Vacation 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.

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.

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.

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.

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!

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.

Cabin on the Creek - stream side Mazama retreat

Cabin on the Creek is one of local legend, Jack Wilson’s, historic cabins at Wilson Ranch in Mazama. This is a studio cabin located right on the creek, featuring a well-equipped galley kitchen and a studio-style living area with a king bed with a classic stone-built gas fireplace anchoring the room. The cabin is steps from the Methow Trails year-round system. Pets are welcome.

Black Bear Lodge-Gorgeous! Close to Ski Trail!

This is a Grand Home (a legal and licensed nightly rental in Okanogan Cty) a Lodge, really....Located at Wilson Ranch, which is just upstream from the Mazama turn-off, and at the base of the North Cascades highway as it begins to climb. It is one of the homes in the Freestone Inn complex with easy access to the ski/bike trails.