Family-friendly holiday 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 favourite
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, 160 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 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 home in Okanogan County
4.96 out of 5 average rating, 335 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?

Guest favourite
A modern home sits against a backdrop of rolling hills, with a sunset sky displaying soft hues. Two chairs are positioned on a stone patio, providing a space for relaxation and enjoying the expansive views of the surrounding landscape.
Home in Pateros
4.96 out of 5 average rating, 132 reviews

Scenic Mountain Cabin, Modern - Incredible Views

Methow valley custom home, far above the Methow river and Columbia valley. Nearly 360 degree views - west into the Sawtooth mountains, north up the Methow river and North Cascades and East to the Columbia river and eastern wheat fields. You get the whole place to yourselves, lots of privacy and quiet, at the top of the mountains. We have recently expanded the patio in the front to 300+ square feet, with a gas BBQ and a new picnic table. It's a great place to hang out, morning or evening.

Top guest favourite
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
4.98 out of 5 average rating, 111 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 favourite
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, 222 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 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, 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 favourite
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, 169 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 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, 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 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
4.97 out of 5 average rating, 287 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 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.
Holiday home in Winthrop
4.96 out of 5 average rating, 120 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!

Guest favourite
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, 1,478 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.

Guest favourite
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.

Popular amenities for Winthrop family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Winthrop

  • Total holiday rentals

    Explore 30 holiday rentals in Winthrop

  • Nightly prices starting at

    Winthrop holiday rentals start at $191 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,040 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Winthrop holiday rentals include wifi 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!