
South Side vacation rentals
We found 430 vacation rentals — enter your dates for availability
Select from 112 homes, 10 cottages, and other vacation rentals in South Side to find one that's 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.
Vacation rentals with weekly discounts - South Side
Showing deals for:Mar 20 - Mar 27
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
10% off
Price is CA $185
CA $185
CA $2,133 total
CA $2,133 total
includes taxes & fees includes taxes & fees
Image gallery for The Black Pearl: industrial condo sleeps 6, full size kitchen & scenic views!

1010 out of 10, Exceptional, (124 reviews)
Exceptional
(124 reviews)
The Black Pearl: industrial condo sleeps 6, full size kitchen & scenic views!
South Haven
10% off
Price is CA $268
CA $268
CA $2,545 total
CA $2,545 total
includes taxes & fees 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
10% off
Price is CA $323
CA $323
CA $2,592 total
CA $2,592 total
includes taxes & fees 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
10% off
Price is CA $775
CA $775
CA $6,355 total
CA $6,355 total
includes taxes & fees 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
5% off
Price is CA $622
CA $622
CA $5,428 total
CA $5,428 total
includes taxes & fees 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
10% off
Price is CA $399
CA $399
CA $3,529 total
CA $3,529 total
includes taxes & fees includes taxes & fees
Image gallery for ❤️ Short Walk to Sandy Beach, Downtown, Lakefront & Lighthouse ❤️ Spacious House

9.69.6 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
❤️ Short Walk to Sandy Beach, Downtown, Lakefront & Lighthouse ❤️ Spacious House
South Haven
5% off
Price is CA $443
CA $443
CA $4,168 total
CA $4,168 total
includes taxes & fees 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
10% off
Price is CA $629
CA $629
CA $5,491 total
CA $5,491 total
includes taxes & fees 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
10% off
Price is CA $217
CA $217
CA $1,751 total
CA $1,751 total
includes taxes & fees 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
10% off
Price is CA $409
CA $409
CA $3,276 total
CA $3,276 total
includes taxes & fees 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
10% off
Price is CA $329
CA $329
CA $2,641 total
CA $2,641 total
includes taxes & fees 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
10% off
Price is CA $341
CA $341
CA $2,745 total
CA $2,745 total
includes taxes & fees 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
10% off
Price is CA $549
CA $549
CA $4,687 total
CA $4,687 total
includes taxes & fees includes taxes & fees
Image gallery for 4 BR 3 BA for 12 - steps to North Beach, walk to Downtown, off-street parking!

1010 out of 10, Exceptional, (41 reviews)
Exceptional
(41 reviews)
4 BR 3 BA for 12 - steps to North Beach, walk to Downtown, off-street parking!
South Haven
5% off
Price is CA $483
CA $483
CA $4,143 total
CA $4,143 total
includes taxes & fees includes taxes & fees
Image gallery for Fun inside or out with game room, fenced yard and 1/2 mile to beach or town.

9.89.8 out of 10, Exceptional, (60 reviews)
Exceptional
(60 reviews)
Fun inside or out with game room, fenced yard and 1/2 mile to beach or town.
South Haven
10% off
Price is CA $298
CA $298
CA $2,418 total
CA $2,418 total
includes taxes & fees 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
10% off
Price is CA $341
CA $341
CA $2,738 total
CA $2,738 total
includes taxes & fees includes taxes & fees
Image gallery for 2-bedroom condo with pool/hot tub in gorgeous South Haven

1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
2-bedroom condo with pool/hot tub in gorgeous South Haven
South Haven
10% off
Price is CA $279
CA $279
CA $2,468 total
CA $2,468 total
includes taxes & fees 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
10% off
Price is CA $226
CA $226
CA $2,136 total
CA $2,136 total
includes taxes & fees 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
10% off
Price is CA $310
CA $310
CA $2,902 total
CA $2,902 total
includes taxes & fees 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
14% off
Price is CA $266
CA $266
CA $2,029 total
CA $2,029 total
includes taxes & fees 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
10% off
Price is CA $434
CA $434
CA $3,467 total
CA $3,467 total
includes taxes & fees includes taxes & fees
Image gallery for 'Three Sisters Cottage' - 4th House from Lake

1010 out of 10, Exceptional, (245 reviews)
Exceptional
(245 reviews)
'Three Sisters Cottage' - 4th House from Lake
South Haven
15% off
Price is CA $362
CA $362
CA $2,903 total
CA $2,903 total
includes taxes & fees 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
76 reviews(76 reviews)
Walk to Lake Michigan, downtown, and Kid's Corner!
5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
Beach Breeze - 5 bedroom 4.5 bath vacation rental located just a block from the beach!
5 bedrooms · 4.5 bathrooms
1010 out of 10
Exceptionalexceptional
21 reviews(21 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)
New build in 2021! Short Walk To Beach & Downtown, Includes Hot Tub
Sleeps 12 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Beachfront Luxury Home-NEW Private Heated Pool, Lake View, Firepit, Game Room
Sleeps 16 · 6 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
53 reviews(53 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, yards and more
- More for lessMore space, more privacy, more amenities — more value
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 112 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. South Haven Lighthouse and North Beach 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.





