Vacation rentals in Winthrop

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Top-rated vacation rentals in Winthrop

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Guest favorite
A modern villa is positioned on a snowy hillside, surrounded by a winter landscape. The structure features large windows that reflect the panoramic views of the distant mountains and foggy valleys. A snowy path leads to the entrance, emphasizing the secluded location.
Villa in Waterville
4.96 out of 5 average rating, 451 reviews

Earthlight 6

The villa on top of the world! Earthlight™ is built high atop Pioneer Ridge near Orondo, Washington. With sweeping views of the Columbia River, our unique homes are specifically designed to experience the combination of luxury living and the beauty of nature. Relax in our hot tub while watching the sun descend behind the snowy mountains. Explore our wild trekking paths in spring and summer, and snowshoe through the hills in winter. Watch the deer wander by. Earthlight™ has it all, and then some.

Top guest favorite
The exterior of the Blue Pine Guest House is surrounded by tall evergreen trees, with a snowy landscape highlighting the cabin's rustic wooden structure. Large windows reveal a cozy interior, while a smaller outbuilding is visible nearby, creating a serene winter atmosphere.
Home in Mazama
4.93 out of 5 average rating, 161 reviews

★ Cozy Cabin in the Woods ★ near Mazama/Winthrop

Serene base camp in a forested neighborhood 3 miles from Mazama and 10 miles from the Old West town of Winthrop, WA. This 2-BR, 2-BA cabin is a perfect getaway for outdoor lovers, remote workers, and families seeking nature and tranquility What You’ll Love 🌲 Next to national forest 🚴‍♀️ Minutes from biking, hiking, climbing, fishing & rafting 🎿 Access to 200+ km of cross-country ski trails 🍂 Peaceful spring & fall escapes 💻 Fast, reliable internet 🎁 Welcome bottle of red from local winery

Top guest favorite
A charming guesthouse is set against a backdrop of rolling hills and lush greenery. Decorative landscaping includes various shrubs and flowers, with a clearly marked parking area visible in the foreground. The structure features a welcoming entrance with large windows and a sloped roof.
Guesthouse in Winthrop
4.96 out of 5 average rating, 172 reviews

Lovely 1-bedroom guest house, downtown Winthrop.

Enjoy the convenience of staying in town, but tucked away just far enough to create a peaceful stay while you explore the Methow Valley. We welcome you to the Sweet Grass Suite, your little sanctuary within a 2 minute walk across the Chewuch River to all the shops, restaurants and activities of downtown Winthrop. With a luxurious king bed and a sofa pullout couch, the guesthouse is best for a couple or close friends. We invite you to lodge with us and use our new guesthouse as your basecamp!

Top guest favorite
A serene landscape captures the beauty of the Columbia River valley at sunrise. A paved walkway leads towards a cottage, surrounded by meticulously maintained lawns and beds of flowers. Lush vineyards stretch across the horizon under a soft, pastel sky.
Cottage in Brewster
4.92 out of 5 average rating, 442 reviews

The Cottages at Lone Point Cellars

Escape to our private cottages, blending contemporary design & comfort against the stunning Columbia River valley. Each cottage features a cozy living space with a gas fireplace & sofa sleeper + a serene king suite with blackout blinds for deep sleep. The well-equipped kitchenette makes meals easy. Your stay is perfected by a spacious private deck, offering a spectacular 180-degree valley view. Enjoy the shared BBQ gazebo & expansive lawn for outdoor dining & fun. Your vineyard vacation awaits.

Top guest favorite
A tiny house is set among trees, featuring a wraparound porch with Adirondack chairs. The exterior showcases wood paneling and large windows, allowing for natural light. The roof is metal, contributing to the rustic appeal of the structure nestled within the natural surroundings.
Tiny home in Okanogan County
4.96 out of 5 average rating, 336 reviews

Lost River Tiny House

The Tiny House may be tiny, but she be fierce! It is packed full, inside and out, with all the things you need for a lovely unplugged stay in the North Cascades. Wake up to birds singing, take your coffee outside on the large wraparound deck and breathe in the fresh mountain air. After a day exploring, come back to enjoy a drink and some sort of treat you may have picked up from the Mazama Store. Please be aware that there is no WiFi! And you may not have cell coverage. Did we mention no WiFi?

Top guest favorite
A wooden deck features two Adirondack chairs positioned for enjoying views of the surrounding forest. Potted plants add natural color, while the Chewuch River can be seen flowing in the background, enhancing the tranquil outdoor setting.
Apartment in Winthrop
4.99 out of 5 average rating, 178 reviews

410 Bluff Street

410 Bluff Street is the upstairs of a comfortable home overlooking the Chewuch River located three blocks from downtown Winthrop. It is a private and quiet space with large windows providing generous views of the river habitat. With a deck overlooking the river below, this space offers the unique combination of intimacy with nature and the convenience of town living. If you have children (or are 3+ travelers) please pay special attention to the information and requests noted below. Thank you!

