South Side vacation rentals

We found 428 vacation rentals — enter your dates for availability
Discover a selection of 113 homes and other vacation rentals in South Side that are perfect for your trip. Whether you're staying in a vacation rental with friends, family, or just with your pet, you'll have the amenities you expect and more, which might include a garden and pool. You'll be able to choose a rental to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - South Side

Showing deals for:Jan 1 - Jan 8

Large butcher block island located in the kitchen on the main level.
Aerial view of the front of the house with the pool and recreation area behind.
Fully equipped and spacious kitchen for making large family meals.
Living area
Exceptional
(6 reviews)

Beautiful North Beach Home! Private pool! Outdoor recreation area! 12 guests!

South Haven

9% off
$2,568
$17,979 for 7 nights
All fees included
Beautiful North Beach Home! Private pool! Outdoor recreation area! 12 guests!
Kitchen leads to the sunroom with overlooks the heated pool in the backyard.
The riverwalk is great for viewing the many boats visiting the harbor.
Kitchen was fully updated in 2018.
Living room transitions to the kitchen with a peninsula with 4 bar stools.
Exceptional
(83 reviews)

Perfect for Family - HEATED POOL thru early Oct, WALK to Downtown/Beach, HOT TUB

South Haven

8% off
$392
$2,747 for 7 nights
All fees included
Perfect for Family - HEATED POOL thru early Oct, WALK to Downtown/Beach, HOT TUB
There is parking for three cars on the driveway as well as on street parking.
Wide and gentle stairs from the driveway to the side door.
Natural travertine tile flooring is installed throughout the kitchen.
Sitting room beyond the family room.
Exceptional
(106 reviews)

INDIANA AVENUE BEACH HOUSE 5 BDRMS. 4 BATHS. ACCOMMODATES TWELVE GUESTS!

South Haven

8% off
$1,302
$9,111 for 7 nights
All fees included
INDIANA AVENUE BEACH HOUSE 5 BDRMS. 4 BATHS. ACCOMMODATES TWELVE GUESTS!
River view from ground level deck back of house
Back deck, firepit/chairs (on left), dining table, grill, bench seating
View of kitchen and dining from large family sitting area
Gourmet kitchen with bar seating for 6
Exceptional
(99 reviews)

Walk to Beach & Downtown • River + Lake Views • Huge 3-Level Home Sleeps 16

South Haven

8% off
$498
$3,489 for 7 nights
All fees included
Walk to Beach & Downtown • River + Lake Views • Huge 3-Level Home Sleeps 16
Kitchen - new stainless steal appliances
Kids Corner - Park
Front Porch
Front of home . 224 Monroe
Exceptional
(78 reviews)

5 minute walk to beach or town Sabinas Sandcastle

South Haven

8% off
$446
$3,124 for 7 nights
All fees included
5 minute walk to beach or town Sabinas Sandcastle
Wooded landscape
Property grounds
The half acre property offers a private space.
Property grounds
Exceptional
(8 reviews)

Private, Firepit, Walk to Town & <1 Mi to Beach

South Haven

8% off
$340
$2,383 for 7 nights
All fees included
Private, Firepit, Walk to Town & <1 Mi to Beach
Interior
Property grounds
Living area
Exterior detail
Exceptional
(68 reviews)

Fun inside or out with game room, fenced yard and 1/2 mile to beach or town.

South Haven

8% off
$263
$1,841 for 7 nights
All fees included
Fun inside or out with game room, fenced yard and 1/2 mile to beach or town.
Property grounds
Living area
Private kitchen
Interior
Exceptional
(42 reviews)

❤️The Nest❤️ Shot Walk to Beach, Park, Riverfront & Downtown

South Haven

8% off
$341
$2,387 for 7 nights
All fees included
❤️The Nest❤️ Shot Walk to Beach, Park, Riverfront & Downtown
Private kitchen
Property grounds
Terrace/patio
Dining
Exceptional
(204 reviews)

