Photo by Steve Luzzo

Far Southwest Side lake rentals

We found 90 lake rentals — enter your dates for availability

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Frequently asked questions

Are there any lake house holiday homes with a private pool in Far Southwest Side?
There are some outstanding lake house holiday homes with private pools in Far Southwest Side. Whether you'd love to spend your break frolicking by the lake or splashing about in the comfort of your own home, it's your choice at these options:

  • The pool at "Luxury Loyola 3 Bedroom, 2 Bath" adds a whole new level of fun to your lakeside visit. Located in Rogers Park, this top pick provides guests with nearby museums and spa and beauty services.
  • Kick off your day with a dip in your pool and then set out for the lake at "Wrigleyville | Chicago Guest House | Not Just A Holiday Holiday home". Located in North Side, a stovetop and a barbecue grill will help make your stay even better.

How can I find the best waterfront cabin holiday homes in Far Southwest Side?
It's easy. With our filter you can search for properties by price, location and more. And if you're worried about plans changing right at the last minute, it's not a problem; you can also look up places that let you cancel for free. With Bookabach, the best waterfront cabin holiday homes are just a couple of clicks away.
How can I find cheap lake house holiday homes in Far Southwest Side?
To track down cheap lake house holiday homes in Far Southwest Side, just type in your travel details and then click search. You can use the page filters to narrow your search by price. It's as simple as that. Need flexibility? Choose holiday homes with free cancellation for extra peace of mind. Plus, our Book with Confidence Guarantee means we're here for you before, during and after your stay.
What are some of the best lake houses to rent for a weekend in Far Southwest Side?
Sometimes, the planets and stars align and you wind up with a free weekend. When this happens, steal away to one of these lake houses in or near Far Southwest Side:

  • Make the most of a few days off at "Luxury Loyola 3 Bedroom, 2 Bath". Check off close-by attractions such as Wrigley Field and Northwestern University, or just lounge around and relax.
  • "Wrigleyville | Chicago Guest House | Not Just A Holiday Holiday home" has tons of experiences to fill an unforgettable weekend away. Try some lake-based activities or get out and see Willis Tower and Art Institute of Chicago.