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.

Indoor spaces · Family · Condition

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.

Kitchen · Indoor spaces · Amenities

The Cottages at Lone Point Cellars

Escape to our private cottages, blending contemporary design & comfort against the stunning Columbia River valley. Each cottage features a cozy living space with a gas fireplace & sofa sleeper + a serene king suite with blackout blinds for deep sleep. The well-equipped kitchenette makes meals easy. Your stay is perfected by a spacious private deck, offering a spectacular 180-degree valley view. Enjoy the shared BBQ gazebo & expansive lawn for outdoor dining & fun. Your vineyard vacation awaits.

Kitchen · Indoor spaces · Getting around

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

Indoor spaces · Family · Comfort

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!

Indoor spaces · Family · 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.

Family · Indoor spaces · Checkout

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.

Family · Kitchen · Condition

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

Indoor spaces · Kitchen · Air conditioning

Happy Place

Happy Place is state of mind on the edge of Lake Chelan. Private and isolated. It is a studio set up with a king size bed, sitting area, and table. The large deck wraps around for complete views up and down the lake. Watch the Lady of the Lake go by on it's 55 mile daily trip to Stehekin. Across the lake is the wooded and mountainous view of Slide Ridge. Happy Place is towards the end of the road on the north shore of Manson. Wilderness area extends the rest of the up lake.

Kitchen · Indoor spaces · Biking

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.

Family · Kitchen · Barbecue

Newly built modern home minutes from town & Ridge

Escape to our newly built modern retreat featuring 10-foot ceilings, a private entrance, and a bright open-concept living space. Relax in your private outdoor area with a cozy fire table, perfect for morning coffee or evenings under the stars. Set on 2.5 peaceful acres, you'll have plenty of room to unwind, explore, and enjoy the surrounding nature while still being close to Wenatchee's outdoor adventures and local attractions.

Kitchen · Indoor spaces · Bathroom

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

Indoor spaces · Kitchen · Barbecue