
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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Holiday House Rentals with Outdoor Seating

Mid-Century Miller Beach - Indiana Dunes
The place was exactly as described. Close proximity to Miller Beach and plenty of restaurants. Home was cleaned very well. Host were very responsive, helpful and accommodating. Will definitely book again when I’m in the area.

Spacious MCM beach house with private yard!
The house was charming and we loved the mid century modern furnishings. We slept well and easily walked to the beach with our small dogs many times! The kitchen was well-stocked, the yard was lovely, the bathroom pristine, and if you have the need, there are so many dog treats, toys and blankets! The people living in this area are friendly and warm. It felt like home and we would definitely return!

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.

Secluded Modern Retreat Near Beach - "Sandlot"
Great central location to both the state and national park!

Retro Modern Bungalow | fire pit | free parking
This exquisite MCM GEM in Berwyn was the perfect home base for us while visiting Chicago. Every corner is curated with unique and authentic MCM touches, all with the contemporary creature comforts one could want and then some. Everything was sparkling clean and April was a superb host. We hope to come again, & highly recommend!!

The Blue House: Family Retreat
Lots of space for my family and Inwhom were visiting from out of town. The kids loved the karaoke machine and little popcorn machine. I didn’t realize 2 beds upstairs were toddler beds, but It was accommodating. Super cute.

The Spa of Downtown Whiting
My partner and I absolutely loved our stay at Steven’s place. It was exactly what we were looking for. The spa tub was amazing. Walking distance to the beach and the local shops! Steven gave several recommendations for places to check out. We went to dinner at a local bar and walked 119th street to check out the small businesses! It is the perfect in between spot to stay for Chicago and The Dunes! The place was just like the pictures, with comfortable beds, nice couches and surround sound! Definitely one of our best stays! We hope to visit again before the end of summer!

Laurna Dune
We had a wonderful stay at this property, it truly felt like a home away from home. The entire place was exceptionally clean, and the kitchen and dining area were spacious and easy to move around in. Both bedrooms were spotless, and the mattresses were incredibly comfortable. If you’re looking for a quiet, private place to stay, this is the perfect choice. I would definitely stay here again! 😊
Apartment rentals with outdoor seating

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!

Designer Avondale Attic
Just wonderful. That was one of the most beautiful accommodations I've ever been to. The apartment is totally lovingly furnished. Everything was super clean and tidy. There are even toothbrushes, toothpaste and a sleeping mask, if you need them. The kitchen is also super equipped with everything you need. The short walk to the metro was also very convenient. We would definitely come back.

Charming Unique 2 Bdrm Apartment in Victorian Home
Charming Victorian house in a peaceful and safe neighbourhood. So thankful for the really comfy queen bed - felt like my home mattress!

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!!!

Cozy guest studio, great for couples!
Lovely basement studio in very nice neighborhood. Easy drive to nearby neighborhoods or downtown area. Highly recommend if you’re looking for a comfortable stay!

ValpoVilla: Location, location, location!
Such a cozy, well-appointed apartment in a great downtown Valpo location, walkable to fantastic coffee (Fluid roasters), boutiques and restaurants. We visited in June and caught the Saturday farmer’s market too! The apartment was scrupulously clean, with crisp white linens. There were fans available (we like the white noise), A/C units (we didn’t need them), ironing supplies and blow dryer. The beds were very comfortable too; in fact, I wanted to know what type of memory foam magic was happening under the fitted sheet! The TV was outfitted Netflix and Prime. We didn’t use the kitchen, but it was clean and well set up. Whoever cares for this property is so attentive to details; the grounds are trim, vibrant and everything is swept. Plus, the building itself is interesting, originating in 1860 (Abe Lincoln days!) and nicely remodeled inside. Hosts were extremely responsive and accommodating. Thank you for the wonderful stay!

Private apartment with retro vibe
very kind and responsive host. very clear instructions. apartment is large, sunny, spacious and has the coolest retro vibe with super cool decorations. Good AC and very close to public transportation in case you want to explore the rest of the city or get downtown. Very quiet and safe neighborhood, and she even provided a parking pass for you at no cost. thank you Antoinette!
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!

"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.

3 BR Summer GetAway, 15mins to Loop+Gated Parking
Close to the green line for easy transportation.

Logan Square Beauty with 2 Bedrooms W/parking
Matt is a great host. Open, responsive and informative…everything you want really when on vacation

Downtown Chicago - Spa Bath, Patio, 3 blocks to L
Great place! Everything was clean, in a good location and they communicated well.

Renovated 2 Bed Condo Lincoln Park w/ Free Parking
John's place is great, just as described. Very clean and location is perfect (across the street from Pequod's). Check in/out was easy and communication was good.

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.
Quick stats about holiday rentals with outdoor seating in Gary
Total rentals
80 properties
Nightly prices starting at
$77 AUD 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