Holiday rentals with a pool in South Haven

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

Location · Family · Hospitality

Nautical Retreat – Indoor Pool, Sauna, HotTub MORE

Chill & Thrill 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!

Value · Location · Decor

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.

Location · Family · Amenities

Walk everywhere: Bikes: Pool & hot tub: Beach gear

✨Upscale historic loft building 🚶WALK EVERYWHERE 🕑 2:00 PM CHECK-IN ⭐️Central Loft amenities⭐️ ♨️ Hot tub 🏊‍♂️ Indoor heated pool 🎬 2 movie theaters 💪 Workout room 🏖️ Beach necessities included 🌊 1/2 mile to Lake Michigan 🚲 4 beach cruiser bikes included 🛍️ A block from downtown SoHa 🍷 Near The Lakeshore Wine Trail 🍺 Close to several breweries 🧺 Washer & dryer in condo ☕️ Keurig & standard brewing coffee pot 🧑‍🍳 Fully stocked kitchen ⚡️ High speed inte

Family · Value · Barbecue

The Splash Pad- a secluded pool/hot tub oasis

The Splash Pad is a perfect getaway for families and groups. Our goal is to bring people together for quality time so we created spaces that everyone will love: the (non heated) pool, hot tub, patio, volleyball net and horse shoes, fire pit, indoor gas fireplace, and a spacious living room with a 55in TV. We hope you explore all the local attractions like: beaches, shops, restaurants, breweries, and hiking trails- all within 4 miles of The Splash Pad! Just added a Level 2 EV charger!! Available

Family · Location · Sleep quality

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

Value · Location · Accuracy

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.

Family · Value · Parks

Blue Haven on the River

Welcome to Blue Haven. Relax in our 2 bedroom 2 bath condo nestled in the heart of downtown South Haven. Just walking distance to great restaurants, cute boutiques and art shops, find everything that will meet your shopping desires. Blue Haven is a short walking distance to both the South and North beaches in the area. . Nearby attractions also include a movie theater showing all new releases golf cart, boat, and bike rentals, everything needed to provide fun for the entire family.

Location · Family · Getting around

Driftwood Shores- September in SoHa is beautiful!

Our Summer days are all booked! Fall is starting to book up, also. 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

Family · Location · Air conditioning

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.

Location · Quiet · Nearby

Luxury Escape • Hot Tub, Game Room, Heated Pool

Chillin Away is tucked between South Haven and Saugatuck. Relax in a heated seasonal pool, or unwind in the year-round hot tub. With 3 king suites, a custom bunk room, a fully stocked chef’s kitchen, arcades, shuffleboard, this retreat is crafted for families and friends seeking comfort, connection, and resort-style amenities in complete privacy. This newly built, professionally designed home offers resort-level amenities rarely found in private rentals near Lake Michigan.

Family · Location · Sleep quality

Central Lofts School House Retreat w/Hot Tub+Pool

Bring the whole family to this great family friendly South Haven retreat with lots of room for fun, rain or shine! Bright and open living areas are great for spending time together. Unwind at night in three separate bedrooms with lots of sleeping space for families and kids! Included in your stay is access to great shared amenities; a pool room with a large heated pool and hot tub, workout room, two theater rooms and large patio areas with grills out back.

Location · Accuracy · Pool