Holiday 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

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.

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

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.

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

Evergreen Acres • Woodland Preserve • Private Pool

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.

Driftwood Shores- Summer is Coming!

August 24-27 are our last Summer days available! 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

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.

Relaxing Lake Michigan Getaway!

Enjoy a relaxing getaway on Lake Michigan. Close to everything, but away from it all. Beautiful bluff views of Lake Michigan. Enjoy access to a private beach and 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 everyone. Please contact me for long term rentals.

Marina Sunset: Savor Summer Days

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.

Vino Villa | Cozy Escape near Wineries & Lake

Escape to Vino Villa—your chic home base in Coloma’s wine country. Minutes from Lake Michigan, Paw Paw Lake, Warren Dunes and Makers Trail wineries. Perfect for families, couples, and girls’ getaways. Enjoy a private hot tub, sparkling pool, fenced yard, propane fire pit, grill, and a fully equipped kitchen. Sleeps 8 in 3BR/2BA. Adventure by day, luxury and coziness by night. Your ultimate Lake Michigan escape awaits!

Luxury Estate with Heated Pool and Hot Tub

Escape to Bramblewood, a private 24-acre luxury villa near Lake Michigan. This stunning, custom-built 4-bedroom, 3.5-bath retreat sleeps 10 and offers the perfect mix of upscale comfort and peaceful seclusion. Enjoy the heated pool, hot tub, private pond, and scenic walking trails right on the property, all just 15 minutes from St. Joseph and South Haven. HEATED POOL OPENS MAY 14th.