South Suburbs, IL Vacation Homes

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for South Suburbs vacation homes

A living room with a brown sofa, a coffee table, and a patterned rug. There is a staircase leading to another room.

1. Spacious 3br home near Chicago, fenced yard for pets

Richton Park

Greg S.

￥74,398 total

includes taxes & fees

Oct 12 - Oct 13

A bedroom with a bed, a nightstand, a wall-mounted lamp, and a plant.

2. Romantic Escape - Adult Playhouse with Exotic Dungeon

South Holland

Anonymous traveler

￥74,302 total

includes taxes & fees

Oct 12 - Oct 13

A wooden deck with a railing, a staircase, and a window with a wreath.

3. Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Robertsdale

Jusu K.

￥32,548 total

includes taxes & fees

Oct 12 - Oct 13

A hot tub with water, a wooden deck, and a chair.

4. Charming 1-bedroom apt in house by creek with AC, in delightful Portage

Portage

Zdenek M.

￥47,399 total

includes taxes & fees

Oct 31 - Nov 1

A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

5. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Westmont

Tomas R.

￥34,140 total

includes taxes & fees

Nov 4 - Nov 5

A bedroom with a stone wall, a TV mounted on it, a bed with a white comforter, and a view of the outdoors through a window.

6. Beautifully furnished one bedroom loft located in Chicago's South side suburb

Hazel Green

Nick L.

￥53,699 total

includes taxes & fees

Oct 7 - Oct 8

A modern kitchen with a dining table, chairs, and a built-in microwave.

7. Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6

Crest Hill

A two-story house with a garage, a well-maintained lawn, and a clear sky.

8. 2 Super comfy king beds in 3 bedroom 2 bath home

Manteno

Leah R.

￥40,834 total

includes taxes & fees

Oct 7 - Oct 8

A living room with a brick fireplace, a television mounted above it, and a dining area with a table and chairs.

9. Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool

Merrillville

Anonymous traveler

￥75,313 total

includes taxes & fees

Oct 9 - Oct 10

A modern kitchen with wooden cabinets, stainless steel appliances, and a white countertop island.

10. Modern 3BR w/Deck · Minutes from I-65. Fenced Yard

Merrilville

"This is not a place to stay with small children; glad mine are grown for this stay. Also, the host really needs to have people they know stay there a bit to see what guests are really looking for. This property really felt like someone is just trying to make money and they don't really care about the people using the property. One of our beds was broken, there were limited furnishings and the tv in the living room was not user friendly at all. I would not recommend this property for any long...

Paula H.

￥70,893 total

includes taxes & fees

Oct 15 - Oct 16