Vacation rentals with a pool in Van Buren County

Downtown Loft: Firepit, Pool/Hot Tub, Theater, Gym

Central Lofts is the old high school, from 1913. This 1-bedroom, 1-bath condo sleeps up to 4 guests with a king sized bed and a queen-sized pullout couch in the living area. The open-concept layout, modern finishes, and inviting atmosphere make it the perfect place for couples, small families, girls’ trips, or weekend escapes. • Bright modern loft design • Fully equipped kitchen • Queen sleeper sofa Shared condo spaces include indoor pool, hot tub, fire pit, grills, gym and 2 theater rooms

Driftwood Shores-SH is a great fall getaway!

September and Fall 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. NOTE: AirBnb has changed its pricing structure so that now the host pays the 15.5% service fee (instead of the guest.) Your overall cost hasn't changed, but the nightly rate reflects this new payment system.

The Oasis Retreat

The Oasis Retreat is a newly remodeled home with a private heated pool & hot tub, just 4 blocks from downtown South Haven & close to Lake Michigan beaches, marina, trails, restaurants, bars & shops. Perfect for families & groups, the private backyard has an outdoor bar, fire pit, gas grill, pizza oven, ping pong, outdoor shower & detached guest unit w/ seasonal bath/shower. Inside: kitchen, laundry, fast WiFi, Roku TVs, heat/AC, sleeper sofa & upstairs loft. Pool: May-Oct Hot tub: Year-round

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!

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.

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 to the beach! Located between South Haven and St. Joseph, Michigan, this charming spot offers easy access to local wineries, nature centers, parks, and more!

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.

Beach-Themed Game Room & Pool Near Lake Michigan

The Northern Anchor: Year round community pool & hot tub! The ultimate family getaway! 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.

Cozy Cabin

The Cozy Cabin is a freshly renovated woodland retreat situated on 150 private acres, ideal for families, couples, or groups of friends. Sleeps up to 6 with 2 bedrooms, 1 bath, a full kitchen, Smart TV, Xbox, Wi-Fi, and board games. Enjoy wooded trails, peaceful ponds, a fire pit, cornhole, a playground, and a seasonal shared pool with paddleboats. Dog-friendly and just a short drive to Lake Michigan beaches, wineries, U-pick farms, and local attractions. Perfect for nature escapes.

New St Joseph Resort House with POOL

Come enjoy all that Southwest Michigan has to offer in our stylish house in the Harbor Village Resort development, within walking distance to St Joseph with boutique shops, kids museum/carousel/splash pad, and beaches! Relax in the stylish decor in this new 3 br house. Soak up the sun in the large pool right across the street! The Inn at Harbor Shores Resort is also at your doorstep with -Golf - Spa - Plank's restaurant/bar, - Conference center, c - Coffee shop - Marina

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.

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