Photo by Linda Witte

Search Holiday Homes in Kenosha

    price find illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Save instantly and earn perks with One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Kenosha Holiday Homes

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

9.0 out of 10, Wonderful, (30)
"Had fun"
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

Scenic Waterfront Lake Michigan Escape

10.0 out of 10, Exceptional, (6)
"A small group of friends and I celebrated a birthday for a weekend here, and we loved it! The house is beautifully decorated (great for pictures) and had everything we needed. We loved the record player and backyard space. Thanks Daniel for the great stay!"
Scenic Waterfront Lake Michigan Escape

Large Group Retreat w/ secluded party room and private pool

8.4 out of 10, Very good, (16)
"This property is better than advertised, it was exactly what we were hoping for. Pool area is awesome, all of the teenage boys LOVED the clubhouse, plenty of space to host. Communication with JJ was awesome. Would book again in a heartbeat and will have more stays there."
Large Group Retreat w/ secluded party room and private pool

Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table

10.0 out of 10, Exceptional, (3)
"very roomy nice deck good outside for grilling"
Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table

Beautiful Huge Lakefront Remodeled Home with Incredible Views

9.8 out of 10, Exceptional, (28)
"This rental was excellent for our family vacation. We enjoyed beautiful views of the lake and sunset, meals on back deck and time spent on the lake. The owners is easy to communicate with and made us feel very welcomed. We would love to stay here again!"
Beautiful Huge Lakefront Remodeled Home with Incredible Views

Beautiful and spacious lakefront home! Close to everything!

9.6 out of 10, Exceptional, (46)
"Overall nice stay, the master shower didn’t work but there were 2 other bathrooms, "
Beautiful and spacious lakefront home! Close to everything!

Newly Remodeled in Pistakee Bay on the Chain O' Lakes

8.6 out of 10, Excellent, (23)
"We had a group of friends stay at this property and overall really enjoyed the relaxation of the large pool, the availability of the boat dock, and the spaciousness of the house. Great time!"
Newly Remodeled in Pistakee Bay on the Chain O' Lakes

Chic Oasis/Game Room/Near Base/5 Bedroom

2.0 star property
10.0 out of 10, Exceptional, (3)
"This was a great experience. Marta was great to work with and responded quickly to my questions before and during the stay. The house was clean and had everything we needed for our stay. The kids enjoyed the games and separate space in the basement. "
Chic Oasis/Game Room/Near Base/5 Bedroom

Spacious Ranch blocks away from downtown McHenry

10.0 out of 10, Exceptional, (12)
"Very nice place and host is great "
The price is £186
includes taxes & fees
20 Jul - 21 Jul
Spacious Ranch blocks away from downtown McHenry

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (207)
"Great property"
The price is £813
includes taxes & fees
27 Jul - 28 Jul
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!

9.8 out of 10, Exceptional, (87)
"One of my favorite places I've stayed at "
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!

Chain O Lakes Lake Front Channel Lake

10.0 out of 10, Exceptional, (7)
"Enjoyed peaceful time on the lake, house was clean and comfortable. Close to all kinds of food and places we liked to go. Would recommend."
Chain O Lakes Lake Front Channel Lake

Enjoy Lakefront living with family!

9.8 out of 10, Exceptional, (69)
"Great location. Comfortable housing."
Enjoy Lakefront living with family!

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

9.8 out of 10, Exceptional, (349)
"This Elm Island home was perfect for our 6 adults and 4 toddlers. The living area was roomy with enough seating to accommodate our group. Kitchen had lots of counter space, and backyard was fenced to corral the dog. Would definitely stay again if in the area. "
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Entire Beautiful Grove Home

9.0 out of 10, Wonderful, (10)
"It was an absolute delight. It is a beautiful home. Wonderful for Navy bootcamp famlies at graduation, 3 minutes from base!"
Entire Beautiful Grove Home

Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

9.6 out of 10, Exceptional, (93)
"The location was perfect and beautiful. We can't wait to come back during the summer so we can enjoy the lake! "
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

Cozy second floor deplex 2-bedroom in peaceful Kenosha with AC, heat and WiFi

2.0 star property
9.6 out of 10, Exceptional, (5)
"Caleb and family were so welcoming and easy to get a hold of if needed. Location was great for Kenosha and Pleasant Prairie. The apartment was perfect size and with all basic amenities needed. Thanks for a great stay! "
Cozy second floor deplex 2-bedroom in peaceful Kenosha with AC, heat and WiFi

Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views

10.0 out of 10, Exceptional, (26)
"The view was spectacular!"
Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views

🌲☀️Private Lakefront prop. With Kayaks And Paddleboard Boat Rental Optional☀️🌲

9.4 out of 10, Exceptional, (104)
"The lakehouse super nice, owner communicated well, overall Good experience. A bit of feedback because the coffee machine was missing the pot so we had to go out to buy some. It was also a bit dusty. Check out was 11am and I received a text at 8:30am that cleaning crew was on the way so it felt rushed. Also, I would rather pay a cleaning fee (I understand garbage being taken out and cleaning up tables). Overall nice experience and owner did let us know jacuzzi was a bit stained from leaves so we...
🌲☀️Private Lakefront prop. With Kayaks And Paddleboard Boat Rental Optional☀️🌲

Entire 3 Bedroom Cozy Unit

9.4 out of 10, Exceptional, (15)
"First of all the place looked just like the pictures which we so appreciate! The property was very clean and had everything you would need! Location was very nice and felt like a very safe neighborhood. I would definitely stay there again as it checked all the boxes. Also, I really appreciated how quickly Karla got back to me every time I had a question. Thanks for a great stay....cheers!"
Entire 3 Bedroom Cozy Unit
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in