Family-friendly vacation rentals in Winthrop

Find and book unique family-friendly homes on Airbnb

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$43,927 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,180 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

  • 4.9 Average rating

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

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
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, 167 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

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, 183 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, 476 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 modern cabin with a wooden exterior is set against a mountainous backdrop. The outdoor area features a fire pit surrounded by seating, with sliding glass doors revealing the open living space inside. Lush green grass and garden elements add to the inviting outdoor ambiance.
Cabin in Okanogan County
4.97 out of 5 average rating, 213 reviews

Base Camp 49

Base Camp 49 is a purpose built micro resort of four two-bedroom nightly rental homes, sleeping up to 6 guests each. Located on the ski trails in the heart of Mazama and the bank of the Methow River. All cabins enjoy covered patios, propane fire pits, and stunning views. Each casita is tastefully furnished with modern décor making the perfect place to relax and build memories. The individual units are named after the nearby mountains: Goat Peak, Sandy Butte, Flagg Mountain and Lucky Jim Bluff.

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, 191 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
Cabin in Winthrop
4.85 out of 5 average rating, 146 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
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, 234 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
Barn in Winthrop
4.98 out of 5 average rating, 129 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
Cabin in Winthrop
4.98 out of 5 average rating, 180 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 modern cabin is framed by trees, featuring a combination of wooden siding and large glass windows. The open porch showcases comfortable seating and a ramp, providing easy access to the living space while offering views of the surrounding landscape.
Bungalow in Leavenworth
4.99 out of 5 average rating, 292 reviews

Camp Howard

Camp Howard, built in 2018, was designed to blend modern luxury into the expansive nature of Nason Ridge. The home sits 2000 feet above sea level, perched on top of 5 acres of ponderosa forest in the foothills of Cashmere mountain. The rarities of the Pacific Northwest are a short drive away: Alpine skiing 25 minutes to the west at Stevens Pass, Bavarian treats 20 minutes south in Leavenworth, and recreation at Lake Wenatchee just moments north. Chelan County STR 000476

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
4.96 out of 5 average rating, 129 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 favorite
Townhouse in Winthrop
4.92 out of 5 average rating, 174 reviews

All Seasons Mountain Retreat-Ski/WiFi 150

Ski in/out, bike and hike to famous Methow cross-country trails and town! Fastest WiFi in Methow 148+Mbps 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

Popular amenities for Winthrop family-friendly rentals

When is the best time to visit Winthrop?

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Avg. priceG$67,982 GYDG$73,629 GYDG$66,936 GYDG$56,477 GYDG$56,477 GYDG$58,569 GYDG$62,543 GYDG$59,824 GYDG$56,477 GYDG$58,150 GYDG$55,431 GYDG$64,216 GYD
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