Holiday rentals with a pool in Van Buren County

4.98 out of 5 average rating, 53 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.

4.94 out of 5 average rating, 18 reviews

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

Welcome to Lamb Guest, where lakeside luxury is defined. Spanning three floors, the home offers multiple living spaces and game rooms for relaxation or entertainment. Gather around the grand dining table, which comfortably seats 12. With 2 bedrooms on the main floor and 5 upstairs, there's space for everyone. Step outside to a resort-style backyard featuring a pool house and hot tub. 0.6 miles to South Beach Blue Stairs and Kids' Corner Park. 1.3 miles to downtown South Haven! Dog friendly!

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, 215 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, 82 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.

Superhost

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!

4.95 out of 5 average rating, 56 reviews

Apartment in South Haven

Downtown Loft: Indoor Pool, Hot Tub, Gym, Theater

Central Lofts condos used to be the old Central High School. We are located in downtown South Haven. Stay 2 blocks from the Farmer’s Market, also an ice skating rink in winter. The building has a shared indoor pool and hot tub, 2 old fashioned private movie theaters (seats 12) and an exercise room. This cute condo has a king bed and twin sized trundle bed in master bedroom, and two pullout couches in living room. Walk to town & the beach, .7 miles to S. Beach and 2 blocks to town.

4.97 out of 5 average rating, 62 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.

Superhost

4.84 out of 5 average rating, 182 reviews

Experience Nature-Charming Cottage

Romantic getaway and/or family adventure Quiet updated farmhouse on a quiet road 5 miles from South Haven and Lake Michigan.The Black River runs along the property and there are 3 ponds.There is secluded in ground pool,woods and landscaped grounds for walks Great local markets A guest made a video about his time at the cottage that you can see on You Tube. GoozyVision Trip to South Haven,Michigan July 2017 The video also shows the beach and the town