Family-friendly holiday rentals in Winthrop

Skytop: Breathtaking views and easy walk into town

Whatever the season, Skytop is the ideal base for your Methow Valley adventures. This rustically modern, wheelchair-friendly cottage feels remote, yet downtown Winthrop is a mere quarter-mile away. The new second-story Treehouse Suite (which rents for an additional $100 a night paid directly to the owner) features a gas fireplace and freestanding tub, allowing a second couple or generation to enjoy their privacy while sharing Skytop's kitchen, dining and entertainment space. (Sorry, no pets.)

Hot Tub Cool Views: Roaring Creek Cabin

The Roaring Creek Cabin offers a getaway nestled in the North Central Cascades perfect for groups and families in need of some time in the woods. The rustic atmosphere is accentuated by vaulted ceilings with lots of natural light and mountain views via the wide windows, the home's wood and stonework, as well as perks like your own private hot tub. The cabin is on 20 acres of private meadows and forest with a network of trails adjacent to 500 acres of protected public BLM land. Pet friendly!

Modern Cabin Near Leavenworth & Lake Wenatchee

Your home base for outdoor adventures near Lake Wenatchee, Leavenworth and Stevens Pass. Cabin is just across the road and has trail access to beautiful Lake Wenatchee. In the summer, hike, bike, float the Wenatchee river, golf at Kahler Glen or hang out at the state park beach. In the winter snow shoe and cross country ski at the state park, ski at Stevens Pass 20 miles away and head to Leavenworth for a slice of Bavaria. Then soak in the hot tub and cozy up in front of the fireplace.

Port Cabana - Unit 3

Welcome to your own private oasis in beautiful Lake Chelan! Our cozy one-bedroom cabana is the perfect escape for couples or small families. Relax and unwind in the comfort of your own full kitchen and outside pool. Take in the stunning lake views from your private deck, or venture out and explore all that Lake Chelan has to offer. Whether you're looking for a romantic getaway or a fun-filled family vacation, our cabana has everything you need for the perfect stay

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

Newly Remodeled | River Views, Hot Tub & Fire Pit

*Cozy cabin with an open floor plan for a comfortable stay. *Prime location: 25 min to the Bavarian town of Leavenworth, 5 min to Plain, WA. *30 min to Stevens Pass for skiing and snowboarding. *Wenatchee River across the street—perfect for floating. *Endless outdoor adventures: hiking, zip-lining, sledding, and more. *Ideal for couples & families; 30 steps to playground, pickleball, & baseball.

Mazama Retreat @ Goat Wall: 3 Bedrooms + Huge Loft

Beautiful views of stunning Goat Wall flank this large rural home, and separately rented, attached studio, in the Mazama area of the Methow Valley, a short drive from miles of mountain biking, hiking and Nordic ski trails. You can ski and hike right out your door! North Cascades Nat'l Park is ~45 minutes drive, accessed by Highway 20 in the summer.

Katy's Riverside Cottage

Enjoy cross-country ski trails, hiking,or just relax in front of the cozy electric fireplace and watch shows via Roku or one of the many DVD's available.High speed internet provided if you need to catch up on work.The Plain Hardware store has great espresso & its only a 5 minute walk. Chelan Co STR permit #000112. 4 guest max.

Lovely Log Cabin on the River and MVSTA Trail

Our delightful log cabin is perfect for a Methow Valley get-away. We are tucked in a lovely grove of aspens, one minute walk to the Methow River, private sauna, shared hot tub & pool and MVSTA trail (1-2 minute walk/ski). The cabin has two bedrooms + a sleeping loft and a full kitchen.