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 Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Kenilworth vacation rentals

Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,198 reviews)
"Great location"
United States
JAVIER
The price is AED 609
AED 822 total
includes taxes & fees
1 Jul - 2 Jul
Sentral Michigan Avenue
Dining room

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (802 reviews)
"Great place to stay."
United States
Benedictine
Kasa Magnificent Mile Chicago
Full-size fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (496 reviews)
"Very clean and loved the location and amenities with the store on the first floor was fantastic"
United States
Kimberly
The price is AED 888
AED 1,133 total
includes taxes & fees
30 Jun - 1 Jul
Level Chicago – Old Town
Breakfast, lunch and dinner served

The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (147 reviews)
"Perfect place to stay!"
United States
Anton
The price is AED 776
AED 888 total
includes taxes & fees
1 Jul - 2 Jul
The Gem Museum Suites
Living area

Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.0 out of 10, Wonderful, (38 reviews)
"We had a great stay! Perfect location for cubs games and hanging out in wrigleyville."
United States
Kate
The price is AED 768
AED 901 total
includes taxes & fees
29 Jun - 30 Jun
Wrigleyville Suites
Studio | Interior

Cabin 105 by 747 Lofts

Cabin 105 by 747 Lofts
2.0 star property
West Town
6.0 out of 10, (2 reviews)
"The code that was provided was incorrect. I was so anxious waiting outside the building until I was lucky that other guests were out and helped me get in. I tried reaching the “24/7” line but no response until a while and they had to reset everything before I was able to get in. First and last time I will be staying here. The bed is so small for even one person and the bathroom lights felt like a ghost was there. Do not book here, your anxiety will be through the roof !"
United States
Jamila
The price is AED 888
AED 1,311 total
includes taxes & fees
24 Jul - 25 Jul
Cabin 105 by 747 Lofts
Exclusive Apartment, Private Bathroom, Garden View (1st Floor) | Lounge

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 AED 790
AED 1,312 total
includes taxes & fees
30 Jun - 1 Jul
Historic Oak Park Home
Exclusive Room, Private Bathroom, Garden View (2nd Floor) | Exterior

Historic Oak Park Residence

Historic Oak Park Residence
2.0 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"The house is in an amazing neighborhood, easy access to subway, extremely clean and great follow-up and follow through communication with owner!"
United States
Ann-Marie
The price is AED 939
AED 1,483 total
includes taxes & fees
28 Jun - 29 Jun
Historic Oak Park Residence
Studio | Exterior

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, (23 reviews)
"Great area and surprisingly nice room!"
United States
Michael
The price is AED 377
AED 682 total
includes taxes & fees
8 Jul - 9 Jul
Ground Floor Studios in Chicago by 747 Lofts
Apartment, Private Bathroom | Lounge

At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.4 out of 10, Exceptional, (10 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is AED 796
AED 1,319 total
includes taxes & fees
22 Jul - 23 Jul
At Home in Oak Park
Design Apartment, Private Bathroom (The Oak Park Loft) | Exterior

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (6 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is AED 652
AED 1,155 total
includes taxes & fees
30 Jun - 1 Jul
The Oak Park Loft
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kenilworth Hotel Reviews

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Cleaning rooms, great location, beautiful view from Highway. Staff was very helpful"
Ravean 2-night trip
Posted less than an hour ago
Hyatt Regency O'Hare Chicago

Frequently asked questions

Can I find vacation rentals in Kenilworth?

Yes, there are vacation rentals near the most popular points of interest in Kenilworth, or you can choose a secluded option if you want a relaxing place to 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's the top vacation rental that Kenilworth has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental near Kenilworth is located in the city center and has a balcony, a barbecue grill, 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 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 Michigan Avenue are other popular places to visit in the area.

What’s a vacation rental in Kenilworth like?

A vacation rental is a private property where you can stay for several days or longer in Kenilworth. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.