Ski-in/Ski-out vacation rentals in Winthrop

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

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

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Top 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
4.97 out of 5 average rating, 184 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.

Top 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, 288 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

Top guest favorite
A modern cabin is surrounded by tall trees, featuring wooden siding that blends with the natural setting. Large windows allow ample natural light, while a welcoming front porch adds to the home's charm. Colorful flowering plants are seen in the foreground.
Home in Winthrop
5 out of 5 average rating, 21 reviews

Heron’s Landing

Come enjoy our home nestled in the Methow Valley - a spectacular and outdoor-oriented community at the foot of the North Cascades. Let our home be the basecamp for your hiking, skiing, running, and biking adventures. You will be within walking distance to the Methow Trails ski trails, and easy driving distance of bigger mountain adventure. After your day, we are confident that you will enjoy relaxing in our beautiful, recently built, and child-friendly retreat. We are excited to host you!

Superhost
The exterior of a modern cabin nestled amidst lush greenery features a covered deck. Two chairs are positioned on the deck, surrounded by vibrant purple and green foliage. A wooden log rests in the foreground, adding to the natural setting.
Guest suite in Leavenworth
4.91 out of 5 average rating, 374 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, 206 reviews

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 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
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, 103 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.
Apartment in Winthrop
4.95 out of 5 average rating, 20 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 favorite
A two-story wooden townhouse with a natural stone foundation is set in a landscaped yard. The exterior features large windows on the upper level and a welcoming porch. Green shrubs and flowering plants add color to the well-maintained surroundings.
Townhouse in Winthrop
4.92 out of 5 average rating, 153 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
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.
Vacation home in Winthrop
4.96 out of 5 average rating, 113 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!

Top guest favorite
An open living area showcases wooden beams and a stone accent wall surrounding a modern wood stove. A comfortable sofa is highlighted by colorful cushions, while a light coffee table sits at the center. Natural light filters through ample windows, illuminating the inviting space.
Cabin in Leavenworth
4.95 out of 5 average rating, 221 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
A large rural home is surrounded by lush greenery and tall trees, featuring a rustic wooden exterior. The structure has multiple levels, a covered porch, and large windows that provide natural light. The backdrop includes the towering Goat Wall mountain.
Home in Washington
4.89 out of 5 average rating, 140 reviews

Mazama Retreat @ Goat Wall: 3 Bedrooms + Huge Loft

Beautiful views of stunning Goat Wall flank this large rural 90's home, and separately rented, attached studio (you may have neighbors), 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
The log cabin's exterior features a sloped roof and large windows, allowing natural light to fill the interior. A small porch with a wooden railing showcases a table and chairs, while a charcoal grill is positioned nearby. Surrounding trees enhance the serene atmosphere.
Cabin in Winthrop
4.94 out of 5 average rating, 374 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.

Popular amenities for Winthrop ski-in/ski-out rentals

When is the best time to visit Winthrop?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$46,026 GYDG$47,072 GYDG$43,307 GYDG$44,353 GYDG$49,792 GYDG$51,884 GYDG$51,675 GYDG$46,445 GYDG$47,072 GYDG$46,863 GYDG$47,282 GYDG$42,051 GYD
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Quick stats about vacation rentals that are ski-in ski-out in Winthrop

  • Total vacation rentals

    Explore 20 vacation rentals in Winthrop

  • Nightly prices starting at

    Winthrop vacation rentals start at G$35,566 GYD per night before taxes and fees

  • Verified guest reviews

    Over 990 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Winthrop vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winthrop rentals

  • 4.8 Average rating

    Winthrop stays are highly rated by guests—averaging 4.8 out of 5!