
Vacation 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.

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

FennWoods - A Modern, Wooded Retreat
Serene, nature-filled escape in Fennville. Vacation or just feel like you’re on vacay while you remote school/work from the woods. Modern 3 bd ranch on 10 tree-covered acres. Minutes from downtown Fennville & easy access to Saugatuck/Douglas & beaches. Above ground heated pool in season, hot tub, fire pit, playset. Two living rooms & open kitchen/dining. When you’re not taking in all the outdoors have to offer, unwind in front of the fireplace. Wifi, TVs with complimentary streaming, & laundry.

Luxury Cabin Retreat for Families or a Get Away
This cabin is perfect in every way. Whether a romantic hideaway for a weekend getaway, a family vacation with the kids, or with a group of friends; you will be delighted with this fantastic cabin. You'll find a clean, cozy, warm and down to earth place - with the little luxuries and amenities that make your vacation complete, memorable and fun! From the pool to the fire pit to the cozy back porch, the cabin has everything you will need to feel comfortable and pampered during your stay with us.

Cozy condo with fireplace perfect for fall fun.
Beautifully updated vacation condo with association pool perfect for summer or fall vacation. Close to Lake Michigan and all of the fun activities Saugatuck-Douglas has to offer. Less than 1 mile to Lake Michigan. Close to Douglas and Oval Beaches. Relax on your own front porch or walk a few steps to Isabel’s, a wonderful eatery right on site. One bedroom one bath with a cozy gas fireplace. Additional sleeping for two on pull out couch in the living room. Close to bike path to downtown.

Designer Cottage Relax Pool Beach & Spa—Windjammer
Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, community pool, private hot tub, fire pit, indoor fireplace, and loft for the kids! Take advantage of the beach and explore beautiful Harbor Country. Relax and unwind in this luxurious updated getaway with plenty of sun filled space for all to enjoy year-round. Professional Wolf stove for the chefs. Book your stay today! Create lasting memories!

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.

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

Driftwood Shores-Thanksgiving in South Haven!
South Haven is a great place for a Fall or Winter getaway! 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. It is included with your stay.

Wabi Sabi Chic at The Flamingo Ranch in Lakeside
Autumn at Flamingo Ranch—an unforgettable retreat nestled in Harbor Country, 1/2 mile from the lake. Equal parts sanctuary and playground, this designer-owned haven offers both deep seclusion + an open-format layout that invites connection, healing + 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.

Country cottage with hottub for two!
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.

Cedar Creek Lodge -Luxury Cabin in Kingfisher Cove
Our cozy 3 bedroom, 2.5 bath luxury rustic cabin features all the comforts of home and more. Fully furnished for your comfort with towels, linens and other necessities. This cabin sleeps 8 comfortably. A heated pool and lake access are available from Memorial Day to mid September. Full-size washer & dryer in the cabin for your convenience. For larger groups, ask about availability to also rent one of our affiliated cabins nearby.

50 Private Acres w/ Trails & Pool: Cozy Cabin
Unwind in this freshly renovated cabin set on 50 acres of peaceful nature. Explore private walking trails, relax by two serene ponds, or cool off in the seasonal pool (shared with our family). The space includes a kitchen for cooking, Xbox One for movie nights, and a fire pit perfect for stargazing. Dog-friendly and ideal for a quiet escape into the outdoors—with all the comforts of home.
Popular amenities for South Haven rentals with a pool
House rentals with a pool

NB Getaway w/HotTub,Pool,BBQ & Priv Screening Room

Lakefront Retreat w/Pool, Pickleball, Dock, HotTub

5 Bedroom Luxury Home In Heart of Beachwalk Resort

Riverdance - Spa Always Open Heated Pool 5/7-10/13

Luxury Retreat | Pool | Pickleball | Theater & Gm

Renovated Golf Course Home | Private Pool/Hot Tub

SoHappy Haven -6 bdrm, Year Round Pools, Game Room

3200 sq New Buffalo Pvt Pool | Hot tub 11 bed 6brm
Condo rentals with a pool

Robyn's Nest Riverside-Nautical Nest #6

Waterfront condo -pool-beach-bike-hike-shop-chill

Northern Lights 2 Bed 2 Bath With Pool

Blue Haven on the River

Charming Bayview - Downtown Condo with pool!

South Haven North Shore condo

Amazing Beach Condo with pool and great sunsets!

Birds Nest | 2BR | Downtown Saugatuck
Other vacation rentals with a pool

Lux Cabin Twin Peaks East • Private Pool & Hot Tub

Luxury home with pool.

Luxury Camping/Group or Family/*no site fees*

Marina Sunset: Savor Fall Flavors in Saint Joseph

Summerset Cottage & Suites Queen Suite

Downtown Dream

Rooftop Balcony | Lake Views | Pool | Walk to Town

poolside casita at Labyrinth House 1 Dog Welcome
When is the best time to visit South Haven?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,091 | ﺩ.ﺇ1,010 | ﺩ.ﺇ988 | ﺩ.ﺇ1,010 | ﺩ.ﺇ1,282 | ﺩ.ﺇ1,700 | ﺩ.ﺇ2,185 | ﺩ.ﺇ1,708 | ﺩ.ﺇ1,344 | ﺩ.ﺇ1,175 | ﺩ.ﺇ1,135 | ﺩ.ﺇ1,183 |
| Avg. temp | -4°C | -3°C | 3°C | 9°C | 15°C | 20°C | 22°C | 22°C | 18°C | 11°C | 4°C | -1°C |
Quick stats about vacation rentals with a pool in South Haven

Total vacation rentals
Explore 180 vacation rentals in South Haven

Nightly prices starting at
South Haven vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 3,000 verified reviews to help you choose

Family-friendly vacation rentals
160 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
180 of South Haven vacation rentals include wi-fi 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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- Warren Dunes State Park
- University of Notre Dame
- Silver Beach Carousel
- Saugatuck Dunes State Park
- Bittersweet Ski Resort
- Macatawa Golf Club
- Holland Museum
- Saugatuck Dune Rides
- The Dunes Club
- Lost Dunes Golf Club
- Point O' Woods Golf & Country Club
- South Bend Country Club
- Winding Creek Golf Club
- Kennedy Water Park
- Warren Golf Course
- Fenn Valley Vineyards
- 12 Corners Vineyards
- Cogdal Vineyards
- Dablon Winery and Vineyards