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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Chicago Heights vacation homes

Smart TV

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, (28 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 AED 757
AED 1,658 total
includes taxes & fees
20 Oct - 21 Oct
Spacious 3br home near Chicago, fenced yard for pets
Dining

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.
The price is AED 1,223
AED 2,287 total
includes taxes & fees
28 Sep - 29 Sep
3-bedroom house in lovely Matteson with cool AC breeze
Property grounds

3. 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 AED 526
AED 753 total
includes taxes & fees
29 Sep - 30 Sep
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Smart TV, fireplace

4. 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 traveler
The price is AED 918
AED 1,460 total
includes taxes & fees
21 Sep - 22 Sep
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
Exterior

5. 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 AED 680
AED 1,650 total
includes taxes & fees
27 Sep - 28 Sep
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Interior

6. 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 AED 970
AED 2,086 total
includes taxes & fees
21 Sep - 22 Sep
Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake
1 bedroom, WiFi, bed sheets

7. 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 AED 1,047
AED 1,442 total
includes taxes & fees
22 Sep - 23 Sep
Beautifully furnished one bedroom loft located in Chicago's South side suburb
Exterior

8. 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, (74 reviews)
"Great stay!!"
United States
Leah R.
The price is AED 580
AED 962 total
includes taxes & fees
23 Sep - 24 Sep
2 Super comfy king beds in 3 bedroom 2 bath home
Interior

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

La Petite • Piano • Serene Organic • 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 AED 1,307
AED 1,674 total
includes taxes & fees
5 Oct - 6 Oct
La Petite • Piano • Serene Organic • Long Stays
Smart TV, fireplace, DVD player

10. 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, (79 reviews)
"Great place to stay."
United States
Derek B.
The price is AED 566
AED 958 total
includes taxes & fees
27 Sep - 28 Sep
Rest like royalty with two king size beds, one queen bed and one queen air bed.
Game room

11. 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 AED 2,129
AED 4,112 total
includes taxes & fees
29 Sep - 30 Sep
The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
Exterior

12. 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 AED 3,673
AED 4,698 total
includes taxes & fees
1 Oct - 2 Oct
Spacious 5-Bedroom Golf Course Home for Getaways
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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Top Chicago Heights Hotel Reviews

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

8/10 Good
"The beds were comfortable, but the room could be cleaner. We always pull the mattress up from the boxspring to check for bedbugs. My husband found a pair of underpants in between the bed and box springs. It was gross. The night stand sucked. It had plugs and usb ports that were NOT functional at all and so we had to unplug the clock and pull the extension cord up from behind the night stand to plug in our phones and Apple Watch."
Melissa 1-night trip
Posted 3 hours ago
Holiday Inn Chicago – Midway Airport S by IHG