Holiday 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.

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.

Après Cabin | Designer Lakeside Cabin, Gear Garage

Modern lakefront retreat for design-minded, adventure-seeking families, group getaways and remote work. Designed in partnership with Henrybuilt, Blu Dot and Parachute, Après Cabin adds luxury amenities to a fun, kid-friendly environment. EV Charger. Starlink Wi-Fi. Ski-in / ski-out on MCT trails. Access Hot tub, Pool, Restaurants, Heli-skiing, more. Loved by All: “Like living in a work of art." "Like a perfect boutique hotel with all the comforts of being in a house." “Modern Methow oasis.”

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.

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!

Aspen Grove - 4-Bedroom Home in Mazama

Nestled on five private acres in Mazama’s Wilson Ranch community, Aspen Grove is a spacious four-bedroom home featuring modern amenities, a well-equipped kitchen with double ovens, and a cozy two-sided fireplace. The large dining table seats 10, and the screened-in porch is perfect for summer relaxation. With three and a half bathrooms and a mudroom ideal for winter stays, it’s a comfortable and convenient base for exploring the Methow Valley year-round.

WATERFRONT Gem ~ Sandalia Beach ~ 39 - Sleeps 6!

Waterfront Living at its finest at Sandalia Beach Resort! Enjoy over 1300 sq feet of living space and this fabulous 3 bed/2.5 bath townhome located directly on the beach! Featured on HGTV's ~ "Lakefront Bargain Hunt" , you won't be disappointed to discover this gem! Resort features a large sandy beach, clubhouse, outdoor pool & hot tub, huge games lawn, dock and more! Garage parking, BBQ on site. Bring your beach toys and come for the weekend!

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.

Honeysuckle Beach Oasis at Veranda Beach

AMAZING DEAL! Book 4 nights and get the 5th night FREE — send an inquiry to claim this offer! (Not available on holiday weekends.) Relax at a bright, modern beach cottage just steps from Lake Osoyoos in Veranda Beach. Sleeps 8 and perfect for families or friends. Enjoy the pool, sandy beach, play area, and a cozy screened veranda with BBQ and fire pit. Your perfect lakeside getaway awaits!

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.