
House holiday rentals in Gary
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Top-rated house rentals in Gary
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House rentals with a pool

2-Acre Highland Park Retreat with Heated Pool ~ 5*
We had a great stay overall. From start to finish, Kailash was extremely helpful, friendly and responsive. We needed a long-term stay with 2 big dogs, and this house worked great for us. We didn't get to use the pool much because the weather didn't cooperate, but the pool and patio area are gorgeous. The location is great, close to everything - grocery stores, restaurants, etc. There is a trail behind the house (accessible through a gate in the back yard), and it leads to a beautiful and huge forest preserve - beautiful for walks/hikes in the woods! The kitchen was a great space for us, and it had everything we might need for cooking, etc. The house was very comfortable for our family, and we would come again. Thank you, Kailash!

Cozy house in Schererville
Very well thought through place for every detail, with a mix of 70s wood style and some higher tech upgrades like the main bathroom mirror with light and anti fog, or sensor lights. Kate was very responsive and accommodating for the 1 baby & 1 toddler we asked for. The place was stocked with all necessary items especially in the kitchen with appliances and cutlery, coffee, tea. There were 2 hairdryers, nice shampoo and conditioner, shower gel.

Beautiful RETREAT in the country
It was a pleasure meeting Antoinette and her family. They are extremely welcoming. The property is amazing especially if you like horses, donkeys, chickens and outdoor cats. We definitely recommend a stay there.

Lake House Retreat with a Pool
Absolutely beautiful home that embodies relaxation and peace. We were able to comfortably gather as a family. The beds and linens are great quality!! Mike is a very responsive host, and has put in the time, and attention to detail to curate a space that is absolutely perfect for an intimate gathering of loved ones. It's impossible to list just how amazing of a stay we had. Our only regret was not booking it for longer.

Beautiful home with Beach views in Beachwalk
Well-maintained house, spotless upon arrival, great view of the area from the kitchen. Ice machine was a great touch especially with a bunch of people in the house! Would definitely come back!

5 Bedroom Luxury Home In Heart of Beachwalk Resort
We all walked in and said WOW! It was beautiful and had so much charm. We have stayed in many rentals and this was by far the cleanest and most organized. We traveled with 3 couples and there was plenty of room to gather and socialize and room to just chill by yourself. The boardwalk made for a wonderful morning walk. Brittany was a terrific host answering any questions I had and providing a list of thing to do in the area. Certainly worth the money! We would definitely stay again. Rita

New Hot Tub Community pool Union Pier
I recently stayed with a few of my girlfriends for the weekend here. My friends and I absolutely loved this place. It was in a picturesque setting, and we loved how cozy it was. We especially enjoyed having the hot tub, the access to the public pool with clubhouse, and being able to walk to the beach to see the sunsets. We were able to enjoy a fire every night within the fire pit and loved being near the woods and the pond. Kristen was extremely responsive and a great host. My girlfriends and I would definitely stay again. We absolutely loved it here! Location is perfect for visiting lots of restaurants, wineries, and enjoying the best of Southwest Michigan.

Entire House With Pool - Backyard Beach Getaway
This home was super cozy for my big family. Everything was clean, comfortable, and the way it is set up makes you feel right at home. This home had everything we needed. TV’s, kitchen items, recommendations, and even fun family games and activities to do. Every time I visit the area I’ll be checking to see if it’s available. 10/10
Weekly house rentals

Serene Retreat in Beauty Creek
Such a beautiful townhome. It was a perfect place to get ready for my wedding. Beautiful decor and lots of natural light. It was a lovely space. Highly recommend!

Charming 2-Bedroom Home in West Downtown Gary
We love the place, it was a few minutes away from our job site. It's a very quiet and peaceful neighborhood. Owner is very friendly and always checking up on us if we needed anything and always there if we do. Chicago it's 30-45 mins away which is good it ain't that far to go visit. Very clean ,highly recommended will still here again this coming up year.

The Beach Is Within Reach So Visit Our Retreat
This place was beautiful! Beds were comfy, rooms were nicely decorated, and bathrooms and kitchen were squeaky clean! Everything matched the listing! The kids loved the arcade games and especially the bean bag in the basement! The carport had comfy furniture to sit and enjoy the cool outside air. The beach was super close to walk too and we were literally the only ones in the back for a good stretch! We got takeout from Flamingos Pizza down the street and the only downfall was kids were not allowed to be there and the staff was kind of rude to them while we waited (only putting this here for future reference of people with kids). We would definitely stay here again!

