Search South Side Cottage Rentals from CA $218

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May 2 - May 4
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Jun 20 - Jun 22

Browse Select South Side Cottages

Charming 3-bedroom Mid-Century cottage in lakeside Miller Beach with WiFi, AC
Oven, stovetop, dishwasher

Charming 3-bedroom Mid-Century cottage in lakeside Miller Beach with WiFi, AC

The price is CA $218
CA $587 total
includes taxes & fees
Apr 28 - Apr 29
Charming 3-bedroom Mid-Century cottage in lakeside Miller Beach with WiFi, AC
Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
Terrace/patio

Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park

10.0 out of 10, Exceptional, (34)
"The place is incredible, stayed in January when it snowed but the cottage is well insulated and heater works flawlessly. Super clean, colorful and we can only imagine how awesome it would be in the summer. Great communication, great accommodating host. "
Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
“The cottage” 2 bedrooms cozy and private home
Terrace/patio

“The cottage” 2 bedrooms cozy and private home

9.6 out of 10, Exceptional, (7)
"Cozy and beautiful stay. It felt like home and has everything you need. Location is very close to all restaurants, attractions, and airports. The best part was our host. Nayeli was so amazing, and caring. We would highly recommend anyone to stay here during their time in Chicago!!!! "
“The cottage” 2 bedrooms cozy and private home
Dunland Cottage W/hot tub, paddle boards, fire pit
Fridge, coffee/tea maker, cookware/dishes/utensils

Dunland Cottage W/hot tub, paddle boards, fire pit

8.2 out of 10, Very good, (20)
"Stayed in Naomi’s home for a weekend with some friends visiting from out of town! We had a great time and was pleased with the home + it was very comfortable and easy to drive to the beach. The paddleboards and beach chairs that came included for our use were awesome! There were some small issues - one of the bedrooms had a duvet that unfortunately smelled and we had to remove it, and while we were staying we experienced issues with the hot tub that were not resolved by the time our stay ended,...
Dunland Cottage W/hot tub, paddle boards, fire pit
2 Mi to Northwestern: Updated Home w/ Game Room!
Interior

2 Mi to Northwestern: Updated Home w/ Game Room!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This recently remodeled home was perfect for our family trip. It was immaculate, comfortable, spacious and well appointed. "
2 Mi to Northwestern: Updated Home w/ Game Room!
Home w/ Fenced Yard: 13 Mi to Downtown Chicago!
Interior

Home w/ Fenced Yard: 13 Mi to Downtown Chicago!

3.0 star property
Home w/ Fenced Yard: 13 Mi to Downtown Chicago!
Beach and backyard 4-bedroom cottage
Living area

Beach and backyard 4-bedroom cottage

Beach and backyard 4-bedroom cottage
Charming 2-bedroom cottage with WiFi, AC in serene Miller Beach, IN
Exterior

Charming 2-bedroom cottage with WiFi, AC in serene Miller Beach, IN

Charming 2-bedroom cottage with WiFi, AC in serene Miller Beach, IN
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in South Side

LakeHouse
Fridge, microwave, oven, stovetop

LakeHouse

10.0 out of 10, Exceptional, (16)
"Host was perfect an house was perfect!!! It's my second time renting an I will be back again!!"
LakeHouse
House with garage, outdoor dining and basement bar
Fridge, microwave, oven, dishwasher

House with garage, outdoor dining and basement bar

House with garage, outdoor dining and basement bar
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
Smart TV

Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum

9.6 out of 10, Exceptional, (69)
"Nice place, not alot of parking "
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.