A wooden dock extending into a calm body of water, with boats docked nearby and a building with a red roof in the background.

Kenilworth Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kenilworth holiday rentals

1. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (202 reviews)
"Absolutely amazing property."
United States
Nuriye
The price is NZ$301
includes taxes & fees
16 Aug - 17 Aug
The Gem Museum Suites

2. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
8.6 out of 10, Excellent, (48 reviews)
"would not recommend"
United States
heidi
The price is NZ$315
includes taxes & fees
12 Aug - 13 Aug
Wrigleyville Suites

3. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (13 reviews)
"Great location and super clean!"
United States
Erica
The price is NZ$597
includes taxes & fees
9 Sept - 10 Sept
Kasa Lake Shore Chicago

4. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (515 reviews)
The price is NZ$512
includes taxes & fees
31 Aug - 1 Sept
Level Chicago – Old Town

5. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,250 reviews)
"Great property and location."
United States
Michael
The price is NZ$351
includes taxes & fees
31 Aug - 1 Sept
Sentral Michigan Avenue

6. River West, Second Floor Chicago by 747 Lofts

River West, Second Floor Chicago by 747 Lofts
2.0 star property
West Town
9.6 out of 10, Exceptional, (4 reviews)
"I need to somewhere to stay for a night in Chicago and found this place. It had a varying level of reviews but found the property more the suitable for what I paid. Easy to follow instructions to get in, clean, and convienent. They even provide ear plugs to drown out the sounds of the city."
United States
Anonymous traveller
River West, Second Floor Chicago by 747 Lofts

7. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (11 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is NZ$621
includes taxes & fees
23 Aug - 24 Aug
At Home in Oak Park

8. Historic Oak Park Home

Historic Oak Park Home
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is NZ$643
includes taxes & fees
18 Aug - 19 Aug
Historic Oak Park Home

9. Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is NZ$806
includes taxes & fees
20 Aug - 21 Aug
Classic Forest Park Foursquare < 1 Mi to Blue Line

10. River West, Third Floor Chicago by 747 Lofts

River West, Third Floor Chicago by 747 Lofts
2.0 star property
West Town
9.0 out of 10, Wonderful, (18 reviews)
"Loved the space and location "
United States
Caroline
River West, Third Floor Chicago by 747 Lofts

11. Ground Floor Studios in Chicago by 747 Lofts

Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
West Town
8.6 out of 10, Excellent, (25 reviews)
"It’s a really nice place. Its quite a distance from downtown Chicago. But it’s like 3 minutes from Chicago Blue line and a minute away from the bus station. Food is not a problem since there is a Korean grocery nearby. There is also a nearby Catholic church. The ameneties in this loft hotel is complete so if you are looking for a budget style trip and accommodation, I highly recommend this place."
United States
Joel
The price is NZ$417
includes taxes & fees
12 Aug - 13 Aug
Ground Floor Studios in Chicago by 747 Lofts

12. Chicago Second Floor Studio by 747 Lofts

Chicago Second Floor Studio by 747 Lofts
2.0 star property
West Town
9.0 out of 10, Wonderful, (15 reviews)
"i loved this place! would definitely come again"
United States
adrian
Chicago Second Floor Studio by 747 Lofts
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

Top Kenilworth Hotel Reviews

Find out more about Kenilworth

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Kenilworth holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Kenilworth. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Kenilworth. Seeing all the best attractions is bound to make you fall in love with Kenilworth. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Kenilworth short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Kenilworth?

Yes, there are holiday rentals close to the most popular sights in Kenilworth, or you can select a more secluded option if you're looking for a relaxing stay. Kenilworth is known for its lake views and shopping. Make sure you have time to check out the restaurants and sporting events during your trip.

What are some of the best holiday rentals that Kenilworth has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This holiday home rental outside of Kenilworth is located in the city centre, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Kenilworth?

Lake Michigan and Kenilworth Beach are a couple of lovely local spots to get outside and enjoy nature. Wrigley Field and United Center are other popular places to visit in the area.

What’s a holiday rental in Kenilworth like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kenilworth. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family trip.