
Family-friendly holiday rentals in Lake County
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Top-rated family-friendly rentals in Lake County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Lake County family-friendly rentals
Family-friendly home rentals with a hot tub

Lakeside Getaway
Christine’s place was the perfect get-away for a family vacation close to home. The lake was beautiful and the place was spotless and inviting. It felt like you walked in to your own home. It’s close to places to eat and there is even a community space just a few houses down that is lively if the weather is nice. I’m hoping to come back again!

#4 Adorable Lake Cottage-Cypress Resort & Marine
This was our second visit to Amanda’s and just like the first time, it left my boys with fun memories. We will be back next summer.

#8 Hillside Cottage at Cypress Resort & Marine
Every year we visit Cypress there are more improves and amenities. Always a great stay and so much to do. Amanda and her team run this place like a well oiled machine. We visit once in the winter and once or twice in the summer. A favorite for sure.

#1 Old Lake House at Cypress Resort & Marine
Amanda is the best host I’ve ever had, she is so friendly and responsive. Her kitchen was fully equipped, she gave us the option of having firewood delivered, the place is absolutely beautiful, you walk down some stairs to get to the beach. A group of 8 moms went there for a weekend getaway and it was exactly what we needed. Thank you!

#10 Lakeview Apartment at Cypress Resort & Marine
We had such a lovely stay! It felt like a home and was very cozy she even left fuzzy robes on the bed that added to the cozy fall vibes! The hot tub was clean and private and the unit had a beautiful view! Everything together made for the perfect relaxing get away!

"A" Frame Brandenburg Lake
Stephen was a welcoming host and the cabin was exactly as described. The location is secluded and quiet, but you’re also close to groceries, restaurants and fun antique stores. Kitchen is well stocked for cooking meals, and the fireplace is cozy and perfect for relaxing. Even with snow on the ground we enjoyed strolling around the property down to the lake. A wonderful stay, we’d love to visit again.

#2 Historic Lake Cottage -Cypress Resort & Marine
Perfect place for us , very nice staff and accommodating. we love this spot would love to come back. we are from Panama City Florida visiting my son. Both manager and owner very sweet we had a great time.
Family- and pet-friendly home rentals

#4 Adorable Lake Cottage-Cypress Resort & Marine
This was our second visit to Amanda’s and just like the first time, it left my boys with fun memories. We will be back next summer.

Clean Country living at its best!
This place is perfect for big parties. Beautiful and clean location with tons of space for 10+ people. Nice fire pit in the backyard and the host is amazing. There were a few kitchen utensils missing due to the last renters not returning things where they belong and a phone call to the host was made and he delivered brand new utensils within an hour. This place and owner really make you feel at home!

#8 Hillside Cottage at Cypress Resort & Marine
Every year we visit Cypress there are more improves and amenities. Always a great stay and so much to do. Amanda and her team run this place like a well oiled machine. We visit once in the winter and once or twice in the summer. A favorite for sure.

#10 Lakeview Apartment at Cypress Resort & Marine
We had such a lovely stay! It felt like a home and was very cozy she even left fuzzy robes on the bed that added to the cozy fall vibes! The hot tub was clean and private and the unit had a beautiful view! Everything together made for the perfect relaxing get away!

#1 Old Lake House at Cypress Resort & Marine
Amanda is the best host I’ve ever had, she is so friendly and responsive. Her kitchen was fully equipped, she gave us the option of having firewood delivered, the place is absolutely beautiful, you walk down some stairs to get to the beach. A group of 8 moms went there for a weekend getaway and it was exactly what we needed. Thank you!

"A" Frame Brandenburg Lake
Stephen was a welcoming host and the cabin was exactly as described. The location is secluded and quiet, but you’re also close to groceries, restaurants and fun antique stores. Kitchen is well stocked for cooking meals, and the fireplace is cozy and perfect for relaxing. Even with snow on the ground we enjoyed strolling around the property down to the lake. A wonderful stay, we’d love to visit again.

#2 Historic Lake Cottage -Cypress Resort & Marine
Perfect place for us , very nice staff and accommodating. we love this spot would love to come back. we are from Panama City Florida visiting my son. Both manager and owner very sweet we had a great time.

Lake Bluff - In Town Location -Rivendell -
Peaceful, safe and beautiful community. Patricia is very responsive and nice!
Family-friendly home rentals with Wi-Fi

Quaint Bungalow, near Great Lakes Naval Base
Quaint property in a quiet part of town.

#4 Adorable Lake Cottage-Cypress Resort & Marine
This was our second visit to Amanda’s and just like the first time, it left my boys with fun memories. We will be back next summer.

Clean Country living at its best!
This place is perfect for big parties. Beautiful and clean location with tons of space for 10+ people. Nice fire pit in the backyard and the host is amazing. There were a few kitchen utensils missing due to the last renters not returning things where they belong and a phone call to the host was made and he delivered brand new utensils within an hour. This place and owner really make you feel at home!

#8 Hillside Cottage at Cypress Resort & Marine
Every year we visit Cypress there are more improves and amenities. Always a great stay and so much to do. Amanda and her team run this place like a well oiled machine. We visit once in the winter and once or twice in the summer. A favorite for sure.

Relaxing beach-style sanctuary in quiet area!
Cherri’s home was the perfect place to stay while visiting for my son’s Navy graduation. From the moment we arrived, the warm and welcoming environment made us feel right at home. It was such a comfort to be able to cook a few homemade meals for my son, providing him with a safe and cozy haven that reminded us of being back in Florida. Given the extremely cold and windy weather during our visit, the home’s thoughtful amenities were a blessing. There were plenty of warm blankets, a fireplace, and even heated blankets to keep us comfortable. My favorite feature was the outdoor bedroom—despite the chill, it was incredibly cozy with multiple layers of heat provided. During the day, it became my peaceful retreat, offering a perfect spot to relax and enjoy the tranquility of nature. Cherri’s home truly exceeded our expectations, and we can’t wait to stay here again in the future, whether for another special occasion or just a visit to the area.

#1 Old Lake House at Cypress Resort & Marine
Amanda is the best host I’ve ever had, she is so friendly and responsive. Her kitchen was fully equipped, she gave us the option of having firewood delivered, the place is absolutely beautiful, you walk down some stairs to get to the beach. A group of 8 moms went there for a weekend getaway and it was exactly what we needed. Thank you!

Charming in-law suite w/ use of deck and yard
Emily's Apartment is a jewel. This basement studio is perfect for the weekend stay or business traveler. The kitchen is sufficient for meals and includes a gas oven. The bathroom is cute with great water pressure. The space is large enough to feel comfortable and you even have access to a washer and dryer unit. The bed is comfortable and is situated in a little nook in the back of the space. The sofa is comfy and the TVs have all the apps. The owner went above and beyond to make sure my stay was great. It was a pleasure to work with Emily. She is proactive and attentive. The neighborhood felt safe and there are any restaurants and grocery stores you could possibly need within 10mins. I highly recommend this apartment to singles, couples for weekend visits or business trips.

Beautiful 137 Year Old Farm Home (3night min)
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!
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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
- Wilmot Mountain Ski Resort
- Museum of Science and Industry
- Wicker Park
- Willis Tower
- Lincoln Park
- Grand Geneva Resort & Spa
- Chicago History Museum
- Racine North Beach
- Skokie Country Club
- Illinois Beach State Park
- Promontory Point