Holiday rentals with a pool in Okanogan County

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

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.

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.

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.

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!

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.

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.

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.

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.

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.

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.

Patterson Lakeshore One Room Cabin

The Patterson Lake Cabins are nestled in a cottonwood grove on a pristine lakefront beach and a dock just 1.2 miles below Sun Mountain Lodge, with all of the Lodge amenities available for your use. This one bedroom stand alone Patterson Lake Cabin offers one queen, one twin, & one queen murphy bed.