
Holiday rentals with outdoor seating in Gary
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Top-rated Holiday Houses with Outdoor Seating in Gary
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Popular amenities for Gary outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Private Beach/Lake Michigan/Panoramic View/Hot Tub
I am still going to give a 5 star review regardless of a couple issues we had. First of all the house, amenities, and outside area are excellent and as described. The location feels very private and it is what we were looking for. We had 3 total issues during our stay, and 2/3 minimum were outside of the owner's control. During our drive in the Benton Harbor area had 60-70mph straight line winds that blew the outside furniture into the driveway. This storm also caused water to bypass a window and get the floor a bit dirty. Owners drove out early next morning and replaced outdoor furniture and I wiped up the water in the house. In the morning we realized the hot water was out. Owners immediately drove back out and investigated. They happened to have a property that was vacant at the time, and gave us access to it to drive there and shower. Overall communication and response was excellent. Owners made us whole, and I would recommend.

Barn & Beach New Buffalo / Union Pier
We had an amazing time staying here for our joint Bachelor/Bachelorette weekend! It is a beautiful property that comfortably fit all 13 of us! We miss it already! It was a great time :)

Secluded Modern Retreat Near Beach - "Sandlot"
This is the second time we've stayed in Nancy's lovely home and we hope to return soon! The contemporary style features high ceilings and enormous windows overlooking a wooded lot and a graceful dune. The generous size of the living area and kitchen made it easy for our family to hang out together after a day in the Indiana Dunes National Park. You're only minutes from the lake, great hiking, and a restaurant we really enjoyed (Goblin and the Grocer) but the secluded, private setting makes you feel as if you're in the middle of nowhere ... perfect for city folks trying to get away from it all. Nancy is a great host, and her home features plenty of thoughtful touches to make your stay relaxing and comfortable. After a day of hiking and exploring, it was wonderful to return to this tranquil place. We can't wait to go back!

Cozy at The Walter
I thoroughly enjoyed my recent stay at this home. The home itself was filled with everything we could have needed and saved us from trips to the store when we needed something quickly. It also felt to me like it was nicer than the photos and felt extremely safe and comfortable. All in all I would 100 percent stay here again!

The treehouse at Warren Dunes
The excellent taste of the hosts sets this rental apart from the rest. The decor in the home is beautifully curated. When you combine that with the views, it's a perfect vacation spot! We were grateful to be able to return for our fourth visit to Charles and Jeremy's home. Thank you for sharing it with us--we love it!

Beach! Hot Tub! New Buffalo! Firepit! King Bed!
Great private space on a quiet street. Lots of breweries and restaurants a quick drive away. Amenities were just as described and the space is in great condition.

Cozy House with Gazebo
We stayed for almost a week with three dogs. Sarah's place was perfect for our needs - great backyard, comfortable beds, clean and equipped kitchen, and awesome location - close to Chicago, Indiana dunes and easy to navigate thru, no traffic. Sarah and her family (and their amazing dog Chandler) are super friendly and helpful. We will definitely stay there again once back in the area.

Sauna • Modern • 2 blocks to Beach • Game Room
Katie & Micah's place is STUNNING! The location can't be beat - walkable to the beach and right in the heart of the Indiana Dunes National Park. We were traveling with a baby in tow, and their place was so well equipped for us! We took advantage of the outdoor activities when our little one was awake, and played games and hit the rooftop sauna while our daughter slept. This Miller Beach home is one of the best Airbnb's we've ever visited. If you're staying in the area, don't hesitate - just book it! :)
Apartment rentals with outdoor seating

Private Entrance Guest Suite on the River
Maybe the best Airbnb attached to someone’s home that I’ve ever stayed in. Such a sweet set up. Very comfortable, clean, private. Thankful for the keurig for coffee and water bottles in the frig. My stay was short but very restful and waking up to have my morning coffee out on the deck and watch the river and the birds was the highlight of my stay. Mark was very good with communicating and gave clear instructions. The Airbnb was easy to find, even in the dark. Of course being attached to their home there was a bit of noise from the kids in the morning but that wasn’t until after 9am and didn’t bother me at all. I’d definitely stay again if I’m in the area!

Modern Apt with style & comfort in Pilsen Chicago
A-MAZ-ING stay! My wife and I had such a blast in Chicago. GOGO was very kind and inviting, good energy! The place was exactly what we wanted with all the amenities. Sparking water in the fridge which was a treat after waking 18k everyday. As a runner, there was plenty of sidewalk and things to see. I recommend running up LEAVITT to 18th street and take 18th down for a nice 3 to 5 mile run. The L train “pink line “ was close and walking back at night we felt relatively safe. I would high recommend staying here in Pilsen area the next time you are in Chicago. Mahalo

Cute Skylar: Valparaiso University ShortTerm Stay
Super clean, quiet, and cozy but stocked with everything you need and just a few blocks from Valpo campus and the downtown eateries. Really just a perfect spot, and only about 30 minutes drive from all parts of Indiana Dunes NP. Also, Diana was a very gracious and kind host! Would love to stay here again the next time I'm in town!

