Family-friendly holiday rentals in Leavenworth

Earthlight 2

The villa on top of the world! Earthlight™ is built high atop Pioneer Ridge near Orondo, Washington. With sweeping views of the Columbia River, our unique homes are specifically designed to experience the combination of luxury living and the beauty of nature. Relax in our hot tub while watching the sun descend behind the snowy mountains. Explore our wild trekking paths in spring and summer, and snowshoe through the hills in winter. Watch the deer wander by. Earthlight™ has it all, and then some.

Cabin-Private hot tub on Icicle RD, close to town

Everyone that enters the cabin absolutely loves it! Cozy & clean, great room concept. Be part of the group as you prepare your meals in the kitchen & large island with beautiful quartz. Kitchen is completely equipped, including coffee, teas, simple items like foil, baggies etc. No expense was spared when building this very cute cabin. Barn doors cover the 2 bedrooms, the bathrooms have sliding pocket doors. Stackable washer/dryer & heated tile floors in both bathrooms. We hope you enjoy it

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

SkyCabin | Cabin with A/C

Whether you’ve come for unprecedented adventure or uninterrupted serenity, here at SkyCabin, the experience you’re seeking is always within reach. Tucked away among evergreens in the quaint town of Skykomish, it offers the perfect combination of modern comfort and rustic charm. Centrally located to all that the Pacific Northwest has to offer, you’ll be just 16 miles from the Stevens Pass Ski Resort, an hour from the iconic town of Leavenworth, and steps from breathtaking vistas & trailheads.

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.

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.

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

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.