Holiday rentals with a pool in Chelan

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.

4.95 out of 5 average rating, 294 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.

4.92 out of 5 average rating, 100 reviews

Loved by Families w Indoor Pool, Hot Tub, Bunk Bed

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

5 out of 5 average rating, 18 reviews

A lakeside property features a spacious outdoor area with a saltwater pool, surrounded by landscaped gardens and seating. The home's large windows reflect evening light, while panoramic views of the lake and mountains are visible in the background. A covered patio offers additional space for relaxation.

Home in Manson

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

**Pool closing Oct 20 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.

A comfortable living area is depicted, featuring a large leather sectional sofa positioned around a coffee table. A modern gas fireplace is visible beneath a wall-mounted television. Large windows provide views of the surroundings, and a decorative rug adds warmth to the space.

4.93 out of 5 average rating, 29 reviews

Lake Access & Views | Indoor Pool and Hot Tub

Welcome to our spacious 2BR/2BA condo at Chelan Resort Suites, just steps from Lake Chelan! Enjoy partial lake views from your private balcony, a cozy gas fireplace, and all the comforts of home. Sleeps 6 with two bedrooms + Murphy bed. Cook in the fully stocked kitchen, relax in the indoor pool & hot tub, and enjoy the washer/dryer and 2 free parking stalls. Close to wineries, Slidewaters, Lady of the Lake, hiking, dining, and shopping. Book your Chelan getaway today! City Permit: STR-0039

4.91 out of 5 average rating, 113 reviews

Home in Manson

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!

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.

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.

An open living and dining area showcases a wooden table with comfortable seating for six, complemented by a modern light fixture. Large windows frame stunning mountain views and offer access to a balcony, while a cozy seating arrangement is visible in the background.

4.94 out of 5 average rating, 52 reviews

Cozy Chelan Condo | Lake & Mountain Views

This 2-bedroom, 2-bath vacation rental in Chelan, Washington, is the perfect place to relax and rejuvenate. You’ll love the cozy space with free WiFi, a full kitchen, and a balcony with amazing mountain views. It feels like you’re right at home! While you’re here, you can explore Chelan Riverwalk Park, go wine tasting at some of the local vineyards, or play a round of mini-golf with the family. This highly-rated retreat has everything you need to unwind and experience Chelan to the fullest!

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.

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

5 out of 5 average rating, 19 reviews

A cozy living space features large windows that offer views of the lake and mountains. A wooden dining table with three chairs is positioned near a comfortable couch. A stylish light fixture is suspended over the table, and a fireplace is located in the corner.

Apartment in Chelan

Lake Chelan View Condo

Chelan Resort Suites #411 It is located within a 3 minute walk to a lovely swimming beach and picnic area at "Lakeside Park" located in front of the building. It is 2 miles from downtown Chelan, minutes to Slidewater's Water Park, wineries and restaurants. Relax on the balcony where you can enjoy the lake & mountain views, the 4th of July and New Year's Eve fireworks. Enjoy relaxing in the onsite pool and hot tub. Fully stocked kitchen, fireplace and washer and dryer.

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.

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

4.92 out of 5 average rating, 154 reviews

Condo in Manson

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.

4.97 out of 5 average rating, 139 reviews

An outdoor patio area features a circular fire pit with flames dancing above, surrounded by stone seating and wooden chairs. The landscape stretches toward rolling hills, and the sun sets in the background, casting a warm glow across the scene.

Home in George

CaveB Escape-2bd/2bth +HOT TUB +view+winery

Perched on a hill above the Columbia River with majestic views of the gorge and vineyards, sit a series of newly built luxury modern homes designed by Olson Kundig. One of a few homes with unobstructed views, Cave B Escape comfortably sleeps 6 adults and 4 toddlers. The perfect destination for couples, families, work retreats or concerts. Walk to the Gorge Amphitheater, winery, restaurant + spa. The list of extra amenities is endless!

Popular amenities for Chelan rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A wooden serving tray holds a bottle of red wine, a pack of colorful snacks, and a wine glass in a modern kitchen setting. Light wood cabinetry, a microwave, and other kitchen appliances are visible in the background, creating an inviting atmosphere.

4.91 out of 5 average rating, 23 reviews

Eagles Nest over Chelan at Park Pointe Condos

Superhost

A spacious living area features a stone fireplace surrounded by wooden beams and high ceilings. Comfortable leather seating is arranged around a coffee table. Large windows allow natural light to fill the space, offering views of the surrounding forest and easy access to the kitchen and dining area.

Home in Leavenworth

4.8 out of 5 average rating, 146 reviews

Gemini Lodge- Spacious Log Home Retreat

4.9 out of 5 average rating, 10 reviews

The exterior of a modern cabin is framed by lush green grass, featuring a hot tub adjacent to the patio. Large windows provide views of the surrounding landscape, while a wooden overhang adds architectural interest. A bean bag toss game is set up on the lawn.

Home in Ronald

Luxury Cabin by Roslyn Ridge

5 out of 5 average rating, 12 reviews

Home in Ronald

Pristine Mountain Home * hot tub

5 out of 5 average rating, 29 reviews

A spacious living area features comfortable seating arrangements, with a light-colored sofa and gray armchairs. Large windows offer views of outdoor greenery, while a ceiling fan adds to the airy ambiance. A dining area and modern kitchen are visible in the background.

