Vacation rentals with a pool in Van Buren County

Harbor View *golf cart included for summer 2026*

Nestled along the shore of Lake Michigan, a brand-new, five-bedroom pet-friendly house offers a perfect blend of natural beauty, outdoor adventure, and cultural experiences. South Haven's pristine sandy beaches, lighthouses, and picturesque sunsets make it a haven for relaxation and rejuvenation. You can explore the downtown area with its unique shops, galleries, and restaurants, embark on outdoor activities like hiking, biking, and water sports, or relaxing at one of the two neighborhood pools.

The Northern Anchor: Your Perfect Getaway!

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.

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.

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

Awesome Family Escape with pool and private beach

Fun summer getaway with the family at this hidden gem in Southwest Michigan! This peaceful condo features 2 bedrooms with 3 brand-new beds, comfortably sleeping 6, and 2 full bathrooms. Equipped with two work-from-home desks and high-speed internet, it’s perfect for balancing work and relaxation. Enjoy the full kitchen, washer and dryer, cable TV, and all the essentials for a comfortable stay. Relax on the private beach, just a short walk away and a private pool for condos-only.

Great fall rates. Enjoy the colors of autumn!

FALL/WINTER SPECIAL! Enjoy a relaxing getaway on Lake Michigan. Now offering long term rentals for the off season. Close to everything, but away from it all. Beautiful bluff views of Lake Michigan. Enjoy access to a private beach and a pool. Close to downtown St. Joe. and South Haven for fantastic shopping,dining and more! Whether it’s a trip to Saugatuck Dunes State Park, enjoying one of the many area wineries or just lounging on the beach, there’s something for every

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.

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

Driftwood Shores-Thanksgiving in South Haven!

South Haven is a great place for a Fall or Winter getaway! 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.

Marina Sunset: Savor Fall Flavors in Saint Joseph

Located in the beautiful beach town of Saint Joseph, Michigan, this brand new waterfront townhome is located within Harbor Shores Resort. The area's natural beauty can be seen throughout several dunes areas and beaches nestled on the southeast corner of Lake Michigan. Enjoy wineries, award winning breweries, and an abundance of restaurants. There are adventures abound with boating, fishing, hiking, and biking all nearby.

Family Tides at Harbor Shores

The ultimate family retreat awaits at this 3BR townhouse, boasting captivating marina views. Unwind in comfort with two restful king beds for a good night's sleep after family adventures. Explore charming cafes, exciting water sports, golfing, and Silver Beach. Embark on riverside strolls along the paved walkway, let the kids splash in the inviting heated pool, and stay seamlessly connected with fast Wi-Fi.

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.