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Vacation rentals with a pool in New Buffalo

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in New Buffalo

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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An outdoor area features a private heated pool surrounded by a black safety fence and lush greenery. Comfortable lounge chairs are scattered around the pool deck, with a large blue umbrella providing shade. A picnic table is visible, creating a welcoming space for relaxation.

Home in Michiana Shores

4.9 out of 5 average rating, 107 reviews

Splash (Pool! Hot Tub!) at Aqua House by the Lake

Family fun in Michiana Shores. Situated on one-half acre, enjoy the private heated eco-friendly pool (open May-Sept), year-round hot tub, large yard with 2 pooldeck fire pits, Weber crafted grill, bball, ping pong, hammock, biking, and nearby tennis/pickle ball all surrounded by mature forested trees. Indoors relax with billiards, 2 flatscreens for gametime, 3 bedrooms plus pullout living room sofa, woodburning fireplace, mudroom for your stuff, and a serene enclosed patio for dining and hosting

Top guest favorite

A private in-ground swimming pool is surrounded by lush greenery. Several white lounge chairs are positioned around the pool's edge, with a shaded dining area featuring a table and umbrella nearby. The clear water reflects sunlight under a bright blue sky.

Guesthouse in Michigan City

4.99 out of 5 average rating, 125 reviews

“Treetops” Charming Country Coach House

Second-floor comfortably furnished coach house. Stylish and airy space with full kitchen. Great views. Private in-ground 20' x 40' swimming pool reserved exclusively for you and your guests. Basketball half-court. Softball diamond. Bocce court. Great for bicyclists. 20 acres of woods. Hiking trails on property and pond with wildlife. Centrally located between New Buffalo, MI, and Michigan City, IN. Close to the Indiana Dunes, and Lake Michigan. 70 minutes to Chicago, 45 minutes to South Bend.

Top guest favorite

Home in New Buffalo

4.99 out of 5 average rating, 198 reviews

Designer Cottage - walking distance to downtown

Dream cottage getaway just over an hour from downtown Chicago. Walking distance from the beach, restaurants and all of downtown New Buffalo. Close to the casino, wineries and breweries. Whether driving in or taking the train, The Bradford is a relaxing yet sophisticated getaway. Eat, drink, and enjoy the beach, the pool, the shops and incredible summer sunsets, all within walking distance! Please note pool/bathhouse open late May - September and is shared with our association.Permit C22-0051

A stone pathway leads through lush greenery and colorful flowerbeds toward a light-filled, glass-fronted structure. Towering trees create a natural canopy, enhancing the serene atmosphere of the garden setting.

Home in Three Oaks

4.88 out of 5 average rating, 131 reviews

Harbor Country Charm w Heated Pool & Hot Tub

Important notes: - Home is in HARBERT by the lakefront, NOT in Three Oaks - Hot tub open all year - Pool closes October 10, 2024 through Memorial Day 2025 After a day of exploring the waters of Lake Michigan, Warren Dunes, or nearby wineries, find your sanctuary at Mae's Place. Recharge by soaking in the inviting hot tub, sizzle up a delicious meal on the grill or in the kitchen and end the evening roasting marshmallows around the fire pit or watching an outdoor movie on the pool deck.

A large outdoor pool features clear blue water surrounded by a spacious deck equipped with numerous lounge chairs. Sunlight reflects off the surface, highlighting the inviting atmosphere, with nearby buildings visible in the background.

Home in Michigan City

4.96 out of 5 average rating, 182 reviews

5 Bedroom Luxury Home In Heart of Beachwalk Resort

Beautiful home in the heart of Beachwalk, across the street from Lake Kai, pools, basketball & tennis courts and 2 blocks to Lake Michigan. This home is bursting with charm. Front porch runs the width of the house. Dining area opens up to family room with a lovely fireplace. Stunning master bedroom w/walk-in closet and beautiful new bathroom with all the finishes. 3 more bedrooms upstairs, one with full bathroom attached and the other 2 sharing bathroom. 5th bedroom on the lower level.

Top guest favorite

An inviting outdoor pool area is surrounded by lounge chairs arranged along the deck. Trees provide natural shade nearby, and a cozy pool house is visible in the background. The crystal-clear water of the pool invites relaxation and enjoyment.

