
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.

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

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!

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.

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.

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.

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

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.

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

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.

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 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.

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
House rentals with a pool

Your Wooded Retreat: Pool, Hot Tub & Fenced Yard

Welcome Home *Near Lake Mi Beaches and Downtown*

Luxury cottage, near beach & town, pool & hot tub

4 Bedroom home w/pool in St. Joseph

Christine's Cottage | Special Summer Weekday Price

The Splash Pad- a secluded pool/hot tub oasis

Paradise Haven-Indoor Pool/Hot Tub/Game Room!

Modern Koi Getaway: 3BR Near Lake Michigan Beaches
Apartment rentals with a pool

Robyn's Top Notch Nest#7

Waterfront couples getaway near beach and trails

Union Pier Condo with Association Heated Pool.

Northern Lights 2 Bed 2 Bath With Pool

Blue Haven on the River

Perfect Location Condo Pools Walk to all Beach 1.5

South Haven North Shore condo

Amazing Beach Condo with pool and great sunsets!
Other holiday rentals with a pool

Lux Cabin Twin Peaks East • Private Pool & Hot Tub

Updated Lakeside | Pool (Open!) + Hot Tub + Porch

Haven House: Year-Round Pool, Hot Tub, Near Beach

Marina Sunset: Savor Summer Days

NEW 1BR Cottage with Pool, Firepit, Walk to Beach

Summerset Cottage & Suites, King Suite

Rooftop Lakeview Balcony + Pool • Walk to Downtown

Relaxing Lake Michigan Getaway!
When is the best time to visit South Haven?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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 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!
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula Holiday rentals
- Northeast Ohio Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Indianapolis Holiday rentals
- Louisville Holiday rentals
- Columbus Holiday rentals
- Detroit Holiday rentals
- Cleveland Holiday rentals
- Cincinnati Holiday rentals
- London Holiday rentals
- Cabin rentals South Haven
- Flat rentals South Haven
- Beach house rentals South Haven
- Rentals with an EV charger South Haven
- Rentals with a kayak South Haven
- Rentals with a fireplace South Haven
- Apartment rentals South Haven
- Fitness-friendly rentals South Haven
- Rentals with lake access South Haven
- Lakehouse rentals South Haven
- Rentals with a hot tub South Haven
- Rentals with a washing machine and dryer South Haven
- Rentals with breakfast South Haven
- House rentals South Haven
- Rentals with a patio South Haven
- Beachfront rentals South Haven
- Waterfront rentals South Haven
- Beach apartment rentals South Haven
- Pet-friendly rentals South Haven
- Rentals with beach access South Haven
- Bed and breakfasts South Haven
- Family-friendly rentals South Haven
- Rentals with outdoor seating South Haven
- Cottage rentals South Haven
- Rentals with a firepit South Haven
- Rentals with pools Van Buren County
- Rentals with pools Michigan
- Rentals with pools United States
- Warren Dunes State Park
- University of Notre Dame
- Bittersweet Ski Resort
- Silver Beach Carousel
- Saugatuck Dunes State Park
- Oval Beach
- 12 Corners Vineyards
- Fenn Valley Vineyards
- Grand Mere State Park
- Benton Harbor St Joseph Ymca
- Gun Lake Casino
- Van Andel Arena
- Saugatuck Dune Rides
- Gilmore Car Museum
- Van Buren State Park
- Four Winds Casino
- Jean Klock Park
- Grand Haven State Park
- Holland State Park Lake Macatawa Campground
- Weko Beach
- Rosy Mound Natural Area
- New Buffalo Public Beach
- Silver Beach Park
- Millennium Park





