Family-friendly holiday rentals in Chelan County

Earthlight 6

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.

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

Private indoor pool, hot tub & lake views

Welcome to Lakeview Haven in Lake Chelan, a warm and stylish family retreat nestled just minutes from the heart of downtown. Enjoy endless hours of entertainment with our year-round private, heated indoor pool overlooking serene mountain and lake views! Explore everything Chelan has to offer with walking distance to wineries, and less than five miles of parks, restaurants and shops. Perfect retreat to unwind and indulge in an alfresco experience with the view of Lake Chelan as your backdrop.

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.

Outlook Cabin

Experience The Outlook Cabin. Nestled atop a secluded hill, our unique cabin offers an unforgettable escape with breathtaking views of the valley below. The cabin itself is a rustic haven with modern comforts. The living space features large windows that frame the landscape like living art. Imagine cozy evenings by the fireplace, surrounded by the charm of exposed wooden beams and glow of ambient lighting. -30 minutes from Leavenworth -20 minutes from Chelan -Walking distance from City parks

A PNW dream! Hot Tub, 3 private acres & Mnt Views!

Secret Pines Lookout, one of the most private cabins in the area, is nestled in a gated mountain-side community. Perched on 3 stunning acres, the cabin offers expansive views of Cle Elum Lake and the surrounding mountains. - The cabin features 4 bedrooms and 2 baths, accommodating up to 9 guests. - Enjoy a 6-person hot tub, corn hole, shuffleboard, Ringo, Wii, and board games. - Grill up a meal with view and relax by the 2 propane fire pits. - Located just 12 minutes outside of town.

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

Carriage House on the Lake STR#000809

With unparalleled lake and mountain views and private lakefront access, this Chelan escape provides all the comforts of home with endless outdoor activities mere steps from your door! A grassy yard extends to the lakefront patio, right up to the lakeshore with steps that lead into the lake. The Carriage house is above the garage. It has a wraparound sun porch and dining patio w/bbq area. Inside, you'll enjoy sun-filled rooms and lake and vineyard views from every space.

A Seventh Heaven Riverfront Chalet Nirvana

Picture yourself in a beautiful chalet on the banks of the sparkling Wenatchee river surrounded by trees and bathed in sunshine. The chalets are fully furnished, include a hot tub, and are situated on a privately owned 14 acre piece of land with 1500 feet of low bank river front to enjoy. The property's tranquil setting along with its proximity to summer and winter activities will truly make your stay at Seventh Heaven unforgettable. Chelan County STR permit #000093

Hot Tub, Sauna, Cedar Shower, King Bed and EV

Escape to our stylish 2BR/2BA A-Frame cabin in the Cascade Mountains, comfortably fitting up to 8 guests. This unique retreat features a private hot tub, barrel sauna, and cozy fireplace. Perfectly located near historic Roslyn and the shores of Lake Cle Elum, it's an ideal getaway for families or groups seeking adventure and relaxation. Enjoy modern amenities, stunning scenery, and private beach access for an unforgettable mountain vacation.

Butler Ranch Guest House - STR A-000020

Relax at this guest house surrounded by Anjou pear trees. This is the perfect, quiet, getaway for a long weekend in the sunshine of central Washington, just 20 min away from Leavenworth and an hour and 15 minutes from the Gorge Amphitheater. Additional guests may be allowed upon request (children). There is a queen bed on the main level and two twin beds in the loft that are accessible via a telescoping ladder.

The Hobbit Inn

In a quiet fold of the mountains above the great Columbia River lies a small curious dwelling built into the hill. Through its round green door you’ll find a snug room, a steady fire, and quiet enough to hear your thoughts. It was made for those who take joy in small comforts and simple work. Here, time lingers, tea tastes better, and the world feels just a bit larger beyond the door.