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

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 (closed) - Hot tub (open all year) - Private surroundings - Gas fireplace - Traeger smoker & Weber grill - Outdoor fire pit

Guest favourite

A serene lakeside view captures a calm body of water reflecting the sky. Green trees line the foreground, framing a cluster of townhomes with a modern design. Majestic mountains rise in the background under a clear blue sky adorned with fluffy clouds.

Home in Oroville

5 out of 5 average rating, 8 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.

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

4.93 out of 5 average rating, 15 reviews

3BR Mountain Home on Methow Trail Ski-In/Out

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.

Guest favourite

The cabin is set against a backdrop of towering trees, showcasing a spacious wraparound porch. The exterior features a combination of warm wood siding and classic roofing, with a welcoming entrance. The surrounding land is open, showcasing patches of grass and natural foliage.

Cabin in Mazama

4.97 out of 5 average rating, 36 reviews

Linda Vista - beautiful mountain home in Mazama

Linda Vista is a three-bedroom mountain home on 6 acres near the Freestone Inn in Mazama. "Linda Vista" means "beautiful view”, and the home offers panoramic views of the Methow Valley and mountains. With direct access to the Methow Trails system, guests can enjoy world-class cross-country skiing out the door. In summer, it’s a short drive to the iconic North Cascades hiking trailheads. This eco-friendly retreat features a wraparound porch, and an inviting ambiance for indoor and outdoor living.

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, 3 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.

A spacious room features a large bed dressed in white linens, with woven chairs positioned nearby. A wooden table is situated between the chairs, and natural light enters through a large window. The bathroom area is visible in the background, highlighting a modern design.

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.

Guest favourite

A modern cottage exterior is framed by a wooden pergola and a low fence. The brown siding complements the natural surroundings, while views of a serene lake and distant mountains are visible in the background. Landscape features include gravel and minimal landscaping.

Cottage in Oroville

5 out of 5 average rating, 5 reviews

Vineyard Vista- Lakeview, pool, beach, golf cart!

A serene vineyard setting with dreamy lake views, our modern cottage is a sunlit retreat above the bustle. Enjoy a vibrant lakeside community featuring a mile-long beach, pools, a marina, fitness center, and a charming diner and a golf cart. Unwind on the veranda, perfect for al fresco dining, then relax in comfy beds after sun-soaked adventures. With a stylish kitchen and inviting living space, this is your haven on the PNW’s warmest lake, near Canada and just a scenic drive from Seattle.

Top 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, 28 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

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.

Apartment in Winthrop

4.95 out of 5 average rating, 22 reviews

Bright 1BR Retreat with On Methow Trail Ski-In/Out

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.

Superhost

Cabin in Winthrop

4.75 out of 5 average rating, 16 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.

Home in Oroville

New place to stay

Cozy Vineyard Cottage at Veranda Beach

Escape to Veranda Beach and relax in the Vineyard Cottage, a cozy 2-bed, 2-bath retreat overlooking Lake Osoyoos with sweeping hill and lake views. Enjoy a modern wood-burning fireplace, high-end kitchen appliances, and a spacious island perfect for gathering. Step onto the sunny private patio and soak in the scenery. With private boat access, pools, and resort amenities, this peaceful getaway offers the perfect blend of comfort and charm.

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

4.98 out of 5 average rating, 63 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.