Holiday rentals with a pool in Chelan County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Chelan County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1

Guest favourite

A modern living area features a tufted blue sofa with yellow accent pillows, positioned near a sleek coffee table. A dining table with white chairs is visible, along with a beautifully organized kitchen area in the background, showcasing minimalist décor and warm wooden flooring.

Apartment in Chelan

4.95 out of 5 average rating, 291 reviews

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.

Guest favourite

The image displays a scenic view of multi-level condominiums surrounded by lush greenery and landscaped gardens. Snow-capped mountains rise in the background under a clear blue sky, providing a tranquil and inviting backdrop for the property.

Apartment in Leavenworth

4.9 out of 5 average rating, 311 reviews

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.

Guest favourite

The image depicts a serene outdoor view featuring a tranquil pond with a fountain surrounded by lush green lawns and trees. A swimming pool with deck chairs is visible in the foreground, set against a backdrop of rolling hills and a clear blue sky.

Apartment in Leavenworth

4.96 out of 5 average rating, 193 reviews

Park & Walk to town, 3 pools OPEN, Hot tubs, Views

Come & enjoy any season in Leavenworth You will feel right at home as soon as you enter our spacious, clean and up to date condo over looking the 14th fairway on the golf course, enjoy 2 pools + toddler pool, (Pools are open depending on winter weather) 3 hot tubs are open for guests use, views & an easy walk into the village of Leavenworth for strolling, shopping & dinner. The bonus is being able to park in carport and walk into front street, as parking can be a challenge on the busier days.

Top guest favourite

The exterior of a spacious two-story lodge is highlighted, featuring a large swim spa on a patio. Surrounding the spa, multiple lounge chairs and an umbrella provide seating options. The lodge is set against a backdrop of lush trees and mountain scenery, with a gravel driveway leading up to the structure.

Cabin in Leavenworth

4.97 out of 5 average rating, 197 reviews

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

Guest favourite

A spacious outdoor pool area is framed by a covered deck with a wooden ceiling. The pool is surrounded by stone paving and beautiful planters. Scenic mountain views and the lake are visible in the background, enhancing the tranquil setting.

Home in Manson

4.91 out of 5 average rating, 112 reviews

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!

Superhost

The exterior of the home features a modern design with a combination of materials, including stone and metal. An infinity-edge pool reflects the surrounding landscape, while lounge chairs are positioned nearby, offering a space for relaxation. The multi-level structure showcases large windows and balconies.

Home in Chelan

4.83 out of 5 average rating, 115 reviews

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.

Guest favourite

A coffee table displays two board games, 'Sorry!' and 'Sorry!' in vibrant colors. A modern fireplace is visible in the background, with flames softly illuminating the room. Books can be seen neatly arranged on a nearby shelf.

Apartment in Chelan

4.92 out of 5 average rating, 100 reviews

Indoor Pool | Hot Tub | Games | Lake Access

Beautiful 1-bedroom/1-bathroom condo with a loft. This condo features a full kitchen, private balcony with partial views of the lake, shared indoor pool and hot tub, free on-site parking, washer/dryer and games for the family to enjoy. Chelan Resort Suites is located steps away from the lake and with your booking you have access to the lakeside park. We are located close to popular wineries, Slidewaters, The Lady of the Lake and 2 miles from downtown Chelan. City permit number:STR-0248

Superhost

A modern home is shown adjacent to a large swimming pool, featuring a clear blue surface reflecting the sky. The outdoor seating area is visible under a covered porch, inviting relaxation by the water. The backyard is enclosed with a wooden fence.

Home in East Wenatchee

4.85 out of 5 average rating, 162 reviews

Red Door Retreat - Sun and Snow

The Red Door Retreat - Sun and Snow is a cozy modernized home in East Wenatchee with your own pool, hot tub, and fire table making it the perfect getaway for your family and friends!! Conveniently located near both Leavenworth and Lake Chelan! Enjoy local wineries in Wenatchee or Chelan or a day on the slopes at Mission Ridge Ski & Board Resort. Enjoy rafting or floating on the Wenatchee or Columbia Rivers. Just under an hour to The Gorge! Close to downtown food and attractions too!

Guest favourite

A private balcony is shown with a clear view of the tranquil water, where several boats are anchored. The surrounding landscape features gentle hills under a blue sky, creating a serene waterfront scene.

Apartment in Chelan

4.92 out of 5 average rating, 132 reviews

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

Top guest favourite

A well-furnished sleeping area features a spacious bed with clean, white linens, positioned against a neutral wall. Nearby, a wooden dresser and small desk provide storage and workspace. Soft lighting from two bedside lamps creates a calming atmosphere, while a television is mounted on the wall.

Apartment in Chelan

4.86 out of 5 average rating, 171 reviews

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.

Top guest favourite

A charming entryway is framed by lush greenery and colorful flowers. The path of stone pavers leads to a welcoming wooden door, with large windows offering glimpses into the interior. A spacious porch showcases outdoor seating amidst comfortable landscaping.

Guest suite in Leavenworth

4.94 out of 5 average rating, 189 reviews

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.

Guest favourite

An aerial view showcases the Marina’s Edge property along the shoreline of Lake Chelan. The surrounding area features lush greenery, residential buildings, and easy access to the waterfront with a boat dock visible in the foreground.

Apartment in Manson

4.81 out of 5 average rating, 151 reviews

Incredible Views of Lake Chelan-Pool, Outdoor Spas

Pristine views of Lake Chelan, walking distance to downtown Manson offering the local brewery, an array of wineries, restaurants and activities. Across the street, at the Manson Bay Park, stretch out on the grassy lawn or jump off the docks into the fresh clean water of the Manson Bay swimming cove.. Enjoy watching the boats in and out of the Marina and the relaxing pool and spas. This suite is on the ground level.