Vacation rentals with a pool in Chelan County

Top guest favorite

Guest favorite

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.

Value · Location · Comfort

Alpenhaus Leavenworth

Why work from home when you can work from here. Xmas lights on next week. Enjoy the fresh air. Come and experience Leavenworth and the mountains. This spacious 1,300 s.f. condo sleeps 6. 2 bedrooms, 2 baths (master has it's own bath). Living room has a queen sleeper sofa. Second floor patio with fantastic views. Relax in one of the hot tubs or enjoy a swim in one of the pools (seasonal). Enjoy the fresh air and beautiful scenery. Only a short 15 minute walk to town. Leave the car behind.

Family · Location · Check-in

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12 ft Swim Spa Pool * Pets * Ping-Pong * By River

💌 Pls read our glowing reviews for more details! 👯‍♀️This home is setup perfectly for multi-generational family vacas w/infants through grandparents 🛌7beds + crib - sleeps 12 🏊🏻‍♂️12x8 foot swim spa that doubles as a large hot tub or small pool 🏓Ping-Pong, foosball, arcades, TV's, Fiber Internet, games/toys, large yard, stocked kitchen, baby-friendly w/gate, high chairs, crib 📍25 MIN TO LEAVENWORTH 📍10 MIN TO LAKE WENATCHEE 🔑Moonrise Mountain Lodge Poss Pines Vacation Rentals

Value · Location · Backyard

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!

Location · Value · Decor

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Guest favorite

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.

Location · Family · Grill

Penthouse-Stunning Views-Pool, Hot Tub

Looking for high-end accommodations with pristine views of Lake Chelan? Marina's Edge is located across the street from Manson Bay Marina, a public swim park, with lifeguard, and steps away from the heart of downtown Manson. Manson boasts wineries, the local brewery, restaurants, and a diversity of other area attractions. Pristine views of Lake Chelan and the majestic mountain range. This is a Penthouse Suite on the 4th level and there are two flights of stairs from entrance on 2nd level.

Family · Location · Outdoor spaces

Hot Tub, Private Cabins, Free Kayaks, Trailers

Welcome to Spring Creek Cabins You will make memories at this warm family-friendly private cabin in the mountains close to Last Resort in Ronald. Short drive from Roslyn and Cle Elum, relax in your private ~1 acre lot. Close to lakes and snowmobile and hiking trails. Host and others do not stay here. Trailer parking and horse coral now available. -You will be close to Rosyln (Cicely), Ronald, Cle Elum, Suncadia and shopping, dining -Hiking, snowmobile, bike trails are a short drive away.

Family · Location · Hiking

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Guest favorite

Unique 3-Cabins, Hot Tub, Fenced Yard, Pool

Private mini glamping resort! Permit #000067 Perfect for families or groups, this property features 3 separate cabins—all yours—offering community space & hotel-style privacy. Nestled right by the iconic Sleeping Lady Resort in Leavenworth and just a short walk to trails, horseback riding, and a local cafe & bar. -max 8 people (no more than 6 adults 18+) -max 2 dogs (enjoy fully-fenced acre) -heated swimming pool open early April-late Sept. -hot tub (open all year) -EV charger

Family · Value · Layout

Romanna's all-season getaway at Icicle Village

Welcome to our enchanting 3-bedroom apartment resort nestled in the picturesque Icicle Village. Immerse yourself in the charm of the village, the spaciousness of our 3-bedroom apartment provides an ideal haven for families or groups seeking relaxation and rejuvenation or an adventure with the extense list of activities available.The tastefully designed interiors exude a cozy and inviting ambiance with modern amenities and features a fully equipped kitchen.

Family · Value · Hospitality

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Guest favorite

Leavenworth Country Stay

STR #000065 Spring is Here! We are all enjoying the warmer weather and the wildflowers are about to burst-they may have by time you read this! This is a great time to get out walking and soon hiking in the higher country. The birds are so busy, singing and settling down to nesting time. Don't forget Bird Fest in May! Town is still quiet now in early Spring, so it's a great time to visit Leavenworth before schools let out and the many visitors arrive.

Value · Location · Quiet

Top guest favorite

Guest favorite

Riverview Retreat: Incredible Views, Pool & Spa!

More than a stay—this East Wenatchee retreat is where life’s best moments are celebrated. With stunning views and a spacious, versatile layout, it’s perfect for everything from micro weddings and family reunions to relaxing weekends with friends. Thoughtfully designed for comfort, connection, and unforgettable gatherings. Our glowing reviews speak for themselves, and your search for the perfect property ends here.

Value · Family · Checkout

Loved by Families w Indoor Pool, Hot Tub, Bunk Bed

Fall at Lake Chelan awaits! This cozy one-bedroom condo is steps from the lake and minutes from downtown and local wineries. Enjoy a fireplace, full kitchen, queen bedroom, and loft with bunk beds—perfect for couples or small families. Sip coffee with partial lake views, explore Chelan’s colorful fall scenery, then cozy up by the fire or unwind in the shared indoor pool and hot tub. The perfect fall retreat!

Family · Value · Kitchen