Vacation 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 favorite

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, 290 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 favorite

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

4.9 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.

Superhost

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.

Condo in Leavenworth

4.96 out of 5 average rating, 192 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 favorite

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, 196 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 favorite

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, 111 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!

Top guest favorite

An indoor heated pool is surrounded by large windows, providing panoramic views of Lake Chelan and the mountains. The wood-paneled walls and high ceiling create a spacious atmosphere. Poolside seating options are arranged along the edges, enhancing the area’s functionality.

Home in Chelan

5 out of 5 average rating, 80 reviews

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.

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 favorite

A light-filled living area features a neutral-toned sofa adorned with blue accent pillows. A matching ottoman complements the sofa, placed on a patterned area rug. The space is framed by natural wood flooring and a small dining area is visible in the background.

Guesthouse in Cashmere

4.91 out of 5 average rating, 66 reviews

2Bed2Bath with Hot Tub, 15 min to Leavenworth

The perfect basecamp for all your adventures in the Leavenworth area. Peacefully situated in a beautiful, sunny canyon, nestled just beyond lush green orchards. Unwind in your own private hot tub under the stars. Play and relax in your private swimming pool. Enjoy a fully equipped kitchen. You'll have your own large, secured & separate, private space (2 bedrooms/2 bathrooms) on the upper/main level of this home. Friendly owners are just downstairs, happy to ensure you have a great stay!

Guest favorite

An outdoor dining table is set with plates and glassware, overlooking a tranquil lake scene. Scenic hills are visible in the distance, while the inviting pool area is situated adjacent to the dining space. Sunlight reflects off the water, creating a serene atmosphere.

Home in Manson

5 out of 5 average rating, 23 reviews

Private Pool/Stunning lake+mtn views/Close to town

**Pool closing Oct 14 At Lake Chelan Vacation Rental (LCVR), escape to your own private oasis just minutes from downtown Manson in this luxurious home with a private pool, and panoramic views. With a clean & crisp coastal design, this high-end retreat offers an incredible stay. Cozy up with loved ones on the heated patio in the winter, savoring the snow-capped mountains. Downtown Manson is a short drive away, with charming shops, delicious dining options, & vibrant tasting rooms.

Superhost

A private cabin sits amidst scenic hills, facing the tranquil waters of Columbia River/Lake Entiat. Its exterior features custom stonework and a well-maintained driveway. The expansive landscape showcases rolling hills and clear blue skies, enhancing the sense of seclusion.

Home in Orondo

5 out of 5 average rating, 12 reviews

Private Sun Cove Getaway Views, Boat Launch & Pool

Escape to this luxurious private cabin, where custom stonework and high-end finishes make you feel right at home. The open, spacious layout features a gas fireplace and expansive windows offering unobstructed views of the Columbia River/Lake Entiat. Nestled in arguably the most secluded spot in the community, this home provides ultimate privacy while still offering access to a private community pool, boat launch, pickleball & tennis courts, private beaches & community events.

Guest favorite

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, 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 favorite

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.