Holiday rentals with a pool in Okanogan County

Find and book unique homes with a pool on Airbnb

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

Cabin in Mazama

5 out of 5 average rating, 7 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

LocationFamilyKitchen

Superhost

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, 4 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

5 out of 5 average rating, 29 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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Superhost

The living area features modern furnishings, including a black sofa and an accent chair. A colorful area rug lies on the hardwood floor, with a potted plant and small table at its center. Natural light enters through large windows, enhancing the open design.

Flat in Winthrop

4.92 out of 5 average rating, 26 reviews

Bright 1BR Retreat with On Methow Trail Pool River

Wake up to ridge and open-field views from this new, high-ceiling 1BR at Wolfridge. You’re on the Methow Community Ski Trail, which becomes part of the Methow Valley Trails bike network in summer. Quiet, bright, and set up for work and play: fully equipped kitchenette, projector for movie nights, dedicated desk with external monitor and inspiring view, high-speed Wi-Fi, and air conditioning. Seasonal pool, year-round hot tub, playground, and the Methow River are a short walk.

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Home in Chelan

5 out of 5 average rating, 10 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

A vibrant kitchen area is highlighted by a large table with a unique spiral chandelier overhead. Comfortable seating is arranged nearby, and high-end appliances are neatly integrated into the design. Large windows provide abundant natural light and views of the surrounding landscape.

Villa in Oroville

4.97 out of 5 average rating, 39 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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Superhost

Cabin in Winthrop

4.82 out of 5 average rating, 22 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.

LocationHospitalityAmenities

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

4.75 out of 5 average rating, 16 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, 73 reviews

Creekside Bunkhouse on Early Winters Creek

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

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

4.93 out of 5 average rating, 27 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

4.85 out of 5 average rating, 78 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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Guest favourite

A charming cottage exterior is framed by a white picket fence, featuring lush greenery and colorful flower beds. Stone steps lead to the entrance, and large windows provide views of the surrounding landscape, including distant hills under a clear blue sky.

Home in Oroville

5 out of 5 average rating, 6 reviews

Elegant Veranda Beach Cottage — Stylish & Sandy!

Escape to a boutique lakefront couples’ cottage on Lake Osoyoos! Enjoy a king-size bed, fully equipped kitchen, screened patio, private beach access, seasonal pool, and fenced yard. Perfect for a romantic getaway, this charming retreat blends comfort, style, and lakeside serenity with Superhost hospitality.

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