Family-friendly holiday rentals in Leavenworth

Luxury Black Forest Cabin near Leavenworth

STR Permit #000582 This luxury Black Forest–style cabin is located just 20 minutes from Leavenworth, near Coles Corner, with easy year-round access. 🛏️ Sleeps 6 - 3 bedrooms (3 king beds, each has a bathroom) 🛁 Private hot tub, forest view deck & firepit 🌲 2.5 wooded acres, peaceful & private 🔥 Fireplace, Smart TV, fast Wi‑Fi 🍳 Fully equipped kitchen + outdoor grill 👤 On-site caretaker in a separate ADU ensures a smooth and enjoyable stay 🔌 Tesla charger Max guests: 6, including children

Grinning Bear Cabin

Grinning Bear Cabin is nestled in the beautiful Plain Valley 25 min outside of Leavenworth. This 2+bedroom, 2-bath home easily sleeps 4 and is set on 2/3 of acre. It offers a comfortable kitchen, hot tub, AC, heated bathroom floors, and ample space for family gathering and games. Grinning Bear Cabin allows you to escape into Chelan Co located between two ski resorts to enjoy downhill & XC skiing, snowboarding, hiking, mtn & road biking, fishing, and water adventures. Caretaker lives nearby.

Outlook Cabin

Experience The Outlook Cabin. Nestled atop a secluded hill, our unique cabin offers an unforgettable escape with breathtaking views of the valley below. The cabin itself is a rustic haven with modern comforts. The living space features large windows that frame the landscape like living art. Imagine cozy evenings by the fireplace, surrounded by the charm of exposed wooden beams and glow of ambient lighting. -30 minutes from Leavenworth -20 minutes from Chelan -Walking distance from City parks

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.

Osprey Acres: Modern Suite, HotTub, Hiking Trails

If you desire a wonderland forest escape, you've come to the right place. Osprey Acres is a dreamy retreat that's perfect for isolation - it's next to the Wenatchee Natl. Forest in the quaint community of Plain, WA. Our property is nestled into nature. Just steps away, you'll discover private hiking and mountain bike trails. And you're within easy reach of Leavenworth, Stevens Pass Ski Resort, Lake Wenatchee and miles of mountain beauty. We open our home to people of all backgrounds.

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

Mountain Tower Cabin Near Lake Kachess

Welcome to the Mountain Tower Cabin. The most unique place to stay in the heart of the Cascades, blocks away from Lake Kachess. Enjoy a private 4+ acre lot in a 5-story tower with amazing views. Truly one of a kind! Soar 55 ft in the trees as you overlook the Cascades and Lake Kachess. Relax in many areas of this unique craftsman tower. Countless nearby hikes and trailheads, along with a peaceful 5-minute walk to the beach directly from the tower property.

Ponderoost - Idyllic Rustic Modern Log Cabin

Charming, cozy, warm log cabin meets comfort, luxury, hygge design, and state of the art amenities! Our cabin has 2 master en suites, an additional bedroom + loft, a great room designed for entertaining, a fully equipped chef’s kitchen, a hot tub, fire pit, and partial river views. Located in the Ponderosa - 5 min from the charming town of Plain, 20 min from Leavenworth & 30 min to Stevens Pass Ski Resort - this family friendly cabin has it all!

Mountain View Retreat

Escape to our Lovely Mountain Retreat on the edge of town. Stay cool with A/C throughout while you enjoy the premium furnishings and a fully stocked kitchen. Snuggle up around the fireplace after a day of exploring and play some games. Walk across the street to the Adventure Park! Just a 15 minute stroll to town. A true slice of heaven in Leavenworth. We call it our "Cabindo" because it's a condo that feels more like a Cabin:) You'll love it!

Midcentury Cabin with Private Hot Tub

Welcome to a charming blend of midcentury design and mountain serenity. Nestled amongst the lush trees, our cabin offers a peaceful escape where you can unwind in style. Picture yourself relaxing in the private hot tub as you take in breathtaking forest views. With a pet-friendly policy, your furry companions can join the adventure too. Ready for a rejuvenating retreat? Secure your stay now! Permit Number: 000634

River View | 2 King Beds + 25 Min to Leavenworth

*25 min to Leavenworth, WA, Winter is coming! *Cozy cabin, 2 King Beds, open floor plan for a comfortable stay. *Ideal for couples & families; 30 steps to playground, pickleball, & baseball. *5 min to Plain, WA, 30 min to Stevens Pass for skiing and snowboarding. *2-minute walk to the Wenatchee River, playground, and pickleball court *Endless outdoor adventures: hiking, cross-country skiing, sledding, and more.

Downtown Leavenworth Hideaway- Rare Openings!

Welcome to Stones Throw Cottage! Located just a stones throw from downtown Leavenworth. You'll have easy access to the dining, entertainment and festivities of our beloved Bavarian mountain town. Enjoy relaxing mornings in this cozy cottage space as you prepare for your day of hiking, sightseeing, or exploring this stunning nook of the cascade mountains.