Holiday rentals with beach access in North Side

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Popular amenities for North Side Accommodation with Beach Access

Apartment rentals with beach access

Guest favourite
Apartment in Chicago
4.95 out of 5 average rating, 62 reviews

Perfect 4 BDR apt, Northside, Free parking, CUBS

DanielleRating, 5 stars1 day ago
We were happy with our stay! There was plenty of space for all the people traveling and the accommodations were clean and comfortable. Keurig in the kitchen was convenient for all of the varied coffee drinkers. Johnie was quick to respond to any questions and concerns and really worked to accommodate our needs. Walkable area with parking available. I would stay here again and recommend
Guest favourite
Apartment in Chicago
4.75 out of 5 average rating, 223 reviews

Cozy Bedroom in Wrigleyville (Entire Apt)

AlanRating, 5 stars2 weeks ago
Hosts were very helpful and responsive. Location was convenient to Wrigley Field and many restaurants.
Top Guest favourite
Apartment in Chicago
5 out of 5 average rating, 120 reviews

Spacious 2 Bedroom in the heart of Lakeview!

PatRating, 5 stars1 day 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.
Guest favourite
Apartment in Chicago
4.97 out of 5 average rating, 34 reviews

Comfy Garden Suite in Andersonville

GemmaRating, 5 stars1 week ago
A fantastic base for my week-long trip to Chicago. As a solo female traveller I felt incredibly safe both in the apartment and in this neighbourhood. It was also extremely well connected to the city centre by public transport. Mark was friendly and communicative throughout my stay and the apartment was spotlessly clean, with all listed amenities and good WiFi too. Would absolutely recommend this place!
Guest favourite
Apartment in Chicago
4.94 out of 5 average rating, 143 reviews

CitySlickers Crash Pad /Free Parking /No Clean Fee

JasmineRating, 5 stars5 days ago
Kevin’s place was clean and comfortable. We felt right at home and he was extremely responsive anytime I needed to contact him. I will definitely stay here again! Thank you for having us!
Guest favourite
Apartment in Chicago
4.91 out of 5 average rating, 54 reviews

Hollywood Nights

GinoRating, 5 stars3 weeks ago
Really enjoyed Leelach's place - right around the corner from great coffee shops and restaurants, easy parking on street, and quiet neighborhood.
Guest favourite
Apartment in Chicago
4.9 out of 5 average rating, 40 reviews

Exquisite Rogers Park 1bd/1bath Apt. Near Evanston

NinaRating, 5 stars10 months ago
Stayed at this air b&b for 2 weeks. It was very comfortable and Greg and his team were a very responsive host. Initially the stairs were a challenge for us seniors but after a few days, we became accustomed to them. On-site parking was a bonus!! The bed is so comfortable and the linen is very soft. We felt very safe in the neighborhood.
Top Guest favourite
Apartment in Chicago
4.99 out of 5 average rating, 126 reviews

The Ardmore — Steps from the lake.

TracieRating, 5 stars1 week ago
Seven of us stayed at this beautiful, huge apartment for our daughter’s graduation from U Chicago. Yes, it’s on the opposite side of the city, but we all agreed it was worth it. It’s luxuriously appointed, plenty of sun filled rooms, cozy couches, and great beds. Sean helped us whenever we needed help. Definitely choose this place!

Holiday House Rentals with beach access

Top Guest favourite
Home in Chicago
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!
Superhost
Home in Chicago
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 stars4 weeks 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!
Guest favourite
Home in Chicago
4.85 out of 5 average rating, 171 reviews

Historic Old Town, Fabulous 4 Bedroom Home

MeganRating, 5 stars1 month ago
We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.
Superhost
Home in Chicago
4.86 out of 5 average rating, 14 reviews

Cozy 4-Bedroom House with Patio

MurrielRating, 5 stars2 weeks ago
Perfect place to stay for our visit to Chicago with friends! There was ample room in the BnB for all of us, including a spacious dining and living room. The kitchen was very well stocked including coffee, juice, eggs, and toast for us to make our own breakfast (a welcome surprise!). It was very walkable to transit, with a CTA Blue Line station nearby. Thatheu was very responsive and check in was straightforward. Also the later check-out time was very convenient as we were able to take the time for breakfast before heading out for the day. Thanks again for helping us to have a great trip!
Guest favourite
Home in Skokie
4.86 out of 5 average rating, 96 reviews

Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |

TaniaRating, 5 stars1 week ago
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!
Superhost
Home in Chicago
4.83 out of 5 average rating, 122 reviews

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

HaliRating, 5 stars4 weeks 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 Chicago
4.94 out of 5 average rating, 71 reviews

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

AdriaRating, 5 stars1 week 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!

Holiday condos with beach access

Guest favourite
Condo in Chicago
4.87 out of 5 average rating, 238 reviews

A Stones Throw from U Chicago South Campus!

MelissaRating, 5 stars2 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!
Superhost
Condo in Chicago
4.69 out of 5 average rating, 230 reviews

Studio flat in the heart of Chicago's Gold Coast

CoreyRating, 5 stars3 weeks ago
everything was extremely nice, unfortunately the knob to change from shower to faucet was detached so we could not utilize the very large beautiful bathtub. The front porch light also needs to be replaced, we opted to leave the front door open to be able to see outside after dark. Other than that everything was extremely nice. Still worthy of a five-star review.
Top Guest favourite
Condo in Chicago
4.98 out of 5 average rating, 109 reviews

The Ramblers Inn, Northside NEW Reno w/parking!

CarolRating, 5 stars3 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 Chicago
4.75 out of 5 average rating, 157 reviews

Charming Apt. Near Beach, Train & Private Parking

JenniferRating, 5 stars3 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 Chicago
4.97 out of 5 average rating, 60 reviews

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

TammyRating, 5 stars2 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 Chicago
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!
Superhost
Condo in Chicago
4.87 out of 5 average rating, 195 reviews

2BD/2BA MAG MILE MASTERPIECE (+Rooftop)

LeannRating, 5 stars2 months ago
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!
Top Guest favourite
Condo in Chicago
4.98 out of 5 average rating, 257 reviews

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D

LivRating, 5 stars6 days ago
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!

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