Family-friendly holiday rentals in Leavenworth

The Overlook - Modern Leavenworth Cabin

Ready to make your friends jealous? With a retractable wall for indoor/outdoor living, a real wood burning fireplace, Hot Tub with unreal views of the river, this modern cliffhanging home above the Wenatchee river & in the heart of Leavenworth (only a 2min drive to town!) this cabin will help you unwind & 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. **SNOW ADVISORY** please make sure your car is AWD/4WD to access home.

Alpenhaus Leavenworth

Why work from home when you can work from here. Xmas lights on next week. Enjoy the fresh air. Come and experience Leavenworth and the mountains. This spacious 1,300 s.f. condo sleeps 6. 2 bedrooms, 2 baths (master has it's own bath). Living room has a queen sleeper sofa. Second floor patio with fantastic views. Relax in one of the hot tubs or enjoy a swim in one of the pools (seasonal). Enjoy the fresh air and beautiful scenery. Only a short 15 minute walk to town. Leave the car behind.

Wedge Mountain View

Walk to downtown Leavenworth! Welcome to our brand new cozy mountain retreat that's just a few minutes stroll from the heart of downtown Leavenworth. Nestled in a quiet neighborhood with stunning views Wedge mountain, our charming getaway offers the perfect blend of relaxation after your adventure. -The King bed comfortably sleeps two adults -The comfy pull-out couch sleeps two kids -Fully stocked kitchen for your home-cooked meals -Fast Wi-Fi and a great kitchen bar or table for a workspace

Cozy 2 BR Red Cabin in Town of Leavenworth

Discover a charming, small, and cozy log cabin conveniently located a block off Hwy 2. Offering easy walking access to nearby shops and off-street parking. During your stay, relax in the sauna. From the front porch, enjoy breathtaking mountain views. With downtown a few blocks away, exploring popular shops, restaurants, and drinkeries is a delightful stroll. This cabin serves as an ideal home base for Leavenworth adventures. Max 4 people Owner occupied, owners live next door. UBI '604848199'

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.

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.

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.

Heated Pool! Fenced for Dogs, Walk to Café

In Leavenworth right by Sleeping Lady Resort -max 8 people (no more than 6 adults 18+) -max 2 dogs -mini glamping resort—3 cabins (essentially 1 cabin under 3 roofs all for you) -private, fully-fenced acre -heated seasonal swimming pool early April - late September. **note pool quietly serviced Tuesdays between 7 and 8:30am** -hot tub (all year) -short walk to trails, horse riding, cafe & bar at Sleeping Lady Resort -wi-fi, TVs -EV level 2 charger -gas grill -fire pit & fireplace

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

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!

The East Wing Private Guest House in Leavenworth

The East Wing, a private guest house, offers views of the Enchantment Mts. and valley, and just minutes from the famous Bavarian Village of Leavenworth. Stroll to shops, restaurants, wineries and breweries, or enjoy festivals like Oktoberfest and the Holiday Village of Lights. Skiing, hiking, biking, river walks and rafting are nearby. Perfect for a family or friends getaway, outdoor adventures, or a romantic retreat. Sleeps 4. Free EV Charger.

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 🔌 Tesla charger Max guests: 6, including children