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

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

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

Large, Cozy, Theatre, Pool, Walk to ND Restaurants

Centrally located to walk & explore Notre Dame, restaurants, and all South Bend offers! Spacious 6-bedroom luxury home with open concept design, master suite w/ spa shower & jacuzzi, and balcony overlooking the pool with lounge deck. Theatre room w/ recliners, poker table & Xbox. Two large entertainment areas w/ 65” & 85” TVs, surround sound, blazing-fast WiFi, granite kitchen, large charcoal grill, fire pit, and comfy beds. Indoor & outdoor games make it perfect for families & game weekends.

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.

Manor on Meadow | Year-Round Indoor Pool!

Manor on Meadow is located in the highly sought-after Harbor Club Community. Walk the 20 feet to the start of the boardwalk that takes you down to the community pool and marina. Rent a boat for tubing on Lake Michigan, take a zen paddle down the Black River, rent a golf cart and zip around town, all in your backyard! Ready to hit the sand? Newcome Beach is only a 3-minute drive from the house! Had enough of all these amenities? Chill in the comforts of Manor on Meadow and unwind!

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

7/26-8/2 available MiniResort IndoorPool&Sauna

Check Calendar for Current Availability July 26-Aug 2 - 7 nights Booking 2027! *NO PARTIES & no persons outside of your originally contracted group may visit the property during your stay.* This property is a perfect getaway situated between Holland, Grand Haven & Grand Rapids right on Lakeshore Dr. Our home sits up on a hill overlooking a beautiful 6 acre pond. You will feel as though you are at your own personal resort w/private heated indoor pool & sauna!

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

Wabi Sabi Chic at The Flamingo Ranch in Lakeside

Summertime at Flamingo Ranch—an unforgettable retreat nestled in Harbor Country, 1/2 mile from the lake. This designer-owned haven offers both deep seclusion + an open-format layout that invites connection to loved ones and nature + memory-making. Whether you’re gathering with family, reuniting with old friends, or seeking a rejuvenating escape, we deliver an experience that’s as comfortable + stylish as it is energetically charged.

Oasis Near Beach | Pool | Hot Tub | Pickleball

Escape to a 4,400 sq ft retreat built for gathering, with a heated pool (open Memorial Day weekend through October 19th), private pickleball court, hot tub, and space for 12. Just a 5-minute walk to the public beach. Set on a wooded lot, the property gives your group room to spread out while staying close to everything South Haven has to offer. Ideal for family vacations, multi-family trips, or reunions with friends.

Heated Pool • Hot Tub • Walk to Beach • Wineries

Set in a quiet, wooded setting, this spacious home is ideal for relaxed getaways in every season. In cooler months, the open floor plan and warm interiors make it easy to gather, unwind, and enjoy time together. As the weather warms, forest views, outdoor spaces, and easy access to the pool and nearby beach invite you to slow down, soak up the sunshine, and enjoy a more laid-back pace.