
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.

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

Welcome Home *Near Lake Mi Beaches and Downtown*
With only 2 miles to the beach of Holland State Park and 3 miles to downtown Holland where you can enjoy shopping, breweries, restaurants, galleries, Farmers' market and more, this brick house is the perfect home for you and your group. Located on a large property with plenty of space inside and out, this house is comfortable and convenient to all Holland has to offer. We would love to have you stay at our "Home Away From Home"! Pool is open June-Sept. Heated only by sun.

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

Fun condo perfect for spring and summer fun.
Beautifully updated vacation condo with association pool perfect for spring 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.

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.

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

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.

Evergreen Acres • Woodland Preserve • Private Pool
Welcome to Evergreen Acres. Set on almost 10 private acres of natural preserves, this beautifully renovated countryside home draws on woodland beauty, modern comforts, and convenience to create the ideal space for families and groups to experience all the Michigan coast has to offer. Equipped with a private in-ground pool, entertainment room, outdoor fire pit, and <10 minutes from the beach and downtown South Haven, Evergreen Acres truly has something for everyone to enjoy.

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

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

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.
Popular amenities for South Haven rentals with a pool
House rentals with a pool

Luxury Escape • Hot Tub, Game Room, Heated Pool

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

Private Pool-150 Acres of Nature, Red House

Atomic Acres-POOL, Summer 2026 Awaits!

Private Modern Oasis: Fire pit, Hot tub, Sleeps 12

Idlewood Cottage, 5BR Home Beaches, Pool & Hot Tub

Northside Cottage at Harbor Club

The Splash Pad- a secluded pool/hot tub oasis
Apartment rentals with a pool

Robyn's Chain Ferry Nest #2

Union Pier Condo with Association Heated Pool.

Northern Lights 2 Bed 2 Bath With Pool

Blue Haven on the River

Amazing Beach Condo with pool and great sunsets!

South Haven North Shore condo

Nightingale Dunes - Modern beach town retreat

Couples waterfront getaway close to beach & trails
Other holiday rentals with a pool

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

Havenside Retreat: Arcade, Indoor/Out Pools, Beach

Your Wooded Retreat: Pool, Hot Tub & Fenced Yard

Modern Lake House w/ Private Pool near New Buffalo

Lakeside with heated pool & pvt beach access!

Private Indoor Pool make memories all year long!

Summerset Cottage & Suites, King Suite

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 | €308 | €253 | €286 | €238 | €303 | €401 | €544 | €491 | €313 | €239 | €311 | €347 |
| 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 €78 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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- Warren Dunes State Park
- University of Notre Dame
- Bittersweet Ski Resort
- Silver Beach Carousel
- Saugatuck Dunes State Park
- Fenn Valley Vineyards
- Oval Beach
- 12 Corners Vineyards
- Van Buren State Park
- Gun Lake Casino
- Gilmore Car Museum
- Saugatuck Dune Rides
- Van Andel Arena
- Grand Mere State Park
- Grand Haven State Park
- Jean Klock Park
- Holland State Park Lake Macatawa Campground
- Four Winds Casino
- Gerald R. Ford Presidential Museum
- New Buffalo Public Beach
- Weko Beach
- Rosy Mound Natural Area
- Silver Beach Park
- South Beach





