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

May Sale- Leavenworth Cabin / Treehouse Gazebo Spa

May Sale - book 2 midweek days get 1 midweek free. This charming and cozy 2 bedroom, 3 bathroom cabin for 4 with spa in treehouse/gazebo is a tranquil getaway in the woods, close to Leavenworth (30 min), lakes (10 min) and rivers. Hike from the cabin to connect up to the miles of trails in nearby National Forest. Relax in the hot tub in the tree house gazebo. Stream movies on the TV, or use the Wii U. Plenty of games and puzzles available to use. Foosball table upstairs. County STR permit 299

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.

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.

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!

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

Experience downtown Leavenworth in an upper-floor Wunderbar Condo with stunning Wenatchee River and Cascade Mountain views. These two-bedroom condos feature Queen and King bedrooms, a sofa sleeper, and at least two full bathrooms. Sleeps 4 (up to 6 with sofa bed). Enjoy spacious living and dining areas, a full kitchen, cozy electric fireplace, and covered balcony with panoramic scenery. Units vary slightly. Rates are based on 4 guests; additional guests 12+ are $15 + tax per guest.

Snow Creek Loft: 2m to town, hot tub, Mtn VIEWS

Imagine a private oasis that places you in the heart of Leavenworth with incredible mountain views from the private deck. Short drive to river access, hiking, biking, winter sports and the Bavarian Village. This gorgeous vacation rental is 1,500sf, has its own entrance and is all self contained with a large, stocked kitchen, living room, bedroom, bathroom with rain shower, washer/dryer, smart tv, private hot tub & more! Not small child friendly. NO PETS/NO EXCEPTIONS. STR 000754

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

Standing Bear River Haus - Leavenworth Riverfront

Start your day with a stroll along the beautiful Icicle River and take some photos of scenery along the way. This spacious vacation rental is located right on the river with it's own beach area, firepit, and short paths to the water. Finely furnished and decorated with a contemporary mountain flair, riverfront entrance, full kitchen, 2 Bdrms + 2 twins, 2 baths, washer/dryer, luxury linens, air conditioned. A convenient 8 minutes to town. STRP-000269