Family-friendly holiday rentals in Chelan

Large Home with Pool, HotTub & Sweeping Lake Views

Cozy and Fun-Filled Vacation Retreat Welcome to this charming two-story home, perfect for families and groups seeking a blend of relaxation and entertainment! The upper level boasts three spacious bedrooms, two fully remolded bathrooms, a fully equipped kitchen, and a cozy living area, ideal for unwinding after a day of adventure. Head downstairs to the entertainment-packed basement, featuring a foosball table, an outdoor ping pong setup, and an additional bedroom outfitted with two bunk beds. Whether you’re binge-watching your favorite shows on the flatscreen smart TVs or diving into a game night on the game console, there’s something for everyone. Step outside to the expansive balcony for a serene evening under the stars or enjoy some friendly competition with yard games in the backyard. Dive into the seasonal pool, lounge in the sun, or take the excitement up a notch with a basketball match or a game of HORSE in the driveway. The hot tub off the patio offers year-round relaxation for your group. Just a short walk away, Willow Point Park provides easy lake access for more outdoor fun. With endless amenities and a prime location, this home is the ultimate destination for making lasting memories.

Cougar Crossing Lakehouse STR000882

If you are looking for a truly special accommodation in Lake Chelan and not the same old worn out rental 10 feet from the next rental then you will want to check out this elevated property with panoramic views of Lake Chelan from up-lake, across to Manson and all the way past Wapito Point. Nestled on 20 acres, this private 2-bedroom 2-bathroom custom home has 1 king and 2 queen beds and situated in private park like setting. We are in a neighborhood setting and quite hours are from 9pm to 7am.

Earthlight 4

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.

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.

The Farm House at Chelan Valley Farms (STR00794)

At Chelan Valley Farms our guesthouse offers sweeping views of our vineyard, orchard, Roses Lake, the Cascade Mountains & onsite winery-all best seen while relaxing on the large covered porch. One bedroom & a pull-out couch, sleeps up to 4 people. Located on a working farm, you may see a tractor & our 3 friendly dogs may want to give you a kiss upon your arrival. We live on the farm and are happy to help with anything during your stay. Come put your feet up & relax. Visit ChelanValleyFarms

Lake Chelan View Home with pool, hot tub & yard!

Treat your family or group to panoramic lake views at this Lake Chelan luxury retreat. This charming home has been freshly renovated with a sophisticated blend of modern and farmhouse designs. Relax to a mood-setting electric fireplace in the main living area, a bonus room downstairs that is perfect for movie or game nights & covered deck so you can relax and BBQ in style! Over half an acre of tranquil, park-like grounds including a fenced-in yard, a private 44' heated pool, cabana & hot tub!

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.

Walk2Lake | Pool/HotTub | Games + Bunk Bed

Summer at Lake Chelan await. This cozy 1-bedroom condo is just steps from the water and close to wineries, downtown Chelan, and Slidewaters. Inside, enjoy a comfortable living space with a fireplace, full kitchen, queen bedroom, and loft with bunk beds — perfect for couples or small families. Take in partial lake views from the private balcony, spend sunny days at the lake, and unwind in the shared indoor pool and hot tub after exploring Chelan. The perfect home base for your Chelan getaway.

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

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.

Lake Chelan | Walk to lake & downtown | Dogs OK

“One of the best Airbnbs we’ve ever stayed in!” Settle in at the cottage designed for families and dogs. The location is unbeatable & you will love walking to everything Chelan has to offer! Designed for comfort and convenience, Lake Chelan Cottage is the perfect retreat for couples, families, or friends. Park your car and explore on foot—you’re just steps from the beach, marina, boat rentals, and downtown Chelan’s restaurants, coffee shops, and tasting rooms.