Holiday rentals with a pool in Van Buren County

4.79 out of 5 average rating, 53 reviews

A spacious outdoor deck surrounds a refreshing pool, featuring reclining lounge chairs and a grill for alfresco cooking. A distinct lighthouse structure stands by the pool, enhancing the charming outdoor ambiance. This inviting area offers ample space for relaxation and gatherings.

Home in Coloma

SouthwestMi Paradise.

Rustic charm with modern comforts at our countryside farmhouse. Enjoy spacious family gatherings by the fireplace in the oversized family room. Create culinary delights in the gourmet kitchen with granite countertops. Relax in dreamy bedrooms, including a master suite with a king-size bed and steam shower. Kids adore the whimsical bunkhouse. Fully equipped for comfort, including Wi-Fi and entertainment. Explore nearby trails and bond under the stars. Book your unforgettable family escape today!

4.97 out of 5 average rating, 109 reviews

Northern Anchor: Beachy Game Room - Pool & Hot Tub

The new enclosed subdivision pool & hot tub are now open! Enjoy our beautiful vacation house. Fully furnished with loads of thoughtful details. Perfect for families with kids or for groups/individuals looking for a relaxing get away. Close to everything: beaches, downtown shopping, wonderful restaurants, award winning golf courses, pick your own orchards, beautiful wineries and much more. Visit us year round - from snowy woods to sandy beaches - the Northern Anchor has something for everyone.

4.97 out of 5 average rating, 36 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!

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!

An indoor heated pool is surrounded by sleek tile flooring and ceiling-mounted ventilation. A colorful mural depicting a sunset over water enhances the space. Pink inflatable flamingos float on the water, alongside blue inner tubes. Comfortable lounge chairs with striped cushions are arranged nearby.

4.99 out of 5 average rating, 72 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, 11 reviews

A spacious pool deck is presented with wooden flooring surrounding a large circular pool. Comfortable seating arrangements are located on both sides, featuring neutral-toned couches and lounge chairs. Colorful striped rugs add a lively touch to the outdoor space, with lush greenery visible in the background.

Home in Coloma

Hagar Beach House

Clean and Fresh 4- bed home Central AC , 5 min walk to our favorite Lake Michigan beach at Hagar park. Large Pool deck and pool. Beautiful old beech trees with multiple hammocks in tree stand . Full basement with kitchenette and full bath with divider separated queen bed sleep area. There’s an extra pullout sleeper couch downstairs . Large dining table seats up to 12. After your beach time relax on poolside deck , nap in the handful of hammocks clustered within the amazingly Tall Beech tree

The exterior of a two-story gray and green house is showcased, featuring a stone-accented garage and white-trimmed windows. Lush shrubs line the entrance, and a gravel driveway leads to the garage, set against a backdrop of greenery and a clear blue sky.

5 out of 5 average rating, 233 reviews

Driftwood Shores- Spring is Here!

Our last Summer days open are August 24 to 27. September is starting to book. 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 (9-10PM Adults only). It is included with your stay

4.94 out of 5 average rating, 85 reviews

An open living space features a cozy leather sofa and a rustic wooden coffee table. Large windows allow natural light to fill the room, complemented by a ceiling fan. A pellet stove is located near the seating area, creating a welcoming environment.

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.

An inviting outdoor area is featured, showcasing a heated pool beside a vibrant garden filled with blooming flowers. Stylish lounge chairs are positioned near the pool, while a shaded bar area is adorned with ferns and colorful blossoms, creating a relaxing retreat.

4.92 out of 5 average rating, 110 reviews

The Oasis Retreat

*POOL OPEN EARLY MAY 1ST* The Oasis Retreat, located right outside downtown South Haven, is perfect for year round adventures & only 4 block walk from downtown. It boasts a heated pool, hot tub, outdoor bar, backyard, 2nd unit, & fire pit. Ideal for families it includes Wi-Fi, kitchen, laundry, patio, outdoor bar, outhouse, & more. Hot tub: Open Year Round If unavailable, consider our nearby properties: 1) https://www.airbnb.com/slink/PSGEaadD 2) https://www.airbnb.com/slink/R5t9UwVUk

Superhost

5 out of 5 average rating, 3 reviews

Evergreen Acres • Woodland Preserve • Pool • Beach

Welcome to Evergreen Acres. Set on almost 10 private acres of natural preserves, this beautifully renovated countryside home draws on woodland beauty, modern comforts, and convenience to create the ideal space for families and groups to experience all the Michigan coast has to offer. Equipped with a private in-ground pool, entertainment room, outdoor fire pit, and <10 minutes from the beach and downtown South Haven, Evergreen Acres truly has something for everyone to enjoy.

4.98 out of 5 average rating, 103 reviews

Condo in South Haven

SunKissed Sanctuary + Pool + Hot Tub +CentralLofts

A stylish, historic lower-level loft featuring exposed brick and ductwork paired with true floor-to-ceiling walls for much-needed privacy. Designed by a family for families, this South Haven retreat blends charm, comfort, and convenience in a walkable location close to South Haven's countless activities. Amenities at Central Lofts include year-round access to a pool and hot tub, a fitness room, and seasonal access to a spacious shared patio with three grills.

Superhost

A secluded in-ground pool is surrounded by lush greenery and landscaped gardens. Several lounge chairs are arranged near the pool, which reflects the sky above. Flowering plants and shrubs frame the scene, creating a peaceful outdoor retreat.

4.83 out of 5 average rating, 185 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