Family-friendly vacation rentals in Winthrop

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Top-rated family-friendly rentals in Winthrop

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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, 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 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, 330 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, 173 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!

Guest favorite
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, 139 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 favorite
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 favorite
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, 279 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 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, 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 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, 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 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
4.96 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.

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, 156 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

Top 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
4.97 out of 5 average rating, 115 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.
Earthen home in Orondo
4.81 out of 5 average rating, 1,438 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 family-friendly rentals

When is the best time to visit Winthrop?

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Avg. priceG$63,173 GYDG$65,474 GYDG$48,530 GYDG$56,479 GYDG$56,479 GYDG$58,571 GYDG$62,546 GYDG$59,826 GYDG$56,479 GYDG$58,571 GYDG$56,479 GYDG$58,571 GYD
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Quick stats about vacation rentals that are family-friendly in Winthrop

  • Total vacation rentals

    Explore 30 vacation rentals in Winthrop

  • Nightly prices starting at

    Winthrop vacation rentals start at G$33,469 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,940 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Winthrop vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winthrop rentals

  • 4.9 Average rating

    Winthrop stays are highly rated by guests—averaging 4.9 out of 5!