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

PNW Hideout Cabin. Modern cabin in the woods!

Tucked away on 2.5 acres of wooded seclusion, the PNW Hideout blends modern amenities with nature. Walk 3 minutes to the beautiful River, drive 15 minutes to Lake Wenatchee, or enjoy all the wonderful activities just minutes away in Plain. High speed fiber internet makes the cabin a work-from-home paradise. Enjoy the spacious yard roasting marshmallows around the fire pit, soaking in the hot tub, or lounging inside with a wood burning fire. Located 20 miles from downtown Leavenworth. STR#000267

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.

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.

Designer A-Frame · Forest Hot Tub · Fire Pit

Looking for a family getaway, mini vacay/gathering, or immersing in nature? You will enjoy our newly renovated and spacious escape in Skykomish! Located near Stevens Pass Ski Resort (15 mins), our two-bedroom retreat accommodates up to 5 guests, perfect for family getaways or couple trip! Immerse yourself in modern amenities and cozy cabin vibes, unwind in the hot tub, and gather around the fire pit for s'mores. Whether you crave relaxation or adventure, this is your perfect place.

King Beds • Hot Tub • Views • Fire Pit • Fast WiFi

Escape to The Cascade Chalet—a recently built 3-bed, 2-bath mountain retreat with king beds located in the shadow of the Enchantment Peaks—ideal for small groups, families, or a romantic escape. Marvel at unmatched mountain views from the living room, porch, vintage ski lift swing, or hot tub. Stroll to Icicle Creek’s boat launch, the Fish Hatchery, or Icicle Ridge trail, then return to serenity. Just 7 minutes from downtown—close enough for excitement yet far from the bustle.

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.

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.