Vacation rentals with a pool in Okanogan County

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 Bike Pool River

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.

Queen Room Near Sun mountain play ground WIN

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!

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

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!

Norsk Hus, 3-Bedroom Lodge w/ fireplace in Mazama

Located in Mazama’s Wilson Ranch community, Norsk Hus is a spacious three-bedroom home offering privacy, comfort, and direct access to the Methow Trails system. Bordering National Forest land, it enjoys peaceful surroundings with mountain and forest views. With vaulted ceilings, warm wood finishes, and a stone fireplace, the home combines Northwest lodge style with modern convenience. Guests also have access to the nearby Freestone Inn pool (seasonal) and hot tub.

Sleeping Wolf Cabin: 1BR w/ ski trail & river acce

Located at Wolfridge Resort, this is the downstairs of the two-story Sleeping Wolf Cabin. It’s a custom designed log townhome that gets morning and afternoon sun and is one of the closest cabins to the ski trail (and only one with laundry!) Log walls, gas fireplace, cathedral ceiling and unique furniture make this cabin feel like a remote escape while still being ideally positioned for outdoor adventures.

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.

Becky's Cabin-Dog Friendly/Short Walk to Ski Trail

Becky's Cabin(a legal, licensed nightly rental with a current Okanogan County health permit as required by law) is dog friendly, cozy and very close to the ski trail. Becky's Cabin is one, of several lodgings clustered together in the Wolf Creek area.Wolf Creek Cabins & Lodging is a four-season recreational area located in the beautiful Methow Valley near Old West Winthrop in Washington State.

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.