Ski-in/Ski-out vacation rentals in Winthrop

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Top-rated ski-in/ski-out rentals in Winthrop

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Guest favorite

A modern cabin with a wooden exterior is set against a mountainous backdrop. The outdoor area features a fire pit surrounded by seating, with sliding glass doors revealing the open living space inside. Lush green grass and garden elements add to the inviting outdoor ambiance.

Cabin in Okanogan County

4.96 out of 5 average rating, 159 reviews

Base Camp 49

Base Camp 49 is a purpose built micro resort of four two-bedroom nightly rental homes, sleeping up to 6 guests each. Located on the ski trails in the heart of Mazama and the bank of the Methow River. All cabins enjoy covered patios, propane fire pits, and stunning views. Each casita is tastefully furnished with modern décor making the perfect place to relax and build memories. The individual units are named after the nearby mountains: Goat Peak, Sandy Butte, Flagg Mountain and Lucky Jim Bluff.

Guest favorite

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

4.9 out of 5 average rating, 277 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. 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 or see the moonlight laying over the white sparking snow. STR # 000795

Superhost

Guest suite in Leavenworth

4.91 out of 5 average rating, 354 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 favorite

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, 196 reviews

86 degree pool, 3 cabins, fenced acre all for you

-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 swimming pool early 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 favorite

Chalet in Peshastin

4.93 out of 5 average rating, 97 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!

Guest favorite

An aerial view of a two-story wooden house with a green roof is presented. The structure features an attached garage with two green doors. Surrounding the home, green grass and trees create a natural setting, complemented by a gravel driveway.

Townhouse in Winthrop

4.93 out of 5 average rating, 139 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 Tesla EV charger access May 1, 2025 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 favorite

Cabin in Leavenworth

4.91 out of 5 average rating, 92 reviews

Log cabin, large deck, views at Kahler Glen

An authentic cedar log cabin with mountain and golf course views! Golf, ski or simply relax. * 18 miles West of Leavenworth at Kahler Glen Golf Course. Quiet location. Leavenworth is 20 - 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.

Guest favorite

The cozy bedroom showcases wooden walls and ceiling beams, creating a rustic atmosphere. A spacious bed is centered under the peak of the roof, adorned with a patterned blanket. Natural light filters through a nearby window, with simple curtains providing a touch of charm.

Cabin in Leavenworth

4.95 out of 5 average rating, 201 reviews

Leavenworth Cabin w/ treehouse gazebo + spa

This charming and cozy 2 bedroom, 3 bathroom cabin for 4 with spa in treehouse/gazebo is a tranquil getaway in the woods, close to Leavenworth (30 min), lakes (10 min) and rivers. Hike (or snowmobile in winter) from the cabin to connect up to the miles of trails. Relax in the hot tub in the tree house gazebo. Stream movies on the TV, or use the Wii U. Foosball table upstairs. See below for more info. County STR permit 299

Guest favorite

The exterior of the cabin is framed by fresh snow and evergreen trees. A wooden porch with two chairs leads to the entrance, highlighting the rustic charm of the structure, which features a natural finish and large windows that invite daylight.

Cabin in Winthrop

4.91 out of 5 average rating, 304 reviews

Cub Creek Cabin, Methow Valley, WA

March Special! Entire month at Cub Crk Cabin for $1600. After your ski, come home to Cub Creek cabin and build a wood-fired sauna to warm yourselves up. Located 5 miles north of Winthrop- a small town with surprisingly good beer and eats- Cub Crk Cabin is just one mile from ski trailhead of the same name. A cat named Tater will show you the ropes, as long as you give him a bit of kibble each day. Book now!

Top guest favorite

A collage of images highlights the Riverfront Chalet, including inviting indoor spaces with natural light from large windows, and outdoor settings showcasing a deck with lounge chairs and scenic waterfront views. The fire pit area with seating is also visible, surrounded by trees.

Chalet in Leavenworth

4.97 out of 5 average rating, 108 reviews

Riverfront Chalet near Lakes, Mtns. & Leavenworth

Welcome to your next riverfront retreat! Wake up to breathtaking waterfront views, unwind by the fire, or dive into endless adventure near a beautiful mountain lake! <5 min: 🚣Rivers, 🪢Ziplines, 🐴Horse Rides, 🥾Hikes, 🚵 Biking, 🎣Fishing || <10 min: 🏖️Lakes, ⛳Golfing, 🍷Wine Tasting, 🛶Rafting, 🎿 Skiing || <30 min: 🥨Leavenworth, 🎢Alpine Coaster, 🧗Climbing, 🍺 Oktoberfest

Guest favorite

Home in Washington

4.88 out of 5 average rating, 120 reviews

Mazama Retreat @ Goat Wall: 3 Bedrooms + Huge Loft

Beautiful views of stunning Goat Wall flank this large rural home, and separately rented, attached studio, in the Mazama area of the Methow Valley, a short drive from miles of mountain biking, hiking and Nordic ski trails. You can ski and hike right out your door! North Cascades Nat'l Park is ~45 minutes drive, accessed by Highway 20 in the summer.

Guest favorite

A shared hot tub is situated in a wooden shelter, featuring natural stone accents and a stainless steel handrail. Surrounding the hot tub is a spacious deck, with views of lush greenery and colorful trees in the background, inviting a relaxing outdoor experience.

Cabin in Winthrop

4.95 out of 5 average rating, 350 reviews

Lovely Log Cabin on the River and MVSTA Trail

Our delightful log cabin is perfect for a Methow Valley get-away. We are tucked in a lovely grove of aspens, one minute walk to the Methow River, private sauna, shared hot tub & pool and MVSTA trail (1-2 minute walk/ski). The cabin has two bedrooms + a sleeping loft and a full kitchen.