Holiday rentals with a pool in Chelan County

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.

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.

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.

Indoor Pool & Hot Tub | Easy Access to Town

Winter at Lake Chelan awaits. This cozy 1-bedroom condo is steps from the water and close to wineries, winter events, and snow-covered mountain views. Enjoy a fireplace, full kitchen, queen bed, loft with bunks, and a balcony with partial lake views. After a day exploring Chelan, unwind in the indoor pool and hot tub — a perfect winter retreat for couples or small families. Local Guest Perk: Enjoy 20% off at Twisted Cork or Farmer’s Kitchen (formerly The Hangar). Details shared after booking.

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

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.

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!

Waterfront Studio Condo on Lake Chelan

You can't beat this WATERFRONT location with great amenities, and private condo-living a short walk to downtown Chelan! Features include: - Large sandy beach, grassy areas, beautiful landscaping, picnic areas - Year-round heated adult hot tub. - Seasonal: heated pool, charcoal BBQ's, picnic tables, lawn furniture, cabana - Onsite coin-operated laundry, children's playground, large dock, pickle ball court, and free parking City of Chelan Short Term Rental License: #STR-0004

*NEW! Views/Private Pool/Hot Tub/Lake Access/Dock

Welcome to the Chelamptons, your dream lakeside retreat in Lake Chelan! This stunning lakefront property offers the perfect setting for family getaways, group gatherings & peaceful escapes. With a private hot tub, saltwater pool, and 100+ feet of waterfront with lake access & a floating buoy, you’ll be able to make the most of every sunlit moment year round. The home, pool & lake level each feature panoramic lake & mountain views and well-curated spaces to gather & unwind.

Port Cabana - Unit 3

Welcome to your own private oasis in beautiful Lake Chelan! Our cozy one-bedroom cabana is the perfect escape for couples or small families. Relax and unwind in the comfort of your own full kitchen and outside pool. Take in the stunning lake views from your private deck, or venture out and explore all that Lake Chelan has to offer. Whether you're looking for a romantic getaway or a fun-filled family vacation, our cabana has everything you need for the perfect stay

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.

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.