Family-friendly holiday rentals in Chelan

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.

Romantic Boutique Getaway with Modern Remodel.

Top floor unit, no one above you! This newly remodeled private boutique-style condo with central AC is the perfect getaway for 1-4 guests. Located next to Lakeside Park, near the heart of Chelan. Includes free parking, fast WiFi, a community pool and sauna, and thoughtfully stocked kitchen and bathroom. Centrally located, just seconds from the lake, with quick access to vineyards, golf, fishing, water sports, hiking, shopping, and more! Need only 1 night? Send me a message for availability.

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.

Columbia River View w/ heated pool & hot tub!

Treat your family or group to panoramic mountain & river views at this 5 acre Columbia River Retreat with park-like grounds including a huge yard, newly installed in ground heated pool, large patio area with dining, outdoor swingset & basketball hoop! This incredible rambler has been freshly-renovated with a sophisticated blend of modern and luxurious design. Relax to a custom electric fireplace in the large open concept living area, dine in the chef's kitchen & enjoy a huge outdoor patio area w

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.

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

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.

Stunning Lakeview Home with Dock, Pool & Hot Tub

Location! A full custom designed, elegantly constructed home with a rustic-industrial flare. This home offers COMMANDING LAKE VIEWS all within a mile of Downtown Chelan. Enjoy the shared dock in one of the warmest swimming bays on Lake Chelan. MAIN LEVEL LIVING- master bedroom/bath, great room, kitchen all on one level. Guest Suite above and a generous rec room below with 2 additional bedrooms, second kitchen and a billiards area, all leading out to the LUXURIOUS INFINITY EDGE POOL and SPA.

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

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.