Holiday rentals with a pool in Okanogan County

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Top-rated rentals with a pool in Okanogan County

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

The exterior of the modern home features a combination of wood and light-colored siding. Large windows allow natural light, framing a spacious lawn area. Seating arrangements are visible on the porch, with additional items neatly placed. The backdrop showcases a clear blue sky with a few clouds.

Chalet in Winthrop

4.94 out of 5 average rating, 17 reviews

3BR Mountain Home on Methow Trail Bike Pool River

Modern 3BR, 2BA home at Wolfridge – perfect for families and groups. Sleeps up to 9 with an open, light-filled living area and a fully equipped kitchen for easy meals. Fast Wi-Fi and AC for year-round comfort. Step onto the Methow Community Ski Trail that becomes a bike network in summer. Short walk to the warming hut area with seasonal pool, year-round hot tub, and the Methow River. Scenic location for skiing, hiking, biking, or wellness retreats. For more space add our 1BR apartment next door.

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Guest favourite

Cabin in Mazama

5.0 out of 5 average rating, 10 reviews

Happy Pines 2BR Cabin w/ King & Twin Beds

This two-bedroom cabin on the Wilson Ranch property offers a great basecamp for outdoor adventures, with access to the Methow Community Trail for Nordic skiing, mountain biking, and hiking. The cabin features a king bed in the main bedroom, twin beds in the second bedroom, a queen fold-out couch, a galley kitchen, and a compact bathroom with a shower. Enjoy the deck with a BBQ and picnic table. Conveniently located near North Cascade Heli-Skiing and just a short drive from Washington Pass and hi

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Guest favourite

A serene swimming pool is surrounded by a patio, with lush greenery and vibrant flowers at the edges. Two ducks are seen swimming peacefully in the clear water. The house stands in the background, featuring a balcony and various shades of brickwork.

Home in Oroville

5.0 out of 5 average rating, 7 reviews

Helene's

Helene's Place reflects the history of a gracious hostess. Backyard patio & swim pool amidst lush secret garden. Lake & Mtn views. 2 king 2 queen+ single pullout. Eat-in chef's kitchen, just a glass door from barbecue. 3 modern bths, tv rm, office & LR w/grand piano. 5 min. walk to park, beach, boat launch, pickle ball; 1 min. to coffee kiosk. Love golf? Local course or 5 miles to 36-holes in Canada. Great hiking: Rail to trail along Similkameen River + rigorous climb up Whistler Canyon.

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Guest favourite

A spacious living area features a comfortable grey sofa and a cozy armchair. A light-colored coffee table is positioned centrally on a textured area rug. Large glass doors provide access to the screened-in veranda, while a decorative fireplace and television add to the inviting ambiance.

Home in Oroville

4.97 out of 5 average rating, 31 reviews

Lake Cottage @ Veranda Beach

This gem for a destination vacation is perfect for all types of getaways. The resort is themed 1950’s style, like right out of Dirty Dancing or the Catskills. Vintage lakeside and vineyard cottages including a 1 mile long sandy beach w/marina. Resort amenities: diner, pool/hot tub, fitness center, beach firepit, roped off swim area in the lake, and charging station for your electric vehicle. There are also a few trails to hike ranging from easy to straight up Cactus Mountain!

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Guest favourite

Home in Chelan

5.0 out of 5 average rating, 11 reviews

Private Cabin at Twenty-Five Mile Creek

Welcome to The Cabin, a peaceful, modern retreat perched above Lake Chelan. Set on 2.5 private acres, this two-story getaway blends comfort, style, and space. It’s perfect for families, couples, & small groups looking to unwind. With room for 6–7 guests, sweeping lake views, and cozy corners indoors and out, it’s a place to slow down and reconnect. Features: - Private pool - Hot tub - Private surroundings - Gas fireplace - Traeger smoker & Weber grill - Outdoor fire pit

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Guest favourite

Villa in Oroville

4.98 out of 5 average rating, 40 reviews

Osoyoos Lakeview Villa | Pool, Game Room | 5BD/4BA

Resort vibes, luxury living, & incredible memories await you at Oro Hill House! This ultimate Lake Osoyoos getaway is perfect for bringing family and friends together for an unforgettable vacation. The property features a private pool, fully equipped game room, sun room with hammock lounge chairs, Sonos sound system, and a glass garage door opening to the outdoor pizza oven. Enjoy the poolside terrace and open grass lawn, perfect for all your family games & celebrations!