Overlook South Haven Harbor steps from South Beach and Downtown

South Haven

9% off
$257
$1,799 for 7 nights
All fees included
Overlook South Haven Harbor steps from South Beach and Downtown
Interior
Marina
Living area
View
Exceptional
(86 reviews)

Newly Remodeled Apartment in Downtown South Haven

South Haven

17% off
$147
$1,032 for 7 nights
All fees included
Newly Remodeled Apartment in Downtown South Haven
Back of the house
back yard
apartment c
studio bedroom
Exceptional
(190 reviews)

Newly Renovated Cozy Efficiency

South Haven

9% off
$216
$1,511 for 7 nights
All fees included
Newly Renovated Cozy Efficiency
Private kitchen
Spacious Entry Foyer with the laundry closet behind the six panel oak door.
Terrace/patio
Living area
Exceptional
(37 reviews)

321 Michigan Avenue Historic One Bedroom, One Full Bath Apartment!

South Haven

8% off
$203
$1,421 for 7 nights
All fees included
321 Michigan Avenue Historic One Bedroom, One Full Bath Apartment!
Kitchen with dishwasher, self cleaning gas range and space maker microwave.
South Haven has several beautiful parks and incredible flowers in the Summer.
Exterior
Living area
Exceptional
(144 reviews)

Michiana Apartment #2: Two bedroom one bath apartment in downtown South Haven!

South Haven

8% off
$233
$1,634 for 7 nights
All fees included
Michiana Apartment #2: Two bedroom one bath apartment in downtown South Haven!
Convenient outdoor beach shower below back deck stairs with hot and cold water.
Aerial photo of South Haven showing the Black River opening into Lake Michigan.
Michiana #3 kitchen includes all major appliances and cooking utensils.
Michiana Apartment #3 Living Room with tall cathedral ceilings and great light!
Exceptional
(98 reviews)

MICHIANA APARTMENT 3 ONE BDRM/ONE BATH BETWEEN DOWNTOWN AND SOUTH BEACH!

South Haven

8% off
$298
$2,088 for 7 nights
All fees included
MICHIANA APARTMENT 3 ONE BDRM/ONE BATH BETWEEN DOWNTOWN AND SOUTH BEACH!
Kitchen
Kitchen
Kitchen leading to outdoor entrance with shared deck
Property grounds
Exceptional
(68 reviews)

Family friendly walk to the beach and town.

South Haven

9% off
$324
$2,267 for 7 nights
All fees included
Family friendly walk to the beach and town.
Remodeled kitchen has stunning quartz countertops and stainless steel appliances
The riverwalk is great for viewing the many boats visiting the harbor.
New patio added in 2018 connecting garage to pool to back yard to side yard.
Farmhouse style dining table
Exceptional
(56 reviews)

Perfect for Family - HEATED POOL thru early Oct, WALK to Downtown/Beach, HOT TUB

South Haven

13% off
$435
$3,044 for 7 nights
All fees included
Perfect for Family - HEATED POOL thru early Oct, WALK to Downtown/Beach, HOT TUB
Master Bath Entrance
Beautiful backyard
Screened in porch
Room
Exceptional
(108 reviews)

2 blocks from Lake Michigan family friendly

South Haven

9% off
$324
$2,267 for 7 nights
All fees included
2 blocks from Lake Michigan family friendly

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Frequently asked questions

Can I find a vacation rental in South Side?
Yes, we offer vacation rentals near well known local attractions in South Side, or you can choose a more secluded option if you want a relaxing place to stay.
How many vacation rentals will I find in South Side?
With 113 Expedia vacation rentals, you're sure to find just the right place for your South Side stay.
What can I see and do in South Side?
While exploring the area, visit family-friendly sights like Surfari Joe's Indoor Wilderness Water Park, or get outside and enjoy nature at South Beach. Southside Municipal Marina and South Haven Lighthouse are a couple of places you'll find in the larger area.
What are vacation rentals like in South Side?
Vacation rentals are private accommodations you can stay in for several days or more in South Side. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.

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