Vacation rentals in Winthrop

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Top-rated vacation rentals in Winthrop

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Top guest favourite
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, 164 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 favourite
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 homes in Okanogan County
4.96 out of 5 average rating, 331 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 favourite
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, 175 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 favourite
The exterior of a modern two-story structure is set against a backdrop of tall evergreen trees. The building features large windows, a welcoming porch, and a gravel driveway with parked vehicles. A tree with vibrant yellow-green foliage stands in the foreground.
Farm stay in Leavenworth
4.98 out of 5 average rating, 196 reviews

Peaceful Soujourn at Snowgrass Farm Stay

Snowgrass Farm Stay is a unique gem, beautifully situated in a small valley, 20 minutes from Leavenworth and 5 to Plain. This newly built apartment sits above a garage and overlooks Snowgrass Farm, which produces certified organic vegetables and fruit May through October. In the winter months outdoor adventures abound as we are on a forest service road with cross country skiing, snowshoeing and sledding, all accessed from your front door. Enjoy the solitude and beauty of this special place.

Guest favourite
The log cabin exterior is illuminated by warm lighting, showcasing a welcoming porch with overhanging eaves. Tall trees surround the cabin, and the soft glow from the windows enhances the secluded woodland setting at dusk.
Cabin in Winthrop
4.84 out of 5 average rating, 141 reviews

Alpine Woods cabin close to trails, ski in/out

Alpine Woods features a long driveway set back in the woods for a private feel. The cabin's open floor plan and high ceilings throughout make it feel spacious. The large backyard is great for outdoor games, socializing and relaxing. In winter the plowed, flat roads make for easy driving. Ski-in, ski-out access. Great location, close drive to North Cascade trails, Mazama (3.5 miles), Winthrop (11 miles) and the Methow Valley Community Trail and suspension bridge within walking distance.

Guest favourite
A serene landscape showcases rolling hills and a tranquil lake surrounded by mountains. Inside, a cozy bedroom features a bed adorned with patterned linens. A comfortable living area includes a leather couch and antique rocking chair. A modern kitchen offers essential appliances against a clean backdrop.
Townhouse in Okanogan
4.88 out of 5 average rating, 218 reviews

1BR Pine Cone Cottage - Okanogan WA (4 mi to Omak)

1BR Pine Cone Cottage is a bit of wild west and a bit of man cave shoehorned into a wee depression-era cottage in beautiful north central Washington State. Small but comfy, with wifi and smart TV (antenna/Netflix), western fiction/non-fiction, this is a NW history lover's ideal base camp. The region boasts great fishing lakes and is a hiker's paradise. Not suitable for children or the physically challenged. No pets (allergen-free space for family). Possible early checkin or late checkout.

Top guest favourite
A green lawn stretches across the scene, flanked by trees and flower beds. Two structures with green roofs are visible in the background near the river. A hammock is suspended between trees, providing a relaxing spot in this serene outdoor setting.
Guesthouse in Okanogan County
4.99 out of 5 average rating, 280 reviews

Bunkhouse on the River

Cozy and comfortable Studio w/ private entrance & 500' river front in Carlton, WA. Queen bed, WIFI, Dish Network TV, Toaster, Microwave, Coffee Pot, Keurig, Full size Refrigerator/Freezer. Sorry, no cooking inside, there's a Blackstone Propane Griddle on the deck with cookware. Walk in shower with glass doors. Private deck with seating, propane fire pit (usable winter only), hot tub. Enjoy the yard, hammock, pick fresh fruit (in season), follow the path to the river and fish (in season)

Top guest favourite
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, 107 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 favourite
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, 277 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 favourite
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
4.96 out of 5 average rating, 282 reviews

Artemisia: A 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.

Top guest favourite
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
4.97 out of 5 average rating, 116 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!

Superhost
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.
Earth homes in Orondo
4.81 out of 5 average rating, 1,445 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.

Popular amenities for Winthrop vacation rentals

When is the best time to visit Winthrop?

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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.

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 $109 CAD per night before taxes and fees

  • Verified guest reviews

    Over 5,840 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    90 of Winthrop vacation rentals include wifi 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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