Holiday houses in Dallesport

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Top-rated holiday rentals in Dallesport

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A charming multi-family Victorian home is framed by a white picket fence and large trees. The building features a light exterior complemented by a covered porch, inviting a sense of warmth. The clear blue sky enhances the overall inviting atmosphere of the property.
Apartment in The Dalles
4.98 out of 5 average rating, 141 reviews

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.

Top Guest favourite
Home in Rhododendron
4.95 out of 5 average rating, 108 reviews

Forest Cabin Retreat - Dog Friendly - Hot Tub

Nestled among the towering evergreens of Rhododendron, this cozy two-bedroom cabin offers the perfect blend of modern comfort and rustic charm. Whether you’re soaking in the private hot tub under the stars, enjoying a morning coffee on the deck, or relaxing by the firepit, this retreat is designed for peaceful escapes year-round. Inside, vaulted wood-paneled ceilings and floor-to-ceiling windows bring the outdoors in, filling the space with natural light. With a fully equipped kitchen, stylish

Guest favourite
A captivating sunset scene reveals the Columbia River winding through the gorge, framed by silhouetted mountains. The sky transitions from warm hues of orange and pink to deep blue, creating a serene evening backdrop over the natural landscape.
Home in The Dalles
4.88 out of 5 average rating, 570 reviews

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.

Top Guest favourite
Tent in The Dalles
4.99 out of 5 average rating, 171 reviews

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*

Guest favourite
A rustic tiny house with a wooden exterior is shown, featuring large french doors centered at the front. A small porch with steps leads to the entrance. The surroundings include well-maintained grass and clusters of pine trees, highlighting the home's tranquil rural setting.
Tiny home in Lyle
4.93 out of 5 average rating, 190 reviews

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 property. Caution: house has many levels. Be mindful when you enter!

Top Guest favourite
A studio apartment interior features a teal sofa placed on a patterned rug, with a coffee table in front. A window allows natural light to illuminate the space, revealing a cozy sleeping area in the background. A small black chair is positioned nearby.
Guesthouse in Lyle
4.99 out of 5 average rating, 108 reviews

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.

Top Guest favourite
A vibrant sunset paints the sky in shades of orange and pink, with wispy clouds scattered across the horizon. The landscape is dotted with trees, and a gently winding gravel road leads through the golden fields, creating a sense of tranquility.
Cottage in Lyle
4.98 out of 5 average rating, 159 reviews

Little House on High Prairie

Escape to the quiet beauty of High Prairie on this 40-acre farm with wide-open skies and stunning mountain views. Cozy and private, this guest space is ideal for anyone looking to relax, unplug, and enjoy a slower pace of life. Surrounded by horses, sheep, chickens, goats, barn cats and more, you'll experience authentic farm charm while still being a short drive to the Columbia River Gorge’s hikes and attractions. Please note: no pets allowed to ensure a peaceful stay for all.

Guest favourite
This open-concept kitchen and dining area features large windows that offer views of the surrounding landscape. A wooden dining table with six chairs sits adjacent to a modern kitchen island, which is equipped with sleek cabinetry and stainless steel appliances. Natural light fills the space.
Home in The Dalles
4.95 out of 5 average rating, 105 reviews

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.

Guest favourite
Home in The Dalles
4.96 out of 5 average rating, 112 reviews

Stunning Gorge Views • Hot Tub • Central AC

Discover tranquility at our hillside retreat in The Dalles! Near the Columbia River Gorge and 20 mins from Hood River, our spacious home offers the perfect balance of view and comfort. Relax on the expansive deck with panoramic views of Mt. Adams and serene cherry orchards. Inside, unwind in total comfort with a brand-new central HVAC system (Installed June 2026) for perfect climate control year-round. It’s the ultimate escape for relaxation in scenic Oregon.

Guest favourite
A cozy corner of the apartment features two wicker chairs with orange cushions, set on a floral area rug. A desk chair is positioned nearby, and a window allows natural light to illuminate the wood-paneled walls decorated with artwork. String lights enhance the inviting feel.
Apartment in The Dalles
4.98 out of 5 average rating, 181 reviews

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.

Top Guest favourite
Home in The Dalles
4.97 out of 5 average rating, 150 reviews

Moody Game Room, Outdoor Movie Night, S'mores

📅 2026 dates are filling quickly - reserve while you can! Welcome to River Club The Gorge - perfectly situated to enjoy Hood River, The Dalles, and all that the Columbia Gorge has to offer! 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 4 Bedrooms + Bonus Nursery w/Crib

Guest favourite
The two-story farmhouse is surrounded by lush green foliage and tall trees. Sunlight filters through the leaves, creating dappled light on the lawn. Large windows offer glimpses of the interior, showcasing a neutral exterior that blends with the natural surroundings.
Farm stay in The Dalles
4.89 out of 5 average rating, 238 reviews

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.

Popular amenities for Dallesport holiday rentals