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Vacation rentals with a pool in Berrien County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Berrien County

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

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Top guest favorite

Home in Stevensville

5 out of 5 average rating, 60 reviews

Guest favorite! Quiet setting w/heated pool & more

Welcome to our SW Michigan retreat! This freshly updated home in a quiet country setting feels far away from it all but is close to everything Harbor Country has to offer including beaches, dunes, breweries & shopping. With 5 bedrooms & 3.5 baths, there's enough space for your large family or multiple families to relax & enjoy plentiful amenities including heated pool (seasonal), hot tub, trampoline, fire pit, large yard, multiple outdoor dining areas, woods with paved walking path, WiFi & more!

The dining area features a modern table surrounded by black chairs, with large windows offering views of the serene private lake outside. Natural light fills the space, highlighting the open layout that connects to the outdoor seating area.

Home in Stevensville

4.95 out of 5 average rating, 58 reviews

Bright & Modern Home with NEW POOL (open May-Sep)

The modern architecture and bright and airy design of the home provides a relaxing, inviting and luxurious space for guests. The home: -is set on an a sandy lot, facing a small private lake -has 3 bedrooms, 3 bathrooms, a den and a loft -has an 8-person hot tub and private pool -is equipped with top of the line kitchenwares -includes outdoor amenities such as kayak, canoe, fire pit, grill, yard games (Jenga and corn hole), etc. -allows pets but must be included in the booking and pay a pet fee

Vacation home in Stevensville

4.92 out of 5 average rating, 63 reviews

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

The Chalets on the Lake is a unique community, right on Lake Michigan with all the amenities for a perfect Michigan Summer: heated swimming pools (Memorial-Labor Day), a kiddie pool, tennis courts, basketball courts, pickleball, a private beach and more! This chalet has a view of the lake, perfect for sunsets and walks to the beach. A private home with a queen bed, full bed, 2 sets of bunk beds, bathroom, fully equipped kitchen, Roku TV’s, high speed internet, AND a miniature foosball table.

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

Top guest favorite

A private swimming pool features clear blue water, surrounded by a wide patio area. Several lounge chairs are arranged nearby for relaxation. Colorful floatables, including a large watermelon and a playful swan, are positioned in the water, creating a cheerful atmosphere for outdoor enjoyment.

Home in Saint Joseph

5 out of 5 average rating, 87 reviews

4 Bedroom home w/pool in St. Joseph

This home is all about having fun with the family. Open concept kitchen, living room & dining room. Deck off the dining for eating al fresco. Family room & game room area with large screen TV, Nintendo switch, game table with lots of board games & a dart board. Walkout to the pool (unheated) and fire pit area for fun in the sun and evening campfires to roast marshmallows. Outdoor games include bag toss, ladder ball, ring toss. Home is five miles to Silver Beach and downtown Saint Joseph.

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, 127 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.

Home in Union Pier

4.86 out of 5 average rating, 21 reviews

5K SqFt: Pool,Gym, Sauna, Hot Tub, 2 GameRms, Pets

We transformed this 1929 schoolhouse into our family's dream vacation home & are now welcoming guests! This 5K sq ft estate is the only AirBnB in SW Michigan with 7 bedrooms, resort pool, executive fitness center w/ sauna, hot tub, sunroom, outdoor play set, fire pit, game room, office w/ standing desk, billiards room, chef’s kitchen, and plenty of dining space. You won't want to leave, Pool open late May- Mid Sep! 5min to the beach & town of New Buffalo. Questions? Message me!

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, 214 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, 185 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, 109 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!

A charming ranch-style house is situated on a spacious green lawn, surrounded by mature trees. The front features a welcoming porch with seating, and a driveway leads to an attached garage on the right. Lush landscaping enhances the tranquil setting.

Home in Bridgman

5 out of 5 average rating, 82 reviews

Heated Pool | Quiet Area | Huge Fenced Yard

Enjoy a quiet, peaceful neighborhood while being close to everything. Five minute drive to Warren Dunes, Weko beach, wine bars, breweries, and restaurants. Three bedroom ranch perfect for your family to relax and have fun. Large fenced in backyard with gorgeous in-ground heated pool (June-September), gas grill, solo stove. Close to many wineries, orchards, and local farms. Lovely area for bicycling!

