Family-friendly holiday rentals in The Dalles

5 out of 5 average rating, 133 reviews

Tent in The Dalles

Creek-side Retreat - Glamping

** no cleaning fees ** Experience year-round glamping at our Oregon retreat! Nestled by a serene creek, our cozy tent area harmonizes comfort with nature. Explore forest trails and a mountain snow-fed 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, tub and invigorating outdoor shower, it's the ultimate escape, just 90 minutes from Portland. Book now for an unforgettable experience!

4.93 out of 5 average rating, 158 reviews

Tiny home in Lyle

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. Additional tiny house on property as of June 2025. Try that one next. Host lives on site. Caution: house has many levels. Be mindful when you enter!

4.97 out of 5 average rating, 166 reviews

Farm stay in Mosier

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.

Superhost

4.85 out of 5 average rating, 164 reviews

Mill Creek Cottage: Pacific NW Favorite

Outdoor fun in the area includes hiking, biking, swimming, fishing, windsurfing, kite boarding, golf, river rafting, wineries & winter skiing on Mt Hood. This remodeled 2 bed, 1 bath, house overlooks a peaceful section of Mill Creek in The Dalles, OR & sleeps 6. Located just a few blocks from the Columbia River where riverboat tour vessels stop & water sports begin. Large deck & secluded yard equipped w/BBQ, fire table, outdoor seating & tables. Walk to local restaurants, pubs & shopping.

Guest house in White Salmon

4.86 out of 5 average rating, 182 reviews

Little house in the Woods

We live on 10 acres of wooded property. It is a 12x12 space with a small refrigerator,microwave,toilet,sink & shower,queen bed.bed linens,kitchen ware,,coffee maker& a Keurig coffee maker. Also a small propane powered outside grill.The water is supplied by our well which has been tested as having the best drinking water in Klickitat County NO pets.WIFI to cabin. If you need additional space we have a treehouse for 2-=3 people for $35 The floor has been insulated so no more cold feet.

4.85 out of 5 average rating, 284 reviews

Flat in Goldendale

Rural Goldendale, WA 1 bedroom apartment.

One bedroom apartment attached to our home. Separate entrance, fully equipped kitchen, TV, Free WiFi, off street parking in quiet rural setting. Access to our game room with pool table, patio and gardens, We are dog friendly. Great area for biking and hiking, close to Goldendale Observatory, Maryhill Museum and the wineries of the Gorge. We are also motorcycle friendly and will provide a secure parking place for your motorcycle. Maryhill winery tastings available ask for details.

4.92 out of 5 average rating, 203 reviews

Flat in The Dalles

Private garden apartment close to downtown

Welles Manor, a Victorian built in the early 1900’s offers a private garden apartment offering a single spacious bedroom with large walk-in closet and lots of storage. The bathroom with luxurious towels, shampoo/conditioner, handmade soaps and lotion, single use toothbrush, and hairdryer. The well equipped kitchen is organized for a quick meal or an elegant dinner adjacent to entertainment area with large screen TV. Upstairs apt at https://www.airbnb.com/h/wellesmanorstately.

4.99 out of 5 average rating, 200 reviews

The Getaway with river views.

New for your family's vacation pleasure, The Getaway is our home to you. A 3.0 bedroom, 2.5 bath with a private bathroom and jetted tub. A stylish modern 2 level with all three bedrooms on the upper level. Offering elegant features, tasteful accessories and a great view of the river from 2 separate decks. Come walk into hardwood floors, wrought iron grill stairways and a stone and steel kitchen with a seated prep island. It’s all here for you and yours. Getaway now!

4.98 out of 5 average rating, 116 reviews

River Club: watch a movie outdoors under the stars

Welcome to River Club The Gorge - a perfect blend of relaxation, and entertainment. Whether you are soaking in the secluded hot tub or watching a movie under the stars with the fire pit nearby, every corner of the property is designed to wow. The home sits on a rare 1.4 acre lot with river views, is right outside downtown The Dalles and is a short 20min drive to Hood River. Be as secluded and private as you prefer or enjoy the close proximity to local favorites.

4.98 out of 5 average rating, 151 reviews

Flat in The Dalles

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.

4.94 out of 5 average rating, 117 reviews

Tiny home in Goldendale

“Starlit Cottage” Off Grid Beautiful setting!

Great place to get away from it all! Reboot your soul from the stresses of life. This comfy cottage is peacefully quiet and private. It has a propane wall heater to keep you warm during the cool evenings. A propane fire pit comfortably on the deck. Wood fire pit. Wood bundles available for purchase. $7 a bundle. You need to cook outside. Coleman stove provided. Propane provided.