A cityscape with a marina, river, and high-rise buildings.

Holiday Homes in Chicago Heights

  • 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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Chicago Heights holiday 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

Spacious 3br home near Chicago, fenced yard for pets
Richton Park
9.0 out of 10, Wonderful, (29 reviews)
"Very spacious accommodations in a very nice neighborhood. Convenient to food and shopping. Great value for the cost. "
United States
Greg S.
The price is €423
includes taxes & fees
4 Oct - 5 Oct
Spacious 3br home near Chicago, fenced yard for pets
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.

2. 3-bedroom house in lovely Matteson with cool AC breeze

3-bedroom house in lovely Matteson with cool AC breeze
Matteson
10.0 out of 10, Exceptional, (1 review)
"clean, comfortable, hosts very responsive to communications, neighborhood felt safe, perfect location for our stay to attend sectionals NTRP tennis tournament at HF Racquet and Fitness Club"
United States
Susan H.
3-bedroom house in lovely Matteson with cool AC breeze
A bedroom with a bed, a nightstand, a wall-mounted lamp, and a plant.

3. Romantic Escape - Adult Playhouse with Exotic Dungeon

Romantic Escape - Adult Playhouse with Exotic Dungeon
South Holland
8.8 out of 10, Excellent, (13 reviews)
"enjoyed my stay cant wait to book again "
United States
Anonymous traveller
The price is €419
includes taxes & fees
6 Oct - 7 Oct
Romantic Escape - Adult Playhouse with Exotic Dungeon
A living room with a sofa, armchairs, a coffee table, and a rug.

4. Comfortable 3BR Home-Prime Video, WiFi, Parking

Comfortable 3BR Home-Prime Video, WiFi, Parking
Schererville
10.0 out of 10, Exceptional, (31 reviews)
"Great stay! Felt like home."
United States
Michael B.
Comfortable 3BR Home-Prime Video, WiFi, Parking
A wooden deck with a railing, a staircase, and a window with a wreath.

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

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Robertsdale
9.8 out of 10, Exceptional, (35 reviews)
"I had a fun stay "
United States
Jusu K.
The price is €184
includes taxes & fees
4 Oct - 5 Oct
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A living room with a brick fireplace, a television mounted above it, and a dining area with a table and chairs.

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

Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
Merrillville
9.8 out of 10, Exceptional, (7 reviews)
"The house was cozy and very clean. The hot tub was amazing! Check-in instructions were clear and easy to follow. The host was very helpful and responsive to messages. We would definitely stay again. Thank you!"
United States
Anonymous traveller
The price is €429
includes taxes & fees
1 Oct - 2 Oct
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
A spacious living room with a wooden staircase, a grey sofa, and a large window with blinds.

7. Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake

Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake
Cedar Lake
10.0 out of 10, Exceptional, (29 reviews)
"Second year staying here. Absolutely love it. I will be booking this house again next year."
United States
Steven M.
The price is €542
includes taxes & fees
1 Oct - 2 Oct
Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake
A modern kitchen with wooden cabinets, stainless steel appliances, and a white countertop island.

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

Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Merrilville
6.0 out of 10, (1 review)
"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...
United States
Paula H.
The price is €407
includes taxes & fees
4 Oct - 5 Oct
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
A two-story house with a covered porch, a stone pathway, and a well-maintained garden.

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

Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
Joliet
9.8 out of 10, Exceptional, (7 reviews)
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
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.

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

Beautifully furnished one bedroom loft located in Chicago's South side suburb
Hazel Green
10.0 out of 10, Exceptional, (1 review)
"Super great location, we had a concert at Tinley Park, then explored Chicago with a river cruise and Second City Everything was perfect and so eat to just chill, come and go as we pleased In a nice neighborhood and interior was furnished beautifully. Definitely worth the price !!"
United States
Nick L.
The price is €338
includes taxes & fees
1 Oct - 2 Oct
Beautifully furnished one bedroom loft located in Chicago's South side suburb
A living room with two sofas, a coffee table, a rug, a painting, and a door.

11. • La Petite • Grand Piano • Sauna • Long Stays •

• La Petite • Grand Piano • Sauna • Long Stays •
Merrillville
8.0 out of 10, Very good, (1 review)
"Stairs in this bilevel were very narrow and NO railings.A/c was very loud.Some plants or bushes in front of house would have given it some curb appeal, instead just beds of dirt."
United States
Joe M.
The price is €370
includes taxes & fees
5 Oct - 6 Oct
• La Petite • Grand Piano • Sauna • Long Stays •
A two-story house with a garage, a well-maintained lawn, and a clear sky.

12. 2 Super comfy king beds in 3 bedroom 2 bath home

2 Super comfy king beds in 3 bedroom 2 bath home
Manteno
9.8 out of 10, Exceptional, (75 reviews)
"Great stay!!"
United States
Leah R.
The price is €249
includes taxes & fees
12 Oct - 13 Oct
2 Super comfy king beds in 3 bedroom 2 bath home
A large, two-story house with a covered patio and a well-maintained lawn.

13. Spacious 5-Bedroom Golf Course Home for Getaways

Spacious 5-Bedroom Golf Course Home for Getaways
Merrillville
10.0 out of 10, Exceptional, (7 reviews)
"It was a fantastic experience from arrival to departure. We've played the course every year and our group comes from all over Chicago. It was great to stay the night and enjoy the property versus driving back at the end of our round. The hospitality was great and the accommodations were first class."
United States
Jon R.
The price is €1,004
includes taxes & fees
1 Oct - 2 Oct
Spacious 5-Bedroom Golf Course Home for Getaways
A living room with a fireplace, a ceiling fan, a large painting, and a couch.

14. Rest like royalty with two king size beds, one queen bed and one queen air bed.

Rest like royalty with two king size beds, one queen bed and one queen air bed.
Manteno
10.0 out of 10, Exceptional, (80 reviews)
"Great place to stay."
United States
Derek B.
The price is €235
includes taxes & fees
26 Oct - 27 Oct
Rest like royalty with two king size beds, one queen bed and one queen air bed.
A dormitory room with bunk beds, a sofa, and a small table with items on it.

15. The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock

The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
Merrillville
10.0 out of 10, Exceptional, (1 review)
"Good location clean full amenities lots of space and convenience."
United States
david d.
The price is €999
includes taxes & fees
5 Oct - 6 Oct
The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
A bedroom with a bed, bedside lamps, a window, and a wall-mounted artwork.

16. Coastal Home | Patio & Firepit | Backyard Games

Coastal Home | Patio & Firepit | Backyard Games
Merrillville
The price is €486
includes taxes & fees
12 Oct - 13 Oct
Coastal Home | Patio & Firepit | Backyard Games
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chicago Heights Hotel Reviews

EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

8/10 Good
"The place was clean and the employees were very kind. my only complaint is the main parking in front was closed as they were going to be paving it the following morning the employee said. As I left the following morning, there was no pavement being done and at least 15 cars were parked in front of the hotel."
Justin 1-night trip
Posted 1 hour ago
EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

Find out more about Chicago Heights

Chicago Heights Holiday Homes information

Number of reviews
310
Accommodation
204 Holiday Homes
Lowest Price
€184
Highest Price
€1,004