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

4.91 out of 5 average rating, 350 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 Berrien County rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

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

A screened-in porch features a wooden hot tub, surrounded by sunlight filtering through the trees. A round glass table with two chairs is positioned nearby, providing a space for relaxation. Lush greenery and a barn are visible in the background.

Home in Buchanan

4.92 out of 5 average rating, 204 reviews

Beautiful RETREAT in the country

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.

4.88 out of 5 average rating, 34 reviews

The Grapes are Calling - heart of SW MI

The exterior of a classic farmhouse is showcased, featuring a heated in-ground pool with clear blue water. A spacious deck is furnished with seating and an umbrella. The house has a two-story structure with multiple windows, allowing for natural light to brighten the surroundings.

Home in Sodus Township

4.88 out of 5 average rating, 25 reviews

Modern Farmhouse w/ Pool Near St Joe

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

4.83 out of 5 average rating, 63 reviews

Updated 3 bdrm house w/ pool near beach & country

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

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

An aerial view captures a cluster of chalets arranged around a spacious parking lot near the water's edge. The surrounding landscape features lush greenery and tranquil blue waters, with various outdoor amenities visible, including pools and recreational areas.

Home in Stevensville

4.94 out of 5 average rating, 17 reviews

Lake Michigan Beach Cottage + Pool + Games

Condo rentals with a pool

A screened-in porch features a wooden circular table accompanied by four matching chairs. A cozy seating area with blue cushions and decorative pillows is also present. Natural light filters through the surrounding trees, enhancing the serene atmosphere.

Condo in Union Pier

4.73 out of 5 average rating, 11 reviews

Union Pier Condo with Association Heated Pool.

A screened-in porch is equipped with a large dining table surrounded by six chairs. Two lanterns are positioned on the table, enhancing the space's functionality. The porch features a blend of natural light and green walls, with a comfortable seating area for relaxation.

Condo in Union Pier

4.67 out of 5 average rating, 9 reviews

Union Pier Condo With Heated Pool.

A private balcony is featured, furnished with a round table and four black woven chairs. The view showcases the community parking area and marina beyond, framed by the clear sky and trees in the distance.

Condo in New Buffalo

4.83 out of 5 average rating, 12 reviews

Idyllic New Buffalo Condo: Walk to Beach & Shops!

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

Perfect Location Condo Pools Walk to all Beach 1.5

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, 29 reviews

Amazing Beach Condo with pool and great sunsets!

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, 85 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

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

5 out of 5 average rating, 58 reviews

Sunset Pointe Chalet #32: Beach + Pool+ Sports

Other vacation rentals with a 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, 65 reviews

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

Top guest favorite

A heated pool is surrounded by a spacious patio featuring multiple lounge chairs. Lush green trees provide shade in the background, and several cottages are visible, creating a welcoming community atmosphere. The clear blue water invites relaxation and enjoyment.

Cottage in New Buffalo

4.95 out of 5 average rating, 44 reviews

Luxury Cottage with pool; summer will book fast

A private swimming pool is surrounded by a spacious patio featuring a hot tub and comfortable seating areas. The home is positioned in the background, with large windows allowing natural light. A white picket fence encircles the area, providing privacy.

Home in Saint Joseph

4.94 out of 5 average rating, 18 reviews

Private Pool, Hot Tub & Outdoor TV

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!

Top guest favorite

A spacious balcony features a small table and chairs, overlooking a serene marina. The sun shines brightly on the water, reflecting off the surface, while the surrounding docks and distant buildings create a tranquil atmosphere.

Townhouse in Saint Joseph

5 out of 5 average rating, 5 reviews

Marina Sunset:A Beautiful Getaway!

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

A private heated saltwater pool is surrounded by a fenced area, featuring chaise lounges for relaxation. Lush greenery is visible in the background, offering a tranquil wooded setting. The pool area is designed for peaceful enjoyment in a natural environment.

Home in Union Pier

4.8 out of 5 average rating, 5 reviews

Two Oaks Cabin Retreat

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

4.94 out of 5 average rating, 16 reviews

Serene Woodland Apartment Retreat in Grand Beach

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