Home in Quincy

Beautifully Updated Crescent Bar Condo FREE GOLF

4.97 out of 5 average rating, 171 reviews

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

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

4.93 out of 5 average rating, 152 reviews

A private indoor pool is highlighted, surrounded by large windows that provide views of greenery outside. Natural light illuminates the water, and the wooden ceiling adds warmth to the space. Lounge chairs are visible along one side of the pool.

Home in Leavenworth

Rosy Boa Retreat - Permit # 463

4.94 out of 5 average rating, 31 reviews

A well-maintained saltwater pool is visible with clear blue water, flanked by six lounge chairs and two umbrellas. The three-story home in the background features multiple balconies, and manicured greenery outlines the private pool area under a sunny sky.

Home in Manson

LUXE Lake house -Private Heated Pool-downtown

Condo rentals with a pool

An open living area features a comfortable leather couch and a wooden coffee table on a plush carpet. Large windows provide natural light and a view of the outdoors. A door leads to a private balcony, while a dining space and kitchen are visible in the background.

4.98 out of 5 average rating, 41 reviews

Top Floor Views | w/ Hot Tub | Golf Course

Superhost

A living area features a comfortable couch beside a coffee table, offering a cozy space to relax. A gas fireplace is set in a stone surround, while large windows provide views of the surrounding landscape. A flatscreen TV is mounted on the wall opposite the seating area.

4.67 out of 5 average rating, 6 reviews

Chelan Resort Suites: Water Sunset #303

The living space features a round glass dining table set for four, accompanied by wicker chairs. A cozy seating arrangement includes a plush sofa, armchair, and a coffee table positioned by large windows with scenic mountain views. A decorative mirror and wall art complement the room.

4.98 out of 5 average rating, 49 reviews

Premier 5th Fl River View Grand Balcony Pool Hotub

4.96 out of 5 average rating, 194 reviews

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

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

A cozy living area is highlighted by a gas fireplace and a mounted TV. Sliding glass doors open to a private patio. A circular coffee table and stylish seating enhance the atmosphere, while large windows allow natural light to illuminate the space.

5 out of 5 average rating, 21 reviews

Tranquil Luxe @ Suncadia | Private Patio | Elevate

Superhost

A balcony area features a large glass-top table surrounded by four metal-framed chairs. The backdrop includes expansive views of the lake and distant mountains under a clear blue sky.

5 out of 5 average rating, 3 reviews

Chelan Lake House WA, 3-Bedroom Lake View Z #1

A furnished balcony offers two cozy chairs with a small table, overlooking expansive mountain views. The scene includes a community pool below, framed by lush greenery and a clear blue sky filled with clouds.

4.89 out of 5 average rating, 47 reviews

Best Views at Suncadia - Luxury Condo

5 out of 5 average rating, 93 reviews

A view from the balcony showcases the surrounding mountains and lush greenery. A cozy basket chair is visible on the left, while a coffee cup rests on the railing, hinting at a peaceful morning in a picturesque alpine setting.

Condo in Leavenworth

Tumwater Vista Retreat: Pool | Hot Tub | Mtn Views

Other holiday rentals with a pool

The image depicts two architecturally distinct buildings set beside a scenic lake. One structure features a sleek metallic facade with large windows, while the other has a white exterior with dark accents. Vibrant orange chairs are positioned on a stone pathway that leads to the entrance.

4.89 out of 5 average rating, 27 reviews

Grand Crew at Chelan Lookout Vacation Rentals

5 out of 5 average rating, 10 reviews

The exterior of a modern cabin showcases a private heated pool and two hot tubs, all surrounded by a wooden deck. Large windows reflect the surrounding trees, and a separate seating area with outdoor furniture is visible, creating inviting outdoor spaces.

Cabin in Cle Elum

Smores Code Cabin @ Suncadia: Pool + Dog Friendly

A spacious living area is illuminated by natural light through large windows offering views of the landscape. Comfortable seating arrangements include a sectional sofa and dining table, complemented by a kitchen equipped with modern appliances and a central island with bar seating.

Home in Quincy

5 out of 5 average rating, 8 reviews

Crescent Ridge Vineyard Home: Crescent Bar V06

A living area features a comfortable seating arrangement with a sofa and two armchairs. A coffee table is centered in front, while a television is positioned near a fireplace. The room is bathed in natural light from large windows, offering views of the lake and mountains.

Apartment in Manson

5 out of 5 average rating, 3 reviews

Waterfront Condo with Pool

A covered balcony overlooks a scenic view of rolling hills and a calm lake. A glass table surrounded by black wicker chairs is positioned on the tiled surface, providing a comfortable space for outdoor dining or relaxation.

4.85 out of 5 average rating, 20 reviews

Spacious 3 Bed 3 Bath condo - Lake Chelan Shores

An outdoor balcony features a dining table surrounded by four woven chairs, overlooking expansive green landscapes and distant mountains. A lounge chair in a vibrant aqua color is positioned nearby, and a BBQ grill is visible in the corner, providing an inviting space for relaxation and dining.

4.78 out of 5 average rating, 23 reviews

2BR lake-view condo with 6 pools, hot tub, & gym

A spacious living area features large windows, offering an expansive view of the lake. Comfortable seating includes a light-colored sofa and a rocking chair. A wooden dining table for four is visible, alongside a television and decorative lamps enhancing the natural light in the room.

4.86 out of 5 average rating, 57 reviews

1BR Lakefront | Pool | Hot Tub | Dock | Tennis