Vacation rentals with a pool in New Buffalo

4.94 out of 5 average rating, 100 reviews

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

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

Guesthouse in Michigan City

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.

4.99 out of 5 average rating, 115 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, 195 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

5 out of 5 average rating, 42 reviews

The living space features wooden walls and a pitched ceiling, allowing for natural light from tall windows. A navy blue sofa is positioned against the wall, with a coffee table in front. A dining area for four and a full kitchen are visible in the background.

Cabin in Three Oaks

Knotty but Nice-sleeps 6-one minute to lake

Cabin B-14 at Lakeside Cabins resorts gives you all the amenities of a 5 star resort for a 3 star price! Vacation in beautiful SW Michigan, close to Lake Michigan beach, man-made beach at Lakeside Cabins resorts, beachside towns, and wineries. Two pools, fishing, kayaks/paddleboards, shuffleboard, pickleball, volleyball and basketball too! Enjoy the peaceful setting of your cabin surrounded by trees in a park like setting of this centrally located retreat. Build memories for a lifetime!

4.88 out of 5 average rating, 122 reviews

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

Luxury Living w Heated Pool |Hot Tub| Fire Pit

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.

4.96 out of 5 average rating, 176 reviews

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

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.

4.93 out of 5 average rating, 14 reviews

A heated swimming pool is surrounded by comfortable lounge chairs and umbrellas. The pool area is flanked by a multi-level building with wooden accents and balconies, all set against a backdrop of lush trees.

Apartment in New Buffalo

Serene Woodland Apartment Retreat in Grand Beach

This airy space holds warmth in the details — wooden accents, walls the color of pine and sage, the faint smell of a campfire. One queen bed features a cushy Casper mattress topped with plush Sferra linens. The bathroom, complete with Malin+Goetz bath products, keep things fresh. A small but mighty kitchenette is home to your morning coffee thanks to a Moccamaster coffee machine, fridge + microwave. If you must remain connected to the real world, the WiFi and TV are solid.

Luxe

An aerial view of a rectangular inground pool surrounded by a concrete patio, featuring six lounge chairs with umbrellas. The pool's clear water reflects light, and the landscape is accented by neatly arranged greenery and gravel pathways leading to the area.

5 out of 5 average rating, 8 reviews

NEW! 1BR Cottage w/ Pool, Firepit, Walk to Beach

Presenting Townie 1 - The Ivy, part of the unique Townie Cottages collection. This newly built lakeside luxury home was designed exclusively by Kate Marker Interiors (recognized by Architectural Digest and Luxe Home). Located in Union Pier, these exquisite cottages blend rustic charm and modern elegance for an unforgettable stay. Immerse yourself in a meticulously curated interior with high-end finishes and chic furnishings, creating a sophisticated yet homey atmosphere.

4.84 out of 5 average rating, 182 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 .

4.94 out of 5 average rating, 168 reviews

A modern kitchen features white cabinetry and a large island with four metal stools. A stainless steel stove and refrigerator are positioned alongside open shelving displaying simple decor. Natural light enters through a window, highlighting the white tile backsplash and the artwork of a cow on the wall.

Cottage in New Buffalo

Perfect Get Away - Private Hot Tub - Lots of Room

Gorgeous, New Buffalo cottage in the heart of New Buffalo. Perfect for families and friends ~ many areas for gathering within the home. Private hot tub off the back screened in porch and only ten steps away from large community pool. Walk to everything in NB - Whittaker is only 2 blocks away. Enjoy close proximity: beach, amazing restaurants in town (Stray Dog, Redamak's, etc.). The private hot tub makes this perfect place for social distancing with Family!

4.96 out of 5 average rating, 207 reviews

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

Designer Cottage Relax Beach Pool & Spa—Windjammer

Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, pool, 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 and create lasting memories!

4.96 out of 5 average rating, 105 reviews

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

Casa Playa New House in Union Pier w/ 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!

Vacation rentals for every style

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Kick off your hiking boots at these rustic lodgings

Popular amenities for New Buffalo rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A community swimming pool is surrounded by a spacious concrete deck, featuring numerous lounge chairs. Lush greenery surrounds the area, providing a serene environment. The pool itself is clear and inviting, with a gradual incline for easy access.

4.83 out of 5 average rating, 12 reviews

Modern Home, Close To The Beach,Pool,Private Spa!

NicoleRating, 5 stars2 days ago

We had a wonderful stay at this home! The girls loved their bedroom and it was close to everything. The house was even better than the pictures! Would definitely book again!

4.94 out of 5 average rating, 18 reviews

The outdoor area features a sparkling pool surrounded by lounge chairs and umbrellas. A spacious patio is equipped with a large dining table and additional seating, offering a perfect setting for relaxation in a beautifully landscaped backyard.

Home in South Haven

Lamb Guest | Private Pool, Hot Tub, Cabana, Dogs

KelleyRating, 5 stars3 days ago

The entire place was decorated beautifully, and in addition to the amazing pool and hot tub, there were just so many other things to d9 in and outside the house. It was just perfect!, and we will be back!!

4.97 out of 5 average rating, 59 reviews

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

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

AngelicaRating, 5 stars3 weeks ago

Bridgman pool was amazing ! Elizabeth is such a great host ! The pool/Hot tub /fire pit was absolutely amazing ! We really enjoyed our family time at this location !

