
South Side holiday rentals
We found 429 holiday rentals — enter your dates for availability
Select from 114 homes, 10 cottages and other holiday rentals in South Side to find one that's perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll have the amenities that you expect and more, which might include parking and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - South Side
Showing deals for:24 Apr - 1 May
Image gallery for Large, 2-King /2Bath cottage Pool Fireplace, pool table, Beach fire pit,

1010 out of 10, Exceptional, (95 reviews)
Exceptional
(95 reviews)
Large, 2-King /2Bath cottage Pool Fireplace, pool table, Beach fire pit,
South Haven
8% off
Price is S$4,726
S$4,726
for 7 nights, 1 cottage
S$675 per night
includes taxes & fees
Image gallery for The Poplars. 15 Steps & Your Toes Are In The Sand!

1010 out of 10, Exceptional, (87 reviews)
Exceptional
(87 reviews)
The Poplars. 15 Steps & Your Toes Are In The Sand!
South Haven
6% off
Price is S$2,080
S$2,080
for 7 nights, 1 cottage
S$297 per night
includes taxes & fees
Image gallery for Large Beach House! 4 King beds! Great location!

9.89.8 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Large Beach House! 4 King beds! Great location!
South Haven
8% off
Price is S$5,719
S$5,719
for 7 nights, 1 home
S$817 per night
includes taxes & fees
Image gallery for New Remodel with Hot Tub 3 blocks from Beach, 1 block to Town, & Game Room!

1010 out of 10, Exceptional, (33 reviews)
Exceptional
(33 reviews)
New Remodel with Hot Tub 3 blocks from Beach, 1 block to Town, & Game Room!
South Haven
8% off
Price is S$3,924
S$3,924
for 7 nights, 1 home
S$561 per night
includes taxes & fees
Image gallery for Prime location! Dog friendly; close to beach, restaurants, shops! New kitchen!

9.49.4 out of 10, Exceptional, (45 reviews)
Exceptional
(45 reviews)
Prime location! Dog friendly; close to beach, restaurants, shops! New kitchen!
South Haven
7% off
Price is S$2,227
S$2,227
for 7 nights, 1 home
S$318 per night
includes taxes & fees
Image gallery for Perched On A Bluff Above The Harbor With A View Of Lake Michigan

1010 out of 10, Exceptional, (42 reviews)
Exceptional
(42 reviews)
Perched On A Bluff Above The Harbor With A View Of Lake Michigan
South Haven
8% off
Price is S$6,115
S$6,115
for 7 nights, 1 home
S$874 per night
includes taxes & fees
Image gallery for Beach Front, Pool, Short walk to Downtown. Look No more! Peaceful Paradise

1010 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)
Beach Front, Pool, Short walk to Downtown. Look No more! Peaceful Paradise
South Haven
8% off
Price is S$3,208
S$3,208
for 7 nights, 1 apartment
S$458 per night
includes taxes & fees
Image gallery for The Black Pearl: industrial condo sleeps 6, full size kitchen & scenic views!

1010 out of 10, Exceptional, (125 reviews)
Exceptional
(125 reviews)
The Black Pearl: industrial condo sleeps 6, full size kitchen & scenic views!
South Haven
7% off
Price is S$2,889
S$2,889
for 7 nights, 1 apartment
S$413 per night
includes taxes & fees
Image gallery for Family friendly walk to the beach and town.

1010 out of 10, Exceptional, (62 reviews)
Exceptional
(62 reviews)
Family friendly walk to the beach and town.
South Haven
9% off
Price is S$2,551
S$2,551
for 7 nights, 1 apartment
S$364 per night
includes taxes & fees
Image gallery for Summer Fling 2nd Floor Downtown Suite

1010 out of 10, Exceptional, (71 reviews)
Exceptional
(71 reviews)
Summer Fling 2nd Floor Downtown Suite
South Haven
8% off
Price is S$2,307
S$2,307
for 7 nights, 1 apartment
S$330 per night
includes taxes & fees
Image gallery for THE OAKLAND NORTH! ACCOMMODATES TEN GUESTS! 4 BDRMS/3 BATHS! NORTH BEACH!

1010 out of 10, Exceptional, (38 reviews)
Exceptional
(38 reviews)
THE OAKLAND NORTH! ACCOMMODATES TEN GUESTS! 4 BDRMS/3 BATHS! NORTH BEACH!
South Haven
8% off
Price is S$4,549
S$4,549
for 7 nights, 1 home
S$650 per night
includes taxes & fees
Image gallery for Newly Renovated Cozy Efficiency

1010 out of 10, Exceptional, (177 reviews)
Exceptional
(177 reviews)
Newly Renovated Cozy Efficiency
South Haven
9% off
Price is S$1,716
S$1,716
for 7 nights, 1 apartment
S$245 per night
includes taxes & fees
Image gallery for INDIANA AVENUE BEACH HOUSE 5 BDRMS. 4 BATHS. ACCOMMODATES TWELVE GUESTS!

