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, 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.

4.94 out of 5 average rating, 86 reviews

Home in Orondo

Columbia River View w/ heated pool & hot tub!

Treat your family or group to panoramic mountain & river views at this 5 acre Columbia River Retreat with park-like grounds including a huge yard, newly installed in ground heated pool, large patio area with dining, outdoor swingset & basketball hoop! This incredible rambler has been freshly-renovated with a sophisticated blend of modern and luxurious design. Relax to a custom electric fireplace in the large open concept living area, dine in the chef's kitchen & enjoy a huge outdoor patio area w

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

4.98 out of 5 average rating, 203 reviews

The cabin is illuminated under a twilight sky, surrounded by trees. A spacious patio features a hot tub, barrel sauna, picnic table, and fire pit, with hanging lights adding to the inviting ambiance. Two cozy hanging chairs and a gravel path complete the setting.

Cabin in Ronald

Arcade, Hot Tub, Sauna, Firepit, King Bed & EV!

Welcome to Rock Rabbit! This luxurious 3BR 2.5Bath cabin is nestled near Lake Cle Elum. Gaze at the starry sky from hammocks or the luxury hot tub, unwind in the barrel sauna or hike the majestic Cascade Mountains. Kids will love the retro arcade and private community pool! ✔ 3 Comfy BRs ✔ Open Design Living + TV Room ✔ Full Kitchen ✔ Game Room (Arcades, Foosball, Pop-Shot) ✔ Backyard (Hot Tub, Barrel Sauna, BBQ, Hammocks, Fire Pit) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking ✔ EV Charging!

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

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, 82 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, 53 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!

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.

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.

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 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.

5 out of 5 average rating, 23 reviews

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

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

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.

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, 19 reviews

Condo in Chelan - Mountain Views

Welcome to Quail Watch in beautiful Chelan! This ground-level 2-bedroom, 2-bath condo features sweeping lake and mountain views, a spacious open-concept layout, and a warm, inviting living area perfect for conversation and connection. Enjoy a private patio with grass access, seasonal community pool, and year-round hot tub. Just a short walk to town and steps from Don Morse Park—Quail Watch is the perfect retreat for couples or families in every season.

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, 70 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

4.8 out of 5 average rating, 147 reviews

The log home features a large outdoor deck with a private heated pool surrounded by trees. Lounge chairs are positioned near the water, while a stone pathway leads to the home's entrance. The natural setting offers a peaceful backdrop of green hills.

Home in Leavenworth

Gemini Lodge- Spacious Log Home Retreat

5 out of 5 average rating, 13 reviews

An inviting outdoor space features a heated in-ground swimming pool reflecting the sunset. Sun loungers are positioned nearby on a deck, and the home is framed by lush lawns and trees. Large sliding doors offer a view into the living area, integrating indoor and outdoor settings.

Home in Wenatchee

Amazing view home with pool/spa

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

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.

4.94 out of 5 average rating, 32 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

Apartment rentals with a pool

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, 130 reviews

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

A spacious studio room features a king bed with a warm plaid throw, complemented by a cozy seating area with a sofa. A large window invites natural light and offers views of snow-covered trees outside. A decorative mirror and soft lighting enhance the room's comfort.

4.9 out of 5 average rating, 137 reviews

4014 Fabulous☀️ Suncadia Lodge Studio

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 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, 95 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

A private outdoor area is highlighted by a hot tub under a wooden pergola. Stone pavers lead through manicured bushes, and cozy seating is provided beside the hot tub. The space is bordered by the exterior of a multi-story building, offering a relaxing retreat.

4.97 out of 5 average rating, 32 reviews

Suncadia Lodge/Private Hot Tub/Coffee Bar/Pets

4.91 out of 5 average rating, 212 reviews

A heated pool is shown surrounded by lounge chairs set against a backdrop of mountain peaks and lush greenery. Nearby, spacious accommodations can be seen featuring a combination of wood and stone architecture, adding to the natural ambiance of the resort.

Apartment in Leavenworth

Octoberfest-Park and walk to town- Hot Tubs-Views

Other holiday rentals with a pool

A bright living space features a modern sectional sofa arranged around a contemporary coffee table. A wall-mounted television is above an electric fireplace, while large windows provide natural light and views of the outdoors. Cozy decorative accents, including a plant and throw pillows, add warmth.

Townhouse in Manson

5 out of 5 average rating, 6 reviews

Ponderosa 4A

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 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.

Flat 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

The exterior of the vacation home showcases a modern design with a combination of light and dark siding. A paved patio area includes seating around a firepit, surrounded by landscaped areas with native plants. The home is set against a backdrop of rolling hills, illuminated by a sunset.

5 out of 5 average rating, 9 reviews

Bighorn & Bluebell - Chelan Vacation Rentals

A large outdoor pool is surrounded by a sunbathing deck with multiple lounge chairs. The pool area features a hot tub at one end, and the clear blue water extends to the shoreline and dock, with scenic hills visible in the background.

Townhouse in Chelan

4.8 out of 5 average rating, 60 reviews

SuperHost Luxury Home-Boating, Pool, Hot Tub, BBQ

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, 73 reviews

Deluxe View Chelan Condo w/TWO Parking Spaces

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.