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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Top guest favorite
A comfortable living area is furnished with a brown sofa and patterned armchairs, complimented by a wooden coffee table. Large windows provide unobstructed ocean views, while a gas fireplace adds warmth to the space. A television is mounted above the stone fireplace.
Home in Depoe Bay
4.99 out of 5 average rating, 149 reviews

Seascape Coastal Retreat

Relax in a luxury oceanfront condominium in scenic Depoe Bay Oregon, the Whale Watching Capital of the US. Enjoy your 2-bedroom, 2-bath home, as well as access to the private clubhouse, indoor swimming pool, hot tub, gym, theater and game room. Watch whales, boats and inspiring sunsets from the comfort of your living room and patio. Enjoy legendary restaurants, shops , golfing, fishing and whale watching excursions nearby. Fogarty Creek State Recreation area and beach is a short drive north.

Top guest favorite
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, 231 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

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, 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 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, 117 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 favorite
An open kitchen and dining space features a large wooden table with six chairs, complemented by modern appliances and a wood-burning stove. Natural light streams through the windows, while the high ceiling and exposed beams enhance the spacious feeling of the area.
Cabin in Rhododendron
4.97 out of 5 average rating, 112 reviews

Modern Cabin - Hot Tub/Dog Friendly/Walk to River

Experience our modern cabin nestled among the trees. This cozy retreat blends modern amenities with the beauty of nature. Relax in the hot tub, gather by the bonfire pit, or enjoy our brand-new gas firepit on deck. Enjoy the comfort of our lounge seating, perfect for unwinding after a day of adventure. The Sandy River and miles of trails are steps away. Inside there are 2 bedrooms + a loft with 4 twin beds, a wood-burning stove, a spacious living area, TV, games, and a fully-equipped kitchen.

Top guest favorite
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, 118 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 favorite
Condo in Mosier
4.98 out of 5 average rating, 318 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 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, 320 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 favorite
Spacious living area features large glass windows that showcase a panoramic view of the Columbia River and surrounding hills. A modern coffee table sits in front of a comfortable couch, with natural light illuminating the space from multiple angles.
Condo in Mosier
4.95 out of 5 average rating, 246 reviews

Condo Near Hood River, Spectacular Gorge View

Minutes away from Hood River, this modern condo in the quaint town of Mosier boasts a spectacular view of Gorge. Enjoy a comfortable contemporary lodging surrounded by some of the Oregon’s most beautiful scenery. A short drive to a great variety of orchards and wineries. It's perfect for those wanting a getaway from the city life and enjoy a nice & cozy place to relax. The easy access to the mountains and rivers allows to enjoy hiking, biking, climbing, skiing, & watersports.

Top guest favorite
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.
Condo in Bend
4.98 out of 5 average rating, 283 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 favorite
A modern living area features large wrap-around windows, offering views of surrounding trees. A cozy grey sofa is complemented by round, brown ottomans, and a coffee table. Artwork adorns the walls, while a screen displays a fireplace, providing a warm, relaxing ambiance.
Apartment in Whistler
4.96 out of 5 average rating, 160 reviews

Modern, bright, steps from lift

Welcome to your mountain oasis. A 1 min walk from the Blackcomb lift! Our modern condo is a bright, spacious 1 bedroom with wrap around windows for perfect tree-lined and mountain views. Look right up Whistler mountain while sipping coffee from your kitchen table! The suite has it all: - king bed - sofa bed - full kitchen - soaker jet tub - Keurig - Bose speaker - central A/C - upgraded July 2025 The building has a gym, laundry, pool and outdoor hot tub.

Guest favorite
Cabin in Rhododendron
4.93 out of 5 average rating, 113 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.

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