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Guest favourite

Cabin in Winthrop

4.83 out of 5 average rating, 24 reviews

Woodlands Nest - modern cabin in the woods

This one-bedroom, one-bathroom cabin in Mazama’s Liberty Woodlands is perched on a hillside, offering treetop views and woodland ambiance. With easy access to trails, it’s a great retreat for outdoor lovers. Inside, enjoy vaulted wood ceilings, large windows, a great room with a propane stove, dining area, and a well-equipped kitchen. Additional amenities include two covered decks for lounging and gear storage, in-unit washer/dryer, radiant heating, and dog friendliness.

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Superhost

A panoramic view captures a serene lake surrounded by gentle hills, under a blue sky dotted with fluffy clouds. The waterfront is lined with a row of colorful townhomes, offering a peaceful and inviting landscape.

Townhouse in Oroville

4.79 out of 5 average rating, 19 reviews

WATERFRONT Gem ~ Sandalia Beach ~ 39 - Sleeps 6!

Waterfront Living at its finest at Sandalia Beach Resort! Enjoy over 1300 sq feet of living space and this fabulous 3 bed/2.5 bath townhome located directly on the beach! Featured on HGTV's ~ "Lakefront Bargain Hunt" , you won't be disappointed to discover this gem! Resort features a large sandy beach, clubhouse, outdoor pool & hot tub, huge games lawn, dock and more! Garage parking, BBQ on site. Bring your beach toys and come for the weekend!

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Top Guest favourite

A historic cabin is set against a backdrop of tall trees and rolling hills. The exterior features wooden siding and a pitched roof, with a small deck visible on one side, creating a peaceful, rustic atmosphere.

Cabin in Mazama

4.99 out of 5 average rating, 80 reviews

Historic Creekside Cabin, Trails & Skiing

Creekside Bunkhouse is one of local legend, Jack Wilson’s, historic cabins, completely refurbished with modern amenities, offering creekside serenity on Early Winters Creek. The studio cabin features a galley kitchen, a studio-style living area with king bed, new queen size pullout sofa, and a classic stone-built gas fireplace anchoring the room. The cabin is steps from the year-round trail system. Pets are welcome.

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Guest favourite

Home in Oroville

4.92 out of 5 average rating, 37 reviews

Lake Cottage- @Veranda Beach!

Enjoy the best location in the community at this family-friendly lake cottage, just steps from the beach, pool, and playground. Designed for comfort and connection, the home offers spacious living areas, a fully equipped kitchen, and easy access to resort-style amenities. Perfect for kids and adults alike, it’s the ideal home base for beach days, pool time, and unforgettable lakefront memories.

LocationFamilyHospitality

Guest favourite

A cabin with a dark wood exterior is surrounded by greenery, nestled among trees. The front porch features two adirondack chairs, and a small deck is visible. A stone chimney rises from the roof, set against a backdrop of mountains and blue sky.

Cabin in Mazama

4.88 out of 5 average rating, 32 reviews

Cabin on the Creek, streamside Mazama retreat

Cabin on the Creek is one of local legend Jack Wilson’s historic cabins at Wilson Ranch in Mazama. This studio cabin sits directly beside Early Winters Creek and features a well equipped galley kitchen, a studio style living area with a king bed, and a classic stone built gas fireplace anchoring the room. The cabin is steps from the Methow Trails year round system. Pets are welcome.

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Superhost

The exterior of the log cabin is featured, showcasing a pitched roof with a deep red hue and a combination of wooden balconies and windows. Surrounded by tall trees and lush greenery, the cabin's rustic charm is highlighted against the natural landscape.

Cabin in Winthrop

4.84 out of 5 average rating, 83 reviews

Aspen Hollow Cabin-Ski Trail Runs Thru Property!

Aspen Hollow Cabin (a dog friendly, legal, licensed nightly rental with a current Okanogan County health permit as required by law) is a pet friendly, beautiful, old growth Ponderosa pine log cabin located on 2 acres w/ its own private two-horse corral. Guests have access to 40 acres of shared open space w/ easy river & ski trail access & communal outdoor pool/ hot tub. Sleeps 6.

LocationFamilyOutdoor spaces