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

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Kenilworth vacation rentals

Breakfast, lunch and dinner served

1. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (217 reviews)
"Great location and newly remodeled, clean rooms."
United States
Brian
The price is ￥25,465
￥29,153 total
includes taxes & fees
Aug 23 - Aug 24
The Gem Museum Suites
Terrace/patio

2. Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More

Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
South Evanston
10.0 out of 10, Exceptional, (57 reviews)
"Great apt, excellent host"
United States
Colleen B.
The price is ￥18,598
￥43,499 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
Terrace/patio

3. Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola

Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
South Evanston
10.0 out of 10, Exceptional, (9 reviews)
"It was a great experience! Very nice and clean place. Advertised exactly as seen. Parking was very easy and the location was great. Overall, would definitely stay again!"
United States
Sophia P.
The price is ￥19,457
￥44,651 total
includes taxes & fees
Aug 31 - Sep 1
Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
1 bedroom, iron/ironing board, WiFi (free), bed sheets

4. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (89 reviews)
"It was small and cozy and perfect for a weekend trip in Chicago"
United States
Lilly L.
The price is ￥11,445
￥23,928 total
includes taxes & fees
Sep 8 - Sep 9
Cozy studio in Andersonville Chicago
Lake

5. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (17 reviews)
"Great location and super clean!"
United States
Erica
The price is ￥27,023
￥41,577 total
includes taxes & fees
Sep 7 - Sep 8
Kasa Lake Shore Chicago
Exterior

6. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,275 reviews)
"Nice stay"
United States
Heather
The price is ￥24,034
￥32,878 total
includes taxes & fees
Sep 7 - Sep 8
Sentral Michigan Avenue
1 bedroom, desk, iron/ironing board, WiFi

7. Elegant Style Loft Montrose|13 mins DT|4 mins Lake

Elegant Style Loft Montrose|13 mins DT|4 mins Lake
Uptown
8.4 out of 10, Very Good, (10 reviews)
"Great location and great place! "
United States
Ryinne P.
The price is ￥31,474
￥60,367 total
includes taxes & fees
Sep 13 - Sep 14
Elegant Style Loft Montrose|13 mins DT|4 mins Lake
Terrace/patio

8. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (58 reviews)
"So hospitable "
United States
Adrian
The price is ￥11,445
￥43,070 total
includes taxes & fees
Aug 23 - Aug 24
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Interior

9. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
Downtown Evanston
10.0 out of 10, Exceptional, (36 reviews)
"Very nice place to stay with a great location. Thanks!"
United States
Robin M.
The price is ￥32,428
￥66,614 total
includes taxes & fees
Sep 1 - Sep 2
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
Interior

10. Cozy Studio Suite, Steps from River North & Shops

Cozy Studio Suite, Steps from River North & Shops
Near North Side
9.4 out of 10, Exceptional, (3 reviews)
"Clean apartment in cozy neighborhood"
United States
Susannah R.
Cozy Studio Suite, Steps from River North & Shops
Interior

11. Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace
Irving Park
10.0 out of 10, Exceptional, (6 reviews)
"Great location and easy on street parking. "
United States
Lori A.
The price is ￥16,349
￥54,328 total
includes taxes & fees
Sep 7 - Sep 8
Sleeps 7 • Huge Projector • Designated Workspace
Interior

12. Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Downtown Evanston
9.8 out of 10, Exceptional, (38 reviews)
"This is by far the best experience I’ve had with Abnbs! The place was as advertised, the host was very friendly, prompt and accommodating. "
United States
Brian W.
The price is ￥29,090
￥58,302 total
includes taxes & fees
Aug 31 - Sep 1
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
1 bedroom, iron/ironing board, WiFi (free), bed sheets

13. Chic Studio - In Downtown Highland Park, by Metra

Chic Studio - In Downtown Highland Park, by Metra
Highland Park
8.4 out of 10, Very Good, (16 reviews)
"I enjoyed my stay at this property. It is in a great location, very unique and super clean! The host is really kind and helpful. "
United States
Deborah
The price is ￥12,558
￥25,944 total
includes taxes & fees
Sep 13 - Sep 14
Chic Studio - In Downtown Highland Park, by Metra
Exterior

14. Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (30 reviews)
"An incredible experience and wonderful place to stay. A perfect location, quiet, and my twin boys loved having their own spaces. Thank you so much!"
United States
Miriam B.
The price is ￥23,208
￥72,972 total
includes taxes & fees
Aug 31 - Sep 1
Spacious 4BR Central Apartment w/ Skyline Views
Exterior detail

15. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (86 reviews)
"Lovely, quiet property with easy access to retail & restaurants. Perfect for a long weekend away."
United States
Suzanne H.
The price is ￥18,455
￥34,216 total
includes taxes & fees
Aug 25 - Aug 26
Master qtr close to nature & easy urban facilities
TV, offices

16. Modern 4BR Rogers Park Stay Near Loyola

Modern 4BR Rogers Park Stay Near Loyola
Rogers Park
7.4 out of 10, Good, (3 reviews)
"3 hours before we were supposed to check-in they canceled. They had my cell phone and didn't contact me. I had messaged them to get check in information and was only told at that time the place was now unavailable. For something as important as cancelling last minute they should have called, messaged and emailed. They had no problem requiring me via my cell phone to give them not only give them the names and ages of every guest staying but a picture of my passport and CC. Was this just a scam to...
United States
Stephanie K
The price is ￥16,373
￥59,601 total
includes taxes & fees
Sep 1 - Sep 2
Modern 4BR Rogers Park Stay Near Loyola
TV

17. 4BR Retreat w/ Theater, Arcade, Gym and Firepit

4BR Retreat w/ Theater, Arcade, Gym and Firepit
Belmont Cragin
10.0 out of 10, Exceptional, (3 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
The price is ￥25,942
￥102,330 total
includes taxes & fees
Aug 23 - Aug 24
4BR Retreat w/ Theater, Arcade, Gym and Firepit
Property grounds

18. Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
North Center
9.6 out of 10, Exceptional, (96 reviews)
"Great place to stay. Within walking distance to breweries and restaurants. "
United States
Carrie K.
The price is ￥18,948
￥49,073 total
includes taxes & fees
Aug 24 - Aug 25
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
Smart TV

19. Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Berwyn
9.6 out of 10, Exceptional, (20 reviews)
"Great place to stay "
United States
Harquesha S.
The price is ￥10,760
￥28,688 total
includes taxes & fees
Aug 23 - Aug 24
Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Full-size fridge, microwave, oven, stovetop

20. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (520 reviews)
"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."
United States
Martha
The price is ￥37,689
￥48,166 total
includes taxes & fees
Aug 31 - Sep 1
Level Chicago – Old Town
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.
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Top Kenilworth Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Very nice hotel. We had a King size bed overlooking Buckingham fountain. Booking a park view room is highly recommended. The shower/bathroom is on the smaller end, however, knowing the history of the hotel, it comes at no surprise. The hotel itself has so much history and has quite a few famous guests throughout it's time. We are already planning our next trip back to Chicago and will likely stay here again! Highly recommend staying here!"
Alexandra 1-night trip
Posted 1 hour ago
Congress Plaza Hotel

Find out more about Kenilworth

Search for holiday rentals in Kenilworth on Expedia! You can easily find your home rentals, villas, holiday apartments in Kenilworth using one of the methods below:

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Look no further and take a look at our great range of rental properties in Kenilworth!

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 Navy Pier 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.