Cottage in Union Pier

4.96 out of 5 average rating, 216 reviews

Designer Cottage Relax Pool Beach & Spa—Windjammer

Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, community pool, private hot tub, fire pit, indoor fireplace, and loft for the kids! Take advantage of the beach and explore beautiful Harbor Country. Relax and unwind in this luxurious updated getaway with plenty of sun filled space for all to enjoy year-round. Professional Wolf stove for the chefs. Book your stay today! Create lasting memories!

Home in Union Pier

4.84 out of 5 average rating, 186 reviews

New Buffalo / Union Pier Pool Hot tub 6 Bedroom

Relax with the whole family at this peaceful home with Classic European style meets Lake Michigan! This astonishing turnkey home is the perfect escape from life in the busy city. The home is ideal for entertaining Famliy . 5 bed , 4 bath , hot tub and gas grille and( pool opens June 6) close to union pier beaches and wine country . Property is nestled in a quaint country road location 1/2 mile off re arrow highway. Room for 10 cars,blue stone patios,ping pong table .

A serene association pool is surrounded by lush greenery, providing a tranquil setting for relaxation. The pool features a shallow end with a depth of 3 feet and includes stainless steel handrails for easy access. Sunlight reflects off the water, enhancing the natural surroundings.

Cottage in New Buffalo

4.96 out of 5 average rating, 113 reviews

Casa Playa - Union Pier Home w/ Pool & Private Spa

This 4 bedroom getaway is located in the heart of Harbor Country and is just a 10 minute walk or 3 minute drive to the best beach in Union Pier! Casa Playa has EVERYTHING a vacation house can offer: an association POOL, a private HOT TUB, high speed internet that accommodates many people working from home, a cozy indoor fireplace, an outdoor fire pit, an outdoor deck & grill, 2 smart Tvs, ALL brand new appliances, and games for the whole family!

Top guest favorite

An aerial view showcases a fenced-in pool area surrounded by lush green lawns and mature trees. A small patio with outdoor seating is visible beside the pool. The gravel driveway leads to the property, with an adjacent structure and a pergola enhancing the outdoor space.

Guesthouse in Cassopolis

4.98 out of 5 average rating, 163 reviews

Quiet cottage with pool and hot tub!

Come for a relaxing getaway in the country. Cook in our small kitchenette or use our Blackstone or fire pit. Located in a small hobby farm setting with sheep roaming the pasture. We also have a couple cats that claim the pool area as their own. The long driveway and gravel road are perfect for a leisurely stroll to enjoy the great outdoors. Take a swim in the pool or a soak in the hot tub and let the worries of life melt away during your stay.

An aerial view captures the Pool Barn alongside a spacious swimming pool surrounded by multiple loungers. Lush greenery and tall trees frame the scene, creating a serene outdoor environment. A camper is parked nearby, complementing the recreational setting of the backyard.

Guesthouse in Porter

4.89 out of 5 average rating, 797 reviews

'Pool Barn' w/Games & Hot Tub near Indiana Dunes

The Pool Barn offers a great location & unique experience. 1 hour from Chicago & less than 10 minutes from large sand beaches & hiking trails of Indiana Dunes National Park & Indiana Dunes State Park. pool, hot tub, grill, firepit, playground, & we are on hike/bike trail. Inside is billiards, ping pong, air hockey, darts, popashot, foosball, board games, large smart tv, 5 beds, couch, & full kitchen.

The exterior of a multi-level house is depicted, featuring a combination of siding and stone accents. Large windows are present, along with balconies on the upper levels. A paved driveway leads to a garage, surrounded by greenery and a clear blue sky.

Home in Michigan City

4.92 out of 5 average rating, 113 reviews

Beautiful home with Beach views in Beachwalk

Enjoy the open concept family room/dining area, flat screen TV, fireplace, and a farmhouse table that seats 12. You can also enjoy the sunset from the top floor "birds nest" with views of the Chicago skyline. The lower level is perfect for kids to watch TV and play games and is equipped with bunks that sleep up to 7 people. A Staircase leads to a private walkway for access to Lake Michigan.

A clear, blue heated pool is surrounded by a wooden deck, featuring a diving board and a water slide. A storage shed is visible in the background, with a life preserver mounted on the wall, under a canopy of trees.