Top guest favorite
The exterior of the barn house is shown, featuring wooden walls and a welcoming entrance. A BBQ grill and a picnic table are visible in the grassy area, with decorative stones lining the space. The background includes rolling hills and distant mountains.
Barn in Winthrop
4.98 out of 5 average rating, 114 reviews

Private bedroom suite with office a mile to town

Our barn house is a unique and tranquil getaway, about a mile from town. We live up on the top level second floor and your all inclusive private space has one bed room, lounge area and full bathroom which is on the first floor. This is a working horse property so you will most likely hear farm noises and the sounds of horses outside your window. Enjoy a picnic area with a BBQ and picnic table provided. There is also a semi private sitting area by the willow tree with a fire pit.

Top guest favorite
A modern cabin is surrounded by a snow-covered forest, showcasing a spacious wooden deck. The roof is adorned with a layer of snow, while large windows offer views of the tranquil landscape. Nearby, chairs are placed on the deck, inviting relaxation in the serene setting.
Cabin in Winthrop
4.98 out of 5 average rating, 170 reviews

Cascade Cabin near Mazama/Winthrop

Cascade Cabin is nestled in a beautiful forested community located between Mazama and Winthrop. Our cabin features a modern chef's kitchen, spacious open living and dining area, 2 bedrooms and 1 bathroom. High speed Wifi is available for remote work, or just unplug and enjoy all the valley has to offer. Incredible XC ski trails and mountain bike trails, epic hiking, rock climbing and more surround us in the Methow Valley. 5 minutes to Mazama Store; 12 minutes to Winthrop.

Top guest favorite
A charming cabin exterior is framed by lush green trees. The spacious deck features multiple seating areas and is accessed by a set of wooden stairs. Large windows allow natural light to illuminate the interior space, enhancing the connection with the surrounding nature.
Cottage in Conconully
4.98 out of 5 average rating, 284 reviews

The Caboose in Conconully

This property is located on Salmon Creek in the historic town of Conconully Washington! There are 2 lakes within walking distance for fishing or swimming. There is also a grocery store, and 2 restaurants/bars. Plenty of fishing available on both lakes. If you need a fishing pole, just let us know. There are amazing mountains to explore and many nearby towns to visit. Our little town is full of deer for your viewing pleasure. We have a wonderful state park as well.

Top guest favorite
The exterior of the home is characterized by a modern design with a sloped roof and large windows. A covered carport extends from the structure, with a gravel pathway leading up to the entrance. Surrounding native grasses and shrubs highlight the peaceful, natural landscape.
Home in Winthrop
4.97 out of 5 average rating, 288 reviews

Artemisia: A Net-Zero Energy Home- Walk to Town

This light-filled home is the perfect escape. Artemisia is within walking distance of the cafes, restaurants, and shopping of Winthrop but feels miles away. After an active day of skiing, hiking, fly fishing, or just relaxing, you can kick back and take in the expansive views of Mount Gardner. Have dinner at one of the many nearby restaurants or stay in and take advantage of the well-stocked kitchen with induction range. It's a peaceful, laid-back gathering place.

Guest favorite
An exterior view of a dwelling features a rounded green door surrounded by a charming stone pathway. Colorful flower pots adorn the entrance, while a lush green hillside and a vibrant pink sky create a picturesque backdrop.
Earthen home in Orondo
4.82 out of 5 average rating, 1,480 reviews

The Hobbit Inn

In a quiet fold of the mountains above the great Columbia River lies a small curious dwelling built into the hill. Through its round green door you’ll find a snug room, a steady fire, and quiet enough to hear your thoughts. It was made for those who take joy in small comforts and simple work. Here, time lingers, tea tastes better, and the world feels just a bit larger beyond the door.

Top guest favorite
The exterior of the bungalow features wooden siding and large windows, surrounded by well-maintained green lawns and shrubs. A pergola extends over a stone pathway, providing shaded seating areas. The landscape is enhanced by gentle hills in the background, framed by trees.
Bungalow in Pateros
4.98 out of 5 average rating, 365 reviews

Charming Secluded Bungalow with River Views

Our charming little bungalow is tucked away in a corner of the equally charming town of Pateros. Perfect as a central location for local sightseeing, golfing, and outdoor recreation, or spending your days on the porch with your favorite drink and person watching the eagles and osprey over the beautiful Methow River.

Popular amenities for Winthrop vacation rentals

When is the best time to visit Winthrop?