The exterior of the vacation home is showcased, featuring a rounded design with multiple large windows. A well-maintained lawn surrounds the house, complemented by neatly trimmed shrubs and trees. A stone pathway leads up to the entrance, enhancing the inviting outdoor space.

4.89 out of 5 average rating, 27 reviews

Union Pier Pool home

NickRating, 5 stars10 months ago

Awesome stay! Booked here for a nice relaxing weekend get away where we wouldn’t need to travel to have fun. That is exactly what this place offered. Great pool & hot tub, and house has plenty of room making it feel relaxing and gives everyone plenty of space. Easy walk down to the beach - you get to leverage the private side of the beach which is very very nice. Overall great stay and will look to book again!

4.89 out of 5 average rating, 27 reviews

A spacious backyard features a private pool surrounded by a wooden deck. Bright yellow pool floats rest on the water, while comfortable lounge chairs are positioned nearby. A charming house is visible in the background under a clear blue sky, showcasing a warm and inviting atmosphere.

Home in Baroda

The Grapes are Calling - heart of SW MI

VickieRating, 5 stars9 months ago

Everything went great, Kelly was always quick to answer my messages. About the only thing I would suggest is to bring extra wash clothes and towels if you have more than a few people staying. Other than that everything was really nice for our girls weekend with cousins. Great House and location to the wineries.

4.92 out of 5 average rating, 108 reviews

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

Beautiful home with Beach views in Beachwalk

AvigdorRating, 5 stars2 months ago

Beautiful house with a stunning view, and walking distance from the beach.

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

5 out of 5 average rating, 32 reviews

Modern Lake House w/ Private Pool near New Buffalo

CarlaRating, 5 stars9 months ago

A party of 10 women for a bridal party weekend before the wedding festivities. Plenty of room for everyone lots of big bathrooms so much open space. The pool was warm the hot tub was bubbling. Such an amazing place set in the Sand dunes a five minute drive to Lake Michigan, and a short walk to the small lake, we enjoyed all of the amenities and had a wonderful time.

4.93 out of 5 average rating, 67 reviews

Home in Michigan City

Home near the lake with an inground pool

BaytaRating, 5 stars3 weeks ago

We had a wonderful stay at this Airbnb! The space was incredibly spacious, making it perfect for relaxing after a day of exploring. Everything was spotlessly clean—you can tell the host takes great pride in maintaining the property. The layout was well thought out, and all the amenities were exactly as described (if not better!). It truly felt like a home away from home. Highly recommend this place to anyone looking for a comfortable and hassle-free stay!

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Condo rentals with a pool

5 out of 5 average rating, 21 reviews

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

Amazing Beach Condo with pool and great sunsets!

EmilyRating, 5 stars3 days ago

We loved our stay!! One of a kind sunsets, the beach access was awesome, and the place itself was quiet, clean, and exactly what we needed. 😊 I’ve never been to an Airbnb so well stocked before!! 15 minutes from an adorable beach town as well. Would definitely go back! 💕 thanks for having us!

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.

5 out of 5 average rating, 4 reviews

Open 7/4-7/11Perfect Location Condo Pools Walk to

MarkRating, 5 stars11 months ago

Met expectations in every way. Clean, well maintained condo. Great location with several restaurants within walking distance, and a 10 minute walk to the beach. Beach gear was provided. Well stocked kitchen amenities and board games. Host responded quickly to all emails. Very well run. Easy all the way around.

4.94 out of 5 average rating, 63 reviews

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

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

JimmyRating, 5 stars1 month ago

Great place, great location, easy to walk almost everywhere. The private beach was great. Patio and pool were well maintained and peaceful. Only downside is lots of stairs but really great place would stay there again for sure.

5 out of 5 average rating, 17 reviews

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

Private Beach/Pool on Lake MI Condo

RonaldRating, 5 stars9 months ago

My husband & I rented this gem for a week. The condo is spotless, kitchen has many amenities, tastefully decorated, very comfortable and we loved it! We loved being right on the water/ beach and close to town. Highly recommend this adorable condo.

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.

4.92 out of 5 average rating, 79 reviews

Nightingale Dunes - Modern beach town retreat

JohnRating, 5 stars1 week ago

Great place for New Buffalo. Close to the downtown. Place is spacious, good outdoor seating, pool is really nice.

A covered patio area features two chairs overlooking a marina with docked boats. Hanging ferns provide greenery, while a table adorned with a floral arrangement and a blue tablecloth adds a pop of color. The sky is partly cloudy with hints of blue.

4.6 out of 5 average rating, 5 reviews

New Buffalo Condo with Association Pool and Beach!

RichardRating, 5 stars23 months ago

I couldn't have asked for a better place to spend my vacation. The location was outstanding. Beautiful Place! The neighbors were absolutely wonderful and welcoming... they treated my family and friends as if we lived there permanently. Highly recommend!

5 out of 5 average rating, 53 reviews

A heated outdoor pool is surrounded by a paved area equipped with lounge chairs. Adjacent structures feature large windows and sloped roofs, complemented by green trees in the background. The water reflects the clear blue sky.

Condo in Stevensville

Sunset Pointe Chalet #32: Beach + Pool+ Sports

LorenRating, 5 stars4 weeks ago

Nice quiet place with beautiful sunset views of Lake Michigan right from the front deck. Very peaceful and highly recommend for small family's