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, 146 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 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, 177 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.

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, 312 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, 163 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

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

4.94 out of 5 average rating, 208 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

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, 256 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

4.97 out of 5 average rating, 154 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 a modern, light-grey house is presented, showcasing its simple architectural lines and large windows. Surrounding dried grasses sway gently, and expansive views of the landscape and mountains are visible in the background. A covered carport extends from the main structure.

Home in Winthrop

4.96 out of 5 average rating, 277 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.

Guest favorite

A two-story wooden townhouse with a natural stone foundation is set in a landscaped yard. The exterior features large windows on the upper level and a welcoming porch. Green shrubs and flowering plants add color to the well-maintained surroundings.

Townhouse in Winthrop

4.92 out of 5 average rating, 148 reviews

All Seasons Mountain Retreat-Ski in/out- WiFi 150

Ski in/ ski out, bike and hike to famous Methow cross-country trails and town! Fastest WiFi in Methow 148+Mbps 220 volt Tesla EV charger access May 1, 2025 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

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, 102 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.

Top guest favorite

Vacation home in Winthrop

4.97 out of 5 average rating, 104 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!

Superhost

The exterior of RiverSong Suites is displayed, featuring a rustic wooden structure with a metal roof under a partly cloudy sky. A sign with the name 'RiverSong Suites' is prominent, accompanied by landscaping that includes greenery and gravel pathways.

Apartment in Winthrop

4.89 out of 5 average rating, 101 reviews

Moon River Suite-River Views, Walk to Winthrop!

Enjoy a relaxing ground floor 1 bdm apartment (a legal, licensed nightly rental with a current Okanogan County health permit as required by law), with Queen bed and cozy Queen sleeper in Winthrop. Beautiful views up and down the Chewuch River. A Butler’s pantry allows basic cooking. Easy walk to downtown with restaurants, microbrewery and ski trails.