Kenilworth Vacation Rentals

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Our top choices for Kenilworth vacation rentals

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,150 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
The price is ¥23,784
¥32,507 total
includes taxes & fees
May 25 - May 26
Sentral Michigan Avenue

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is ¥23,917
¥43,374 total
includes taxes & fees
May 21 - May 22
Chic Studio in the Heart of the Gold Coast

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is ¥33,296
¥57,662 total
includes taxes & fees
May 21 - May 22
Sunlit 1BR Apartment | Warm & Welcoming Space

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
8.8 out of 10, Excellent, (18 reviews)
"Great location, apt well equipped and host very responsive. Wonderful stay. "
United States
Gina G.
The price is ¥20,791
¥40,122 total
includes taxes & fees
May 10 - May 11
Modern Comfort: 1BR Unit w/ Laundry

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
9.8 out of 10, Exceptional, (10 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
The price is ¥27,512
¥48,956 total
includes taxes & fees
May 10 - May 11
West Loop Living – Bright 1BR

Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
The price is ¥23,761
¥88,562 total
includes taxes & fees
May 20 - May 21
Modern West Loop Gem-City Views & Prime Location 3

Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (1 review)
"Nice place, clean property, great views "
United States
Zach L.
Premium Urban 4BR - Perfect Mix of Comfort & Location

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (5 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is ¥41,425
¥93,955 total
includes taxes & fees
May 26 - May 27
River North Rooftop With In and Out Parking 3

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is ¥25,636
¥33,955 total
includes taxes & fees
May 10 - May 11
LIVN Millennium Park Downtown Chicago 2BR

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Clean spacious great location easy to get everywhere "
United States
Melissa M.
The price is ¥23,761
¥43,600 total
includes taxes & fees
May 11 - May 12
Chicago-Themed 1BR in a Central Spot near Downtown

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (16 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is ¥23,448
¥72,532 total
includes taxes & fees
May 20 - May 21
Spacious 4BR Central Apartment w/ Skyline Views

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (473 reviews)
"Love the amenities. Great location too"
United States
Paul
The price is ¥35,707
¥45,772 total
includes taxes & fees
May 26 - May 27
Level Chicago – Old Town

Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Lawndale
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful space and convenient location. Really responsive host and super quiet neighborhood! "
United States
Jess S.
The price is ¥18,758
¥39,517 total
includes taxes & fees
Jun 2 - Jun 3
Cozy Boho Chicago - 10 Minutes to Downtown Chicago

LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
The price is ¥21,416
¥29,001 total
includes taxes & fees
May 10 - May 11
LIVN West Loop Chicago Queen Superior Studio

Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (74 reviews)
"Nice, clean, safe house."
United States
Adrienne P.
The price is ¥22,510
¥53,328 total
includes taxes & fees
May 20 - May 21
Cozy, Comfortable and Convenient apartment. Close to everything!

1BR Apartment in Chicago

1BR Apartment in Chicago
North Center
9.0 out of 10, Wonderful, (18 reviews)
"Everything about our stay was easy. Our hosts were easy to contact and provided prompt replies to our questions, even before we booked. The check-in process went smoothly. The apartment was very clean and comfortable. We were especially pleased with the price, given the location of the apartment. We would definitely recommend this property."
United States
Gregory M.
The price is ¥19,696
¥39,030 total
includes taxes & fees
May 25 - May 26
1BR Apartment in Chicago

Nice 1BR Spot, Unwind & Relax

Nice 1BR Spot, Unwind & Relax
Lincoln Square
9.8 out of 10, Exceptional, (36 reviews)
"Only needed some serving and cooking spoons, spatulas, etc., but as I was in a cooking class and not doing much cooking in the apartment it wasn't an issue. Lovely little spot, convenient, very comfortable and the host was available for any questions all hours of the day. Great stay. "
United States
Jan
The price is ¥15,476
¥32,929 total
includes taxes & fees
May 10 - May 11
Nice 1BR Spot, Unwind & Relax

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (192 reviews)
"Great property - would come back. Decent size rooms and generally good all around"
United States
Suyash
The price is ¥22,711
¥39,619 total
includes taxes & fees
May 10 - May 11
Kasa River North Chicago

River North Rooftop With In and Out Parking 6

River North Rooftop With In and Out Parking 6
Downtown Chicago
9.0 out of 10, Wonderful, (2 reviews)
"Host was amazing, very responsive. VRBO was spotless! Great location! Would definitely stay here again."
United States
Amy L.
The price is ¥42,206
¥96,269 total
includes taxes & fees
May 19 - May 20
River North Rooftop With In and Out Parking 6

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (12 reviews)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is ¥16,257
¥20,737 total
includes taxes & fees
May 20 - May 21
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
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

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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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?

ENVITAE Hotel, 4BR Luxury Modern Apartments: This vacation home rental near Kenilworth is located in the city center and offers a barbecue grill, air-conditioning, and laundry facilities to help you feel perfectly comfortable 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.