
Holiday rentals with lake access in North Side
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Top-rated rentals with lake access in North Side
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Lake access house rentals

Spacious Two Story Luxurious Home w/Outdoor Deck!
Our party was comprised of 5 adults. We had enough space to spread out and relax between events. The kitchen was very clean and there were snacks and beverages which was very nice. The deck off the kitchen was lovely. There was a welcome binder with lots of information about the neighborhood. The location was well situated; the neighborhood was quiet and very pretty to walk around in. We were able to walk to a restaurant for breakfast each day. My sons walked to Wrigley Field for a Cubs game. The only drawback for me were the stairs which were hard on me as I have a bad ankle. All said, I would highly recommend this listing to others, Robert and Sue were available and were great hosts.

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.

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA
We can't say enough great things about our stay. Sharon was an incredibly gracious and responsive host. Her beautiful house was exactly as described. The neighborhood was perfectly suited for walking to restaurants, local bars, grocery stores, light rail and much more. We would stay here again in a heartbeat! Highly recommended!!

Larimer Park Carriage House
Kirsten was extremely accommodating, flexible and responsive for our trip. We were in town for my son's graduation from Northwestern, so the location was ideal. Particularly having a dedicated parking spot during a very hectic time in Evanston was very helpful. Additionally, while the carriage house is very close to campus, it is quiet and removed enough to feel private and peaceful. The house itself is just what we needed. It is well appointed and equipped with everything we needed. Everything was clean and comfortable. We highly recommend working with Kirsten and staying at the carriage house if you're able.

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!!

Executive Contemporary Duplex
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.

The Spa of Downtown Whiting
Had a great 2 night stay. Everything was clean and exactly as pictures and described. Very cute decor/theme. The layout was great for us, family with older teens. Lots of space and TVs. Great restaurants and some shopping within walking distance. Really good value. Walk to the beach and trails. We were in town for a nearby event and really enjoyed the area this place was in. Host was very responsive and answered questions beforehand. We had no issues with our stay at all and would absolutely recommend.
Apartment rentals with lake access

Spacious Vintage 3 BR in Chicago's NorthCenter!
Lin’s Place is gorgeous. If you love being surrounded by beautiful vintage, well cared for wood floors, trim and built ins, this I your place. Convenient to Wrigley Field and Lincoln Park, this place is the one. I loved the back deck and garden on a great tree lined street. Thank you Lin and we look forward to our next trip to Chicago.

Archways at the Lincoln Park Zoo 2bed/2ba
Our “moms and daughters” Amtrak trip to Chicago was exceptional all because of Jessica and her hosting ability. We had everything we could have asked for. Bus stops are close (we did not rent a car). Restaurants, deli, and the beach are within walking distance. Trader Joe’s and Target are a short bus ride away. The neighborhood is very safe and family friendly.

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.

Lincoln Pk-parking-wifi-King bd-crib-kid friendly
The apartment was very clean and comfortable and it was great that they had amenities for a baby as we stayed here with our daughter and baby grandson. This apartment is in a great location in Lincoln Park. Buena North Deli is a short walk away as well as other markets. Cedar Palace Lebanese restaurant is just across the street (great food and great service) with other nice restaurants just a short walk away. Armitage station was walkable and we used the train everyday to get around in Chicago. Michael, the host, provided great instructions and recommendations for the area. He was very responsive made sure we had what we needed. We would definitely stay here again on our next trip to Chicago.

Lakeview Charmer -with parking!
Nice location and comfortable for 4 people. Little difficult to get in from the parking space. Keypad only worked part of the time. Great to have an included parking space! Overall a nice short 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!

Cute 2 BR 10 Minutes to Downtown Chicago Sleeps 6
We had a pleasant stay! The space is small but thoughtfully arranged and very cozy, perfect for a short trip. Everything was clean and with a fresh, welcoming feel. The location is excellent: close to downtown, Chinatown, Navy Pier, and most of the key attractions you’d want to see on a first visit to Chicago. What stood out most was the host’s attentiveness—always quick to respond and incredibly helpful throughout our stay, which made the experience even smoother. Just a heads-up: the building has fairly thin walls, so some noise from neighboring units can be noticeable. Free street parking was surprisingly easy to find, which was a huge plus. Overall, a great spot with a responsive host and very convenient location.

Midcentury Modern Lakeview 2 Bedroom Apartment
It was a loving place with a lovely stay with a lovely host. highly recommend
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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
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