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Avg. priceG$39,459 GYDG$39,249 GYDG$34,422 GYDG$34,212 GYDG$40,928 GYDG$42,188 GYDG$44,287 GYDG$43,447 GYDG$41,768 GYDG$38,410 GYDG$37,780 GYDG$41,768 GYD
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Frequently Asked Questions

  • What are the best places to stay in Winthrop?

    Stays around downtown Winthrop let you enjoy local shops, cafes, and galleries steps from your door. For more room and nature access, some travelers look for accommodations near the river or just outside town.

  • What are the best things to do in Winthrop with kids?

    Kids enjoy wandering the wooden boardwalks, visiting the Shafer Museum for hands-on exhibits, or stopping by the nearby ice cream shop. Outdoor activities like easy hikes, riverside picnics, or tubing are frequently suggested family adventures.

  • What are some of the best things to do in Winthrop?

    Explore Western-themed shops downtown, visit the Shafer Museum, or enjoy outdoor activities like hiking, mountain biking, and fishing in the Methow Valley. In winter, cross-country skiing is a highlight around Winthrop.

  • How is the weather in Winthrop?

    Winthrop has cold, snowy winters around 23–33°F (−5–0°C), with milder, drier summers reaching 89°F (32°C) and cool nights. Springs are comfortable and bring wildflowers, while autumn is often recommended for crisp air and colorful changes.

  • When is the best time to visit Winthrop?

    Late spring through early fall is often recommended for warm days, flower blooms, and festivals. Winter draws visitors for cross-country skiing, snowshoeing, and holiday-themed events in town.

  • What are the best places to visit in Winthrop?

    Winthrop has a Western-themed downtown with wooden boardwalks, the Shafer Museum with exhibits on local history, and art galleries displaying regional works. Nearby, the surrounding Methow Valley invites exploration in every season.

  • What are some hiking trails in Winthrop?

    Winthrop has hiking options like the paths at Pearrygin Lake State Park and routes along the Methow Valley Trail system. Many visitors also explore gentle riverfront walks near town.

  • What are some family activities we can do in Winthrop?

    Families can explore the Shafer Museum, play at local parks, try out horseback riding, or enjoy guided river trips. In winter, cross-country skiing and snowshoeing are popular ways to experience the outdoors together.

  • What are some of the best day trip ideas from Winthrop?

    Travelers frequently suggest exploring scenic state parks, visiting local art studios in nearby communities, or hiking in the greater Methow Valley region. Seasonal outings, such as wildflower walks or snowshoeing, are also popular.

  • Are there any pet friendly accommodations available in Winthrop?

    Winthrop has several pet-friendly accommodations, ranging from cabins to vacation rentals and boutique inns. Many are located near trails or parks where you and your pet can explore the area together.

  • What are some local tips for visiting Winthrop?

    Pack layers for changing weather and plan ahead for busy weekends during event seasons. Many visitors enjoy early morning walks along the river and sampling locally roasted coffee at small cafes.

  • What is Winthrop known for?

    Winthrop is known for its Old West-style downtown, extensive trail networks, and a welcoming community atmosphere. The town often draws outdoor enthusiasts year-round for activities like cross-country skiing and hiking.

  • What are the best hidden gems to explore in Winthrop?

    Around Winthrop, travelers often suggest exploring lesser-known art studios, quiet river spots, or scenic backroads with beautiful views. Visiting the Methow Valley Interpretive Center can add local perspective to your stay.

  • What are the best foods to try in Winthrop?

    Winthrop has locally roasted coffee, homemade ice cream, and scratch-made pastries that reflect the region’s flavors. Northwest-inspired dishes, including trout, salmon, and berry desserts, are frequently suggested by visitors.

  • What should I bring for a trip to Winthrop?

    Bring layers for shifting temperatures, sturdy shoes for hiking or walking, and sun protection in summer. In winter, pack cold-weather gear, and a reusable water bottle is always useful year-round.

  • What is the nightlife in Winthrop like?

    Winthrop has a relaxed nightlife scene with casual taverns, music nights at local venues, and small gatherings at breweries or wine bars. Outdoor fire pits and patio seating are common in warmer months.

  • What are the most popular events or festivals in Winthrop?

    Winthrop has annual celebrations like the Winthrop Balloon Roundup in early spring and the Winthrop '49er Days honoring Western heritage. In winter, the Methow Valley is known for cross-country ski and fat bike festivals.

  • Are there family friendly vacation rentals in Winthrop?

    Many vacation rentals around Winthrop are family friendly, providing options like multiple bedrooms, kitchens, and outdoor spaces. Some stays are near parks or offer easy access to local trails for family adventures.

All about 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.

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.

Quick stats about vacation rentals in Winthrop

  • Total vacation rentals

    Explore 90 vacation rentals in Winthrop

  • Nightly prices starting at

    Winthrop vacation rentals start at G$18,890 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,110 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Winthrop vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Winthrop rentals

  • 4.8 Average rating

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

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