
Vacation rentals with a pool in Lake County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lake County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Lake County rentals with a pool
House rentals with a pool
Guest favorite

Home in Highland Park
4.92 out of 5 average rating, 142 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
JeffRating, 5 stars4 months ago
We were in town for Thanksgiving visiting family with our dogs for 4 nights. Communication with host was great. The house was very clean, well furnished (we cooked the Thanksgiving meal there), recently renovated kitchen (huge kitchen island) with high end appliances, and yes there are 6 bedrooms (some small but nice). Rooms are split between three floors so everyone had room/privacy. Backyard with pool was great, lots of space for dogs, everything is fenced in but the front which was not a problem as the house is on a dead-end street with very little traffic. This is definitely a superhost home, all your condiments, lots of nice touches and snacks/gifts. We will definitely stay there again on our next visit to family in Chicago. House is locate between 41 and 94 making travel around Chicago easy.
Top guest favorite

Home in Libertyville
5 out of 5 average rating, 27 reviewsEscape to your own paradise! 10 min to Navy Base!
KellyRating, 5 stars1 week ago
Absolutely recommend staying in this home!! My sons were graduating from Navy bootcamp and we all had the most amazing and memorable stay! The house was beautiful and immaculately clean. The host went above and beyond to make our stay perfect, even had a custom cake made for my sons graduating from bootcamp. The kitchen had everything we needed to make a home cooked meal, the hot tub was so relaxing… just an all around perfect stay. Our favorite airbnb we have ever stayed in!! Definitely recommend if you are visiting for a navy graduation and want to spoil your graduate (12 min to base) but also even a great place if you’re visiting Chicago and want to stay outside the city. Looking forward to visiting again, highly recommend!!!
Superhost

Home in Lake Forest
4.9 out of 5 average rating, 63 reviewsBeautiful 137 Year Old Farm Home (3night min)
MaribethRating, 5 stars8 months ago
Beautiful and eclectic home. It was perfect for our group of girls visiting from all over the U.S to attend our HS Reunion. Plenty of lovely spaces to gather or a private, quiet nook to read or rest. The pool was wonderful. Beds were super comfortable. Kitchen was large enough and well stocked to prepare meals. Andy was very responsive with any issues or questions. Highly recommend!

Home in McHenry
4.19 out of 5 average rating, 21 reviewsLakefront Estate w/ heated Pool!
PhilippeRating, 5 stars9 months ago
We had an absolutely epic long weekend on the lake because this property has it all! The house is in an amazing location with access the lakes so we chartered a boat for a day. The property has great character and thoughtfulness everywhere you look inside and out. The spaces and room sizes were perfect for our large group of five couples and three little ones. It is massive and allowed for our group to have some much needed quiet time away from the kiddos as well as provided multiple spaces for us to hang and dine as a full group. We had a blast cooking snd grilling as a group, awesome setup if you love to cook. The pool is heated which was clutch as we had some cool mornings and nights. Additionally our hosts were great in answering questions before we arrived and even serviced the pool the morning of our check in. They also shipped an iPad we accidentally left behind. We were all so impressed by the experience and look forward to coming back before the summer is up, thank you again!!
Guest favorite

Home in Grayslake
4.98 out of 5 average rating, 51 reviewsFamily-sized Indoor Heated Pool & Movie Theater!
Annika SusanRating, 5 stars1 week ago
We really enjoyed our family weekend. The house had plenty of space for everyone. The pool added so much fun and we really appreciated how secure the door to the pool was. We traveled with a 7 year old and it was comforting that he could not get into the pool room without an adult. The theatre in the basement was great and made the UFC fight even more fun. We chose to cook all our meals at the house. We found everything we needed in the fully loaded kitchen. We also took advantage of the fire pit in the private backyard. My husband and I enjoyed a nice walk around the neighborhood. We felt very comfortable and safe. Also the coffee shop “something’s brewing” is close by and a must stop. We appreciated plenty of towels and blankets. Thank you namestay for hosting us! Great house for a staycation!

Home in Waukegan
New place to stayGreat Lakes Family Getaway
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Racine North Beach
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Humboldt Park
- Six Flags Great America
- Museum of Science and Industry
- Chicago History Museum
- Lincoln Park Zoo
- The Field Museum
- 875 North Michigan Avenue
- Wicker Park
- Grand Geneva Resort & Spa
- Willis Tower
- Skokie Country Club
- Garfield Park Conservatory
- Lincoln Park
- Chicago Cultural Center
- Promontory Point
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