Holiday rentals with a pool in Chelan County

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Top-rated rentals with a pool in Chelan County

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

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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.

Condo in Chelan

4.95 out of 5 average rating, 301 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.

Top Guest favourite

The two-story house features a wrap-around porch and is surrounded by green lawns and mature trees. A fence encloses the yard, and a driveway leads to a garage in the background. Bright blue skies enhance the welcoming setting.

Home in Leavenworth

4.97 out of 5 average rating, 176 reviews

Heated pool,dogs ok, Hot tub,pond,2.2 mls to town.

Welcome to Icicle Oasis! Your home away from home with all the amenities of a resort. Boasting an acre of land with an above ground pool (heated May to October 1st) hot tub, basketball hoop, fire pit, and a large pond complete the serene laid-back escape. Close enough to town to enjoy all Leavenworth has to offer but far enough away to escape the hustle and bustle while relaxing on the porch with stunning views of Sleeping Lady Mountain. Camera installed by parking lot only. County permit#000120

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.

Condo in Leavenworth

4.91 out of 5 average rating, 317 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.

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, 206 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 balcony features wooden seating and a dining area, offering expansive views of Lake Chelan and the surrounding mountains. Lush greenery outlines the waterfront, and the inviting blue water reflects the sunny sky, creating a serene backdrop for relaxation.

Condo in Manson

4.87 out of 5 average rating, 252 reviews

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.

Guest favourite

Home in Manson

4.91 out of 5 average rating, 115 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 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

4.84 out of 5 average rating, 167 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.

Condo in Chelan

4.92 out of 5 average rating, 134 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 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

A bright bedroom features a spacious bed adorned with a light quilt, complemented by two bedside lamps. Large windows with horizontal blinds allow natural light to fill the space, offering views of the surrounding area.

Condo in Chelan

4.92 out of 5 average rating, 101 reviews

Lake Access Condo with Indoor Pool & Hot Tub

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, 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. City permit number:STR-0248

Superhost

A spacious living area features a dark sectional sofa with accent pillows, paired with a round glass coffee table. Natural light pours in from large windows, showcasing access to a private balcony with views. Decorative artwork adorns the walls, adding visual interest.

Condo in Chelan

4.76 out of 5 average rating, 170 reviews

Top floor 2BR condo w pool & hot tub open all year

Most desirable top floor, lakefront condo at Chelan Resort Suites. Conveniently located next to Lakeside Park & Beach where you can enjoy water activities and sunbathing by day or take a walk or short drive to various local wineries, golf courses, restaurants, shops, Slide Waters and more! At night, soak up the beautiful sunset & gorgeous views of Lake Chelan from your private patio.