
Holiday rentals with beach access in Gary
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Top-rated Accommodation with Beach Access in Gary
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Popular amenities for Gary Accommodation with Beach Access
Apartment rentals with beach access

Lovely studio near the beach! (and heated floors!)
We stayed at Ariel and Gabby's place several times and we always had a great experience! Their place is very welcoming and comfortable. The neighborhood is beautiful and peaceful, and the hosts are very nice and helpful. We hope to be back soon.

Andersonville's Secret Garden: 2 beds, 1 bath
Such a stylish and cozy spot in the heart of Andersonville! The beds were incredibly comfortable and the space had so much charm. Just steps away from great shops, restaurants, and everything else you would need near Clark street. Would definitely stay again!

Hidden Gem:Artsy Speakeasy in Historic Bronzeville
Absolutely loved the stay I didn’t not realize this space was spacious but still quite cozy and very well equipped for just about anyone coming to Chicago to visit. Very clean loved that it’s hassle free to park and no stairs is always a win in my book. Love the artwork and the games available I didn’t spend too much time inside but I enjoyed the time I did spend and I’m definitely recommending this location and will be back again once I discover a few other side of Chicago I think this is by far my best stay since using Airbnb

420 at Cheltenham 4BR
I will definitely be staying here again on my next trip to Chicago. The host communicated very well and was very welcoming! This place was very clean spacious, and the beds were very comfortable! Thank you for Hosting us!

Executive Apartment on Lake Michigan with parking
Man this place was awesome! It was so relaxing and peaceful. Everything was the way it was described. Definitely coming back!

Andersonville Living
We loved this cute, Craftman-style apartment. It was so homey and well arranged, nicely furnished, and beautifully decorated that we seriously wanted to move in! The owners were very thoughtful about providing what visitors will need. (They even provided a spare umbrella!) Everything was exactly as described, and communication was friendly and prompt. The only issue we had was trying to find on-street parking. We had to park several blocks away and, sadly, our car was stolen from that parking spot. Otherwise, it was a lovely neighborhood and a convenient location. Despite the parking problems, I would stay there again.

Andersonville 2 bed with modern kitchen + bath
We had a truly wonderful stay at Mike and Lora’s place. The apartment is spacious, spotless, and very well-equipped. The beds are extremely comfortable, the linens were luxurious, the kitchen was a real treat to use, and the Wi-Fi worked perfectly throughout our stay. The location is amazing - right in the heart of the neighborhood, just steps away from great cafes and restaurants. It’s a super walkable area, which made it easy and enjoyable to explore everything on foot. Mike and Lora were responsive, thoughtful, and kind throughout our stay. Communication was smooth and easy, and we felt very well taken care of. Highly recommended - we’d love to come back someday!

Elegant Suite in Gold Coast
The Walton Residence is a true gem! From the smooth pre-trip communication to the warm welcome and helpful tour at check-in, everything was top-notch. The apartment is beautifully decorated and filled with everything one could want (coffeemaker and coffee, dishes and cookware, bathrobes, etc), and had everything I needed—including a full kitchen and dining area that made it easy to host visiting family. The location is fantastic—an easy walk to the river, amazing architecture, great restaurants, local markets, and shopping. Plus, the bed was incredibly comfortable (seriously, one of the best I’ve slept in!). I’d stay here again in a heartbeat—already looking forward to my next visit!
Holiday House Rentals with beach access

Spacious MCM beach house with private yard!
Jon was an extremely responsive and helpful host, and this home was perfect for our entire family (including our dogs)! Couldn’t have asked for a better experience and will definitely look to book this home again when we come back to the area.

The Private Relaxation Oasis Near the Beach
Stayed for a long weekend and had an amazing time! I plan a trip for a few friends every year and Ashley was by far the most amazing owner of the houses we've rented so far! She made sure everything was clean, answered questions quickly and thoroughly, and made sure she was available of we needed anything during our stay. The house itself was great with plenty of room for larger groups, kitchen stocked, and very tidy. Overall, amazing trip!

Pet Friendly Perfect Summer Getaway with Hot Tub
Rented for a girls trip. Beds were comfortable, house was clean, hot tub was perfect. There were a few ants on kitchen counter, missing most of a measuring cup set, and no spatula for baking we did. However, I assumed she just hadn't been told about those yet. House is close to the beach (half mile walk). It was fun to see deer roaming right next to the houses. Ventured to the neighboring town of New Buffalo to eat (Hummingbird Lounge is amazing!) and the outlet mall was a 6 minute drive. We would recommend!

