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!

Peaceful country setting close to town (20 acres)

15 minute drive from White Salmon, WA. Guest suite, with private entrance, includes a sleeping/living area, bathroom, kitchenette, private deck, and laundry room exclusively for guests. Dedicated guest parking space. Enjoy 20 acres of our property for hiking and mountain biking on our trails. In nearby White Salmon, WA you'll find restaurants, shopping and easy access across the bridge to Hood River, OR. No pets allowed. Most comfortable for 2 guests, 3rd guest allowed with $25 fee/night.

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.

Boutique retreat near the Columbia River.

Tucked between Cherry orchards and settled in the quiet idyll of rural bliss, you will create memories with family and friends that will last a lifetime. Enjoy expansive views from every window, and keep your eyes open for our wildlife friends, turkeys, deer, and swifts, to name a few. On clear nights, the stars are truly spectacular; it is common to see the milky way. This self-catering cottage is a utopia of thrifted treasures, that come together to create an inviting eclectic atmosphere.

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!

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 :)

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.

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!