South Side holiday rentals
We found 432 holiday rentals — enter your dates for availability
Discover a selection of 116 homes and other holiday rentals in South Side that are 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:27 Nov - 4 Dec
Exceptional
(67 reviews)
AVERY STREET BEACH HOUSE. SLEEPS TWELVE! SIX BEDROOMS! FOUR BATHS!
South Haven
S$13,891
for 7 nights, 1 home
S$1,984 per night
includes taxes & fees
Exceptional
(32 reviews)
Casa de Sarno. Short Walk to Lake Michigan Beach. Dog Friendly.
South Haven
S$7,711
for 7 nights, 1 home
S$1,102 per night
includes taxes & fees
Exceptional
(189 reviews)
Lake Michigan Beach & Heated Pool 1 King BR+ Cottage Sleeps 3
South Haven
S$2,329
for 7 nights, 1 cottage
S$333 per night
includes taxes & fees
Exceptional
(106 reviews)
INDIANA AVENUE BEACH HOUSE 5 BDRMS. 4 BATHS. ACCOMMODATES TWELVE GUESTS!
South Haven
S$5,157
for 7 nights, 1 home
S$737 per night
includes taxes & fees
Exceptional
(39 reviews)
THE OAKLAND NORTH! ACCOMMODATES TEN GUESTS! 4 BDRMS/3 BATHS! NORTH BEACH!
South Haven
S$5,592
for 7 nights, 1 home
S$799 per night
includes taxes & fees
Exceptional
(64 reviews)
Fun inside or out with game room, fenced yard and 1/2 mile to beach or town.
South Haven
S$2,307
for 7 nights, 1 home
S$330 per night
includes taxes & fees
Exceptional
(76 reviews)
5 minute walk to beach or town Sabinas Sandcastle
South Haven
S$4,357
for 7 nights, 1 home
S$622 per night
includes taxes & fees
Exceptional
(84 reviews)
Newly Remodeled Apartment in Downtown South Haven
South Haven
S$1,400
for 7 nights, 1 apartment
S$200 per night
includes taxes & fees
Exceptional
(107 reviews)
2 blocks from Lake Michigan family friendly
South Haven
S$2,840
for 7 nights, 1 apartment
S$406 per night
includes taxes & fees
Exceptional
(200 reviews)
Overlook South Haven Harbor steps from South Beach and Downtown
South Haven
S$2,045
for 7 nights, 1 home
S$292 per night
includes taxes & fees
Exceptional
(66 reviews)
Family friendly walk to the beach and town.
South Haven
S$2,840
for 7 nights, 1 apartment
S$406 per night
includes taxes & fees
Exceptional
(97 reviews)
MICHIANA APARTMENT #3 ONE BDRM/ONE BATH BETWEEN DOWNTOWN AND SOUTH BEACH!
South Haven
S$2,248
for 7 nights, 1 apartment
S$321 per night
includes taxes & fees
Exceptional
(186 reviews)
Newly Renovated Cozy Efficiency
South Haven
S$1,913
for 7 nights, 1 apartment
S$273 per night
includes taxes & fees
Exceptional
(140 reviews)
Michiana Apartment #2: Two bedroom one bath apartment in downtown South Haven!
South Haven
S$2,160
for 7 nights, 1 apartment
S$309 per night
includes taxes & fees
Exceptional
(18 reviews)
Beach Front, Pool, Short walk to Downtown. Look No more! Peaceful Paradise
South Haven
S$3,228
for 7 nights, 1 apartment
S$461 per night
includes taxes & fees
Exceptional
(65 reviews)
Summer Fling 3rd Floor Downtown Studio
South Haven
S$2,261
for 7 nights, 1 apartment
S$323 per night
includes taxes & fees
Exceptional
(42 reviews)
❤️The Nest❤️ Shot Walk to Beach, Park, Riverfront & Downtown
South Haven
S$3,147
for 7 nights, 1 home
S$450 per night
includes taxes & fees
Exceptional
(31 reviews)
321 Michigan Avenue Historic One Bedroom, One Full Bath Apartment!
South Haven
S$2,203
for 7 nights, 1 apartment
S$315 per night
includes taxes & fees
Exceptional
(130 reviews)
MICHIANA #4: Second floor two bedroom one bath in downtown South Haven!
South Haven
S$3,049
for 7 nights, 1 apartment
S$436 per night
includes taxes & fees
Exceptional
(82 reviews)
Summer Fling 2nd Floor Downtown Suite
South Haven
S$2,261
for 7 nights, 1 apartment
S$323 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
Sweet Pea Cottage | Fire Pit | Walk to Beach
Sleeps 8 · 4 bedrooms · 1+ bathroom
Cozy Beach House: 1 Block to Lake.
Sleeps 8 · 3 bedrooms · 2 bathrooms
Lakefront Home w/Pool, Hot Tub, Firepit & Private Beach!
Sleeps 12 · 5 bedrooms · 4 bathrooms
Two Blocks from the beach & Kids Corner close to Riverwalk and Downtown
Sleeps 10 · 3 bedrooms · 3 bathrooms
Waters Reach: Family-Friendly Luxury & South Haven's Best Views
Sleeps 12 · 4 bedrooms · 4+ bathrooms
Victorian Painted Lady --- A Stroll from South Beach
Sleeps 12 · 5 bedrooms · 3 bathrooms
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 116 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 Michigan Maritime Museum, 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 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.