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Winthrop vacation rentals

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Top-rated vacation rentals in Winthrop

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Skytop: Breathtaking views and easy walk into town

Whatever the season, Skytop is the ideal base for your Methow Valley adventures. This rustically modern, wheelchair-friendly cottage feels remote, yet downtown Winthrop is a mere quarter-mile away. The new second-story Treehouse Suite (which rents for an additional $100 a night paid directly to the owner) features a gas fireplace and freestanding tub, allowing a second couple or generation to enjoy their privacy while sharing Skytop's kitchen, dining and entertainment space. (Sorry, no pets.)

$193 per night
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Silverstar Bungalow- Downtown Winthrop

Deluxe private cabin with deck overlooking Downtown Winthrop. Sleeps up to 4 on lofted Queen bed & double foldout couch. Private kitchenette, sink, microwave, stove top, small fridge, & WIFI. Private ensuite bathroom.

$108 per night
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Modern Winthrop House & Studio Near Chewuch River!

With breathtaking views, a peaceful location, and upscale amenities, this Winthrop vacation rental is perfect for a romantic getaway. The 2-bedroom, 2-bath home features picture windows, a fully equipped gourmet kitchen, and an adjacent studio space. Just half a mile from town, this home offers privacy and convenience to shops, restaurants, and outdoor attractions including Methow Trails, Lost River Winery, and Pearrygin Lake State Park! Book 'Rain's End' for a memorable couple's retreat today.

$183 per night

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Stay near Winthrop's top sights

Photo of Winthrop Mountain Sports
Winthrop Mountain Sports6 locals recommend
Photo of Sheri's Sweet Shoppe
Sheri's Sweet Shoppe9 locals recommend
Photo of East 20 Pizza
East 20 Pizza12 locals recommend
Photo of Old Schoolhouse Brewery
Old Schoolhouse Brewery19 locals recommend
Photo of Methow Valley Ciderhouse
Methow Valley Ciderhouse5 locals recommend
Photo of Rocking Horse Bakery
Rocking Horse Bakery13 locals recommend

Winthrop cabin rentals

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Airy, Lofted Cabin on Stilts Overlooking Town
$84 per night
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Gardner View Cabin- Dog Friendly!
$84 per night
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  2. Winthrop
Bring Fido and Walk to Town!
$264 per night
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Cowboy Cabin... High on the hill and BIG on view!
$110 per night
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  2. Winthrop
Spring Creek Ranch Cabin
$272 per night
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Lovely Log Cabin on the River and MVSTA Trail
$254 per night
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  2. Winthrop
Running Wolf Studio trail access, pool/hot tub, private balcony
$140 per night
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  2. Winthrop
Aspen Hollow Cabin-Ski Trail Runs Thru Property!
$290 per night
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  2. Winthrop
Timber Wolf Cabin: One Bedroom
$190 per night
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Family Friendly Log House on Trail
$220 per night
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  2. Winthrop
Little Bear Cabin-Cozy&Close to Downtown!
$260 per night
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  2. Winthrop
Chickadee Log Home-Ski trail Runs through Property
$250 per night

Your guide to Winthrop

Welcome to Winthrop

This 1883 Gold Rush settlement has stuck to its guns, becoming an Old West theme town complete with Washington’s oldest legal saloon. The north-central mountain outpost of Winthrop is a jumping-off point for outdoor adventures in the glacially carved Methow (“Me-tow”) Valley, including lakes ideal for fly-fishing and paddling. Cross-country skiers will find the biggest system of Nordic trails in the country here.

Winthrop is also a popular base for the Pasayten Wilderness, 531,000 acres fringing the Canadian border. This rugged, remote area within the Okanogan-Wenatchee National Forest straddles the crest of the Cascades and has almost 150 mountains topping 7,500 feet. The contiguous states’ largest population of lynx live in this wilderness, among the moose, bighorn sheep, and gray wolves. With so much beauty all around you, don’t forget to look up in Winthrop. On clear nights, the tiny, low-lit Winthrop and its surroundings reveal a blaze of stars — and sometimes even the Northern Lights.


When is the best time to stay in a vacation rental in Winthrop?

Western Washington’s rainforests and lush maritime climate give way to high, dry steppes to the east. Winthrop sits at the northernmost edge of the “Sagebrush Sea” that once blanketed much of the American West. Expect heat and clear skies in summer, with cold settling in from mid-November to mid-February. July and August remain best for outdoor activities.

Events-wise, February brings a snowshoe softball tournament, while photographers swoon over March’s Winthrop Balloon Roundup. Check out May’s 49er Days, a festival of Western history. As the weather warms up, don’t miss mid-July’s Rhythm & Blues Festival. Round out the year with September’s Steampunk Rendezvous and a cowboy Christmas extravaganza in late November.


What are the top things to do in Winthrop?

Dry Falls

Dry Falls State Park, 109 miles southeast of Winthrop, shelters one of the most staggering landscapes along the Ice Age Floods National Geologic Trail. Ice dams near the modern border of Idaho and Montana burst repeatedly, sending wave after wave of water toward the Pacific. The biggest were equal to ten times the output of all the world’s rivers combined. Together they sculpted this 3.5-mile basalt chasm with a drop of 400 feet — which would’ve made Dry Falls wider and taller than Niagara Falls.

Shafer Historical Museum

Prospect for Western nostalgia with the Shafer Historical Museum’s collection of artifacts and historic buildings. Peer into Washington’s pioneer past through exhibits featuring sackcloth dresses, plows, windmills, and mining equipment.

TwispWorks

This cultural campus occupies an old ranger station, 9 miles south of Winthrop. It includes food trucks, a nursery, artist and artisan studios, and a free interpretive center honoring the original Native inhabitants of the area. Originally funded by anonymous donors, this dynamic project became self-sustaining after ten years in 2019.

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