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

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Gary holiday homes

A modern kitchen with wooden cabinets, stainless steel appliances, and a white countertop island.

1. 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 £348
includes taxes & fees
4 Oct - 5 Oct
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
A living room with a brick fireplace, a television mounted above it, and a dining area with a table and chairs.

2. 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 traveller
The price is £320
includes taxes & fees
29 Sept - 30 Sept
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
A wooden deck with a railing, a staircase, and a window with a wreath.

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 £158
includes taxes & fees
4 Oct - 5 Oct
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A bedroom with a bed, bedside lamps, a window, and a wall-mounted artwork.

4. Coastal Home | Patio & Firepit | Backyard Games

Coastal Home | Patio & Firepit | Backyard Games
Merrillville
The price is £433
includes taxes & fees
29 Sept - 30 Sept
Coastal Home | Patio & Firepit | Backyard Games
A beach with a sunset, waves, and sparse vegetation.

5. Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
9.8 out of 10, Exceptional, (37 reviews)
"Great place to stay! It was really clean! Highly recommend!"
United States
Joshua N.
Tower Haus w/Private Hot Tub
A patio with a table and chairs, a bicycle, and a string of lights against a twilight sky.

6. 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, (8 reviews)
"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"
United States
Amanda E.
The price is £206
includes taxes & fees
29 Sept - 30 Sept
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
A living room with a dark blue door, a grey sofa, a blue sofa, a coffee table, and a floor lamp.

7. 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, (74 reviews)
"Very nice space, with plenty of room and a great location. "
United States
Briana R.
The price is £285
includes taxes & fees
30 Sept - 1 Oct
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.

8. 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 £869
includes taxes & fees
1 Oct - 2 Oct
Spacious 5-Bedroom Golf Course Home for Getaways
A furnished living room with a bunk bed, a sofa, a coffee table, and a patterned rug.

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

Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew
Portage
The price is £782
includes taxes & fees
29 Sept - 30 Sept
Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew
A kitchen with a gold faucet, white tiles, and a window with blinds.

10. 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 £916
includes taxes & fees
20 Oct - 21 Oct
The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
A neatly made bed with a dark headboard, two bedside tables with lamps, and two framed artworks above the bed.

11. • La Petite • Grand Piano • Sauna • Long Stays •

• La Petite • Grand Piano • Sauna • 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 £311
includes taxes & fees
5 Oct - 6 Oct
• La Petite • Grand Piano • Sauna • Long Stays •
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.

12. 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 had absolutely everything we needed for a fun, family vacation! "
United States
RuthAnn A.
The price is £364
includes taxes & fees
13 Oct - 14 Oct
Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge
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 £313
includes taxes & fees
29 Sept - 30 Sept
✨ Valpo Glow & Dunes Flow | Sleeps 12 | Firepit + Gazebo | Game Area | Valpo University | Indiana Dunes National Park
A modern living room with a grey sofa set, a fireplace, and large windows.

14. Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes

Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
Chesterton
9.2 out of 10, Wonderful, (22 reviews)
"I really enjoyed my stay even though I did not venture out but the house was like a dreamy oasis. "
United States
Kendall C.
Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
A modern kitchen with white cabinets, a stainless steel refrigerator, granite countertops, and a brick accent wall.

15. 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 £192
includes taxes & fees
30 Sept - 1 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.

16. The Boutique at Midtown Central / Hot Tub / Pet Friendly

The Boutique at Midtown Central / Hot Tub / Pet Friendly
Michigan City
9.6 out of 10, Exceptional, (19 reviews)
"Cute and cozy"
United States
angel R.
The price is £219
includes taxes & fees
29 Sept - 30 Sept
The Boutique at Midtown Central / Hot Tub / Pet Friendly
A beach with a parking lot and a building with arched windows.

17. 1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓

1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓
Porter
10.0 out of 10, Exceptional, (101 reviews)
"Our family enjoyed our stay very much, especially with having the clean well-kept accommodations and so close to our favorite Lake Michigan beaches. This is a very comfortable home for family to relax and enjoy their home away from home."
United States
Aleta F.
The price is £627
includes taxes & fees
13 Oct - 14 Oct
1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

18. 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, (45 reviews)
"The home is beautiful and very clean. It is in an excellent location, close to IN Dunes National Park. We had a very nice stay and will definitely stay here again if we are in the area."
United States
Judy H.
The price is £180
includes taxes & fees
12 Oct - 13 Oct
No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.
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
8.8 out of 10, Excellent, (6 reviews)
"The house was perfect for and we enjoyed the hot tub."
United States
Mistre 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.
The price is £417
includes taxes & fees
29 Sept - 30 Sept
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.
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Top Gary Hotel Reviews

HI Chicago Hostel

HI Chicago Hostel

10/10 Excellent
"Really good, would highly recommend. These facilities were thoroughly cleaned multiple times per day. Great communal areas."
Jenna 4-night trip
Posted 2 hours ago
HI Chicago Hostel

Find out more about Gary

Gary Holiday Homes information

Number of reviews
361
Accommodation
420 Holiday Homes
Lowest Price
£158
Highest Price
£916