
Holiday rentals with beach access in Near North Side, Chicago
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Top-rated rentals with beach access in Near North Side, 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!!

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!

Convenient Location Near Loyola/Northwestern
Other than a little bit of dustiness, we felt the unit was quite clean. Everything we needed was there plus extra supplies were available as well. We learned about the stairs from other reviews, but not from the description of the unit. There were three of us and it was absolutely awesome to have three separate bedrooms so we each had one to ourselves. It was also great to have a parking space in a convenient place. Kwan was very communicative and that was highly highly appreciated.

15mins DT | Wicker Park Gem | Sleeps 7 | FreePark
My mom and I visited Chicago for a weekend girls trip and had a great stay. It was clean, comfortable, and we felt secure. We loved being near Humboldt Park as well as some tasty restaurants and coffee shops, plus the location was very walkable and near bus routes. TIBO did a great job responding to our questions promptly and kindly. Definitely worth the stay!

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

Andersonville Bicycle Studio
My wife, son and daughter stayed at Tim's place when son ran the Chicago half-marathon. Tim was one of the best AirBNB hosts ever. He left my family a personal welcome note and let them in early from their morning flight. The space was immaculate, very charming, and super comfortable. Chicago neighborhoods can be dicey. This felt totally safe day and night. I was unable to come last minute due to work. My wife wants us to return together for a romantic weekend. A great experience in every way. Thank you!

Spacious 2 Bedroom in the heart of Lakeview!
Terry's place is spacious & looks just like the pictures. Terry's place was clean & had all needed amenities. Great location in Lakeview to get to shops/stores/restaurants, and also super easy to get to downtown Chicago.

Quiet city getaway by beach in fun neighborhood
A spacious and comfortable unit in a residential neighborhood close to popular businesses and entertainment in the Andersonville neighborhood of Chicago. Super convenient to get everywhere I was heading to. Hosts have thought of everything you might need, including ear plugs for sleep, and bicycles with locks and helmets available to borrow. Hosts were helpful and responsive and the welcome binder had great information without having too much. I had a perfect stay and would stay again.
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!

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!!

Cheryl's on Sheffield! 3 bedroom in Lincoln Park.
Wow! I can’t say enough good things about Cheryl’s hosting! She and her husband went above and beyond for us. They are so responsive and friendly and even went so far as buying a pack and play for us last minute and jumping our car battery when it died! Talk about amazing! The place had everything we needed and the location was lovely. Would definitely stay here again!

Private Downtown Retreat with Rooftop Oasis
Our daughter was graduating from University of Chicago while our other daughter graduated from USAF flight school in Mississippi, and our family and friends visited from locations scattered around multiple time zones. Florin's location was simply the perfect place to handle such incoming chaos while lowering blood pressure to encourage a wonderful graduation experience headache-free. The rooftop experience was stunning, and everybody has been raving about the furnishings and easy-going environment in such a lovely place. The bathrooms and bedrooms were spa-worthy, and there were simply so many careful and thoughtful touches at this location that made it hard to leave! Florin has multiple parking options, but we only needed one nearby, offstreet parking place that was never a problem---surprising for a big city like Chicago! In short, this was probably the finest AirBnB we ever visited, and we are so grateful for such an exclamation point on a magical weekend. Thank you, Florin!
Apartment rentals with beach access

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!

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!

Charming Apt. Near Beach, Train & Private Parking
Kyriako is a great host, and responded quickly to my messages. She gave very detailed instructions via video about how to check in and find the parking spot. This is a very nice rental in a lovely neighborhood only a few blocks from the beach! The building is quiet and secure. There are delicious restaurants within walking distance and the free parking spot in back was a real plus! I would definitely use this rental again in the future 😊

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.

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D
We had a great stay- perfect location and very walkable! It was great being so close to the zoo and many cafes and restaurants. Safe area and less congested than being directly downtown. Danny was responsive and friendly. Parking was easy with the passes Danny provided- finding a spot can be a little tricky but the neighborhood is nice, so walking wasn’t an issue! We’ll definitely be back!

Andersonville: 3-bed, 2-bath w/ Dining RM & EZ PKG
Nice place in a great neighborhood. Really appreciated the opportunity to leave the car parked and walk and train everywhere. The house was clean and tidy and Ari provided a list of neighborhood dining recommendations. We had six people in our party and there was just enough space that we didn't end up sick of each other. Overall, the trip was wonderful.

Large 2BR, 2BA, patio, sunroom, W/D, L-kitchen
Pablo was an incredibly responsive and helpful host, even volunteering to have us check in early. His place was spacious (can accommodate 4-5 people) and comfortable. . . really a home away from home. Had everything we needed for a 5-day stay . . washer/dryer a plus! Parking can be a challenge, but using SPOT Hero helped us identify available spots. While next to the train, the train noise was more like white noise and did not disturb us. Would definitely stay again!
Quick stats about holiday rentals with beach access in Near North Side, Chicago
Total rentals
120 properties
Nightly prices starting at
$51 SGD before taxes and fees
Total number of reviews
6K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
50 properties have a pool
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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
- Flossmoor Golf Club