Book Holiday Homes in Gary

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Featured Holiday Homes in Gary

Cozy Home Sweet Homewood.

Cozy Home Sweet Homewood.

Homewood
With a stay at this vacation home in Homewood, you'll be within a 5-minute drive of Ravisloe Country Club and Oak Hill Park.
Cozy Home Sweet Homewood.
Miller Beach Blue Door By The Shore #2

Miller Beach Blue Door By The Shore #2

Gary
Located in Gary (Miller Beach), this vacation home is steps from Lake Michigan and a 2-minute drive from Indiana Dunes National Park.
Miller Beach Blue Door By The Shore #2
Sweet Stay By-The-Lake in Michigan City with AC, WiFi

Sweet Stay By-The-Lake in Michigan City with AC, WiFi

2 out of 5
Michigan City
With a stay at this vacation home in Michigan City, you'll be within a 15-minute walk of Lake Michigan and Blue Chip Casino.
Sweet Stay By-The-Lake in Michigan City with AC, WiFi
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Private Home Awaits

Private Home Awaits

Homewood
With a stay at this vacation home in Homewood, you'll be within a 5-minute drive of Coyote Run Golf Course and Advocate South Suburban Hospital.
Private Home Awaits
Roomy and Cozy 3bd 2ba just mins from Indiana Dunes

Roomy and Cozy 3bd 2ba just mins from Indiana Dunes

Michigan City
When you stay at this vacation home in Michigan City, you'll be on a lake, a 3-minute drive from Indiana Dunes National Park and 8 minutes from Lake ...
Roomy and Cozy 3bd 2ba just mins from Indiana Dunes
House with garage, outdoor dining and basement bar

House with garage, outdoor dining and basement bar

Chicago
With a stay at this vacation home in Chicago (Gresham), you'll be within a 15-minute drive of Lake Michigan and McCormick Place.
House with garage, outdoor dining and basement bar
Walk to the beach!  Great modern home with spring and early summer availability!

Walk to the beach! Great modern home with spring and early summer availability!

Michigan City
When you stay at this vacation home in Michigan City, you'll be on a lake, within a 15-minute walk of Lake Michigan and Blue Chip Casino.
Walk to the beach! Great modern home with spring and early summer availability!
cozy home with hot tub next to downtown Valparaiso

cozy home with hot tub next to downtown Valparaiso

Valparaiso
A stay at this vacation home places you in the heart of Valparaiso, within a 15-minute walk of Chicago Street Theatre and Valparaiso University.
cozy home with hot tub next to downtown Valparaiso
Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach

Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach

Gary
With a stay at this vacation home in Gary (Miller Beach), you'll be a 4-minute walk from Lake Michigan and within a 5-minute drive of Indiana Dunes National ...
Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach
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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.

Gary Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Gary vacation homes are the perfect way for you to wing it.

Holiday houses in Gary let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Gary in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Gary adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Gary with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Gary vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Gary Holiday Homes essential information

Accommodation
438 Holiday Homes
Lowest Price
AU$151
Highest Price
AU$357
Popular accommodation
Cozy Home Sweet Homewood. , Miller Beach Blue Door By The Shore #2 , Sweet Stay By-The-Lake in Michigan City with AC, WiFi, Private Home Awaits, Roomy and Cozy 3bd 2ba just mins from Indiana Dunes, House with garage, outdoor dining and basement bar, Walk to the beach! Great modern home with spring and early summer availability!, cozy home with hot tub next to downtown Valparaiso, Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach

Top trending hotels in Gary

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 7 Apr to 8 Apr
AU$200
includes taxes & fees
7 Apr - 8 Apr
With a stay at Congress Plaza Hotel, you'll be centrally located in Chicago, steps from Columbia College Chicago and Museum of Contemporary Photography.
Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$357 per night from 3 May to 4 May
AU$357
includes taxes & fees
3 May - 4 May
With a stay at Hilton Chicago, you'll be centrally located in Chicago, within a 10-minute walk of Buckingham Fountain and Art Institute of Chicago.
Hilton Chicago
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
1100 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 21 Apr to 22 Apr
AU$151
includes taxes & fees
21 Apr - 22 Apr
With a stay at Best Western Grant Park Hotel in Chicago (Downtown Chicago), you'll be within a 15-minute walk of Columbia College Chicago and Field Museum of ...
Best Western Grant Park Hotel
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Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 6 Apr to 7 Apr
AU$151
includes taxes & fees
6 Apr - 7 Apr
With a stay at Travelodge by Wyndham Downtown Chicago, you'll be centrally located in Chicago, steps from State Street and 8 minutes by foot from Art Institute ...
Travelodge by Wyndham Downtown Chicago
Don't see what you're looking for?
See all available properties in Gary
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.