Family-friendly holiday rentals in Chelan County

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.)

Contemporary Guesthouse in Town

"The Shedd" used to be a shed before our architect got a hold of it and turned it into a retreat for writing, reading, and napping. The 800 sq. ft. guesthouse has a bedroom, bathroom w/ walk-in shower, small kitchen, dining nook, sitting area, desk, wifi, and A/C. Even though it's just a 7-minute walk to the village, our place backs up to the wilderness, with great views of Tumwater Mountain and Icicle Ridge. Best of all, The Shedd has many windows and lots of fresh air and natural light.

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.

88° pool, 3 cabins, fenced acre, views

-max 6 people -max 2 dogs (non-shedding only) -enjoy your own mini glamping resort—3 cabins (essentially 1 cabin under 3 roofs all for you) -private, fully-fenced acre -heated swimming pool early April - late September. **note pool quietly serviced Tuesdays between 7 and 8:30am** -hot tub (all year) -short walk to trails, horse riding, cafe & bar at Sleeping Lady Resort -wi-fi, streaming TVs -EV level 2 charger -gas grill -fire pit & fireplace -fully-equiped kitchen -laundry room

Best Mountain View of the Cascades! DOGS Allowed!

Surround yourself with acres of forest with awe-inspiring views of the Cascade Mountain Range! My photos do not do it justice. You will enjoy peace and quiet in the Master bedroom suite, blocked off from the rest of the house (absolute privacy) and your own private door to access your deck outside. It includes your own private Master bathroom with two shower heads, heated floor, and two sinks. Warm up with the wood stove! Dogs Allowed! (WOOF!) Chelan County STR #000957

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.

Left of Leavenworth

Chelan County STR #000608 Our Little House on the Pond is ready for your relaxing get-a-way. Super-clean and comfortably updated, you will find this cozy home just outside of the Leavenworth crowds, but only a quick 12 mile drive to the town that celebrates everything. If you are in the area for hiking, biking, rafting, or one of Leavenworth’s many different festivals this is the perfect location.

Hot Tub + Pets | Secluded Cabin Near Leavenworth

*Secluded, Breathtaking Views on 13 acres; 10 Min drive to Leavenworth, 40 Min to Stevens Pass. 8-Person Hot Tub, Private Back Deck, BBQ, H, Gas Fire Pit,2 Pets; Gas Fire Pit, Indoor Fireplace *Near a train if people are sensitive to noise (it does not blow a horn) *Fully stocked kitchen, Bright & Open floor plan; Indoor Fireplace *Bunk bed space for kids; Board Games, Video Games, *Foosball Table

Hot Tub & River Views | Float, Fire Pit, Park

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