Chicago lake rentals

We found 318 lake rentals — enter your dates for availability

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Can I find lakefront holiday homes in or near Chicago?
We've got a great range of lakefront holiday homes in or near Chicago where you can find your inner calm by the tranquil, still water. Try these on for size:

  • "Luxury Loyola 3 Bedroom, 2 Bath" has all you need for a stress-free escape, including a boat and nearby museums. After you've unpacked your bags, head outdoors and take in the lovely scenery.
  • Invite a few friends along or settle in with your love at "Wrigleyville | Chicago Guest House | Not Just A Holiday Holiday home". Coffee and tea making facilities and nearby birdwatching activities are just two of the many conveniences included at this appealing lakeside retreat.

Are there any lake house holiday homes with a private pool in or near Chicago?
Of all the extras a holiday property can come with, a pool is easily the most fun. Have a look at these fantastic lake houses in or near Chicago and spend your time splashing about in your own pool or lounging along the waterfront:

  • Pack your favourite swimwear and head for "Luxury Loyola 3 Bedroom, 2 Bath". This popular escape also features other top-notch amenities, including free WiFi and a restaurant dining guide.
  • "Wrigleyville | Chicago Guest House | Not Just A Holiday Holiday home" is another spot where you can spend time in nature. After a day by the lake, come home to its lovely pool as well as a garden and a stovetop.

Curious what the weather's like in Chicago? It has a humid continental climate, with average temperatures in summer ranging from 18 ºC to 24 ºC. If you'd like more inspiration on places to stay in this popular destination, just check out the search bar at the top of the page. Simply adjust the filters to explore our full selection of Chicago holiday homes.
How can I find the best waterfront cabin holiday homes in or near Chicago?
For the best waterfront cabin holiday homes around Chicago, enter your preferred dates and use our handy filter tool to refine your search by price, location, amenities and more. Make the most of our map to find your ideal destination. Worried your plans might change? Don't sweat it. Use the filter if you'd like cabin holiday homes that have a free cancellation policy. You shouldn't have any difficulty finding someplace to explore and unwind with your favourite people.
What are the best lakes for holidaying in or near Chicago?
Spectacular scenery, invigorating outdoor adventures — a stay by a lake is what holiday dreams are made of. Here's one of the best places to spend time by the water in Chicago:

  • Enjoy a holiday experience that's both thrilling and relaxing at Independence Grove Beach in Libertyville. Jump into some outdoor adventures and then kick back at "2 Bdr Apt 1 King 1 Queen Bed Newly Remodeled".
  • Otherwise, enjoy the delights of lakeside living at "Clean 2 Bdr House". Invite the fam, your friends or your sweetheart for lots of fun-filled days in a natural paradise.

Are there pet-friendly lake house holiday homes in or near Chicago?
Play ball, take a walk or just chill by the water together. Whatever you and your best friend plan to do on your lakeside adventure, one of these pet-friendly lake houses in or near Chicago will make a great base:

  • After an action-packed day by the lake, your tired pup will appreciate unwinding at "Landmark Victorian Home". It comes with amenities including an oven and a hair dryer and is about 40 kilometres west of Chicago.
  • All good boys and girls are also welcome at "Amazing 2b/2ba Condo In Downtown Chicago". This lakeside escape is approximately 0.16 kilometres to the northwest of Chicago and offers a restaurant dining guide and an elevator.

Are there any luxury lake holiday houses in or near Chicago?
Spend your waking hours having fun on the water and your nights winding down at a luxury lake house in or around Chicago. These holiday homes come with dreamy lakeside surroundings and style to boot:

  • Immerse yourself in nature without giving up a jot of comfort at "Luxury Loyola 3 Bedroom, 2 Bath". Approximately 14 kilometres to the north of central Chicago, this lush pad comes with golf and beauty services.
  • "Wrigleyville | Chicago Guest House | Not Just A Holiday Holiday home" is around 8 kilometres north of Chicago and another top pick. Featuring fancy touches such as golf and an ice maker, it'll earn you major brownie points with your travel companions.

How can I find cheap lake house holiday homes in or near Chicago?
It's easy. Just type in your travels details, then use our page filter to narrow your options by price. You can also modify your search by property type, location and more. With our Book with Confidence Guarantee, and our all-round amazing prices, your lakeside break doesn't need to cost a fortune.
Are there any mountain lake holiday houses in or near Chicago?
There's no need to decide between a getaway in the hills or by the water. These mountain lake houses in or around Chicago deliver the best of both marvellous worlds:

  • Settle in for a while at "Adorable Logan Square Single Family Home". This top holiday home is around 6 kilometres northwest of Chicago and features 3 bedrooms with enough room for 8 guests. Mountain views and a stovetop will make your trip even more relaxed and comfortable.
  • Otherwise, invite as many as 5 of your relatives or friends to "Modern Lakefront Retreat With Breathtaking Views" which has 2 bedrooms, air conditioning and an oven. This relaxing retreat is around 16 kilometres north of Chicago.

What are some of the best lake houses to rent for a weekend in or near Chicago?
Turn an ordinary Friday into the ultimate "Fri-yay!" by leaving work and going somewhere exciting for the weekend. These lake houses in Chicago were made for sneaking in a bit of R&R by the water:

  • "Luxury Loyola 3 Bedroom, 2 Bath" in Rogers Park proves life is just better at the lake. Spend your handful of days having fun times at the water and discovering nearby attractions, such as Wrigley Field and Northwestern University.
  • Go strolling lakeside or toss a line in at "Wrigleyville | Chicago Guest House | Not Just A Holiday Holiday home" in North Side. When it's time for an adventure of a different sort, Willis Tower and Art Institute of Chicago are nearby.

Are there any lake cabin resorts in or near Chicago?
When you want to be around nature but have all the comforts of home, a lake cabin resort is hard to resist. Give the kiddos some exciting outdoor experiences or enjoy a romantic getaway with your love at these Chicago retreats:

  • Stay in and make the most of the peace and quiet at "Luxury Loyola 3 Bedroom, 2 Bath" or spend your days having fun by the lake. Amenities at this Rogers Park home include spa and beauty services and nearby museums.
  • Another top place for a fun waterside break is "Wrigleyville | Chicago Guest House | Not Just A Vacation Rental" in North Side. It offers towels, a dishwasher and more.