Holiday rentals with a pool in Chelan

A serene pool area features a large swimming pool with clear blue water, surrounded by natural stone accents. Lounge chairs are arranged nearby for relaxation, and a panoramic view of the lake and mountains is visible in the background under a soft evening sky.

4.88 out of 5 average rating, 42 reviews

The Penthouse on Lake Chelan - 1 min walk to town

Escape to The Penthouse, located directly on Lake Chelan, offering a stunning backdrop of both the lake and the Cascade Mountains. Enjoy a spacious 1,000 sqft private wrap-around deck, relax in the jacuzzi, or dip in the swimming pool. The Penthouse is in the heart of of restaurants, shops, and wineries. Accommodating up to 12 guests, 4 bedrooms, 6 beds, and 3.5 baths. Experience endless outdoor activities ie. water-skiing, jet-skiing, kayaking, paddle boating, wine tasting at nearby vineyards!

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, 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.

4.87 out of 5 average rating, 253 reviews

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.

Apartment in Manson

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.

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!

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, 87 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.

4.95 out of 5 average rating, 57 reviews

Lakefront Condo | Breathtaking 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!

Superhost

A serene outdoor area features a small water fountain surrounded by lush greenery. The modern building's facade is visible in the background, showcasing a blend of wood and metal elements. Clear skies enhance the inviting environment.

Flat in Chelan

4.84 out of 5 average rating, 74 reviews

Deluxe View Chelan Condo w/TWO Parking Spaces

Fun for the whole family at this stylish lake view Chelan condo. Enjoy the INDOOR pool and hot tub or walk a few steps to BEACH. This luxury 2-bedroom suite features a gas fireplace, private balcony, and TWO underground parking spaces. Relax on the balcony with mountain & lake views while enjoying free WIFI, LED TV’s, and games & puzzles. Unit includes a full-size washer/dryer, linens, and a well-equipped kitchen. Enjoy endless local activities with waterslides, wine tasting, and fun.

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.

Flat 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 in door on site pool and hot tub. Fully stocked kitchen, fireplace and washer and dryer.

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

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.

5 out of 5 average rating, 25 reviews

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

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 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.

4.97 out of 5 average rating, 150 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

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 73 reviews

A winter landscape is presented with snow-covered homes nestled among tall evergreen trees. A serene mountain range can be seen in the background, with clouds drifting overhead, creating a peaceful atmosphere. The road winding through the snow adds to the tranquil setting.

Home in Ronald

Family & Dog Friendly Cabin w/Hot Tub & Games

Superhost

A well-maintained outdoor space features a sparkling pool surrounded by manicured grass and patio seating. A wooden fence provides privacy, while mountains and the Columbia River create a stunning backdrop under a clear blue sky.

Home in Chelan Falls

4.76 out of 5 average rating, 68 reviews

Lake Chelan- Private Pool, Hot Tub, Stunning Views

4.9 out of 5 average rating, 109 reviews

An aerial view captures a spacious home with a distinctive roof and a private, fenced pool surrounded by a concrete deck. Lush green lawns and trees frame the property, while rolling hills and distant mountains create a scenic backdrop.

Home in Leavenworth

Ski Hill Getaway - Entertaining Year-Round

Superhost

Home in Cle Elum

5 out of 5 average rating, 4 reviews

Evergreen Overlook Retreat: Sauna, Pool, sleeps 17

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.

4.94 out of 5 average rating, 32 reviews

LUXE Lake house -Private Heated Pool-downtown

4.84 out of 5 average rating, 167 reviews

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

Red Door Retreat - Sun and Snow

4.94 out of 5 average rating, 71 reviews

A modern mountain retreat is set against a serene backdrop, showcasing a spacious deck with wooden railings and outdoor seating. The structure features large windows that provide natural light, and the landscaping includes a manicured lawn, gravel driveway, and surrounding trees.

Home in Cle Elum

Spacious 7BR Getaway ~Swim Spa~ Game Room~ Sleep24

4.97 out of 5 average rating, 97 reviews

A spacious living area features a stone fireplace as a focal point beneath vaulted ceilings. Large windows provide natural light and views of the surrounding forest. A comfortable sectional sofa invites relaxation, while a decorative piece sits on a nearby side table.

Home in Ronald

The Wapiti Cabin! 90 mins to 2026 FIFA World Cup!

Apartment 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.

4.96 out of 5 average rating, 46 reviews

Top Floor Views | w/ Hot Tub | Golf Course

A multi-story lodge with a mix of wood and stone accents is nestled among landscaped greenery. A tranquil stream flows beside the building, while native plants and rocks enhance the natural setting. The clear blue sky contrasts against the architecture, creating an inviting atmosphere.

4.89 out of 5 average rating, 131 reviews

*Heart of Suncadia Lodge Resort*Hot Tub*Pool*MTNS

4.96 out of 5 average rating, 198 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.

Apartment in Leavenworth

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

4.89 out of 5 average rating, 28 reviews

An aerial view captures a circular arrangement of buildings, featuring vibrant red roofs surrounding a central pool area. The pool is complemented by green landscaping and organized pathways, while nearby water and developed areas are visible in the background.

Apartment in Quincy

Crescent Bar/Quincy condo-Monthly rate available!

A cozy bedroom is highlighted by a spacious bed adorned with a colorful blanket. A stone fireplace provides warmth, while wooden furniture offers storage. The kitchenette is visible, featuring a microwave and small refrigerator. Soft lighting from nearby lamps creates a welcoming ambiance.

4.95 out of 5 average rating, 175 reviews

3065 ☀️🏔Studio w VIEW @ Suncadia resort

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

A spacious living area is shown with two light-colored armchairs, a dark sofa, and a dining table in the background. Large windows provide views of the surrounding landscape, allowing natural light to fill the space. A piece of wall art adds a decorative touch.

5 out of 5 average rating, 20 reviews

Mountain View Retreat - Condo in Chelan

5 out of 5 average rating, 104 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.

Apartment 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, 28 reviews

Grand Crew at Chelan Lookout Vacation Rentals

A spacious living area is showcased, featuring a large sectional couch arranged around a central coffee table. Natural light floods the room through tall windows, accentuating the wood flooring and neutral colour palette. Artwork adorns the walls, contributing to the inviting ambience.

4.75 out of 5 average rating, 8 reviews

Riverview Pool Villa near Chelan, and Hot Tub!

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

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.

4.86 out of 5 average rating, 21 reviews

Spacious 3 Bed 3 Bath condo - Lake Chelan Shores

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

4.83 out of 5 average rating, 6 reviews

Lake Access | Indoor Pool + Hot Tub & Fire Table

4.96 out of 5 average rating, 90 reviews

Townhouse in Manson

Townhouse Near Lake, Pool & Wineries!

An outdoor deck with a stunning view of the lake at sunset. Comfortable seating arrangements are provided, along with a propane grill nearby. Heated lamps are positioned strategically for warmth and ambiance, enhancing the serene atmosphere overlooking the water.