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

4.97 out of 5 average rating, 32 reviews

A side view of the resort cabin features a deck with two wooden chairs, surrounded by a grassy yard and smooth stones. Large windows provide natural light, and the exterior showcases a mix of dark wood and corrugated metal.

Home in Winthrop

Sunflower Resort Daisy Cabin ~ Queen/2 Twin XLs

Sunflower Resort Daisy is a modern, in-town, pet-friendly (Pet Fee Required,) fully-stocked 2 BR (Queen/2 Twin XLs), 1 1/2 bathroom, 1000 ft2 home. EV charging, step-free access, a large kitchen, 6-foot soaking tub, W/D, private deck, & latex mattresses. It is perfect for your group as 1 of 7 at the resort. It is a short 10-min. walk to downtown Winthrop & is right on the ski/bike trail. Our onsite day spa offers massage, yoga, luxury pedis & manis, hair salon, facials, naturopathy, and waxing.

A scenic view of the townhouse structure is presented, surrounded by lush green grass and tall trees. A tranquil pond reflects the building's red accents and vibrant foliage, with a manicured golf course in the foreground under a clear blue sky.

5.0 out of 5 average rating, 77 reviews

Mountain Adventure & Tranquility near Leavenworth

Welcome to our peaceful mountain haven. Relax and rejuvenate after a day of hiking, cycling, kayaking, x-country skiing, fishing, or golfing in this year-round mecca for mountain adventures. No matter the season gather your friends and family to make special memories. Or enjoy the charming Bavarian town of Leavenworth, Washington just 19 miles away. Stevens Pass is 30 minutes away for downhill skiing in the winter. We welcome guests of all races, faiths, and genders. LGBTQIA are welcome!

4.9 out of 5 average rating, 303 reviews

Loft in Leavenworth

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 suite in Leavenworth

4.91 out of 5 average rating, 402 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.

An outdoor area is featured with a hot tub, surrounded by tall evergreen shrubs and a wooden fence. A picnic table and a round dining table are positioned on stone paving, accompanied by black metal chairs. A barbecue grill is visible to the side, enhancing the outdoor experience.

4.97 out of 5 average rating, 119 reviews

Cozy Bavarian Getaway ~ 5* Location ~ Hot Tub!

Willkommen in Leavenworth! Our condo is a short walk from all of Leavenworth's best attractions, including local shops, restaurants, breweries, and more. Float the Icicle River, mountain bike the local trails, ski at the town Ski Hill, or simply relax and enjoy the mountain life. We are two blocks from the Leavenworth Adventure Park. Whether you're here for the stunning natural beauty or the town's famous Bavarian charm, our condo is the perfect place to call home during your stay.

4.97 out of 5 average rating, 222 reviews

Cabin in Leavenworth

Unique 3-Cabins, Hot Tub, Fenced Yard, Pool

Private mini glamping resort! Permit #000067 Perfect for families or groups, this property features 3 separate cabins—all yours—offering community space & hotel-style privacy. Nestled right by the iconic Sleeping Lady Resort in Leavenworth and just a short walk to trails, horseback riding, and a local cafe & bar. -max 8 people (no more than 6 adults 18+) -max 2 dogs (enjoy fully-fenced acre) -heated swimming pool open early April-late Sept. -hot tub (open all year) -EV charger

4.92 out of 5 average rating, 183 reviews

Townhouse in Winthrop

All Seasons Mountain Retreat-Ski/WiFi 150

Ski in/out, EV, bike and hike to famous Methow cross-country trails and town! Fastest WiFi in Methow 148+Mbps 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 Garage parking and EV charger upon advance request.

A vibrant town square is depicted, adorned with colorful flower baskets overflowing with various blooms. Sunlight shines down, illuminating the quaint buildings with wood accents and cheerful facades. A decorative lamp post adds charm, while benches invite relaxation among the lively scenery.

4.95 out of 5 average rating, 64 reviews

Walk to Village • Hot Tub • Luxury Retreat

✨️Luxe Bavarian Retreat! Stylish 2BR, 1.5BA townhouse sleeps up to 7 with plush queen beds and optional single pull-outs with organic linens. Family & group friendly. Enjoy spa-style bathroom with heated floors, a fully stocked coffee bar, and gourmet kitchen. Relax in the hot tub on the shared BBQ patio or take in the mountain views. Curated decor and thoughtful touches make this a true home-away-from-home. Short stroll to cafés, restaurants & Front Street.

5.0 out of 5 average rating, 28 reviews

Ski & Tee Condo: A cozy mountain sport basecamp!

A newly renovated, charming 2-bedroom 2nd floor condo nestled in the serene mountains near Lake Wenatchee. This idyllic retreat offers a perfect blend of natural beauty and modern convenience. The condo is situated on a picturesque golf course, providing stunning views of the lush green fairways and the surrounding mountain landscape. Golf in the summer, cross country ski local trails in the winter. In the middle of everywhere you want to be!

4.96 out of 5 average rating, 131 reviews

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

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!

4.89 out of 5 average rating, 110 reviews

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

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.