Vacation rentals with a pool in Cascade Range

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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, 101 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
4.85 out of 5 average rating, 124 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
The pool area is surrounded by a well-maintained patio featuring white lounge chairs with red cushions. A small table with two chairs is positioned nearby. Potted plants are placed around the space, enhancing the outdoor setting. A clear blue pool reflects sunlight.
Guesthouse in Naches
4.98 out of 5 average rating, 583 reviews

Naches Estates guest house with pool and view

The Naches Estates Guest House is close to sports fields, hiking, fishing, biking, wineries and wine tasting, kayaking, river rafting, a skate park, skiing and White Pass and Rainier recreational. Our place is good for couples, solo adventurers, business travelers and families. You have your own private deck with a beautiful view of the valley and hours of bird watching with full use of the pool and hot tub. Our property has a basketball court. There is an outdoor Weber gas grill available.

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, 218 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 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, 336 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, 148 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
An expansive deck overlooks the Deschutes River canyon, featuring a hot tub and several outdoor seating areas. The rugged landscape is characterized by rocky cliffs and sparse vegetation, leading to a serene view of the river winding through the canyon.
Home in Terrebonne
4.97 out of 5 average rating, 507 reviews

Canyon House, Crooked River Ranch

Canyon House sits on the edge of the Deschutes River canyon and has a beautiful and scenic view of 11 mountains and peaks. Your home is a 2 bedroom and 2 bath 1450 sf manufactured home. It is attached to ours and Donna and I live on site family. Your privacy is my first rule and quiet is my second. Yet, you may see me watering plants or checking on the Spa. We are open for a 1 night minimum. Checkout time is strict to allow for cleaning and sanitizing on same day check ins.

Guest favorite
Cabin in Rhododendron
4.93 out of 5 average rating, 129 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.

Guest favorite
A modern kitchen area features white cabinetry and open shelving displaying various kitchenware. A round dining table is accompanied by transparent chairs, while a gray sofa with decorative pillows sits in the foreground. Light streams in through large windows, enhancing the inviting space.
Guest suite in Mukilteo
4.97 out of 5 average rating, 582 reviews

Seaside Suite by Mukilteo Beach

Our studio apartment has a private entrance and a private Juliet balcony to enjoy stunning views of Puget Sound. Sleep in comfort on a Tempurpedic bed with adjustable head and foot lift. Additional sofa bed for extra guests. All necessities provided. Private indoor pool with views out to Puget Sound. Many attractions are within a 10 minute walk, including Mukilteo beach, the ferry terminal, the Sounder train to downtown Seattle or Mukilteo town.

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
4.91 out of 5 average rating, 103 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, 305 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
The exterior of a contemporary home is shown, featuring a wooden front door set against dark grey siding. Low-maintenance gravel landscaping includes potted plants. A dining area with an umbrella is visible on a patio, inviting outdoor relaxation.
Home in Redding
4.95 out of 5 average rating, 202 reviews

5 Acre Modern Redding Retreat + Hot Tub + Views

Tranquility on 5 acres, 7 mins from the heart of Redding. A place where contemporary European styling and natural beauty combine, easily accessible via the I5, the best of both worlds. Appreciate indoor/outdoor living complete with swimming pool, seasonal hot tub, outdoor kitchen, grill and pizza oven Sip your morning coffee in the courtyard or unwind with the sun set on the covered deck by the koi pond. Seasonal hot tub Nov-Mar

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