Ski-in/Ski-out holiday rentals in Chelan County

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Top-rated ski-in/out rentals in Chelan County

Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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Guest favourite

The exterior of the cabins is framed by lush greenery, showcasing three distinct structures with wood siding. A heated swimming pool glimmers in the center, accompanied by wooden lounge chairs, inviting relaxation in a private, fully fenced setting.

Cabin in Leavenworth

4.97 out of 5 average rating, 209 reviews

Seasonal 88° pool, 3 cabins, fenced acre, views

-max 6 people -max 2 dogs (non-shedding only) -enjoy your own mini glamping resort—3 cabins (essentially 1 cabin under 3 roofs all for you) -private, fully-fenced acre -heated seasonal swimming pool open mid April - late September. **note pool quietly serviced Tuesdays between 7 and 8:30am** -hot tub (all year) -short walk to trails, horse riding, cafe & bar at Sleeping Lady Resort -wi-fi, streaming TVs -EV level 2 charger -gas grill -fire pit & fireplace -fully-equiped kitchen -laundry room

Guest favourite

A modern cabin is nestled under shade trees, featuring a combination of sleek metal and wood siding. A private patio area with seating is located in front, surrounded by well-maintained grassy lawns and natural stone landscaping.

Home in Winthrop

4.98 out of 5 average rating, 50 reviews

Sunflower Resort Balsam Cabin ~ 2 Queens

Sunflower Resort Balsam is a modern, in-town, pet-friendly (Pet Fee Required,) fully-stocked 2 BR (Queen in Master & Queen in Guest), 1 1/2 bathroom, 1000 ft2 home. It has EV charging, step-free access, shower, 6' soaking tub, a modern kitchen, W/D, private deck, & latex mattresses. Perfect for teams/groups. Cabin is 5-mins. walk to Winthrop downtown & right on the ski/bike trail. Our spa offers massage, yoga, luxury pedis & manis, hair artistry, facials, naturopathy, acupuncture, and waxing.

Guest favourite

A large jetted spa is positioned within a wooden enclosure, surrounded by lush greenery. Bubbles rise from the heated water, creating a calming ambiance. Windows open to the outdoors, allowing natural light to filter in.

Loft in Leavenworth

4.89 out of 5 average rating, 293 reviews

Canyon Loft. STR # 000795

A private canyon stay, just 5 minutes away from festivals & fun in Leavenworth, then return to a large jetted coast spa under the stars, fire pit surrounded by forest, full kitchen, 2 bedrooms w/deluxe queen beds, elec. fireplace, WIFI & dish. Have plenty of free parking. Entire upper level of the home. All seasons are wonderful, especially winter! Snowshoe right off the steps and head up the canyon, build a snowman or drink warm drinks by the fire pit under the stars. STR # 000795

Guest favourite

A two-story townhouse is showcased against a backdrop of evergreen trees and a mountain landscape. The building features classic wooden siding with blue accents, while a paved road curves around its front, providing access to outdoor amenities.

Apartment in Leavenworth

4.95 out of 5 average rating, 40 reviews

Luxe Bavarian Retreat: in Town w/Hot Tub!

✨️February and March only: 35% off two nights or more - Weekday only ✨️Luxury & Location! This beautifully upgraded 2BR, 1.5BA townhouse merges modern comfort with alpine charm. Enjoy plush queen beds and optional single beds with organic cotton linens (sleeps up to 7), a spa-style bath w/ heated floors & rainfall shower, and a stocked gourmet kitchen w/ coffee & tea bar. Relax in the hot tub or on the shared BBQ patio—with free parking & just a short stroll to center of Leavenworth!

Superhost

An outdoor hot tub is situated under a covered area, surrounded by fresh snow and tall evergreen trees. The gentle steam rises from the water, creating a serene atmosphere against the winter landscape.

Guest suite in Leavenworth

4.91 out of 5 average rating, 379 reviews

Osprey Acres: Modern Suite, HotTub, Hiking Trails

If you desire a wonderland forest escape, you've come to the right place. Osprey Acres is a dreamy retreat that's perfect for isolation - it's next to the Wenatchee Natl. Forest in the quaint community of Plain, WA. Our property is nestled into nature. Just steps away, you'll discover private hiking and mountain bike trails. And you're within easy reach of Leavenworth, Stevens Pass Ski Resort, Lake Wenatchee and miles of mountain beauty. We open our home to people of all backgrounds.

Guest favourite

A rustic black house is set against a backdrop of vibrant yellow wildflowers and lush green grass. Towering pines dot the landscape, which rises gently towards distant mountains under a clear blue sky.

