Holiday rentals with a pool in Van Buren County

4.98 out of 5 average rating, 52 reviews

Luxury cottage, near beach & town, pool & hot tub

Bring the whole family to our modern cottage just minutes from Lake Michigan and world class beaches. The house sleeps 12 across 4 bedrooms and a bonus den. South Haven is a gem of Michigan’s westside! Guests have access to two neighborhood Pools and Clubhouses. The all-season pool is equipped with an enclosure and hot tub and is located just behind our house! One mile from downtown South Haven, 1/4 mile from Lake Michigan, easy commute to Saugatuck, Holland, Benton Harbor or Kalamazoo area.

Campervan/RV in South Haven

5 out of 5 average rating, 21 reviews

Luxury Camping/Group or Family/*no site fees*

Camping made easy with this 5th wheel that sleeps up to 7 (king bed, fold down dining table, 2 bunks, pull-out couch, plus room for an additional air mattress) only 1.5 miles from downtown and the beaches. Parked on a spacious paved lot, enjoy views of the stocked fishing pond as well as ideal location near the pool and bathhouse. This rental is great for families as well as groups of friends, as it is spacious and has a residential sized fridge, among other amenities. *No additional site fees*

4.91 out of 5 average rating, 23 reviews

SoHappy Haven -6 bdrm, Year Round Pools, Game Room

Enjoy the best that South Haven (SoHa) has to offer! Spread across three levels, this spacious house offers a blend of modern design and cozy elements providing a comfortable retreat for relaxation and socializing. One of the largest homes in the Harbor Club neighborhood, this 6 bdrm house is the ideal choice for large groups with up to 16 guests of all ages featuring a guest suite on the main level, two living rooms, a ping pong room, foosball, shuffleboard, indoor and outdoor pools & hot tub.

5 out of 5 average rating, 11 reviews

Indoor Pool! Brand New! Harbor Hideaway

Brand New! Updated photos added weekly! Renting starting in June 2024. Home is fully stocked, and sleeps 14. Experience the Harbor Club neighborhood which is centrally located within steps to the Black River, and minutes to both Downtown South Haven, and to North Beach. If you want to take advantage the neighborhood amenities, there are 2 pools within steps. One of which is brand new, and is an all season pool with a glass enclosure, and hot tub. Can't wait to welcome you to our new Home!

4.97 out of 5 average rating, 30 reviews

Condo in Coloma

Amazing Beach Condo with pool and great sunsets!

Unwind with your family at this peaceful getaway! This cozy retreat features 1 bedroom, 1.5 bathrooms, and a pull-out couch in the living room. Enjoy exclusive access to a private beach and a community pool reserved for the condo association. Relax on your private deck while taking in breathtaking sunsets, just a short 5-minute walk from the beach! Located between South Haven and St. Joseph, Michigan, this charming spot offers easy access to local wineries, nature centers, parks, and more!

4.96 out of 5 average rating, 26 reviews

Nautical Retreat – Indoor Pool, Sauna, HotTub MORE

South Haven Nautical Retreat is a spacious 4BR/3BA home that sleeps 12, perfect for family vacations or group getaways. Just a short walk from downtown and central to both beaches, it offers endless fun for all: unwind by the indoor heated pool, relax in the 7-person hot tub, or play arcade games in the loft. Lounge in the hammock triangle, play lawn games, or enjoy cozy nights by the fire pit. Create lasting memories in the ultimate vacation retreat, with South Haven as the perfect backdrop!

5 out of 5 average rating, 24 reviews

Home in Saint Joseph

Harbor Shores House with Bunk Beds and Pool!

Escape to a tranquil retreat in this 3 bedroom cottage in Harbor Village, where comfort and convenience await. You'll love being situated in the Harbor Shores neighborhood, where downtown St. Joseph and Benton Harbor’s quaint shops and restaurants are just a short walk or bike ride away. The home enjoys stunning views of the marina and golf course from the front porch and terrace accessible via the master suite. Swim and/ or relax at the pool located steps away - right across the street.

5 out of 5 average rating, 214 reviews

Driftwood Shores-Still some Sept. weekdays open!

It's time to start thinking about the fall! Great September weekday rates! How about a golf trip? Enjoy a trip to beautiful South Haven along the shores of Lake Michigan. Driftwood Shores is a charming 1,680 sq. ft. home in the Harbor Club Resort. It has everything you need to enjoy a peaceful family vacation, friends getaway, or girls weekend out. The Resorts Indoor/Outdoor Pool with retractable roof and outdoor hot tub is open year around from 7 AM to 10 PM. It is included with your stay.

4.94 out of 5 average rating, 81 reviews

Barn in Benton Harbor

Updated Pool House with Private Pickle Ball Court

Ideal for families this is the perfect escape from city life. Our repurposed barn is a unique "Glamping" adventure, wake up to the crow of our roosters and enjoy fresh eggs every day. Just outside of St Joe & Benton Harbor, enjoy your stay in this repurposed old hatchery with exclusive use of the in-ground pool. Take advantage of the 30 acres surrounded by a creek & river or make us your home base for exploring the wineries, golf courses, hiking trails & beaches in the surrounding area.

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Home in Saint Joseph

5 out of 5 average rating, 3 reviews

Gorgeous Vacay Home w/ Marina View Near the Beach

This beautiful new home is perfect for your vacation fun! A marina and community pool are just steps away, plus nearby beaches, restaurants, shops, golf, brewpubs, wineries, and more. Harbor Shores Hideaway features 4 spacious, comfy bedrooms, an open living room/chef's kitchen, and stylish furnishings. Enjoy coffee on the front porch or barbecue on the back deck. With 7 beaches, hiking trails, golf courses, rentals, and Warren Dunes, you and your guests will have an unforgettable time!

4.97 out of 5 average rating, 61 reviews

Apartment in South Haven

Old School Condo/Loft in South Haven

Make some memories at this unique and family-friendly place. You will be close to everything when you stay at this centrally-located place. Central Lofts condos are located in downtown South Haven, 2 blocks from the summer Farmer’s Market or winter ice rink. The building has an indoor heated pool and hot tub, 2 old fashioned private movie theaters, and a fitness room. This condo has a queen bed and a pullout couch in living room. Close to town or just .7 miles to S Beach.

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