A pier extending into calm waters at sunset with a clear sky.

Holiday Homes in Gary

  • 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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Gary holiday homes

A modern kitchen with grey cabinets, a central island with stools, a microwave, and a dishwasher.

1. An Escape to a Dream of Green and relaxation.

An Escape to a Dream of Green and relaxation.
Miller Beach
9.6 out of 10, Exceptional, (28 reviews)
"Very clean & updated property! The hot tub water looked like it was a fresh refill.We also thoroughly enjoyed how close this property is to the "L TRAIN" stations and the DUNE NATIONAL PARK!!We will be renting this house again for sure!"
United States
Martin R.
The price is €533
includes taxes & fees
27 Oct - 28 Oct
An Escape to a Dream of Green and relaxation.
A hot tub with water, a wooden deck, and a chair.

2. Charming 1-bedroom apt in house by creek with AC, in delightful Portage

Charming 1-bedroom apt in house by creek with AC, in delightful Portage
Portage
9.8 out of 10, Exceptional, (11 reviews)
"Nice place close to the beach."
United States
Zdenek M.
Charming 1-bedroom apt in house by creek with AC, in delightful Portage
A modern kitchen with wooden cabinets, stainless steel appliances, and a white countertop island.

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

Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Merrilville
8.6 out of 10, Excellent, (4 reviews)
"Great pet friendly home and yard. Host was responsive great communication. Excellent, easy to access location."
United States
Lynda L.
The price is €417
includes taxes & fees
27 Oct - 28 Oct
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
A bedroom with a large bed, a radiator, a window with curtains, and an air conditioning unit.

4. Coastal Home | Patio & Firepit | Backyard Games

Coastal Home | Patio & Firepit | Backyard Games
Merrillville
The price is €380
includes taxes & fees
27 Oct - 28 Oct
Coastal Home | Patio & Firepit | Backyard Games
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, (36 reviews)
"I had a fun stay "
United States
Jusu K.
The price is €187
includes taxes & fees
22 Oct - 23 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, (9 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 €431
includes taxes & fees
21 Oct - 22 Oct
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
A beach with a sunset, waves, and sparse vegetation.

7. Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
9.8 out of 10, Exceptional, (38 reviews)
"Great place to stay! It was really clean! Highly recommend!"
United States
Joshua N.
The price is €275
includes taxes & fees
16 Nov - 17 Nov
Tower Haus w/Private Hot Tub
A patio with a table and chairs, a bicycle, and a string of lights against a twilight sky.

8. The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
9.4 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"
United States
Amanda E.
The price is €228
includes taxes & fees
16 Nov - 17 Nov
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
A bedroom with a bed, a chair, a TV, and a small table with a plant.

9. 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, (2 reviews)
"Good location clean full amenities lots of space and convenience."
United States
david d.
The price is €1,088
includes taxes & fees
16 Nov - 17 Nov
The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
A living room with a dark blue door, a grey sofa, a blue sofa, a coffee table, and a floor lamp.

10. Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes

Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
Chesterton
9.6 out of 10, Exceptional, (75 reviews)
"Very nice space, with plenty of room and a great location. "
United States
Briana R.
The price is €345
includes taxes & fees
3 Nov - 4 Nov
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
A large, two-story house with a covered patio and a well-maintained lawn.

11. 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 €1,493
includes taxes & fees
26 Oct - 27 Oct
Spacious 5-Bedroom Golf Course Home for Getaways
A bedroom with a bunk bed, a single bed, a ceiling fan, a window with blinds, and a wall-mounted artwork.

12. Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew

Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew
Portage
The price is €926
includes taxes & fees
27 Oct - 28 Oct
Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew
A modern kitchen with dark cabinets, a wooden dining table, and a light wood floor.

