Vacation 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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Superhost

Home in Oroville

5 out of 5 average rating, 5 reviews

Lake Osoyoos getaway

Kick back and relax in this 4 bedroom townhome located at Sandalia Beach Resort. Modern, Beachy vibe, great outdoor space, water toys & kayaks! Just a few steps to the pool & hot tub & steps to the beach and boat dock. Tons of natural light from large windows. Stocked kitchen. Bring your bathing suit & enjoy the lazy days of summer! The townhome is located second row from the water in the builiding next to the pool! Resort features Large games lawn, clubhouse, 1500 feet of sandy beach & moorage.

Home in Oroville

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.

Apartment in Winthrop

King Room Near Tesla Destination Charger WDC

The Property in Winthrop, WA, is a renowned PNW lodge offering two restaurants, a spa, and extensive outdoor activities. Guests can enjoy hiking, skiing, biking, and various seasonal activities. In winter, the lodge provides cross-country skiing, ski rentals, and lessons. Spa services like aromatherapy and facials are available, along with complimentary WiFi. A resort fee of $23/night includes perks such as an outdoor pool, gift shop, free parking, and access to amenities like bike rentals.

Top guest favorite

Guest suite in Brewster

4.98 out of 5 average rating, 96 reviews

Adorable 2-bedroom cottage, country setting

Your family will be close to everything when you stay at this centrally-located cottage. 30 minutes from Lake Chelan and Omak, 45 minutes to Twisp, 60 to Winthrop. Lone point cellars is 5 minutes away and Gamble Sands Golf course is 15 minutes. Columbia river is 5 minutes away for great fishing, room for boat parking and you will have a dedicated parking spot in the garage. Keyless entry, 2 bedroom, sleeps 4. Comfortable and private. Full kitchen, full bathroom and a patio for BBQing!

Top guest favorite

Home in Oroville

5 out of 5 average rating, 23 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!

Superhost

Villa in Oroville

4.97 out of 5 average rating, 30 reviews

Stylish Osoyoos Lakeview Oasis w/ Pool, Game Room

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!

Home in Chelan

5 out of 5 average rating, 8 reviews

Modern Cabin with private pool

“The Cabin” is a stylish, two-story, two-bedroom escape located on the south side of Lake Chelan, comfortably sleeping 6-8 guests. Perched on a quiet bluff overlooking the lake, this modern two-and-a-half-acre home is perfect for family getaways and reconnecting with nature. Features: - Private pool - Inground hot tub (open all year) - Private surroundings - Gas fireplace - Traeger smoker & Weber charcoal grill - Outdoor fire pit (no fires permitted from Jul- Nov)

Home in Oroville

5 out of 5 average rating, 3 reviews

Bootlegger Roost- Barn feel on the Beach!

Step into 50's nostalgia at Bootleggers Roost Our 3-BR cottage well stocked for a comfortable stay also offers a large veranda, A/C, pool, and hot tub. Enjoy the mile-long sandy beach, alfresco dining, and vast greenspace. BBQ, hike trails, and play pickleball our your front door. With a diner, EV charger, fitness center, and marina, this 50s-themed retreat has it all. Vintage charm and lounging comfort await your lakeside getaway!

Guest favorite

Cabin in Mazama

4.98 out of 5 average rating, 43 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.

Home in Oroville

Honeysuckle Beach Oasis

Relax and recharge at this bright, modern beach cottage just steps from Lake Osoyoos at Veranda Beach! Sleeps 8—perfect for families or friends. Enjoy a pool, play structure, and 5,000+ feet of sandy beach. Back at the cottage, unwind on the screened veranda, grill on the BBQ, or gather around the propane fire pit for s’mores. Sun, lake swims, and cozy evenings await—your perfect getaway starts here!

Superhost

Cabin in Winthrop

4.83 out of 5 average rating, 30 reviews

Howling Wolf Cabin-Dog Friendly/Close to Ski Trail

This inviting dog friendly cabin (a legal, licensed nightly rental with a current Okanogan County health permit as required by law) is a short walk from both the Methow River and the MVSTA Community Trail. You can sit on the front porch or back deck enjoying the beautiful setting in a grove of Aspens and wild roses or explore the 40+ acres of shared property.