
Holiday rentals with lake access in Woodlawn, Chicago
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Top-rated rentals with lake access in Woodlawn, Chicago
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Popular amenities for lake access rentals in Woodlawn, Chicago
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 a party of 6 and there was plenty of room to spread out. Each couple had their own bathroom. Families with kids can have their kids nearby at night which can be helpful with younger children. We had a large vehicle which didn’t fit through the gate but we were able to get permits for street parking each night which was readily available.

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!
Apartment rentals with lake 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!!

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.

1 bedroom apt near Michigan Lake
We had a wonderful stay at The Cozy Nest. The host, Joan, was personable, a fast communicator, and committed to ensuring we had a great stay. Since we flew into Chicago before check in, she held our luggage and then made an effort to get us in as soon as possible. The apartment was super clean and only a five minute walk to the CTA red line. If you want to explore the city and not deal with parking, this is a great option. We visited many sites including Millennium Park, the Art Institute of Chicago Wrigley Field, the Shedd Aquarium, and Willis Tower, all accessible from the red line. There’s also a nice market just down the street, and restaurants in the area. We would stay here again on our next trip to Chicago! Thank you, Joan!

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.

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
This was the perfect place to stay while we were visiting for my daughter‘s graduation from Northwestern. Andersonville has tons of restaurants and shops that are within very easy walking distance anytime we needed anything The house were incredibly responsive. Make sure you brush up on your parallel parking skills before visiting as you will need them on a daily basis. That being said even if the street parking was full, we were able to park our car close by on the main road.
Quick stats about holiday rentals with lake access in Woodlawn, Chicago
Total rentals
20 properties
Nightly prices starting at
$38 SGD 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
- Moraine Hills State Park