Cozy, King/Queen bed, 2 bedroom.
Todd’s place truly felt like home for my family of five. The space was generous and well laid out, giving us all the room we needed to live comfortably. We especially loved the welcoming neighborhood vibe—it was peaceful, friendly, and felt safe. We liked his place so much that it quickly became a home away from home for us.

DuneHouse Miller Beach - 1.5 blocks to beach
Beautiful place to stay. Layed out great! The most dog frendly place i have stayed at. Loved the little dog shower after a long day at the beach great place to get them all cleaned up. Then relax in the great couches. Would stay there again!

Miller Beach Family Getaway!
it was well stock with everything it was really clean if I had to stay again I really would choose it again

Mid-Century Beach Oasis
Krystyna’s place was perfect for our stay in the Indiana Dunes. It was a quick walk to the beach. The home had everything we needed. The outdoor seating area is great and has great amenities! We would stay st Krystyna’s place again. She is a great host with a great home!

Live the good life! Modern living with lake views.
Beautiful lakeview property with a quick walk to the beach. This is not one of those AirBnbs that will have you running to the store because you need things - it had everything! From fire wood to a beach wagon to dry shampoo, it was stocked with everything we needed and felt like being at home. Host was very responsive and we had no issues.
Private house rentals

Lake Trail Cottage(NO Cleaning Fee!)
A great stay close to the Dunes! We took the South Shore Line into Chicago and did the 3 Dune Challenge and both were great. Highly recommend this place.

Welcome Home
Great place to stay while we were visiting our grandchildren for the weekend! It was nice to have the kitchen to make coffee and breakfast in the morning. Comfortable bed and private, quiet location. Thanks again!

Private Wooded Acre, Soaring Windows in Nat’l Park
We had such a wonderful long weekend at Jill’s place with our 2 pups. Close walk to the beach and plenty of things to do in a short drives distance. Place was clean and supplied all we needed. We would definitely stay there again if we come back to the Dunes.

Miller Beach Dune House
The return trip was even better than the first! We enjoyed the balcony, the woods across the street add to the relaxation. The uncrowded beach made the sunset even better

Nature inspired 3 bedroom home close to beach.
My week long stay at Mary Kate's place was just wonderful! It is just as it appears in the pictures...very Is clean and very comfortable. The kitchen Is well equipped and extremely well organized. The house is well stocked with essentials, icluding things like soap/shampoo in the shower and basic spices, oil, sweeteners in the kitchen. The outdoor area is lovely. It is an easy walk to the beach and there are multiple public entrances to the sand, some more manageable than others, depending on what you are carrying. There is a friendly little restaurant and Mini market within walking distance. There was not much in the way of nightlife (which was fine by me) without a bit of a drive and a surprising number of places are closed Sunday and/or Monday. I would be happy to return and recommend to others.

Cheerful Stylist place near restaurants & Shopping
Great place to stay for a quick trip to town with a large group. Lavetta was great and really helpful, she let us park in the driveway before check-in because we had an event to be at. Much appreciated and will stay again / would recommend to friends. Thanks again!

Heart of Indiana Dunes National Park • Hot Tub
Wow! What an amazing place to stay. The house is lovely and the setting is beautiful. You're literally surrounded by nature and all it's glory. The home is loaded with so many things to do, but we spent most of our time just looking out the big windows at all the animals that came to visit. Our hosts were most gracious. They are very responsive and do their best to take care of your needs as soon as possible. I highly recommend anyone looking for a place to stay near the Indiana Dunes to choose this location. You won't regret it. Thank you very much Elena and Ben for all your hospitality.

Blue Birdhouse - Indiana Dunes - No Cleaning Fee
Michael has a great place that is very close to the Indiana Dunes. His directions for how to find the house were easy to follow. It was perfect place to be with my small dog and husband for a weekend away. It had everything you might need for meals in, spaces were well cleaned and well taken care of. We appreciated the small touches that were available to us. The train noise that was mentioned in previous reviews is not noticeable unless you’re outside. I don’t think we heard it at all indoors.
Quick stats about house rentals in Gary
Total rentals
110 properties
Total number of reviews
3.8K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wifi availability
110 properties include access to wifi
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Warren Dunes State Park
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Wicker Park
- Willis Tower
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Chicago Cultural Center
- Medinah Country Club
- The Beverly Country Club