Cabin in Benton Harbor

4.9 out of 5 average rating, 353 reviews

50 Private Acres w/ Trails & Pool: Cozy Cabin

Unwind in this freshly renovated cabin set on 50 acres of peaceful nature. Explore private walking trails, relax by two serene ponds, or cool off in the seasonal pool (shared with our family). The space includes a kitchen for cooking, Xbox One for movie nights, and a fire pit perfect for stargazing. Dog-friendly and ideal for a quiet escape into the outdoors—with all the comforts of home.

Vacation rentals for every style

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Popular amenities for New Buffalo rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

A saltwater pool is featured, surrounded by lush greenery and tall trees. The clear water reflects sunlight, creating a refreshing ambiance. A gentle slope leads into the pool area, and a pair of white chairs are positioned nearby on the pool deck.

5 out of 5 average rating, 24 reviews

Las Moras, 6 Acres, and a Large Pool

Top guest favorite

A serene outdoor space is presented, featuring a swimming pool surrounded by a spacious patio. Adjacent to the pool, a shed and a cabana provide functional areas, while lounge chairs and an umbrella invite relaxation. Lush greenery frames the area, creating a private atmosphere.

Home in South Haven

5 out of 5 average rating, 27 reviews

Lamb Haven | Private Pool, Hot Tub, Fire Pit, Dogs

The cabin features a wooden exterior with a large covered porch that spans the front. Surrounded by lush greenery, the expansive lawn leads up to the structure, creating a natural and serene setting perfect for outdoor activities.

Home in Union Pier

4.95 out of 5 average rating, 19 reviews

Private Cabin Retreat - Heart of Harbor Country

Home in Stevensville

4.67 out of 5 average rating, 18 reviews

Pool Vibes Retreat | Hot Tub | Poker | Fire Pit

A serene pool area is framed by lush trees, providing shade and privacy. Lounge chairs are positioned around the water's edge, inviting relaxation. The inviting cottage is visible in the background, enhancing the tranquil atmosphere of the outdoor space.

Home in Michiana

4.81 out of 5 average rating, 32 reviews

Comfy Cottage-Heated Pool, 1 Block to Beach!

The inviting inground pool is surrounded by a spacious concrete deck, featuring lounge chairs positioned nearby. A Caldera spa is visible to the left, with lush greenery and trees providing a serene backdrop. The clear blue water of the pool reflects the bright sky.

4.95 out of 5 average rating, 73 reviews

Atomic Acres- POOL SALE 50% OFF Aug/Sept weekdays!

Top guest favorite

A modern home is shown with an expansive private pool in the foreground. The pool features a ladder for entry and is surrounded by a patio equipped with lounge chairs and a dining table. Floor-to-ceiling windows reflect the outdoor landscape.

Home in Stevensville

4.98 out of 5 average rating, 41 reviews

Modern Lake House w/ Private Pool near New Buffalo

A heated pool is surrounded by a spacious patio, offering ample sunlight and relaxation. Lush greenery frames the area, including seasonally colorful trees in the background. A lounge chair and an umbrella provide a shaded spot for lounging by the clear blue water.

Home in Three Oaks

4.9 out of 5 average rating, 29 reviews

Woodside

Condo rentals with a pool

An outdoor pool is surrounded by lounge chairs, providing a relaxing area for guests. The three-story building features balconies on the upper floors. Clear blue skies add to the inviting atmosphere, enhancing the setting for relaxation and leisure.

Condo in New Buffalo

5 out of 5 average rating, 4 reviews

Fall 2 nt min Perfect Location Condo Pools Walk to

Top guest favorite

A cozy living area is presented, featuring a comfortable sofa and a rocker's seating option. A mounted television is positioned above a fireplace, with natural light entering through large windows. A decorative area rug enhances the warmth of the space.

Condo in South Haven

5 out of 5 average rating, 18 reviews

South Haven North Shore condo

Top guest favorite

A spacious deck is shown, featuring a wooden table with an umbrella and string lights illuminating the area. The view of the ocean is visible in the background, with a sunset casting soft colors in the sky. The side of the building is also visible, with multiple windows.

Condo in Coloma

4.97 out of 5 average rating, 31 reviews

Amazing Beach Condo with pool and great sunsets!

A large heated pool is surrounded by a spacious patio area, with lounge chairs available for relaxation. The condominium building is visible in the background, showcasing modern architectural features against a clear blue sky.

Condo in South Haven

4.94 out of 5 average rating, 66 reviews

Upscale 2br w/ private beach and pool on Lake MI.

