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

Icicle Ridge Ret 1.5m to town, hot tub, game room!

Located 1.5 miles from the Bavarian Village. Charming chalet nestled hillside & emulates owner pride & craftsmanship. Stunning & fully equipped kitchen with hand cut stone & woodwork. Entertainment room with pool table, foosball & shuffleboard. The outdoor spaces are just as incredible as those inside. The private covered hot tub offers lots of jets & foot volcano to enjoy after a day of hiking, cross country skiing or river rafting all just minutes away. NO PETS/NO EXCEPTIONS. STR 000220.

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.

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.

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.

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

Gorgeous 2BR/2BA Condo in downtown Leavenworth

Experience the heart of downtown Leavenworth at Wunderbar Condos, with breathtaking views of the Wenatchee River and Cascade Mountains. These first or second floor two-bedroom condos sleep up to four guests in a Queen bedroom with full ensuite bath, a King bedroom with adjacent full bath, living and dining areas, fully equipped kitchen, and cozy electric fireplace. While specific units aren’t guaranteed, we’ll do our best to meet your requests.

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.

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

Cozy 2-bedroom one mile from downtown Leavenworth

Welcome to our eco-friendly hilltop getaway one mile from the heart of downtown Leavenworth. Our guest house is in a prime location to explore our beautiful town, yet tucked away on a forested hill for that mountain cabin feel. Two bedrooms with new queen beds, a full kitchen, and a lovely walk-in shower. Newly remodeled space. Eco-friendly practices. Wifi. Sleeps 4. No pets please.