9.89.8 out of 10, Exceptional, (98 reviews)
Exceptional
(98 reviews)
INDIANA AVENUE BEACH HOUSE 5 BDRMS. 4 BATHS. ACCOMMODATES TWELVE GUESTS!
South Haven
8% off
Price is S$4,829
S$4,829
for 7 nights, 1 home
S$690 per night
includes taxes & fees
Image gallery for Michiana Apartment #1 Beautiful Beach Abode!!! One queen bedroom. One bath.

9.89.8 out of 10, Exceptional, (99 reviews)
Exceptional
(99 reviews)
Michiana Apartment #1 Beautiful Beach Abode!!! One queen bedroom. One bath.
South Haven
8% off
Price is S$2,698
S$2,698
for 7 nights, 1 apartment
S$385 per night
includes taxes & fees
Image gallery for MICHIANA APARTMENT #3 ONE BDRM/ONE BATH BETWEEN DOWNTOWN AND SOUTH BEACH!

9.89.8 out of 10, Exceptional, (95 reviews)
Exceptional
(95 reviews)
MICHIANA APARTMENT #3 ONE BDRM/ONE BATH BETWEEN DOWNTOWN AND SOUTH BEACH!
South Haven
8% off
Price is S$2,691
S$2,691
for 7 nights, 1 apartment
S$384 per night
includes taxes & fees
Image gallery for 'Three Sisters Cottage' - 4th House from Lake

1010 out of 10, Exceptional, (247 reviews)
Exceptional
(247 reviews)
'Three Sisters Cottage' - 4th House from Lake
South Haven
13% off
Price is S$2,845
S$2,845
for 7 nights, 1 home
S$406 per night
includes taxes & fees
Image gallery for ❤️The Nest❤️ Shot Walk to Beach, Park, Riverfront & Downtown

1010 out of 10, Exceptional, (38 reviews)
Exceptional
(38 reviews)
❤️The Nest❤️ Shot Walk to Beach, Park, Riverfront & Downtown
South Haven
8% off
Price is S$3,978
S$3,978
for 7 nights, 1 home
S$568 per night
includes taxes & fees
Image gallery for 2 blocks from Lake Michigan family friendly

1010 out of 10, Exceptional, (103 reviews)
Exceptional
(103 reviews)
2 blocks from Lake Michigan family friendly
South Haven
9% off
Price is S$2,643
S$2,643
for 7 nights, 1 apartment
S$378 per night
includes taxes & fees
Image gallery for OPEN OCT is waiting at Sabina's Sandcastle

1010 out of 10, Exceptional, (71 reviews)
Exceptional
(71 reviews)
OPEN OCT is waiting at Sabina's Sandcastle
South Haven
7% off
Price is S$2,843
S$2,843
for 7 nights, 1 home
S$406 per night
includes taxes & fees
Image gallery for Overlook South Haven Harbor steps from South Beach and Downtown

1010 out of 10, Exceptional, (189 reviews)
Exceptional
(189 reviews)
Overlook South Haven Harbor steps from South Beach and Downtown
South Haven
9% off
Price is S$2,086
S$2,086
for 7 nights, 1 home
S$298 per night
includes taxes & fees
Image gallery for MICHIANA #4: Second floor two bedroom one bath in downtown South Haven!

9.89.8 out of 10, Exceptional, (124 reviews)
Exceptional
(124 reviews)
MICHIANA #4: Second floor two bedroom one bath in downtown South Haven!
South Haven
9% off
Price is S$3,394
S$3,394
for 7 nights, 1 apartment
S$485 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - South Side
Lakefront Home w/Pool, Hot Tub, Firepit & Private Beach!
Sleeps 12 · 5 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
77 reviews(77 reviews)
New: a relaxing getaway with hot tub, fire pit, yard. Near beach and Kids Corner
Sleeps 10 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Cozy Beach Bungalow - Enjoy Lake Views from Front Porch & Fire Pit!
Sleeps 12 · 5 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
5 Bedroom w/Fire Pit, Patio & Large Yard
Sleeps 12 · 5 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Independent house 10 min away from beach, kids corner and downtown
Sleeps 12 · 5 bedrooms · 3 bathrooms
9.29.2 out of 10
Wonderfulwonderful
26 reviews(26 reviews)
The Devonshire: Coastal comfort with firepit bikes, and kayak
Sleeps 6 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Can I find a holiday rental in South Side?
Yes, there are holiday rentals close to the most popular sights in South Side, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals will I find in South Side?
With 114 Expedia holiday rentals, you're guaranteed 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. South Haven Lighthouse and North Beach are a couple of places you'll find in the wider area.
What are holiday rentals like in South Side?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Side. Holiday rentals feature extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a small group gathering.





