Vacation 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.

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Guest favorite
An oversized covered patio features comfortable seating arranged around a central firepit. Soft lighting from hanging fixtures enhances the outdoor space, which is surrounded by greenery. The area is designed for relaxation and socializing, providing a welcoming atmosphere for guests.
Home in Woodburn
4.93 out of 5 average rating, 104 reviews

An Entertainment Oasis!

An open floorplan greets you & your friends. The island invites you into the kitchen with a full sized fridge & range. With drinks in hand, take the entertainment outdoors! The oversized covered patio is spacious enough for grilling, chilling, a tabletop firepit with seating galore. Soak up the sunshine with additional seating - or just soak in the jacuzzi. Take a summer dip & cool off in the pool, cozy up by the wood firepit or the sauna - or break a sweat at the adjacent gym. Your choice!

Superhost
Tiny home in Rogue River
4.86 out of 5 average rating, 126 reviews

Tiny Groove with plunge pool and soaking tubs

A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!

Top guest favorite
A charming treehouse is suspended between large fir trees, featuring a wooden deck with multiple seating areas. Large windows provide natural light, and the surrounding forest greenery adds to the tranquil setting. The pathway beneath is lined with gravel, leading to the entrance.
Treehouse in Mt Hood
4.98 out of 5 average rating, 220 reviews

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!

Top guest favorite
A spacious living area features large windows that frame views of the surrounding greenery and water. Stylish circular sofas are arranged around a central stone fireplace, adding warmth to the space. The high ceiling showcases wooden beams, enhancing the room's inviting character.
Cabin in Shelton
4.97 out of 5 average rating, 128 reviews

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

Guest favorite
Home in Manson
4.92 out of 5 average rating, 123 reviews

Lake Chelan View Home with pool, hot tub & yard!

Treat your family or group to panoramic lake views at this Lake Chelan luxury retreat. This charming home has been freshly renovated with a sophisticated blend of modern and farmhouse designs. Relax to a mood-setting electric fireplace in the main living area, a bonus room downstairs that is perfect for movie or game nights & covered deck so you can relax and BBQ in style! Over half an acre of tranquil, park-like grounds including a fenced-in yard, a private 44' heated pool, cabana & hot tub!

Top guest favorite
A bright living area is highlighted by large windows offering views of the river. A comfortable couch and a stylish chair are positioned on a light wooden floor, complemented by a coffee table and a television mounted on the wall. Natural light floods the space.
Condo in Mosier
4.98 out of 5 average rating, 340 reviews

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!

Top guest favorite
A spacious outdoor area features a crystal-clear swimming pool adjacent to a stone hot tub. Surrounding greenery and colorful flowers enhance the serene setting. Seating options are available nearby, with steps leading elegantly from the house to the poolside.
Home in Ashland
4.96 out of 5 average rating, 157 reviews

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!

Top guest favorite
A cozy lofted bedroom showcases a spacious bed and feature lighting. Large windows framed by wooden beams offer views of lush greenery. A hanging chair adds a relaxed element, while air conditioning provides comfort. The rustic walls are finished in warm wood tones.
Cottage in Yacolt
4.97 out of 5 average rating, 361 reviews

Hot Tub Riverside in Private Paradise

The River Cottage has a treehouse vibe, comfortably nestled into the fir trees. Fishing, kayaking, swimming or relaxing in your private hot tub, right on the Lewis River. This is the place to make memories and enjoy time with family and friends. Swim from your private beach, roast marshmallows, vist nearby falls, enjoy a bottle of wine and relax with the comforts of home! Can't book now? Wishlist us for later! See also our listing for River Haven! Winery tours also available!

Guest favorite
Cabin in Rhododendron
4.93 out of 5 average rating, 134 reviews

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.

Top guest favorite
The guest house is set against a lush backdrop of greenery, featuring large windows that provide views of the surrounding nature. A pool is positioned in front, accompanied by two wooden lounge chairs and a shaded umbrella, creating a serene outdoor relaxation area.
Guesthouse in Portland
4.92 out of 5 average rating, 107 reviews

Poolhouse of Portland Architectural Gem

Private guest house adjacent to Pietro Belluschi's "Sutor House", featured in Dec 2017 Dwell Magazine. Pool-house is 750 square feet, and features a master bedroom, full bath, living area with kitchenette, and access to and shared use (With our family) of the swimming pool in summer months (June, July, August). Surrounded by private wooded garden with Japanese plantings and water features. Located in Portland's West Hills, just minutes from Downtown.

Guest favorite
Cabin in Rhododendron
4.88 out of 5 average rating, 311 reviews

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.

Guest favorite
An outdoor patio area features a circular fire pit with flames dancing above, surrounded by stone seating and wooden chairs. The landscape stretches toward rolling hills, and the sun sets in the background, casting a warm glow across the scene.
Home in George
4.97 out of 5 average rating, 172 reviews

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!

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