
Vacation rentals with lake access in Woodlawn, Chicago
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Top-rated lake access rentals in Woodlawn, Chicago
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Popular amenities for Woodlawn, Chicago lake access rentals
Lake access house rentals

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!

Spacious Two Story Luxurious Home w/Outdoor Deck!
Extremely clean, large house. Kitchen is well stocked. Quiet neighborhood with easy access to everything. Appreciated that nothing needed to be done at check-out other than locking up.

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.

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!

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!!

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

Exec Lux home wth 3 Level,6 Bdrms/3bth & 2 Kitchen
The neighborhood was quiet and the space was clean and as advertised. My only complaint was there were no paper towels in the home lol After ripping and running all over the city before getting to there I was very frustrated about that. But I would definitely stay again.

Executive Contemporary Duplex
Perfect location! Not far from the best things to do in the city. The neighborhood is quiet and safe. I would highly recommend!
Lake access apartment rentals

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!!

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.

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.

Lincoln Pk-parking-wifi-King bd-crib-kid friendly
This apartment was the perfect base for our Chicago adventures. In a walkable neighborhood with plenty to do and close to public transportation routes. Michael's place was clean and comfortable with plenty of small touchs that made it feel like home. Umbrellas came in handy on a stormy night and Michael texted earlier in the day to let us know they were there. An A+ stay that I will try to use if we return to the area.

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.

OLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)
From booking to check out Wendy and Matt communicated with me every step of the way. Very responsive, helpful, and friendly. The Airbnb is just as described and is absolutely beautiful, but also comfortable and homey. They have thought of everything. My husband and I both had to work some and the desk set up with extra large monitors was the best surprise! The location is perfect-walkable to some really fun restaurants. We went to Happy Camper, Small Cheval, and Mr. Gyros. The red line is right around the corner and we felt very safe walking the neighborhood after dark. You will meet many people on the street with friendly dogs :) The ability to park our car off the street was also one of the best perks of this place! Our family couldn’t have picked a better place to spend our time in Chicago. Thank you Matt and Wendy!

Andersonville Living
Comfortable, homey place for our group of five. Great back deck for outdoor time. Wonderful neighborhood with lots of shops and restaurants. Good beds.
Quick stats about vacation rentals with lake access in Woodlawn, Chicago
Total rentals
20 properties
Nightly prices starting at
G$6,279 GYD before taxes and fees
Total number of reviews
730 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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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