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.

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 Pool River

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!

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.

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!

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.

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.

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.

Aspen Hollow Cabin-Ski Trail Runs Thru Property!

Aspen Hollow Cabin (a dog friendly, legal, licensed nightly rental with a current Okanogan County health permit as required by law) is a pet friendly, beautiful, old growth Ponderosa pine log cabin located on 2 acres w/ its own private two-horse corral. Guests have access to 40 acres of shared open space w/ easy river & ski trail access & communal outdoor pool/ hot tub. Sleeps 6.