Chalet in Peshastin

4.93 out of 5 average rating, 107 reviews

Camas Creek Retreat

Chelan County STR Permit #323. One of only 10 in-holdings surrounded by the protected Camas Meadows Natural Area Preserve, the rustic off-the-grid house reflects the owners’ ecocentric and eclectic style. Enjoy the wildlflowers and elk while you drink coffee on the back deck. Bring your hiking shoes, skis, snowshoes, or mountain bikes and just head out the front door! After siesta, it's an easy drive to Leavenworth, where dinner at Yodelin and a night on the town await!

Superhost

The living area features modern furnishings, including a black sofa and an accent chair. A colorful area rug lies on the hardwood floor, with a potted plant and small table at its center. Natural light enters through large windows, enhancing the open design.

Flat in Winthrop

4.92 out of 5 average rating, 24 reviews

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.

Guest favourite

Townhouse in Winthrop

4.93 out of 5 average rating, 163 reviews

All Seasons Mountain Retreat-Ski in/out- WiFi 150

Ski in/ ski out, bike and hike to famous Methow cross-country trails and town! Fastest WiFi in Methow 148+Mbps 220 volt EV charger coming soon - request charger Close to everything you need, including trails, dining, cinema, and shopping. Modern conveniences in the pristine beauty of the Methow Valley - air conditioners, smart TVs, new appliances, new carpet, King size sleep number bed, a lovely patio, and a propane fireplace. Excellent place for families

Guest favourite

The exterior of the modern home features a combination of wood and dark siding, showcasing angular rooflines and large windows. A welcoming front porch with a wooden door is highlighted, while a gravel pathway leads to the entrance, flanked by landscaped vegetation.

Holiday home in Winthrop

4.96 out of 5 average rating, 120 reviews

Trailside vacation home—easy walk to Winthrop

Enjoy the central location in the heart of the Methow Valley from this fully equipped, family-friendly, trailside home! Truly a basecamp for adventures to North Cascades National Park, local nordic and back country skiing, hiking and mountain biking. An easy 15 minute walk to downtown Winthrop across a beautiful suspension bridge, a 5 minute walk to the grocery store and dining options makes this a prime location for your getaway!

Guest favourite

The exterior of a spacious two-story duplex is shown, featuring a warm wooden facade. A covered porch with seating and a gravel pathway is visible, alongside a landscaped area with a pine tree. The clear blue sky provides a bright backdrop.

Townhouse in Winthrop

5 out of 5 average rating, 26 reviews

Sunshine Station - 3 bedroom Winthrop Townhouse

Sunshine Station is a three bedroom duplex vacation home located in the Cascade Condominiums community in Winthrop, Washington. This highly convenient location is close to all of Winthrop's amenities including the Barnyard Cinema, Winthrop Rink, Arrowleaf Bistro, East 20 Pizza, Spring Creek Ranch Trailhead, and the Western Downtown. Head out of town in any direction to explore the best of the Methow at all seasons.

Superhost

A rustic cabin with a sloped roof and large front windows, features a welcoming porch with two Adirondack chairs. Surrounding vegetation adds greenery, while light filters through the trees. Clear blue skies complete the setting, highlighting the cabin's charming exterior.

Cabin in Winthrop

4.75 out of 5 average rating, 65 reviews

Little Bear Cabin-Dog Friendly&Close to Downtown!

A charming and very popular cabin (a dog friendly, legal, licensed nightly rental with a current Okanogan County health permit as required by law) is located in a quiet cul-de-sac w/mountain views in all directions. A short walk to the Winthrop Ice Rink and Town Trailhead, easy stroll to old west Winthrop boardwalk shops & eateries across charming pedestrian suspension bridge.

Guest favourite

A rustic cedar log cabin is nestled among towering evergreen trees, featuring large windows that offer views of the surrounding nature. The spacious deck extends outward, providing a welcoming outdoor area, while natural stone landscaping enhances the cabin's connection to its serene mountain setting.

Cabin in Leavenworth

4.89 out of 5 average rating, 104 reviews

Log cabin, large deck, views at Kahler Glen

An authentic cedar log cabin with mountain and golf course views! * Quiet location at Kahler Glen Golf Course. Leavenworth is 25 - 30 minute drive away. * 2 miles from stunning Lake Wenatchee, known for its family-friendly beach and swimming. * Cross country skiing, snow shoeing and sledding outside our back door. * 25 - 30 minute drive from Stevens Pass for downhill skiing.