Holiday rentals with beach access in Near North Side, Chicago

Find and book unique accommodation with beach access on Airbnb

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Popular amenities for Near North Side, Chicago Accommodation with Beach Access

Apartment rentals with beach access

Superhost
Apartment in Andersonville
4.92 out of 5 average rating, 142 reviews

Andersonville's Secret Garden: 2 beds, 1 bath

TylerRating, 5 stars5 days ago
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!
Superhost
Apartment in West Town
5 out of 5 average rating, 3 reviews

15mins DT | Wicker Park Gem | Sleeps 7 | FreePark

JoannaRating, 5 stars1 week ago
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!
Superhost
Apartment in East Rogers Park
4.92 out of 5 average rating, 36 reviews

cozy grand studio 2nd floor/near lake/public tran.

JeronRating, 5 stars4 days ago
Beautiful location and well furnished. No complaints, surrounding folks in the community are friendly. Tap into Mores Liquor very friendly staff gave me the tips and tricks in the area and what to do. Thank you Cozy Nest for hosting my wife and I! Much Appreciated!!
Superhost
Apartment in Andersonville
4.96 out of 5 average rating, 95 reviews

Andersonville Bicycle Studio

JamesRating, 5 stars2 weeks ago
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!
Superhost
Apartment in Lake View
5 out of 5 average rating, 120 reviews

Spacious 2 Bedroom in the heart of Lakeview!

PatRating, 5 stars2 days ago
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.
Superhost
Apartment in Andersonville
4.96 out of 5 average rating, 111 reviews

Quiet city getaway by beach in fun neighborhood

AnthonyRating, 5 stars4 days ago
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.
Superhost
Apartment in Andersonville
4.98 out of 5 average rating, 198 reviews

Beautiful Hollywood-Ridge Suite in Edgewater

BillRating, 5 stars3 weeks ago
Dorothy was very welcoming and communicative, and the bagels and snacks were an extra nice touch. The rental is as described, if not better, and provided a quiet and comfortable place to stay. The location is well centered between Andersonville and the Bryn Mayr red line station with easy access to all of the locations in Edgewater. There is currently some road construction that blocks off close by roads, however, the streets are open to local traffic and it actually makes walking easier.
Superhost
Apartment in Bronzeville
4.94 out of 5 average rating, 149 reviews

Cozy 2 bdrm near McCormick Place & Wintrust Arena

TanayaRating, 5 stars1 week ago
It was a great stay. The check-in process was convenient and Rashad was incredibly responsive and helpful throughout our stay. The space was clean, comfortable, and furnished with everything we needed. The place also has a very cozy vibe!

Holiday House Rentals with beach access

Top Guest favourite
Home in Gold Coast
5 out of 5 average rating, 29 reviews

Gold Coast Home|Rooftop |PoolTable |Parking |Beach

MelissaRating, 5 stars1 week ago
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!
Guest favourite
Home in Hyde Park
5 out of 5 average rating, 19 reviews

Amazing historic campus mansion!

ArunaRating, 5 stars3 weeks ago
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.
Superhost
Home in West Ridge
4.92 out of 5 average rating, 144 reviews

House 5BED/3BATH/1PARKING close to Downtown & Lake

LillianRating, 5 stars1 week ago
We would definitely use this location again when in town with family. Specious and only a short uber ride from everything we needed.
Guest favourite
Home in Chicago
4.88 out of 5 average rating, 51 reviews

CasaNova Modern City Living

HelenRating, 5 stars1 month ago
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!
Superhost
Home in Woodlawn
4.83 out of 5 average rating, 122 reviews

Woodlawn Oasis: 5-15 Mins from Food, Fun, Dining

HaliRating, 5 stars1 month ago
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!!
Top Guest favourite
Home in Lincoln Park
4.94 out of 5 average rating, 72 reviews

Cheryl's on Sheffield! 3 bedroom in Lincoln Park.

AdriaRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Near North Side
4.98 out of 5 average rating, 58 reviews

Private Downtown Retreat with Rooftop Oasis

KohlieRating, 5 stars1 week ago
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!
Superhost
Home in Chicago
4.89 out of 5 average rating, 28 reviews

Executive Contemporary Duplex

WaljimaRating, 5 stars2 weeks ago
My family and I enjoyed staying here. I was born and raised in Chicago just 4 blocks from this Airbnb! It was such a great experience to be back in my old neighborhood. Olusesan is a phenomenal host! I highly recommend this place.

Holiday condos with beach access

Top Guest favourite
Condo in Andersonville
5 out of 5 average rating, 18 reviews

Entire condo steps from lake, dining + shopping

JosephRating, 5 stars1 week ago
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!
Guest favourite
Condo in Woodlawn
4.87 out of 5 average rating, 238 reviews

A Stones Throw from U Chicago South Campus!

MelissaRating, 5 stars3 days ago
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!
Top Guest favourite
Condo in Lake View
4.99 out of 5 average rating, 178 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

RonniRating, 5 stars2 days ago
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.
Top Guest favourite
Condo in East Rogers Park
4.98 out of 5 average rating, 109 reviews

The Ramblers Inn, Northside NEW Reno w/parking!

CarolRating, 5 stars4 days ago
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.
Superhost
Condo in East Rogers Park
4.75 out of 5 average rating, 157 reviews

Charming Apt. Near Beach, Train & Private Parking

JenniferRating, 5 stars4 days ago
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 😊
Top Guest favourite
Condo in East Rogers Park
4.97 out of 5 average rating, 60 reviews

Jarvis Gardens - 1BR/BEACH/Wine patio/fire pit

TammyRating, 5 stars3 weeks ago
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!
Top Guest favourite
Condo in East Rogers Park
4.99 out of 5 average rating, 287 reviews

Cozy 3BR on Chicago's North Side & Free Parking

LauraRating, 5 stars2 weeks ago
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!
Top Guest favourite
Condo in Andersonville
4.99 out of 5 average rating, 118 reviews

Andersonville: 3-bed, 2-bath w/ Dining RM & EZ PKG

JacobRating, 5 stars3 weeks ago
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 Near North Side, Chicago

  • Total rentals

    120 properties

  • Nightly prices starting at

    $61 AUD 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

Destinations to explore