Family-friendly holiday rentals in Leavenworth

Addy Acres Amazing Mountain Views, Hot Tub, Hiking

Escape to this mountain modern guest house, a perfect blend of serenity and convenience. Only 2 miles to Front Street to enjoy dining, shopping, and activities. Yet, once you're on the property, you'll feel the tranquility while taking in breathtaking mountain views from the house, deck, hot tub, or lawn. Immerse yourself in nature with hiking trails like Icicle Ridge or Fish Hatchery right outside your door. A short walk to nearby Sleeping Lady resort for dining, spa treatments, and exploring.

New~ Custom Cabin Mountain View Walk to town

Escape the ordinary & come experience Leavenworth Bavarian Village. The Pacific Crest Cabin is nestled among the Cascade mountains & is the perfect base for exploring! The village is minutes away by car, but... if you like to walk, take the trail along blackbird Island to town. Enjoy the cutest boutiques or grab a bite to eat! (Lots of restaurants to choose from). Seeking adventure.... golf, zip line, kayaking or paddle boarding are nearby. Leavenworth truly has something for everyone!

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.

The Overlook - Modern Leavenworth Cabin

Ready to make your friends jealous? With a retractable wall for indoor/outdoor living, a real wood burning fireplace, unreal views of the river, this modern cliffhanging home above the Wenatchee river and in the heart of Leavenworth (only a 2min drive to town!) this cabin will help you unwind and relax! The heat lamps on the deck during the winter or the a/c inside during the summer, you are sure to enjoy your stay at The Overlook **SNOW ADVISORY** please make sure your car is AWD or 4WD.

Wunderbar Condo-Best Views in downtown Leavenworth

These gorgeous condominiums are located on the top three floors of a five story building. Easy access from parking via an elevator and access to Front Street from the 4th floor entrance. Please keep in mind that views, furnishings and flooring may vary slightly from unit to unit. You will be on the 3rd, 4th or 5th floor. The units overlook the Wenatchee River and the Cascade Mountains. The listed is based on 4 guests. Extra guests over 12-years-old are an additional $15+tax/guest.

Bunk Haus - Best View in Town

STR#000952 If you are looking for a cozy, comfortable place to come back to after your adventures in Leavenworth, this is the place for you. Not only is the space the perfect hideaway, we are also surrounded by beautiful fields and a scenic mountain backdrop. This space is a loft above our garage. You will need to walk up 16 stairs to enter the unit. We do allow pets, but if you are bringing more than one, we will require a $25 fee that will need to be paid upon arrival.

Camp Howard

Camp Howard, built in 2018, was designed to blend modern luxury into the expansive nature of Nason Ridge. The home sits 2000 feet above sea level, perched on top of 5 acres of ponderosa forest in the foothills of Cashmere mountain. The rarities of the Pacific Northwest are a short drive away: Alpine skiing 25 minutes to the west at Stevens Pass, Bavarian treats 20 minutes south in Leavenworth, and recreation at Lake Wenatchee just moments north. Chelan County STR 000476

Pine Sisk Inn

Explore Pine Sisk Inn, an entire, private 1-bedroom apartment that is walking distance to downtown Leavenworth. Fully furnished with a stocked kitchen, comfy queen bed, 3/4 bath, and a living room with a large screen TV. Book now for a convenient and comfortable stay. You will have a private entrance to a peaceful retreat a short walk from the vibrant downtown area. You will not have to compete for parking! As one guest said, "I felt like a local!"