Photo by Lawrence Tellez
Gary holiday rentals
We found 615 holiday rentals — enter your dates for availability
Select the perfect holiday home within close proximity to Gary, IN (GYY-Gary - Chicago Intl.). Holiday rentals provide the best amenities for you and your friends, family or even pets, such as a hot tub and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Gary, IN (GYY-Gary - Chicago Intl.)
Showing deals for:22 Aug - 29 Aug
Image gallery for Large historic home minutes from downtown Chicago and the lakefront.
1010 out of 10 rating
Exceptional
(8 reviews)
Large historic home minutes from downtown Chicago and the lakefront.
Chicago, IL
8% off
Price is AU$8,733
AU$8,733
AU$1,248 per night
includes taxes & fees
Image gallery for Lakefront property , minutes from McCormick Place and Downtown Chicago.
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Lakefront property , minutes from McCormick Place and Downtown Chicago.
Chicago, IL
12% off
Price is AU$6,276
AU$6,276
AU$897 per night
includes taxes & fees
Image gallery for Charming Lake House, Lake View, Private Pier, Bugaboo Bar and Water Sports!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Charming Lake House, Lake View, Private Pier, Bugaboo Bar and Water Sports!
Cedar Lake, IN
8% off
Price is AU$4,432
AU$4,432
AU$633 per night
includes taxes & fees
Image gallery for ⭐️ Fast WiFi/Comfy beds/Free parking/Getaway/3bdr House
9.29.2 out of 10 rating
Wonderful
(7 reviews)
⭐️ Fast WiFi/Comfy beds/Free parking/Getaway/3bdr House
Glenwood, IL
8% off
Price is AU$2,535
AU$2,535
AU$362 per night
includes taxes & fees
Image gallery for Cheerful, Lake Home with amazing backyard!
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Cheerful, Lake Home with amazing backyard!
Cedar Lake, IN
8% off
Price is AU$5,277
AU$5,277
AU$754 per night
includes taxes & fees
Image gallery for Private Oasis with Spacious Backyard
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Private Oasis with Spacious Backyard
Matteson, IL
33% off
Price is AU$6,124
AU$6,124
AU$875 per night
includes taxes & fees
Image gallery for LakeHouse
1010 out of 10 rating
Exceptional
(16 reviews)
LakeHouse
Chicago, IL
22% off
Price is AU$3,389
AU$3,389
AU$484 per night
includes taxes & fees
Image gallery for Cheerful, charming, super comfy 2BR 2Bath Condo
1010 out of 10 rating
Exceptional
(15 reviews)
Cheerful, charming, super comfy 2BR 2Bath Condo
Valparaiso, IN
8% off
Price is AU$2,635
AU$2,635
AU$376 per night
includes taxes & fees
Image gallery for Home Away From Home
1010 out of 10 rating
Exceptional
(7 reviews)
Home Away From Home
Chicago, IL
11% off
Price is AU$3,983
AU$3,983
AU$569 per night
includes taxes & fees
Image gallery for 6 Bed 3 BA Spacious A-Frame Near Crown Point
9.89.8 out of 10 rating
Exceptional
(12 reviews)
6 Bed 3 BA Spacious A-Frame Near Crown Point
Cedar Lake, IN
8% off
Price is AU$5,259
AU$5,259
AU$751 per night
includes taxes & fees
Image gallery for Spacious 4 Bedroom (5 queen beds) 2 Bath in the kenwood neighborhood
9.49.4 out of 10 rating
Exceptional
(41 reviews)
Spacious 4 Bedroom (5 queen beds) 2 Bath in the kenwood neighborhood
Chicago, IL
7% off
Price is AU$4,188
AU$4,188
AU$598 per night
includes taxes & fees
Image gallery for Suburban Haven: Cozy Escape with a Touch of Luxury
1010 out of 10 rating
Exceptional
(5 reviews)
Suburban Haven: Cozy Escape with a Touch of Luxury
Homewood, IL
6% off
Price is AU$8,071
AU$8,071
AU$1,153 per night
includes taxes & fees
Image gallery for Charming 3BR Chicago Apt in Prime Location
9.49.4 out of 10 rating
Exceptional
(11 reviews)
Charming 3BR Chicago Apt in Prime Location
Chicago, IL
5% off
Price is AU$6,556
AU$6,556
AU$937 per night
includes taxes & fees
Image gallery for Cozy 3-bedroom condo near University of Chicago
9.89.8 out of 10 rating
Exceptional
(48 reviews)
Cozy 3-bedroom condo near University of Chicago
Chicago, IL
11% off
Price is AU$3,245
AU$3,245
AU$464 per night
includes taxes & fees
Image gallery for An Escape to a Dream of Green and relaxation.
