
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.

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.

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.

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

Luxury Wine Country Estate
Welcome to Luxury Wine Country Estate, an oasis where luxurious refinement meets the epitome of wine country indulgence. Revel in unmatched hositality, thoughtfully designed to include Tempur-Pedic suites, therapeutic hot tub, rejuvenating sauna, invigorating cold plunge, and the most stunning valley and vineyard views. Every touch is meticulously crafted, from heated stone floors and Dyson innovations to dual gourmet kitchens, Yeti picnic essentials, EV charging capabilities, and so much more.

The Cowlitz River Cottage- a tiny house retreat
Take it easy at this unique and tranquil getaway. The Cowlitz River Cottage is perfectly situated to explore the best of Pacific North West mountain life. Easy access to White Pass Ski Area (20 min), and Mt. Rainier National Park (Stevens Canyon Entrance, 17 min). Golfing and swimming pool just a mile away for the warm summer days. Come back to your home base and listen to the river running just steps away. It’s never a bad time to get away from the hustle and bustle and enjoy living tiny.

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.

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!

Amazing Gorge View Townhome Walk to Town & Trails
Modern townhome-- play, work, sightsee or do nothing at all! Surround yourself with beautiful views & activities right out of your door. Quality cheerful furnishings, with a whimsical MCM vibe. Mt. Hood fun 30 minutes away. Vineyards, breweries & the town of Hood River a 5 mile drive. A sit/stand desk with 27" monitor & 2nd workstation upstairs. Great internet! Family friendly & great for up to 6 adults. Two blocks to the quaint town of Mosier to enjoy a bite or coffee & riverside strolls.

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.

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!

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

Black Butte Ranch Cabin on the 7th Fairway

Luxury Retreat with Heated Pool, Hot Tub & View

Downtown Pine Mountain Paradise

Waterfront Oasis with Pool, Hot Tub, Pet Friendly

Villa Royale with Pool and Hot Tub

Stunning Lakeview Home with Dock, Pool & Hot Tub

Private Peaceful Cabin in Sisters!

Unique Open Concept Log Home
Apartment rentals with a pool

Sunriver Studio with Pool and Hot Tub

Beautiful Sisters Condo - Great location

Layover at the Lake

Lake View Downtown Kirkland

Captain Berg's Getaway

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

Short walk to SR Village and SHARC, includes bikes

Cozy Mt. Bachelor Village Condo near Downtown Bend
Other holiday rentals with a pool

Modern A-Frame Cabin w/Hot Tub (@timberlineaframe)

Wood Burning Sauna | River Trails | Yoga Studio

Chill Forest Getaway

Indoor Swimming Pool-Heated & Private

2BR Spacious Resort Suite w/Rooftop Infinity Pool

Lakeview Hideaway | Sauna + Hot Tub

Zen Den Mountain Suite • Private Hot Tub

Mahalo Mountain Cabin *Games, Hot Tub & Fire Pit!*
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