Southwest Side lake rentals

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Frequently asked questions

Are there any lake house holiday homes with a private pool in Southwest Side?
There are some outstanding lake house holiday homes with private pools in Southwest Side. Whether you'd rather spend your escape frolicking by the lake or unwinding in the comfort and privacy of your own home, the choice is yours at these options:

  • If there's one thing you shouldn't forget to take to "Luxury Loyola 3 Bedroom, 2 Bath", it's your swimsuit. This lakeside holiday home is in Rogers Park and comes with lots of family-friendly amenities, such as spa and beauty services and an oven.
  • Start your day with a dip in your pool and then wander around the lake at "Wrigleyville | Chicago Guest House | Not Just A Holiday Holiday home". Located in North Side, an oven and off-street parking options will help make your stay here even better.

How can I find the best waterfront cabin holiday homes in Southwest Side?
For the best waterfront cabin holiday homes around Southwest Side, key in your preferred dates and use our handy filter tool to refine your search by property type, price and more. Make the most of our map to find the perfect spot. Think your plans might change? No dramas. Use the filter to look for cabin holiday homes that allow you to cancel for free. You shouldn't have any trouble finding a wonderful place for you to relax and connect with your loved ones.
How can I find cheap lake house holiday homes in Southwest Side?
It's a breeze. Just enter your travel details, then use our handy filter tool to narrow your options by price. You can customize your search by property type, room count and more. With our Book with Confidence Guarantee, and our all-round awesome prices, your lakeside getaway doesn't need to be costly.
What are some of the best lake houses to rent for a weekend in Southwest Side?
Sometimes, the moon, stars and planets align and you find yourself with a free weekend. When this happens, escape to one of these lake houses in or near Southwest Side:

  • You can fit a whole lot into two or so days at "Luxury Loyola 3 Bedroom, 2 Bath". You can choose to explore a nearby attraction like Wrigley Field, or take a detour to Northwestern University. Of course, sitting back and enjoying the lake views is an awesome way to spend your stay here too.
  • "Wrigleyville | Chicago Guest House | Not Just A Holiday Holiday home" is another appealing option. Be sure to add Willis Tower and Art Institute of Chicago to your itinerary if you organise a weekend here.