Charming Unique 2 Bdrm Apartment in Victorian Home
Carol’s place was very comfortable for our family of 4! Amenities were all as listed and everything was clean and inviting. We hope to stay here again the next time we visit family in Blue Island!

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
5 star for sure! This place is a hidden gem, its so clean and has so many little extras to make you feel at home. I found seasoning to cook with,.coffee, tea, cream and sugar..and even a couple of pods for laundry. All of that plus an easy check-in, great parking space in the back (which you will need since street parking can be dicey) and the friendly neighbors made my stay wonderful. I stayed 7 nights and it is quiet at night so I felt very safe and got a good nights rest each night. I will definitely book again!!!

ValpoVilla: Location, location, location!
We had another great stay at Mari-Beth’s place, and we look forward to staying a third time in the future.

Second Floor Apartment sitting on Pine Lake
Rhonda was amazing and it’s a great location to relax!

Cozy Mid-Century Mod By Lake MI&Dunes with Hot Tub
We've stayed here a few times and keep coming back. Great location and amenities along with a stocked fire pit and a hot tub. What more could you ask for? Hannah is the best!
Condo rentals with outdoor seating

A Stones Throw from U Chicago South Campus!
It was a very cozy apartment with a nice set up. Easy access to university of Chicago and the lakefront trail. We really enjoyed our stay!

Luxe 2BR Cozy Suite | Skyline Views near McCormick
Milan runs a professional Airbnb service and promptly responded to all our queries. We stayed at Apartment No. 605 which, was clean and had all the required amenities for a comfortable stay.

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Always responded quickly. When we had trouble with front door lock they came out quickly and addressed the problem.

Downtown Chicago - Spa Bath, Patio, 3 blocks to L
This is our 3rd time staying at Thomas and Cynthia place. We would have it no other way. Home away from home every single time.

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!
One of my favorite Aibnbs of all time. The location is FUN - right in the center of the action in Northalsted. The space itself is beautiful and clean. The bedrooms are spacious, and the kitchen is well equipped. Allan was awesome and left us a bottle of prosecco to welcome us. Best part of the house is the huge covered front balcony - a front row seat to the joyous crowds, especially on the weekend. We saw a concert, walked to a Cubs game, spoiled the kids on Michigan Ave - and everyone agreed the balcony was our fave part of the trip. The rear deck is icing on the cake. We were in town so our kids could go to a concert and they also loved the area. If you're sensitive to noise, bring earplugs - all the action brings a bit of music - but really it's a steady din so super easy to tune out at bedtime. We love this place and can't wait to come back!

Modern Chicago Movie Themed Apt
We had a fantastic stay at this Airbnb during our Chicago trip! The location was perfect — close to everything we wanted to see and do with our kids. The apartment was clean, well-equipped, and exactly as described. It felt like a home away from home. Check-in was smooth, and the host was responsive and helpful throughout our stay. Highly recommend for families or anyone visiting the city!

Spacious 4 Bedroom Condo
We had a great stay for an extended wedding weekend with our entire family. Adrian's home was clean, modern, and well appointed. The beds were all very comfortable and linens were very soft. We felt very safe and the garage parking spot was a nice addition. I would highly recommend his home and would not hesitate to rebook there in the future.

Updated Designer Duplex In Fulton Market W/parking
Supurb stay in Fulton Market! Seth was an outstanding host—responsive, welcoming, and accomidating. The apartment was spotless, well decorated, and thoughtfully stocked with everything we needed for a comfortable stay. The beds and linens were especially cozy, making it easy to relax and feel at home. The location is superb—just steps away from a variety of highly rated restaurants. The location is superb—just steps away from a variety of highly rated restaurants. We also felt completely safe throughout our stay. The neighborhood has a welcoming, upscale vibe, which added to our peace of mind. A quick heads-up: the unit is a second-floor walk-up accessed via a private entry. Inside, as you can see has the spiral staircase; a unique architectural feature, but if you’re traveling with heavy luggage, it’s something to keep in mind. Pack accordingly! 😉 Overall, we had a wonderful experience and would gladly stay here again and agai
Quick stats about holiday rentals with outdoor seating in Gary
Total rentals
80 properties
Nightly prices starting at
$83 NZD before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Destinations to explore
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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
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club
- Chicago Cultural Center