Book Holiday Homes in Gary
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Featured Holiday Homes in Gary

House of TarTar with year long hot tub next to adorable downtown Valparaiso

Charming 2-bedroom house with WiFi in peaceful Hazel Crest

Cheerful 4 bedroom smart home w/ indoor fireplace

Just Steps Away from The Beach on Lake Michigan - Sheridan Beach

A cozy home between the Indiana Dunes and town of Chesterton.

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


Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails

South Shore Retreat 5 bedrooms/entertainment
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 | 446 Holiday Homes |
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Lowest Price | NZ$212 |
Highest Price | NZ$640 |
Popular accommodation | House of TarTar with year long hot tub next to adorable downtown Valparaiso, Charming 2-bedroom house with WiFi in peaceful Hazel Crest, Cheerful 4 bedroom smart home w/ indoor fireplace, Just Steps Away from The Beach on Lake Michigan - Sheridan Beach, A cozy home between the Indiana Dunes and town of Chesterton. , Walk to the beach! Great modern home with spring and early summer availability!, LakeHouse, Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails, South Shore Retreat 5 bedrooms/entertainment |
More accommodations in Gary
Top trending hotels in Gary

Congress Plaza Hotel

Hilton Chicago

Travelodge by Wyndham Downtown Chicago

Best Western Grant Park Hotel
More ways to explore Gary
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^Subject to availability and chosen travel dates.