Chicago Heights Holiday Homes from £114: Search Holiday Homes in Chicago Heights

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Our top choices for Chicago Heights holiday homes

1. La Petite • Piano • Serene Organic • Long Stays

Merrillville

includes taxes & fees

23 Aug - 24 Aug

2. Private Yard Near Beach & Obama Center

Woodlawn

includes taxes & fees

23 Aug - 24 Aug

3. Charming Farmhouse 0.6 Miles from Ingall's University of Chicago Hospital

Harvey

"Great bones!! Superhost in the making!!!! I was her first guest. There were issues that arose but she clearly communicated and resolved all concerns !! This place is soooo private, quiet surrounded by a large church yard, an empty lot and faces a playground park!! It's sooo close to Ingalls Hospital, so conveniently located to Chicago Southland, close to 57/80/294. Close to several bike paths and close to shopping, Swap O Rama etc..so much to do!! Hop and skip to Indiana for cheaper gas and...

Susan G.

includes taxes & fees

1 Sept - 2 Sept

A two-story house with a covered porch, a stone pathway, and a well-maintained garden.

4. Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower

Joliet

Max L.

includes taxes & fees

14 Sept - 15 Sept

5. Spacious 5-bedroom house in charming Orland Park with AC

Orland Park

includes taxes & fees

24 Aug - 25 Aug

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

Hazel Green

includes taxes & fees

23 Aug - 24 Aug

7. Designer Home | Steps to the Obama Center & Beach

Woodlawn

includes taxes & fees

23 Aug - 24 Aug

8. Designer 3BR Near Beach & Obama Center

Woodlawn

includes taxes & fees

23 Aug - 24 Aug

9. Sleeps 17 | Free Parking | Spacious 5BR | Chicago

Tinley Park

includes taxes & fees

24 Aug - 25 Aug

A modern kitchen with white cabinets, a stainless steel refrigerator, a dishwasher, and a gas stove.

10. Charming & Cozy Getaway - A Heroic Stay Awaits!

Homewood

Nikki B.

includes taxes & fees

8 Sept - 9 Sept

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

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

Richton Park

Greg S.

includes taxes & fees

31 Aug - 1 Sept

A dining area with a black table set for four, surrounded by chairs. A vase with dried flowers and a candle holder are on the table.

12. 3-bedroom house in lovely Matteson with cool AC breeze

Matteson

Susan H.

includes taxes & fees

7 Sept - 8 Sept

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

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

Robertsdale

Jusu K.

includes taxes & fees

24 Aug - 25 Aug

A living room with a gray sofa, a black chair, a ceiling fan, a round coffee table, and a large window with blinds.

14. Cedar Lake 4br Home For 8 W/ Lake Views 4 Bedroom Home

Cedar Lake

includes taxes & fees

10 Sept - 11 Sept

A living room with a fireplace, a blue sofa, a blue armchair, and a ceiling fan.

15. 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.

includes taxes & fees

15 Sept - 16 Sept