
Holiday rentals with beach access in Chicago
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Top-rated rentals with beach access in Chicago
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Apartment rentals with beach access

Sheridan Beach Apartment
Amy is an excellent host! She was so proactive about reaching out ahead of time and checking in on us. The unit was extremely clean! Easiest check in I have had with Airbnb—clear/specific directions. Amy was also super accommodating with our checkout time—we had a late flight (7:45pm) and we were able to check out at 5pm instead of noon which allowed us to maximize the last day of our trip! SO close to Loyola beach and has easy access to public transit. There are just a few improvements that would make this a perfect Airbnb: 1) the mattress is uncomfortable (extremely firm), 2) there is a beautiful kitchen but it is not well stocked with the basics (strainer, cooking utensils, pots, etc)—we made do by getting a little creative! Not a problem if you plan on eating out the whole time. 3) A few end tables would be nice for setting a glass of water/coffee etc, 4) needs a few more towels for being so close to the beach! Nonetheless, I would love to stay again and highly recommend!!

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.

Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Clemente's place was in a great location central and walkable to many great areas and the train station, it was clean, it was easy to find, and it was comfortable. The beds were comfortable too, the A/C and heat was great, and the kitchen was well equipped. I would definitely recommend his place as a nicely affordable 2 bedroom in close proximity to the sites and restaurants.

The Lakefront Lookout (2BR)
We really enjoyed our stay and appreciated how responsive and accommodating Stephanie was! The view is beautiful and the surrounding area was great. Being right above a coffee shop was also extremely convenient.

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!

Bright 2BR Andersonville – Walk to Lake & Dining
Love your place. The owners are available and very helpful. The neighborhood is very nice—great location, etc. Our only request would be a handrail to go up the steps into the house. As seniors, we really need handrails. However, we love staying in your beautiful unit and will definitely stay there again when we come back to Chicago. Thanks again for a great stay.

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!

Cozy Bedroom in Wrigleyville (Entire Apt)
Hosts were very helpful and responsive. Location was convenient to Wrigley Field and many restaurants.
House rentals with beach access

Gold Coast Home|Rooftop |PoolTable |Parking |Beach
Rasheed was very attentive. His home is in an excellent location, walking distance to resturants and shopping. The rooftop provided a spectular view of the city. I would definitely recommend Rasheed's home on a trip to Chicago!

Amazing historic campus mansion!
Caryl was extremely helpful with a check in process and she introduced us the property as well as surrounding local attractions. We felt the place was warm and very spacious for our group and we had a pleasant stay.

House 5BED/3BATH/1PARKING close to Downtown & Lake
We would definitely use this location again when in town with family. Specious and only a short uber ride from everything we needed.

CasaNova Modern City Living
Beautiful home layout and very spacious! Location was a quick drive to the city, which was convenient. Host was also very kind and attentive. Thank you Ms. Lilly for our stay!

Historic Old Town, Fabulous 4 Bedroom Home
We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.

A Wonderful Getaway Home on the North Shore!
This is a beautiful home in a great neighborhood. We were able to walk to a concert at Ravinia Festival, and it was so quick and easy. Also a short walk to restaurants and a short drive to downtown Highland Park. Best part was the lovely decor - a great mix of furniture and original artwork. Would definitely stay again!

Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |
Words can’t describe how beautiful and clean the property and neighborhood is! The house is very spacious and modern. The basement is new, has a big room and bathroom with shower. The masters bedroom has a living room and GORGEOUS bathroom! The host provided cleaning supplies and even personal bathroom supplies for men and woman. The host was very nice and friendly 🥰 We had an incident with our previous AIRBNB and we had to rent this one last minute- The host responded at 1am letting us checked in at 1am. If you plan on staying here, please take care of it lol It’s such a lovely house! 100% Recommend!

Woodlawn Oasis: 5-15 Mins from Food, Fun, Dining
This was a fantastic find! My whole party loved the place. It was clean and wonderfully located in a peaceful neighborhood close enough to transport to walk but far enough from the noise and bustle of downtown. Shawn was very responsive to any questions I had and was super kind and friendly! I absolutely would stay here again!!
Apartment rentals with beach access

Entire condo steps from lake, dining + shopping
Our stay in Chicago wouldn’t have been what it was without this Airbnb. The at home feel and energy made the stay more than comfortable. We absolutely loved the neighborhood it was safe and quiet. The apartment was beautiful and tidy. The experience felt very personal with fresh baked cookies upon arrival, and a well equipped kitchen with things like eggs and butter being provided along with non alcoholic beverages. If I had to recommend an Airbnb in Chicago it would 100% be this one every time!

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!

RockStar Pad W3A BoysTown/Wrigley Field/Parking
Beautiful, clean unit and Will was extremely responsive and helpful. Super clean, and the beds and furniture were soooooo comfortable! It looks exactly as it does in the photos and there are so many items included, in case you forgot something! A foot massager?! Amazing 🤣The location is perfect with lots to do close by and no shortage of options for places to eat. I feel extremely fortunate that I came across this one and will definitely book again in the future. Just perfect.

The Ramblers Inn, Northside NEW Reno w/parking!
The condo is in a quiet and attractive neighborhood and the hosts answered my few questions promptly. The place was very clean and although the bedrooms were small, it was nice that each of us (nana and two teens) could have their own space.

Jarvis Gardens - 1BR/BEACH/Wine patio/fire pit
Chip and Lito's place is a dream! Spacious, clean, quiet, and convenient to restaurants, the "L", and the beach. Apartment is very well appointed, yet not cluttered. The shower is awesome! It was very nice to have a full kitchen, with coffee makers and dishwasher. I definitely plan to stay here the next time I visit Chicago!

Cozy 3BR on Chicago's North Side & Free Parking
This home was beautifully decorated, the beds were super comfortable, from the mattresses to the linens. We loved how clean and clearly cared for everything was, and Mark and Marcelo were responsive and helpful anytime we had a question. We needed a place that felt like home while visiting Chicago for my son's graduation, and this was perfect for the three of us. An added bonus was that there is a designated parking spot on the premises.

2BD/2BA MAG MILE MASTERPIECE (+Rooftop)
WWWWOOOWWW!! This host team was EXCEPTIONAL! I’ve stayed in plenty of AirBnBs, and I’ve NEVER encountered a host that was so EXTREMELY accommodating, responsive, and kind! Other hosts should take a page out of their book! The only thing I would change, and it’s not a bad thing (just a matter of preference); I would have some type of blinds or drapes over the living room windows. This will allow for privacy when you’re sitting in the living/dining room areas at night with the lights on inside. Hands down, we would without a doubt book with this team again! Thank you Wendy, Matt, and your co-hosts for helping to make our time in Chicago wonderful!

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!
Quick stats about holiday rentals with beach access in Chicago
Total rentals
540 properties
Total number of reviews
30K reviews
Family-friendly rentals
280 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
450 properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- 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
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
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