Holiday rentals with a pool in South Haven

5 out of 5 average rating, 16 reviews

Flat 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

An indoor heated pool is surrounded by sleek tile flooring and ceiling-mounted ventilation. A colorful mural depicting a sunset over water enhances the space. Pink inflatable flamingos float on the water, alongside blue inner tubes. Comfortable lounge chairs with striped cushions are arranged nearby.

4.98 out of 5 average rating, 86 reviews

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!

4.97 out of 5 average rating, 110 reviews

A bedroom features a spacious bed adorned with white linens and a navy throw blanket. Exposed brick walls add character, complemented by framed ocean-themed art. A mirrored dresser and a closet with hanging space provide ample storage. Natural light filters through a nearby window.

Flat in South Haven

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

An inviting outdoor area is featured, showcasing a heated pool beside a vibrant garden filled with blooming flowers. Stylish lounge chairs are positioned near the pool, while a shaded bar area is adorned with ferns and colorful blossoms, creating a relaxing retreat.

4.93 out of 5 average rating, 127 reviews

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

The outdoor area features a sparkling pool surrounded by lounge chairs and umbrellas. A spacious patio is equipped with a large dining table and additional seating, offering a perfect setting for relaxation in a beautifully landscaped backyard.

4.96 out of 5 average rating, 28 reviews

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!

4.93 out of 5 average rating, 190 reviews

An outdoor heated swimming pool is surrounded by a secure fence, featuring multiple turquoise umbrellas and lounge chairs. Lush green lawns and trees provide a scenic backdrop, enhancing the tranquil atmosphere. The pool area is well-lit by the sun, inviting relaxation.

Home in Fennville

AlleganOrchardsSleeps25Pool,HotTubFireplaceFirepit

ALLEGAN ORCHARDS: Luxe private retreat 5min. to Saugatuck/Douglas/Fennville Lake MI beaches/sand dunes. - Open kitchen - Private heated pool (fees apply - see house rules) - Private outdoor hot tub (open 24/7/365, no fee) - Indoor fireplace - Outdoor fire pit - Screened porch - Game room: Ping pong, billiards, game table, arcade games - Blue tooth sound throughout - Local area: Saugatuck/Douglas ("Art Coast of MI"), award-winning destination: Restos/Antiques/Boat/Hike/Golf/Wineries/Breweries.

4.97 out of 5 average rating, 119 reviews

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.

4.97 out of 5 average rating, 133 reviews

An aerial view showcases the spacious outdoor area, featuring a blue tennis court adjacent to a rectangular pool surrounded by lounge chairs. Lush greenery and trees frame the property, while a well-maintained lawn offers additional recreational space.

Villa in Niles

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

Waterfront property with a private hot tub, pool, and tennis court, making it an ideal destination for those seeking both relaxation and recreation. Visit beautiful Southwest Michigan and stay at the St. Joe Overlook. Take a swim in the pool, unwind in the hot tub, take the kayaks out for a river cruise, or sit by the fire. Enjoy this stunning location and top-notch amenities. A trip to the St Joe Overlook is the perfect place to gather & reconnect. Maximum Guest Count 16.

5 out of 5 average rating, 24 reviews

A studio condo features a queen-size Murphy bed with a light-patterned blanket and a cozy futon nearby. A small dining area with a table is positioned adjacent to the fully equipped kitchenette. Soft blue walls and natural light create a relaxed ambiance.

Apartment in South Haven

Private Beach/Pool on Lake MI Condo

Come unwind at this lovely condo with great amenities including private beach access, a heated pool (open during summer months), spacious patio with commercial grills. Centrally located and in walking distance to downtown South Haven. Restaurants, wine tasting, and breweries are all within walking distance. South Haven also offers expansive biking, kayak, boat rental, parks, and much more to stay as active or relaxed as you want. Come explore this unique lakeside town.

5 out of 5 average rating, 18 reviews

Cabin in Fennville

Lux Cabin Twin Peaks East • Private Pool & Hot Tub

Escape to a peaceful, woodland retreat with this high-end A-frame cabin in Fennville, Michigan. This 5-bedroom, 3-bath cabin features three floors, two living rooms, an inground pool and fire pit offering the perfect balance of modern luxury and nature. Located just minutes from the vibrant Saugatuck-Douglas area and its welcoming, inclusive community. This is the ultimate destination for groups, families, and friends seeking quality time, adventure and tranquility.

A secluded in-ground pool is surrounded by lush greenery and landscaped gardens. Several lounge chairs are arranged near the pool, which reflects the sky above. Flowering plants and shrubs frame the scene, creating a peaceful outdoor retreat.

4.84 out of 5 average rating, 191 reviews

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

The exterior of a two-story gray and green house is showcased, featuring a stone-accented garage and white-trimmed windows. Lush shrubs line the entrance, and a gravel driveway leads to the garage, set against a backdrop of greenery and a clear blue sky.