
Holiday rentals in The Dalles
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Top-rated holiday rentals in The Dalles
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Enchanting Tolkienesque Stone Cottage in the Woods
With a touch of Tolkien, relax in this story book home. Set high upon a dragonfly filled knoll overlooking a pond. Watch the birds, deer,and wild turkeys roam from out the large circular glass moon door. Step outside onto the veranda and take a dip in the wooden barrel hot tub. Stroll the 27-acrewoods and sip tea by the glass mosaic fireplace. Crawl into the cozy bednook and read a book written by JRR Tolkien. Enjoy the silence and the sounds of nature as you've found your fantasy getaway.

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!

The Overlook House with amazing view!
We chose to share our guest house primarily because the idea of sharing our stunning view appeals to us very much. We are so fortunate to have a view so special that we wanted to build a guest house for our friends and you! We designed our 600 square foot modern guest house with the intent of creating a very private honeymoon suite. It has expansive views of Hood River, Mt Hood, and our favorite view, looking directly down the gorge. See more photos on Instagram at “ourviewhouse”

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.

Tiny Home for Big Gorge Living
Experience the Tiny Home life (without getting rid of your stuff!) Our tiny home is 8'x22' with queen-sized loft bedroom. Lots of natural light and breezy. Access to loft is via a staircase and the main floor has a sofa bed, kitchen with cooking supplies, and a fridge/freezer. Smart TV. Also has a bathroom with shower, sink, & flushing toilet. Perfect place for launching into the Gorge for wineries, weddings, windsports, or visiting friends.

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
***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 :)

Columbia River Retreat in Rufus
Enjoy the beautiful view of the Columbia River as you relax on the deck enjoying your favorite beverage or from the fully furnished living area with big view windows. Great place to kick back, relax and reflect on your day of fishing, wind surfing, wine tasting or whatever adventure you are here to experience. Don't miss this peaceful getaway!

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, professional ping-pong table, foosball table, darts, chess) ✨ Hot tub ✨ Gas fire pit ✨ Outdoor movie theater ✨ Deck with valley and river views
Popular amenities for The Dalles holiday rentals
Other great holiday rentals in The Dalles

Hood River OR Riverfront Timber Frame Studio Apt

Arched Cabin with sauna on the Sandy River

Cozy guesthouse tucked in the trees

Mosier Creek Vista

Lorena Butte Lookout Tower

Stunning View of Columbia River Gorge w/Hot Tub

The View Home

Orchard Oasis
When is the best time to visit The Dalles?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $192 SGD | $165 SGD | $160 SGD | $176 SGD | $192 SGD | $215 SGD | $217 SGD | $218 SGD | $206 SGD | $192 SGD | $200 SGD | $169 SGD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°C |
Frequently Asked Questions
What are the best places to stay in The Dalles?
Stays in The Dalles near the historic downtown, riverfront, or park areas are frequently suggested for easy access to attractions. Accommodations range from family homes to cozy apartments and cottages.
What are the best things to do in The Dalles with kids?
Kids enjoy visiting regional museums, playing at local parks, and exploring the riverfront trails. Seasonal festivals and farmers markets often have family-oriented activities.
What are some of the best things to do in The Dalles?
Explore historic sites and murals downtown, walk riverfront trails, and tour regional museums. Tastings at local vineyards or seasonal cherry picking add variety to your trip.
How is the weather in The Dalles?
The Dalles has cool, wet winters and warm, drier summers, with temperatures between 36–82°F (2–28°C). Rain is more frequent in winter and spring, while summers are sunny and mild.
When is the best time to visit The Dalles?
Late spring through early autumn is often recommended for warmer weather and lively festivals, with temperatures ranging from 44–82°F (7–28°C). Winter and early spring offer quiet visits and historic exploration.
What are the best places to visit in The Dalles?
Frequently suggested places include the downtown historic district, the Columbia River, and local museums. Exploring river parks and mural-lined streets adds a unique touch to your visit.
What are some hiking trails in The Dalles?
The Dalles has riverside trails, scenic routes near the Columbia River Gorge, and paths winding through local parks. Wildflowers and views of the river are favorite highlights in spring and summer.
What are some family activities we can do in The Dalles?
Families can visit local parks, explore the riverfront, or tour regional museums for hands-on exhibits. Seasonal festivals and farmers markets around town add extra activities for all ages.
What are some of the best day trip ideas from The Dalles?
Day trips around The Dalles often include exploring the Columbia River Gorge, visiting vineyards, or hiking waterfalls in nearby parks. Regional museums and scenic overlooks are frequently suggested by locals.
Are there any pet friendly accommodations available in The Dalles?
Many accommodations in The Dalles welcome pets, especially near park areas and riverfront neighborhoods. Look for stays with fenced yards or easy access to walking paths.
What are some local tips for visiting The Dalles?
Locals often suggest exploring early in the day for milder weather and wandering downtown for murals and boutiques. Bring a camera for river views, and check community boards for pop-up markets or events.
What is The Dalles known for?
The Dalles is known for its historic significance as a Columbia River trading center and point along the Oregon Trail, as well as vibrant cherry orchards and scenic river vistas. The area also has deep Indigenous and pioneer roots.
What are the best hidden gems to explore in The Dalles?
Explore historic murals downtown, local antique shops, and the city's riverside walking paths. Regional museums and quiet picnic spots near the Columbia River are often mentioned as lesser-known highlights.
What are the best foods to try in The Dalles?
The Dalles has locally rooted flavors such as cherry and berry desserts, Northwest salmon, and housemade craft beer. Farm-to-table restaurants and casual diners often feature regional produce and Oregon specialties.
What should I bring for a trip to The Dalles?
Pack layers for shifting temperatures and a rain jacket, as weather ranges between 36–82°F (2–28°C) depending on season. Comfortable walking shoes, sun protection, and a reusable water bottle are frequently suggested.
What is the nightlife in The Dalles like?
The Dalles has relaxed nightlife, with pubs, craft breweries, and live music venues around downtown. Local eateries sometimes feature performances or trivia nights for an inviting evening out.
What are the most popular events or festivals in The Dalles?
The Dalles hosts events often recommended such as seasonal fairs, harvest festivals in late summer, and cultural celebrations reflecting local heritage. Riverfront concerts and art shows frequently draw visitors throughout the year.
Are there family friendly vacation rentals in The Dalles?
The Dalles has family friendly vacation rentals, with many located near parks, riverfront areas, and local attractions. Look for homes with spacious layouts and amenities that suit groups or families.
Quick stats about holiday rentals in The Dalles

Total holiday rentals
Explore 60 holiday rentals in The Dalles

Nightly prices starting at
The Dalles holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 4,610 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of The Dalles holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across The Dalles rentals

4.9 Average rating
The Dalles stays are highly rated by guests – averaging 4.9 out of 5!
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