Lake Michigan•Private Beach•Amazing View•Hot Tub
Denise was responsive, kind, and extremely helpful. Her house was immaculate, with every detail considered. Thoroughly enjoyed our time at Spyglass!

Steps from the beach and a mile from National Park
Simply beautiful! My daughter ( 7 year old) and my goddaughter ( 5 year old) enjoyed themselves! We loved the layout, beautiful scenery, spacious rooms, the updated amenities, the spa bathtub and the outdoor patio swing is amazing! This house is somewhere you can relax and rewind, enjoy yourself and feel safe at! Angie, is the best! I recommend you stay at Angie’s beach house! You will love this house!!!!!!

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!

Luxury Living w Heated Pool & Hot Tub| Sleeps 10
We really enjoyed our stay at Jennifer’s house! It was clean, great location & cozy! We especially loved the automatic pool cover so we could actually relax on vacation with our little ones running around. I also loved the three separate areas outside (pool, fire pit, grassy area). The separate areas offered a nice change of scenery to break up the day without leaving the house. I also loved that it’s a spacious ranch style house, so was easy to keep eyes on the kids. Jennifer was a wonderful & accommodating host & can’t wait to get back to her house soon! Thanks for having us!

Walk to Beach/Dining/Drinks + Patio with Firepit!
Kristin’s place was great for our family. We loved the beach and pace of the town. The house had everything we needed. Seeds brewery and Miller beach were great recommendations! Would definitely stay again!
Holiday condos with beach access

A Stones Throw from U Chicago South Campus!
Everything was great! The location was perfect—close to most of the attractions we visited during our stay. We really appreciated how well everything was set up. The honey was a lovely touch, and we especially enjoyed the peaceful, quiet atmosphere away from the city. Thank you for a wonderful experience!

Modern downtown Studio close to wineries & beach
Nicole’s place was exactly as described. We loved how clean and open it was. We only stayed for a weekend, but would love to come back for a longer stay. Thanks for sharing your home, Nicole.

RockStar Pad W3A BoysTown/Wrigley Field/Parking
I can't recommend this Airbnb enough! From the moment I walked in, I felt right at home. The place was not only extremely clean, but also beautifully decorated with a very welcoming atmosphere. The space is also very spacious, which was a huge plus. The host was incredible, super kind and helpful. There’s so many restaurant and fun bars in the area so there was always something to do on our down time. Thanks again Will for sharing your amazing space!

The Ramblers Inn, Northside NEW Reno w/parking!
Easy check in and close to LUC which is what we needed. Clean and comfortable. Bonus that it included parking.

Cozy 3BR on Chicago's North Side & Free Parking
Planned a weekend trip with our daughters and their partners to Chicago. Loved this location being outside of the city but very conveniently located to public transit. The house itself was beautiful and comfortable, with plenty of room for 6 adults. A perk was the driveway parking space for our car. Would definitely recommend to others and stay again when visiting Chicago!

Cozy 1bdr Rogers Park, Loyola, Northwestern.
This is a WONDERFUL one bedroom apartment that is both private and spacious! The owner/host has the space fabulously decorated with an eclectic mix of original contemporary artwork and antiques. Nothing is generic about the space and it has been outfitted for guests with loving care. The host, Kaye, clearly puts much trust in her guests with her charming decor and furnishings. The amount of space, the privacy and the home-y feel make it a place we'd love to return to.

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D
We were absolutely blown away by how nice Danny’s place in Lincoln Park was. It was perfect for our first family trip to Chicago. The house was big, well decorated, comfy and private. The surroundings are peaceful and quiet and just a quick ride into the city. We used all transportation to and from with ease. Because we spent most our time walking the city, coming home to this Airbnb was so nice! I’d definitely stay again. Thanks for your hospitality Danny!

Andersonville: 3-bed, 2-bath w/ Dining RM & EZ PKG
Had an excellent time with my family at Ari’s place. It was very infant friendly and just as advertised. It’s easily walkable to the best places in Andersonville. We would stay here again!
Quick stats about holiday rentals with beach access in Gary
Total rentals
80 properties
Nightly prices starting at
$83 NZD before taxes and fees
Total number of reviews
4.3K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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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