1010 out of 10 rating
Exceptional
(12 reviews)
An Escape to a Dream of Green and relaxation.
Gary, IN
8% off
Price is AU$3,946
AU$3,946
AU$564 per night
includes taxes & fees
Image gallery for Cozy brick home in a quiet neighborhood
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Cozy brick home in a quiet neighborhood
Gary, IN
8% off
Price is AU$2,417
AU$2,417
AU$345 per night
includes taxes & fees
Image gallery for Modern Oasis • 2 blocks to Beach • Rooftop Terrace
1010 out of 10 rating
Exceptional
(10 reviews)
Modern Oasis • 2 blocks to Beach • Rooftop Terrace
Gary, IN
8% off
Price is AU$4,004
AU$4,004
AU$572 per night
includes taxes & fees
Image gallery for Urban Home near 80/94
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Urban Home near 80/94
Hammond, IN
7% off
Price is AU$2,191
AU$2,191
AU$313 per night
includes taxes & fees
Image gallery for Entire 3bd home Comfortable Private
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Entire 3bd home Comfortable Private
Markham, IL
6% off
Price is AU$2,368
AU$2,368
AU$338 per night
includes taxes & fees
Image gallery for Beautiful home with Arcade and Movie Theater for you and your family to enjoy.
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Beautiful home with Arcade and Movie Theater for you and your family to enjoy.
Chicago, IL
9% off
Price is AU$4,588
AU$4,588
AU$655 per night
includes taxes & fees
Image gallery for Laurna Dune
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Laurna Dune
Gary, IN
7% off
Price is AU$1,963
AU$1,963
AU$280 per night
includes taxes & fees
Image gallery for Toca Bella ~ 7mins to Downtown
1010 out of 10 rating
Exceptional
(11 reviews)
Toca Bella ~ 7mins to Downtown
Chicago, IL
7% off
Price is AU$3,121
AU$3,121
AU$446 per night
includes taxes & fees
Image gallery for The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
9.09.0 out of 10 rating
Wonderful
(6 reviews)
The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
Chicago, IL
16% off
Price is AU$2,639
AU$2,639
AU$377 per night
includes taxes & fees
Image gallery for Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago
9.09.0 out of 10 rating
Wonderful
(8 reviews)
Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago
Chicago, IL
7% off
Price is AU$6,960
AU$6,960
AU$994 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Gary
Showing deals for: 17 Aug - 20 Aug
Charming 4-bedroom house with WiFi and AC in Park Forest
Sleeps 8 · 4 bedrooms · 1 bathroom
The current price is AU$1,350
AU$1,350
for 3 nights, 1 home
AU$450 per night
includes taxes & fees
A Chic 8th Floor Studio Inside Vintage Style Building With Spectacular Lake View
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
The current price is AU$770
AU$770
for 3 nights, 1 apartment
AU$257 per night
includes taxes & fees
15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly
Sleeps 12 · 5 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
9 reviews(9 reviews)
The current price is AU$1,999
AU$1,999
for 3 nights, 1 home
AU$666 per night
includes taxes & fees
Astonishing 4 bdrm home 30 min to Dwntwn!
Sleeps 8 · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
The current price is AU$2,683
AU$2,683
for 3 nights, 1 home
AU$894 per night
includes taxes & fees
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
9 reviews(9 reviews)
The current price is AU$1,055
AU$1,055
for 3 nights, 1 home
AU$352 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value