
Vacation rentals with lake access in Woodlawn, Chicago
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Top-rated lake-access accommodations in Woodlawn, Chicago
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Lake-access house rentals

House in the Park- 5 Min from O'Hare.
A really roomy and fantastic place overall. The location was perfect for our trip and for attending events at Allstate Arena. The interstate is very close and easy to access. There is a great lake/park right across the street. The kitchen was spacious and well appointed with a big fridge! The upstairs shower could be a little cleaner. We used the downstairs shower, which was roomier and had the really nice multi-function shower head. The oversized couches were super comfy after a long day out in the city. There were so many little great details that made the place just like home. We would definitely stay here again, with only one negative/caveat that hopefully will be corrected. Several windows were missing the locking mechanisms, which we discovered late on our last evening when a window opened itself (somehow/maybe airport vibration??). It is a quiet nice neighborhood that felt safe. We would highly recommend this place for a convenient/easy access and comfortable stay in Rosemont.

Spacious Two Story Luxurious Home w/Outdoor Deck!
Robert was a superhost! So friendly and so responsive. The location was perfection; lovely quiet neighborhood but steps from everything you could want. The home had so much space and if felt like home immediately. The deck was incredible; we could have lived out there alone!

Amazing Location! Spacious Duplex Getaway
Without a doubt this has been one of the best places i’ve stayed. Awesome place. Perfect location and great host. The place was way more what we expected. 10/10 would recomendé.

CasaNova Modern City Living
Lilly was prompt in her responses and very helpful. The place was well kept and clean. A quick Uber ride to downtown. Our group really enjoyed our stay!!

Exec Lux home wth 3 Level,6 Bdrms/3bth & 2 Kitchen
This is a Beautiful Home, with a peaceful atmosphere. A Great place to walk into and relax after a long trip, and spacious enough for a small group to enjoy one another's company without feeling overcrowded. 2 Full Refrigerators and 2 Full size stoves makes this location a rare find.

Lakefront View Getaway Home! Hot tub! Kayak!
We had a fantastic weekend at Hugo's place! It was extremely spacious and well-equipped for large groups of people, with many extras in addition to those listed in the description. Hugo was extremely responsive and accommodating. The price is well worth it for groups of 10+ people, and we would happily stay there again.

Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |
Cute honey larger than it looks. Lots of space. Fun house for family entertainment. Safe location and easy to get wherever you would like to go.

Woodlawn Oasis: 5-15 Mins from Food, Fun, Dining
Good location restaurants and shopping not far. House was clean, great space and provided the basics. First night wasn't working the host responded immediately and was able to troubleshoot and fix the issues!
Lake-access apartment rentals

Spacious Vintage 3 BR in Chicago's NorthCenter!
Great location, we felt very safe in the neighborhood. Rental was exactly as described and matched the pictures. Would stay again.

Archways at the Lincoln Park Zoo 2bed/2ba
Jessica’s place was great and perfect jumping off point for my family attending my brother’s wedding and other festivities.

Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Great spot to stay in central Chicago. very close to a subway station and walkable to everything. Nice spacious apartment with everything you need for a comfortable stay. Clemente was really helpful with check in instructions and making sure we had everything we needed.

The Posh Apt. Mins to Downtown & Hyde Park
Had a good stay. Host was kind and very responsive. Place is very clean and comfy. Kitchen has all you need appliances. Super happy there was coffee! Bit away from downtown. Expect a $15-25 dollar cab ride.

Lincoln Pk-parking-wifi-King bd-crib-kid friendly
Michael’s apartment was clean, convenient, and cozy. We enjoyed a 4-night family vacation staying here. We were able to walk to some really delicious restaurants and the parking in the back of the building made it easy to visit other parts of the city. All of Michael’s instructions were timely, accurate, and clear. We would definitely stay here again if we returned to Chicago!

Andersonville Living
These hosts are lovely as is this space. The amenities are wonderful and go beyond what they would need to provide - making travel easier! The apartment is spacious, comfy and clean. The area is full of places to go and also right on the Clark bus line, making access to the rest of the city easy peasy. Highly recommend.

Midcentury Modern Lakeview 2 Bedroom Apartment
A great neighborhood location, and a lovely quiet home that is extremely cozy and clean. A very comfortable, relaxed experience. Michelle was a great host and very responsive. We will be back.

Millennium park 10 min Free P-Spot&Balcony Sleep 8
My family is very big on cleanliness and security, this house is just perfect for both. I can say that this is about the best Airbnb I have stayed especially in terms of cleanliness. Instructions were spot-on and communications was like speed of light. Thank you Serg for making our stay very delightful.
Quick stats about vacation rentals with lake access in Woodlawn, Chicago
Total rentals
20 properties
Nightly prices starting at
$42 CAD 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
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Six Flags Great America
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park Zoo
- Flossmoor Golf Club
- Museum of Science and Industry
- Wicker Park
- Willis Tower
- Lincoln Park
- Chicago History Museum
- Skokie Country Club
- Illinois Beach State Park
- Washington Park Zoo
- Garfield Park Conservatory
- Brookfield Zoo