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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Top Guest favourite

Cabin in Mazama

5 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 modern cabin is situated alongside a serene lake, surrounded by tall trees and rugged mountains. The structure features large windows reflecting the soft evening light, creating a warm ambiance. Lush greenery frames the scene, enhancing the natural beauty of the landscape.

Cabin in Okanogan County

4.94 out of 5 average rating, 49 reviews

Après Cabin | Designer Lakeside Cabin, Gear Garage

Modern lakefront retreat for design-minded, adventure-seeking families, group getaways and remote work. Designed in partnership with Henrybuilt, Blu Dot and Parachute, Après Cabin adds luxury amenities to a fun, kid-friendly environment. EV Charger. Starlink Wi-Fi. Ski-in / ski-out on Methow trails. Access Hot tub, Pool, Restaurants, Heli-skiing & more. Loved by All: “Like living in a work of art." "Like a perfect boutique hotel with all the comforts of being in a house." “Modern Methow oasis.”

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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 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 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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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.

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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.

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