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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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 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, 462 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 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, 182 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
A cozy living room features a stone fireplace as a focal point, opposite a comfortable seating area. Large windows allow natural light to fill the space, and a dining area with wooden furnishings is visible in the background. An inviting atmosphere is created by the warm tones and textures.
Home in Winthrop
4.97 out of 5 average rating, 116 reviews

The Bournhouse~ cozy home on the river in Winthrop

The whole group will enjoy easy access to everything from this centrally located home, located in downtown Winthrop. Private, spacious, and comfortable, this beautiful Methow home will provide everything you need to enjoy your stay. Walk across the bridge to enjoy the restaurants and shops of Winthrop, or stay in and listen to the peaceful sounds of the river. Lots of space for parking, outdoor gear and breathing room! A perfect location to gather with your best friends and family.

Guest favorite
An open common area showcases a modern kitchen featuring wooden cabinetry and a kitchen island with seating. A spiral staircase leads to the loft space above. Cozy furnishings include a red armchair and acoustic instruments displayed on the walls.
Cabin in Winthrop
4.95 out of 5 average rating, 227 reviews

Three Brothers Cabin

Minutes to Mazama and 10 mins to Winthrop. EV charger J1772 You will be surrounded by hundreds of miles of XC trails, biking, hiking trails, beautiful lakes and rivers. Easy flat winter access. Our cabin was build in 2018 with traditional cabin feel done in a modern way. Gourmet kitchen, 3 bd, 2 bath, large open common area, dining room, open loft with TV, and foosball table. AC. Dog friendly with approval but pets do require extra cleaning, we ask for a pet fee of $80 per Dog.

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, 119 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, 294 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, 291 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
The exterior of Liberty Lodge is framed by tall pine trees, showcasing large windows that invite natural light. A cozy hammock is positioned among the trees, while a propane grill and outdoor seating are visible on the patio, offering a peaceful retreat in the forest.
Cabin in Winthrop
4.97 out of 5 average rating, 104 reviews

★ Peaceful Forest Cabin ★ near Mazama/Winthrop

Relax and unwind at this quiet home-away-from-home. High-speed internet is available if you plan on working. Then step outside to enjoy the outdoor adventures at your doorstep. Liberty Lodge is located in a friendly neighborhood on the edge of the National Forest. Although shops and restaurants are only a five- to ten-minute drive away, the area feels peaceful and secluded.

Guest favorite
A cozy living area features a comfortable sofa adorned with a decorative blanket. A wooden rocking chair is positioned beside a round coffee table, creating a welcoming space. Soft lighting from lamps brightens the room, while a gas fireplace adds warmth. Windows offer natural light and views.
Cabin in Winthrop
4.9 out of 5 average rating, 127 reviews

#7 / River Pines Inn - River Cabin (Dog-Friendly)

Welcome to River Pines Inn, a riverside retreat in the Methow Valley where we've welcomed guests for the past decade. At the eastern gateway to North Cascades National Park, River Pines Inn is ideal whether you're seeking solitude or adventure. We look forward to hosting you on your visit to Winthrop!

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, 389 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.

Top guest favorite
A charming wooden cabin sits nestled among tall trees, showcasing a warm exterior with large windows that invite natural light. The deck is accessible and features a railing, providing a peaceful spot to enjoy the surrounding wooded landscape.
Cabin in Winthrop
4.97 out of 5 average rating, 260 reviews

Cozy cabin close to Mazama and Winthrop

Hillside Hideaway is tucked away in a peaceful wooded community and borders the Okanogan-Wenatchee National Forest. This charming and cozy cabin was built in 2018 and is ready to host you and your family/friends in the beautiful Methow Valley! We look forward to hosting you!

Popular amenities for Winthrop family-friendly rentals

When is the best time to visit Winthrop?

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Avg. priceﺩ.ﺇ1,194ﺩ.ﺇ1,293ﺩ.ﺇ1,175ﺩ.ﺇ992ﺩ.ﺇ992ﺩ.ﺇ1,028ﺩ.ﺇ1,098ﺩ.ﺇ1,050ﺩ.ﺇ992ﺩ.ﺇ1,021ﺩ.ﺇ973ﺩ.ﺇ1,127
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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 ﺩ.ﺇ698 per night before taxes and fees

  • Verified guest reviews

    Over 2,130 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 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

  • 4.8 Average rating

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