Holiday 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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Top guest favourite
The spacious bedroom features a large bed with a blue quilt and neutral pillows. Two windows allow natural light to fill the room, accented by greenery and decorative wall hangings. A wooden dresser and a traditional clock add a touch of charm to the space.
Guest suite in Mount Hood Village
4.99 out of 5 average rating, 224 reviews

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

Guest favourite
A modern living space is illuminated by large windows, allowing natural light to fill the room. Comfortable seating includes a sectional couch and additional chairs. A wooden dining island sits nearby, and a flat-screen TV is mounted on the wall, facing the inviting fireplace.
Apartment in Whistler
4.92 out of 5 average rating, 1,124 reviews

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!

Top guest favourite
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, 214 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 favourite
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, 116 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

Top guest favourite
A secluded hot tub is nestled among the trees, surrounded by vibrant green moss and natural elements. Two wooden stools are positioned nearby, while a rustic wooden pathway leads through the forest. The serene atmosphere is enhanced by the gentle sound of the nearby creek.
Cabin in Rhododendron
4.97 out of 5 average rating, 115 reviews

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.

Top guest favourite
Apartment in Mosier
4.98 out of 5 average rating, 316 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 favourite
A cozy bedroom is presented with a spacious bed adorned with decorative pillows. The warm tones of the bedspread are complemented by a textured throw draped across the foot. Framed artwork is displayed on the walls, and bedside tables hold simple decorative items.
Cabin in Packwood
4.97 out of 5 average rating, 319 reviews

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.

Top guest favourite
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, 129 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 favourite
A modern studio features a spacious bed with crisp white linens, a wooden accent wall, and an electric fireplace below a wall-mounted television. A unique wood table sits atop an area rug, with plants adding a touch of greenery to the warm atmosphere.
Apartment in Bend
4.98 out of 5 average rating, 281 reviews

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.

Guest favourite
Cabin in Rhododendron
4.93 out of 5 average rating, 108 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 favourite
Cabin in Rhododendron
4.87 out of 5 average rating, 277 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.

Top guest favourite
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, 150 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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