Holiday rentals with a pool in South Haven

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in South Haven

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.98 out of 5 average rating, 102 reviews

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

Top guest favourite
The modern farmhouse is showcased with crisp white siding against a backdrop of green trees. Features include a metal roof, large windows, and a porch with outdoor seating. A shaded area with a screened porch is visible, enhancing the inviting exterior space.
Cottage in South Haven
4.98 out of 5 average rating, 59 reviews

Cheerful Cottage, Walk to beach, Private Pool 2026

You will love staying at the Cheerful Cottage Modern Farmhouse with its crisp white walls, bright and airy design and decor. Every detail is thought out for your comfort and enjoyment. There will be an in-ground pool installed by the summer of 2026! The pool is designed for a maximum of 8 people. Only registered guests are allowed to use the pool. Walk to a glorious, sandy beach. ! In the evenings, grill out on the gas grill and enjoy dinner under the pergola. Make s'mores by the campfire!

Top guest favourite
Home in South Haven
4.97 out of 5 average rating, 112 reviews

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.

Top guest favourite
Home in Vandalia
4.99 out of 5 average rating, 218 reviews

Quiet Couples' Retreat, Stock Tank Pool, Nature

Escape to you own private sanctuary in the heart of Michigan's beautiful countryside--surrounded by trees, birds, and wildlife. Leave the noise behind and reconnect in this romantic setting. Imagine sunning in our little stock tank pool, reading a book, or enjoying a cool drink. It is the perfect place for some serious soul care. Or visit the 45 minutes away touristy locations.....Amish Country Shipshewana, Lake Michigan, or Wine Country. Then, come back and enjoy the peace and quiet.

Guest favourite
Home in Fennville
4.83 out of 5 average rating, 6 reviews

Lakewood Luxe • Pool • Hot Tub • Steps to Town

Escape to this thoughtfully curated modern ranch-style retreat, minutes from the shores of Lake Michigan and walkable to downtown Fennville shops and restaurants. Designed for both relaxation and entertaining, Lakewood Luxe features a private heated pool, hot tub, firepit, and two beautifully appointed king bedrooms. Enjoy a gourmet kitchen, light-filled living spaces, and plenty of private outdoor space. An ideal setting for couples, families, or groups seeking a cozy lakeshore getaway.

Guest favourite
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.
Home in South Haven
4.93 out of 5 average rating, 122 reviews

The Oasis Retreat

The Oasis Retreat is a newly remodeled South Haven home 4 blocks from downtown and close to Lake Michigan beaches, marina, trails, and events. Backyard highlights include a heated pool, year-round hot tub, outdoor bar, fire pit, patio seating, grill, pizza oven, outdoor shower, ping pong, and detached apartment with seasonal bath/shower. Inside: full kitchen, laundry, fast WiFi, Roku TVs, mini-split heat/AC, queen sleeper sofa, and upstairs loft. Pool: May-October Hot tub: Year-round

Top guest favourite
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
4.97 out of 5 average rating, 131 reviews

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.

Top guest favourite
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.
Home in South Haven
5 out of 5 average rating, 235 reviews

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

Top guest favourite
Apartment in South Haven
4.98 out of 5 average rating, 105 reviews

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.

Superhost
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.
Home in South Haven
4.83 out of 5 average rating, 185 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

Top guest favourite
The exterior of the Garden House Cottage is framed by lush greenery and landscaped gardens. A charming red barn-style structure features multiple large windows and a metal roof, inviting natural light into the interior spaces.
Barn in Hamilton
4.96 out of 5 average rating, 154 reviews

The Garden House Cottage at Redbud Farm

It's summer at Redbud Farm! The Garden House Cottage is a beautifully remodeled old farm barn. Modern boho farmhouse style. This place has charm galore. You'll love the peace and quiet of the country and the gardens are professionally landscaped and maintained. Enjoy the views of the English potager style garden right out the window while relaxing on the queen bed. Traveling with friends/family? Check out my other listing The Granary at Redbud Farm.

Top guest favourite
An aerial view showcases a fenced-in pool area surrounded by lush green lawns and mature trees. A small patio with outdoor seating is visible beside the pool. The gravel driveway leads to the property, with an adjacent structure and a pergola enhancing the outdoor space.
Guest house in Cassopolis
4.97 out of 5 average rating, 190 reviews

Cottage for two with pool & hot tub!

Come for a relaxing getaway in the country. Cook in our small kitchenette or use our Blackstone or fire pit. Located in a small hobby farm setting with sheep roaming the pasture. We also have a couple cats that claim the pool area as their own. The long driveway and gravel road are perfect for a leisurely stroll to enjoy the great outdoors. Take a swim in the pool or a soak in the hot tub and let the worries of life melt away during your stay.

Popular amenities for South Haven rentals with a pool

When is the best time to visit South Haven?

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Avg. price$454 SGD$374 SGD$422 SGD$352 SGD$447 SGD$593 SGD$804 SGD$724 SGD$462 SGD$353 SGD$459 SGD$512 SGD
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Quick stats about holiday rentals with a pool in South Haven

  • Total holiday rentals

    Explore 180 holiday rentals in South Haven

  • Nightly prices starting at

    South Haven holiday rentals start at $115 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    160 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    180 of South Haven holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across South Haven rentals

  • 4.9 Average rating

    South Haven stays are highly rated by guests – averaging 4.9 out of 5!

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