Photo by Lawrence Tellez

Holiday Homes in Gary

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Featured Holiday Homes in Gary

A Home Away From Home!

9.6 out of 10, Exceptional, (7)
"Great place to stay. Host responded quickly to questions. Location was good and neighbor was quite. "
A Home Away From Home!

Moody Modern Dunes • Hot tub + Beaches & Trails

10.0 out of 10, Exceptional, (3)
"My husband and I met up with our son from Chicago and loved your beautiful home! It was so clean and comfortable. The house was so well stocked with anything we would need! We were very impressed!"
The price is AU$593
includes taxes & fees
1 Sept - 2 Sept
Moody Modern Dunes • Hot tub + Beaches & Trails

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

10.0 out of 10, Exceptional, (76)
"Love the hot tub! "
House of TarTar with year long hot tub next to adorable downtown Valparaiso

Afterdune Delight NO CLEANING FEES 3 bed 1 bath just steps away from the beach

6.0 out of 10, (2)
"We needed a one night stay for a family wedding. It is a mostly quiet neighborhood close to business district. Did hear trains during the night, though. Overall it suited our needs for the night."
The price is AU$296
includes taxes & fees
4 Sept - 5 Sept
Afterdune Delight NO CLEANING FEES 3 bed 1 bath just steps away from the beach

Downtown 2 BR Cottage w/ King Bed

9.6 out of 10, Exceptional, (5)
"Nicely renovated house, comfortable for adults.Perfect for staying in Valpo during graduation weekend. Many thoughtful touches! Highly recommend for low maintenance travelers!"
The price is AU$508
includes taxes & fees
2 Sept - 3 Sept
Downtown 2 BR Cottage w/ King Bed

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

9.8 out of 10, Exceptional, (113)
"I stayed here with a large group of friends. It's a beautiful property, it fit our group perfectly. Fun location with plenty of great things to do nearby. "
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Miller Beach Blue Door By The Shore #2

6.8 out of 10, (11)
"Perfect!"
Miller Beach Blue Door By The Shore #2

Cozy Secluded Estate with a Private Pond - Easy Access and Pet Friendly

Cozy Secluded Estate with a Private Pond - Easy Access and Pet Friendly

Charming Michigan City Cottage

9.6 out of 10, Exceptional, (81)
"Very nice place, close to the beach. Would stay here again."
Charming Michigan City Cottage

Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake

2.0 star property
10.0 out of 10, Exceptional, (13)
"This was a central location for us to meet with friends, nice accommodations, and a little bit of everything nearby.Hostess was so kind and helpful; house was great and fun for a relaxing weekend from space, to a large fenced backyard to the fire pit. Great place!"
The price is AU$880
includes taxes & fees
1 Sept - 2 Sept
Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake

Valpo Glow & Dunes Flow | Valpo University | Indiana Dunes National Park

10.0 out of 10, Exceptional, (3)
"It was a great place to stay! We would definitely stay here again. "
The price is AU$658
includes taxes & fees
8 Sept - 9 Sept
Valpo Glow & Dunes Flow | Valpo University | Indiana Dunes National Park

Dunes Homestead - Near Dunes + Lake + Dog Friendly

9.8 out of 10, Exceptional, (21)
"Close to a lot of restaurants and attractions, love the pet friendly atmosphere "
Dunes Homestead - Near Dunes + Lake + Dog Friendly

Cozy Full Home + Free Parking + Fast Wi-fi & Central Area

Cozy Full Home + Free Parking + Fast Wi-fi & Central Area

Modern New-Build w/ Screened Porch - Walk to Beach

10.0 out of 10, Exceptional, (25)
"This condo was beautiful, clean and very functional for our family of five traveling from out of state. We loved our stay!"
Modern New-Build w/ Screened Porch - Walk to Beach

Cozy house in Schererville, IN

10.0 out of 10, Exceptional, (16)
"Perfect for the perfect couples getaway"
The price is AU$522
includes taxes & fees
7 Sept - 8 Sept
Cozy house in Schererville, IN

3BR 2BTH Walk to Washington Pk Bch, Outlet Mall and Franklin St. W/D HUGE bk yd.

9.8 out of 10, Exceptional, (15)
"This house was a perfect getaway for my friends and I. The location was great for walking places and the house was great. Would definitely come back!"
3BR 2BTH Walk to Washington Pk Bch, Outlet Mall and Franklin St. W/D HUGE bk yd.

The Family Retreat, The Family Retreat Oasis

2.0 out of 10, (1)
The Family Retreat, The Family Retreat Oasis

Serene 3 Bedroom Home near Downtown Homewood

10.0 out of 10, Exceptional, (1)
"The property was beautiful and supplied with everything we needed. Our host Ben was awesome and made sure everything was perfect for us. When in Chicago again we will definitely like to stay at this property again. "
Serene 3 Bedroom Home near Downtown Homewood

Private 2-Suite Retreat In UpTown Arts District

8.0 out of 10, Very good, (1)
"Very nice! We had some difficulty getting in with access code/lock and I was freaking a bit - but help arrived quickly and everything g was smooth thereafter. Place is cool and in an artsy area. Farmers market across street Saturdays in summer and little restaurants and shops. Blocks from other strips and the outlet mall and a short drive to the lake. Very comfortable and nice home base for a weekend break!"
Private 2-Suite Retreat In UpTown Arts District

Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

9.6 out of 10, Exceptional, (32)
" Loved it! Very cozy, and warming home, good communication and very attentive. :) "
The price is AU$540
includes taxes & fees
4 Sept - 5 Sept
Red Zen | HotTub-all yr | Firepit | Grill | DogsOK
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Gary Hotel Reviews

Find out more about Gary

Find out more about Gary

Gary Holiday Homes information

Number of reviews
213
Accommodation
457 Holiday Homes
Lowest Price
AU$296
Highest Price
AU$880