Vacation rentals with a pool in Okanogan County

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.

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.

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!

Bright 1BR Retreat with Big Views On Methow Trail

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.

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!

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)

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 cozy great room with a propane stove, and a well-equipped kitchen. Additional amenities include radiant heating, an in-unit washer/dryer, and a covered deck.

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!

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.