
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.

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.

The Northern Anchor: Your Perfect Getaway!
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.

Experience Fall Beauty & Harbor Country Charm!
Important notes: - Home is in HARBERT by the lakefront, NOT in Three Oaks - Hot tub open all year - Pool closes October 10, 2024 through Memorial Day 2025 After a day of exploring the waters of Lake Michigan, Warren Dunes, or nearby wineries, find your sanctuary at Mae's Place. Recharge by soaking in the inviting hot tub, sizzle up a delicious meal on the grill or in the kitchen and end the evening roasting marshmallows around the fire pit or watching an outdoor movie on the pool deck.

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!

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-Enjoy a Winter Getaway!
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.

Couples getaway with 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.

Heavenly 7 Retreat Luxury Cabin -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.

New buffalo Farmstead main home pool hot tub
5 bedroom 2 bath 2200 sq ft modern farmstead , 2 minutes to new buffalo and beach and all its offerings , 18x36 new heated shared pool and hot tub. Property on 6 acres with plenty of room for kids to play , 26 apple trees and woods , ride host bikes to new buffalo .. Best of both worlds in country , close to town .There’s 2 new homes on 6 acre property, this home and 1 guest home ( rented separately) .
Popular amenities for South Haven rentals with a pool
House rentals with a pool

Luxury home with pool.

GRPoolcation : Work + Play + Stay (GR-Caledonia)

Sauna | Hot Tub | Heated Pool | Beach Walk

Welcome to Uncommon Grounds

5 Bedroom Luxury Home In Heart of Beachwalk Resort

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

NEW! Two Oaks: Pond-side oasis with pool/hot tub

Renovated Golf Course Home | Private Pool/Hot Tub
Condo rentals with a pool

Robyn's Nest Riverside-Nautical Nest #6

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

Lake Effect Loft +Beach+Downtown+Pool+Hot tub

Fall 2 nt min Perfect Location Condo Pools Walk to

South Haven North Shore condo

Amazing Beach Condo with pool and great sunsets!

Birds Nest | 2BR | Downtown Saugatuck

Schoolhouse Suite: Indoor assoc. pool, hot tub!
Other holiday rentals with a pool

Lux Cabin Twin Peaks East • Private Pool & Hot Tub

Havenside Retreat: Arcade, Indoor/Out Pools, Beach

Old School Condo/Loft in South Haven

Marina Sunset: Snowy Saint Joseph Awaits You

A-Frame On Lake Michigan - beach, sports, + pool

Downtown Dream

Indoor Pool Oasis - perfect for large groups

Modern Coastal Retreat w/ Pool – Walk to Downtown!
When is the best time to visit South Haven?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $450 AUD | $416 AUD | $407 AUD | $416 AUD | $528 AUD | $701 AUD | $951 AUD | $857 AUD | $547 AUD | $483 AUD | $468 AUD | $488 AUD |
| 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 $45 AUD per night before taxes and fees

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

Family-friendly holiday rentals
160 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
180 of South Haven holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- University of Notre Dame
- Warren Dunes State Park
- Bittersweet Ski Resort
- Silver Beach Carousel
- Saugatuck Dunes State Park
- Holland Museum
- Macatawa Golf Club
- Saugatuck Dune Rides
- Point O' Woods Golf & Country Club
- The Dunes Club
- Lost Dunes Golf Club
- South Bend Country Club
- Winding Creek Golf Club
- Fenn Valley Vineyards
- Kennedy Water Park
- Warren Golf Course
- Cogdal Vineyards
- 12 Corners Vineyards
- Dablon Winery and Vineyards




