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
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, 161 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, 326 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, 171 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
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, 217 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
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.

Guest favorite
A charming cottage exterior is presented, featuring a spacious deck with a shade umbrella and table, surrounded by flowers and greenery. The wooden structure includes large windows and exterior accessories, with a pathway leading through the lawn to the entrance.
Cottage in Tonasket
4.92 out of 5 average rating, 174 reviews

Okanogan River Guest House in Tonasket

Welcome to our newly renovated and enlarged 1 bedroom, 1 bath cottage in Tonasket with a full size pullout couch bed in the living room and a queen size bed in the bedroom. It is a 5 minute walk into town and the property is surrounded by orchards and the Okanogan River, and our 1 acre includes chickens in a fenced pasture, as well as 2 small dogs and a cat. You will hear rural sounds of farmers, some highway noise, and the peace of nature on the river. No pets please.

Guest favorite
The bedroom area is furnished with a spacious wooden bed adorned with a colorful quilt and pillows, complemented by two bedside lamps. A cozy sofa sits opposite, with a decorative area rug adding warmth to the wood floor. A vibrant artwork hangs above.
Apartment in Winthrop
4.89 out of 5 average rating, 170 reviews

Riverside Avenue Retreat in Downtown Winthrop

Riverside Avenue Retreat(a legal, licensed nightly rental with a current Okanogan County health permit as required by law) is located right in the heart of downtown Winthrop, and is close to the old western boardwalk, shops and eateries. It is a complete apartment suite where you can stay for awhile. There is a King bed, a gorgeous fireplace setting, Smart TV and a comfortable Queen size sofa sleeper, and so much more. Shared parking is available behind building.

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, 271 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 cabin features a spacious wooden deck surrounded by trees. Comfortable seating arrangements include black Adirondack chairs and red dining chairs, inviting relaxation. Warm lighting accents the roofline, enhancing the connection to the natural setting.
Cabin in Winthrop
4.98 out of 5 average rating, 163 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 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.

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, 280 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.

Top guest favorite
The guest cottage features a rustic wooden exterior with a red front door. A small porch area includes a table and chairs, inviting outdoor relaxation. Surrounding greenery and a gravel path complement the natural landscape, with hills and trees visible in the background.
Cottage in Pateros
4.92 out of 5 average rating, 105 reviews

Cozy Cottage at The Lazy Daisy Ranch

Welcome to The Lazy Daisy Ranch! Located 8 miles up the Methow Valley, this guest cottage sits apart from the main house on our 65 acre ranch overlooking the Methow River, surrounding foothills, and our mini farm complete with chickens, fruit trees, and a large garden. The cottage has an outfitted kitchenette and both indoor and outdoor dining areas. This is the perfect place to enjoy a bit of country life close to all your favorite outdoor activities.

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, 113 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!

Popular amenities for Winthrop family-friendly rentals

When is the best time to visit Winthrop?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR5,231 ZARR5,422 ZARR4,019 ZARR4,677 ZARR4,677 ZARR4,850 ZARR4,712 ZARR5,110 ZARR5,075 ZARR4,850 ZARR4,677 ZARR4,850 ZAR
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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 R2,771 ZAR 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!