Family-friendly holiday rentals in Leavenworth

On The River

A River Runs Through It is your mountain retreat on the Skykomish/Tye river in the quiet neighborhood of Timberlane Village. Close to hiking trails, river rafting, Stevens Pass ski area (15 mins) and from Leavenworth (45 mins) you’ll love this cabin for its river views/sound, wooded property, secluded location, and cozy features like the wood stove, king size beds, cedar paneling throughout the home. A couples getaway, a solo adventure, or a family vacation, this cabin never ceases to impress.

Chalet on 5+ Acres

Please note: a rental that includes December 5, 6, 12, 13, 19, 20, 24, 25, 26, 27, and 31 requires a 3 night minimum stay. For rentals in December only: check-in is @ 3:30 and check-out is @ 10:30. Our place is 1.5 miles to town and good for couples, families (with kids), and furry friends ($30 per pet/night as a separate charge). You'll love the beautiful views of Sleeping Lady Mountain and the open-concept floor plan. Third and 4th beds are queen beds in loft. Garage & office not included.

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.

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

HOT TUB, Mountain Views, In-Town Studio Retreat

Relax in luxury. This studio space is two blocks from downtown, yet blissfully quiet. Private outdoor hot tub and private patio screened in with beautiful cedar fencing and a row of cedar trees. Mountain views from the tub/patio and very quiet. Private entry to suite. Glass tile double shower with plenty of hot water. King size bed and flat screen/Netflix. Sink, mini-fridge, and dishes to keep your local goodies refrigerated or enjoy after a soak. Coffee/tea and snacks provided.

Cozy log home w/ hot tub - walk to town! Sleeps 6

Escape to our cozy handcrafted log home retreat, the perfect all-season place to get away and unwind. Our private and charming craftsman log home sleeps 6 and has a cozy cabin feel, yet it has all the amenities to guarantee a comfortable stay. The comfortable furnishings blend seamlessly with the log-home vibe, and there is plenty of room to lounge and relax or play games and catch up with friends. There is roomy outdoor space, & it is in a prime location to explore the area.

Mountainscape Sanctuary

Just two miles from the main intersection in Leavenworth you will find our bright, cheerful sanctuary. This studio is the perfect basecamp for all of your outdoor adventures! The home is on a flat acre with a beautiful deck and hot tub facing the mountains! We welcome anyone who is interested in enjoying all that Leavenworth has to offer including the pristine rivers, spectacular mountain hikes and the famous Bavarian Village of Leavenworth. STR#: 000031

Bright, clean downtown Leavenworth loft

Our loft is the perfect place to stay while visiting Leavenworth. Our quiet neighborhood is just 1 block from Leavenworth's restaurants and shops. Local walking trails and river beaches are accessed right across the street. You'll enjoy having your own private entrance and parking spot. We offer self check-in and are low key hosts! We love our community and are here to answer any questions you may have and can recommend places to eat and trails to enjoy!

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.