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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Top 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, 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 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, 172 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 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, 443 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 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, 336 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, 178 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 favourite
Cabin in Winthrop
4.85 out of 5 average rating, 142 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
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, 170 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, 286 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 bungalow features wooden siding and large windows, surrounded by well-maintained green lawns and shrubs. A pergola extends over a stone pathway, providing shaded seating areas. The landscape is enhanced by gentle hills in the background, framed by trees.
Bungalow in Pateros
4.98 out of 5 average rating, 365 reviews

Charming Secluded Bungalow with River Views

Our charming little bungalow is tucked away in a corner of the equally charming town of Pateros. Perfect as a central location for local sightseeing, golfing, and outdoor recreation, or spending your days on the porch with your favorite drink and person watching the eagles and osprey over the beautiful Methow River.

Guest favourite
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
4.89 out of 5 average rating, 123 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!

Popular amenities for Winthrop family-friendly rentals

When is the best time to visit Winthrop?

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Avg. price$429 AUD$445 AUD$330 AUD$384 AUD$384 AUD$398 AUD$425 AUD$406 AUD$384 AUD$395 AUD$377 AUD$436 AUD
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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 $213 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,040 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Winthrop holiday 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!