
Holiday rentals with a pool in Cascade Range
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cascade Range
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Spacious Mt. Hood Studio Retreat
This studio is located in Welches, OR. It is the perfect location to access recreational activities in the Mt Hood area - only 18 minutes from Skibowl and 30 minutes from Timberline or Meadows. The studio is located on the second floor inside the main house and shares a common entry. It features a private bathroom and includes amenities such as Wi-Fi, smart TV, mini fridge, microwave, coffee maker, and electric kettle We live in the main house, so you may occasionally hear footsteps STR798-22

ModernVillagePenthouse-Views Free Parking Hot tub!
Imagine yourself in our charming penthouse flat, nestled in the heart of the village. 12-foot windows bath the space in warm southern sunlight, you'll feel like you're in a cozy sanctuary. Walk to the ski lifts, restaurants, and bars, all while enjoying peace and quiet. After a thrilling day on the mountain, unwind by the fire with a glass of wine and your favorite show on the big screen. Plus, enjoy FREE PARKING throughout your stay.Don't miss out. Book now for the ultimate Whistler experience!

Beautiful, Magical, Treehouse
"Glamping at its' best"! 16' x 16' TreeHouse, suspended between 3 large fir trees, queen size bed, loft w/2 twin beds, composting toilet, much more, situated on 20 acres with a pond. Gas heater, mini-fridge, microwave, coffee pot. IMPORTANT: this is a Tree House! Going up the spiral staircase is an adventure in itself, so pack small bags (or packs) (large suitcases are not appropriate). Be sure to look at the pictures & read our reviews... that provides the most information. Happy Travels!

Puget Sound Island House Retreat
Kick back & enjoy the view at this stylish island house retreat! Located in a gated neighborhood on Harstine Island. Breathtaking views of the Puget Sound & Olympic Mountains Carousel Fireplace Pool Table Kitchen 1 room w/King 1 room w/Queen 1 room w/2 twins 1 bonus kids room w/Full Bed in loft Laundry Record Player Sonos Community Amenities: Olympic Size Swimming Pool & Hot Tub Tennis & Pickle Ball Courts Playground Hiking Trails Fire Pits on beach Wildlife Kayaking,Boat Ramp, Marina&More

2BR Dog friendly Mount Hood cabin with hot tub!
This magical cabin is nestled near the Sandy River on the edge of Mount Hood National Forest. A mountain oasis offering all of the amenities of home yet tucked in the heart of the forest. The enchanting backyard offers seasonal creeks that invite you to miles of hiking trails and beaches. Unwind by the cozy fire, relax in the hot tub or soak up the soothing sounds from the nearby Sandy River. Skiing/snowshoeing/mountain biking/kayaking/waterfalls... a perfect mix of adventure and tranquility.

All About the View- Columbia River Gorge Haven
Close up river views, spectacular sunsets! Upper unit with vaulted ceilings and extra windows! Beautiful upscale living. Biking, water sports or just relaxing while watching the ever changing Columbia River Gorge. Hood River just minutes away for wonderful dining, beer, cider and spirits tasting, mountain biking and wine tasting. Local restaurant and market in walking distance. Mosier Plateau Trail with waterfall, Twin Tunnel trail. Excellent Wi-Fi. Pantry and breakfast items included!

Holiday House • Cedar Sauna + Easy River Access
Welcome to Rainier Holiday House! Featuring an outdoor cedar sauna, fire pit, A/C, cozy bedrooms, a well equipped kitchen, full bathroom with tub, gas grill, fast WiFi, smart TVs, easy access to local trails, and an unbeatable location. Steps from the Cowlitz River in the town of Packwood -a short drive from multiple Mt. Rainier National Park entrances and only 25 minutes from White Pass Ski Area. With easy access to skiing, hiking, fishing, and everything the Gifford Pinchot has to offer.

The Aloha House - Hot Tub - Pool
The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Sunriver Studio with Pool and Hot Tub
This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.

Hot Tub + Forest Views | Mt Hood Getaway
Welcome to Rhodi House — a peaceful, design-forward cabin tucked near Mt. Hood National Forest. 15 minutes from Government Camp and walking distance to the Sandy River, this renovated 1970s retreat offers two king bedrooms, a cozy open loft with a double hide-a-bed, a wrap-around deck, and a private hot tub nestled in the trees. With modern style, a stocked kitchen, and soft linens, it’s the perfect year-round escape for couples, friends, or families.

Cozy A-frame hideaway w/hot-tub, fenced backyard
If you’re looking for the quintessential 70s A-frame experience, look no further! Classic 1973 A-frame with modern updates and mid-century vibe! This cozy 928 sq ft A-frame is located on wooded property at the foothills of Mt. Hood National forest near Sandy River. Perfect for a solo getaway, a couple’s retreat, or a small family escape. Skiing/snowboarding is 20-30 mins away. Sandy Ridge mnt biking - 5 mins away. Lots of hiking around.

CaveB Escape-2bd/2bth +HOT TUB +view+winery
Perched on a hill above the Columbia River with majestic views of the gorge and vineyards, sit a series of newly built luxury modern homes designed by Olson Kundig. One of a few homes with unobstructed views, Cave B Escape comfortably sleeps 6 adults and 4 toddlers. The perfect destination for couples, families, work retreats or concerts. Walk to the Gorge Amphitheater, winery, restaurant + spa. The list of extra amenities is endless!
Popular amenities for Cascade Range rentals with a pool
House rentals with a pool

The Birch Abode: Spacious & Serene-Sleeps 8 +SHARC

Cozy Mt. Hood Cabin

The Starburst Inn

Family Friendly Home | Indoor Pool | Pets Welcome

Modern Tollgate Home - HOT TUB | Half Acre Lot

Private Peaceful Cabin in Sisters!

Canyon House, Crooked River Ranch

Pano Gorge Views Mid-Mod w/pool&Htub outdoor oasis
Apartment rentals with a pool

Columbia Panorama

Mountain Bliss with Private Hot Tub & Free Parking

Ski-in/Ski-out Condo in Aspens w/ Pool & Hot Tubs

Cozy condo with spa and ski in/out trail access

Tumwater Vista Retreat: Pool | Hot Tub | Mtn Views

Le Chamois - view & parking — To Celebrate

Seattle *Rock 'N Roll* Glam - 1BD/1BA Urban Condo

Room With a View Condo, Sharc passes included.
Other holiday rentals with a pool

Log Cabin | Hot Tub | EV | Rainier | White Pass

Seaside Suite by Mukilteo Beach

Naches Estates guest house with pool and view

Sunset View Yurt of Applegate Valley with HOT TUB!

FOX LODGE - Private hot tub & firepit. POOL! VIEW!

Luxury Ski-In/Out Penthouse • Hot Tub & Views

Mt. Baker Twin Tree House 1 Glacier 4 beds hot tub

Village King Studio w/ Mountain Views & Hot Tub
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