A studio condo features a queen-size Murphy bed with a light-patterned blanket and a cozy futon nearby. A small dining area with a table is positioned adjacent to the fully equipped kitchenette. Soft blue walls and natural light create a relaxed ambiance.

Condo in South Haven

5 out of 5 average rating, 20 reviews

Private Beach/Pool on Lake MI Condo

An indoor heated pool is enclosed by large glass windows that allow natural light to fill the space. Comfortable lounge chairs are arranged nearby, alongside a pool ladder leading into the clear blue water. The brick walls contribute to a modern and inviting ambiance.

Condo in South Haven

5 out of 5 average rating, 8 reviews

Schoolhouse Suite: Indoor assoc. pool, hot tub!

A vibrant swimming pool is surrounded by a fenced area, featuring colorful lounge chairs in shades of pink and blue. Four guests enjoy the water, with two floating on pool toys and one seated on the edge. Sunlight creates shimmering reflections on the pool surface.

Condo in New Buffalo

4.93 out of 5 average rating, 88 reviews

Nightingale Dunes - Modern beach town retreat

A heated outdoor pool is surrounded by lounge chairs, offering a space for relaxation. The pool area is bordered by a fence, with a small building for pool amenities visible. Nearby, several chalet-style units are nestled among trees under a clear blue sky.

Condo in Stevensville

4.98 out of 5 average rating, 48 reviews

Sunset Pointe Chalet #31: Beach+ Pool + Games

Other vacation rentals with a pool

The exterior of the cottage is presented, showcasing a spacious screened-in porch framed by greenery. The flat roofline and large windows invite natural light, while a neatly landscaped area with a stone border enhances the tranquil setting. Lush grass complements the peaceful environment.

Cottage in Sawyer

4.96 out of 5 average rating, 78 reviews

Rosie’s Cottage close to Warren Dunes (w pool)

A spacious outdoor area features a heated in-ground pool surrounded by sun loungers. Umbrellas provide shade. Lush greenery frames the pool area, adding a natural touch to the landscape. The home's exterior is visible nearby, complementing the inviting setting.

Home in Bridgman

4.97 out of 5 average rating, 68 reviews

Home + Pool/Hot Tub/Fire Pit near wineries+more!

A clear, inviting pool is surrounded by a spacious patio area. Lush greenery and a white privacy fence provide a sense of seclusion. Steps lead into the pool, which is framed by a smooth concrete surface, offering a perfect spot for relaxation during warmer months.

Home in Saint Joseph

4.84 out of 5 average rating, 67 reviews

Updated 3 bdrm house w/ pool near beach & country

A shaded outdoor area is framed by wooden beams, leading to a clear in-ground pool with a diving board and slide. String lights create a soft glow, and lounge chairs are positioned nearby, offering a serene space for relaxation.

Home in Milford

4.98 out of 5 average rating, 88 reviews

pool and patio, outdoor living at it's best

An outdoor lounge area features a sectional sofa surrounding a circular table. A pool is visible in the background, alongside colorful pool floats. Orange umbrellas provide shade over the seating, while green grass and paved pathways enhance the space's appeal.

Home in Buchanan

4.96 out of 5 average rating, 24 reviews

Buchanan Pool House 2 King Beds 25 min to ND

Vacation home in Stevensville

4.92 out of 5 average rating, 63 reviews

A-Frame On Lake Michigan - beach, sports, + pool

The image captures the tranquil backyard, featuring a sparkling pool reflecting the sky. A spacious wooden deck lined with colorful chairs extends towards the house, which features large windows and a cozy seating area. Lush greenery surrounds the environment, contributing to a serene atmosphere.

Home in South Bend

4.93 out of 5 average rating, 59 reviews

Heated Pool | Kayaks | Hot Tub | Game Rooms |

The spacious living area features a large leather sectional couch facing a cozy gas fireplace and a wall-mounted television. A dining table with chairs is set for a meal, complete with dishes and centerpieces, while natural light floods in through the large windows.

Home in Union Pier

5 out of 5 average rating, 20 reviews

River's Edge- 30 acres w/ Pool/River/Kayaks/Trails

Quick stats about vacation rentals with a pool in New Buffalo

Total rentals
60 properties
Nightly prices starting at
R2,646 ZAR before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore