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, 295 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, 171 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

4.9 out of 5 average rating, 312 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

Condo in Chelan

4.92 out of 5 average rating, 101 reviews

Guest Favorite | Lake Access • Pool + Hot Tub

Welcome to your 1-bedroom, 1-bath Lake Chelan retreat, just steps from the water and close to wine tasting, fall events, and vibrant foliage. Spend the day hiking colorful trails, browsing shops, or sipping at nearby vineyards, then come home to unwind by the fire, play board games, or warm up in the indoor pool and hot tub. The condo features a full kitchen, queen bed, bunk beds, and a partial lakeview balcony - perfect for families or friends making fall memories. City permit number:STR-0248

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.

Condo in Leavenworth

4.96 out of 5 average rating, 195 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, 200 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 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, 163 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

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.

Condo 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

Condo in Manson

4.92 out of 5 average rating, 154 reviews

Stunning views, Luxury on Lake Chelan - Pool, Spas

Located in the quaint and peaceful town of Manson, Marina's Edge features dazzling views of Lake Chelan and surrounding Cascade peaks. Relax in the spacious pool or one of the hot tubs while you soak in the stunning natural beauty. Walking distance to downtown Manson, local brewery, award winning wineries, and restaurants. Across the street for Manson Bay's public swimming area, and boat dock. Luxury all the way! This unit is on the third floor.

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, 169 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.