

Ditch the hustle and bustle of the daily grind and escape to the tranquility of The Pines Guest House. Our comfortable, two-story farmhouse has everything you need to feel right at home. It boasts 3 bedrooms (all upstairs), 1 bathroom (downstairs), a dining room, kitchen, living room, seating area with desk (and free wifi), reading nook, and lots of outdoor space to explore.

Muse Cabin in old growth forest w/cedar hot tub

Enjoy our beautiful cozy cabin that is heated exclusively by a wood stove, on the edge of a magical old growth cedar forest on our 11 acre farm and vineyard. Relax on the deck built into the trees, and sleep peacefully in the loft bed, as you soak in the nature around you. The cute out house is just down the path and the cedar hot tub/ outdoor shower is next to the garden.

Fort Dalles Farmhouse Inn

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