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

Kitchen · Family · Access

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.

Family · Indoor spaces · Hot tub

Sky Hütte: Nordic cabin with cedar barrel hot tub

Welcome to "Sky Hütte", nestled in the Central Cascades of WA! Our 2BR cabin surrounded by old-growth evergreens blends modern comforts and Nordic charm. Immerse yourself in the cedar barrel hot tub or discover quaint Skykomish, nearby. A stone's throw from Steven’s Pass and abundant hiking and outdoor activities, Sky Hütte offers a year-round escape. A short drive from Seattle, SEA airport, and the enchanting town of Leavenworth. Your adventure awaits—book now for an unforgettable getaway!

Kitchen · Family · Biking

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.

Kitchen · Family · TV

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.

Family · Kitchen · Accuracy

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.

Family · Kitchen · Walkability

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

Kitchen · Family · Getting around

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!

Indoor spaces · Family · River

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!

Indoor spaces · Family · Location

The Bearvarian- 1 bd+kitchen walk to town

Newly built one-bedroom apartment 7 minutes walk to the heart of Leavenworth. No need to find and pay for parking downtown, we are very close to the downtown corridor. Cozy retreat-like apartment featuring a spacious living area, fully equipped kitchen (w coffee!) and gorgeous mountain views. The bedroom boasts a king sized bed with a brand new mattress, come recharge. 2 adults + 1-2 kids under the age of 6.

Kitchen · Indoor spaces · Long stay

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

Kitchen · Family · Wi-Fi

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.

Kitchen · Family · Comfort