
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.

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

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!

Sandpiper Haven: Whidbey Waterfront Beach House
Welcome to Sandpiper Haven! A sister property to Sunset Beach Haven, this beloved retreat on Whidbey Island is the perfect getaway. Nestled on famous Penn Cove, this charming single-story home offers direct beach access, stunning 180° views of the Olympic and Cascade Mountains and all the comforts of home including Air Conditioning. Unwind on our spacious deck, gather around the fire pit, stroll the beach, or cozy up inside to enjoy the scenery. Plus, enjoy seasonal use of kayaks and a rowboat.

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.

Pano Gorge Views Mid-Mod w/pool&Htub outdoor oasis
The perfect home base for your Columbia River Gorge adventures—or a cozy retreat to relax and take in stunning views from this fully remodeled 1960s Mid-Century gem. Ideal for families, groups, or couples, it features a well-equipped kitchen, a stylish cocktail room, Traeger BBQ, fire pit for dining under the stars, and expansive picture windows with panoramic views. Enjoy the seasonal pool, year-round hot tub, and a fun-packed game room with a record player, vintage vinyl, Pac-Man, and more.

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!

Rose City Hideaway
Oasis for the traveler seeking culture, nightlife, music, food, and ease of access to the Oregon Convention Center, Moda Center, Kaiser and Legacy Hospitals, and Portland Expo Center. This tucked away space, with views of the public park with art installations, is located in the entertainment district. The Hideaway is the ideal landing pad for business and pleasure. After exploring, return to RCH for time in the swim spa, gym, outdoor kitchen, or relax by the gas fire pit to end your day!

Quaint Tiny House In The Trees. Damascus, Oregon.
150 ft. walk down a steep driveway takes you to a unique private little studio with everything an adventurous spirit needs. We have friendly dogs you may see outside, and we do not allow pets. No smoking in the unit. There is a smoking hut on the property you are free to use should you choose to (bring a container with you to dispose the remnants). SE Portland is a 30 min drive and downtown Portland a 45 min drive. One hour to Mt. Hood, & falls in the Gorge. Pool open 6/15 through 9/5.

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.

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.
Popular amenities for Cascade Range rentals with a pool
House rentals with a pool

The RiverBend House - near Sunriver & Mt Bachelor

The Starburst Inn: Enclosed Heated Pool, Theater

Modern Tollgate Home - HOT TUB | Half Acre Lot

Stunning mtn Views, sleeps 14, Hot tub, rec passes

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Walk to Village, SHARC Passes, Bikes, AC, King Bed

Serene Oasis: Swim Spa, Sauna, huge deck and grill

Modern Townhome Near SEA Airport
Condo rentals with a pool

Lovely 1-BR @ Heart of Seattle! w/ Pool & Parking

Penthouse-Stunning Views-Pool, Hot Tub

Mt. Baker Riverside Oasis

Cozy condo with spa and ski in/out trail access

Village King Studio w/ Mountain Views & Hot Tub+SR

Penthouse above Pike Place +Target, w/ Parking

Room With a View Condo, Sharc passes included.

Modern Renovated Studio with Resort Amenities
Other vacation rentals with a pool

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

Oasis Between City, River & Mountain. Damascus OR

Serenity Mini Farm w/amazing view

Holiday House • Cedar Sauna + Easy River Access

Pet + kid friendly w/ private hot tub!

Seaside Suite by Mukilteo Beach

2BR Spacious Resort Suite w/Rooftop Infinity Pool

Rose City Retreat
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