13. ✨ Valpo Glow & Dunes Flow | Sleeps 12 | Firepit + Gazebo | Game Area | Valpo University | Indiana Dunes National Park

✨ Valpo Glow & Dunes Flow | Sleeps 12 | Firepit + Gazebo | Game Area | Valpo University | Indiana Dunes National Park
Valparaiso
9.6 out of 10, Exceptional, (12 reviews)
"It was a great place to stay! We would definitely stay here again. "
United States
Vanessa S.
The price is €370
includes taxes & fees
27 Oct - 28 Oct
✨ Valpo Glow & Dunes Flow | Sleeps 12 | Firepit + Gazebo | Game Area | Valpo University | Indiana Dunes National Park
A living room with a black leather sofa, a wooden coffee table, and a dark wooden chair. A white door with a stained glass window is visible in the background.

14. Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge

Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge
Valparaiso
9.8 out of 10, Exceptional, (6 reviews)
"The house was nice and very stocked with everything we need ."
United States
Marcia N.
The price is €407
includes taxes & fees
27 Oct - 28 Oct
Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge
A modern kitchen with a central island, wooden dining table, and chairs. There is a ceiling fan, a microwave, and a refrigerator.

15. NEW! Beautiful Riverfront Home on 10 Acres!

NEW! Beautiful Riverfront Home on 10 Acres!
Chesterton
7.8 out of 10, Good, (13 reviews)
"A nice house, everything is fine, you just have to take into account that there are many mosquitoes and flies"
United States
Maria jose S.
The price is €354
includes taxes & fees
3 Nov - 4 Nov
NEW! Beautiful Riverfront Home on 10 Acres!
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

16. No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.
Michigan City
9.8 out of 10, Exceptional, (51 reviews)
"Very cute house in a great location. Very convenient to The Dunes beaches and hiking."
United States
Crystal K.
The price is €231
includes taxes & fees
27 Oct - 28 Oct
No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.
A modern kitchen with white cabinets, a stainless steel refrigerator, granite countertops, and a brick accent wall.

17. Newly Renovated / Dog Friendly / Sleeps 6

Newly Renovated / Dog Friendly / Sleeps 6
Michigan City
10.0 out of 10, Exceptional, (6 reviews)
"Lovely place, well stocked, clean, safe, comfortable and spacious. Location close to restaurants and outlet mall. Host was wonderful."
United States
Billie Farrar f.
The price is €207
includes taxes & fees
21 Oct - 22 Oct
Newly Renovated / Dog Friendly / Sleeps 6
A beach with a pier extending into the water, a lighthouse in the distance, and the sun setting over the horizon.

18. Duplex | Firepit | Game Room | Hot Tub-all year

Duplex | Firepit | Game Room | Hot Tub-all year
Michigan City
8.4 out of 10, Very good, (19 reviews)
"It’s was very clean , comfortable beds too "
United States
Donna
Duplex | Firepit | Game Room | Hot Tub-all year
A modern outdoor patio with a hot tub, two barbecue grills, and a white brick wall.

19. Game room / Hot Tub / Pet Friendly / Duplex

Game room / Hot Tub / Pet Friendly / Duplex
Michigan City
9.8 out of 10, Exceptional, (8 reviews)
"We had a great stay! Jason was quick to respond to any messages and sent us detailed communications leading up to our stay. Space was perfect for me, my husband, and our two dogs. Location is super close to the beach, casino, and outlet shopping. Would for sure recommend!"
United States
Missy S.
Game room / Hot Tub / Pet Friendly / Duplex
A spacious living room with a wooden staircase, a grey sofa, and a large window with blinds.

20. 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.
Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake
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 Gary Hotel Reviews

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

10/10 Excellent
"i would definitely recommend! great for solo travelers"
Yricka Jene Arrocena 2-night trip
Posted less than an hour ago
Hilton Garden Inn Chicago Downtown South Loop

Find out more about Gary

Gary Holiday Homes information

Number of reviews
364
Accommodation
420 Holiday Homes
Lowest Price
€187
Highest Price
€1,493