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Compare 463 Vacation Homes in Kenilworth with updated reviews, rates, and availability.

Lincoln Park Living - Suite 2!
Living Room / Dining Room
Lincoln Park Living - Suite 2!
10.0 out of 10, Exceptional, (12)
"We were helping son move into his studio apartment for his first post-college job about a mile away."
Lincoln Park Living - Suite 2!
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Interior
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Living room: 55” tv w/roku Air mattress Sectional Chase
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.0 out of 10, Wonderful, (16)
"The place was clean and had everything as advertised. IT was real close to Navy Graduation which was our primary goal. The back porch was nice too."
The price is SAR 619
SAR 1,069 total
includes taxes & fees
15 Oct - 16 Oct
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
2 New Construction Suites Same Place
2 New Construction Suites Same Place
9.2 out of 10, Wonderful, (14)
"Good two apartment location, located in a good spot of the city."
2 New Construction Suites Same Place
4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions
Exterior
4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions
10.0 out of 10, Exceptional, (1)
"We loved our stay! I held a retreat with my leadership team, and the house was perfect for our needs. It was very quiet and peaceful with a lovely backyard and great proximity to lots of local restaurants and amenities. The place was very clean and spacious and furnished very tastefully and comfortably. The beds were incredibly comfortable, so we all slept very well. Overall, we would gladly stay here again."
The price is SAR 619
SAR 1,231 total
includes taxes & fees
8 Oct - 9 Oct
4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions
Luxury Home Away From Your Home
Exterior
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (115)
"Definitely gently used but was comfortable. Ms. Linnie, the host, is very responsive and accommodating. Was missing hair dryers and flat sheets on beds but did not negatively affect our visit."
Luxury Home Away From Your Home
Beautiful, Remodeled Penthouse Unit in Old Town!
Beautiful, Remodeled Penthouse Unit in Old Town!
9.2 out of 10, Wonderful, (14)
"This family trip works perfectly for our 12 family members. The location was great in old town and close to beach and other good places. We only wanted a mirror outside the bathroom so we do not have to wait for someone getting out of the bathroom just fto use the mirror. Otherwise everything was good."
Beautiful, Remodeled Penthouse Unit in Old Town!
Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
Street View
Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
10.0 out of 10, Exceptional, (27)
"The apartment was exactly what we needed. All spaces were very clean and stocked with basic items. The beds and bedding were very comfy. The location is on a quiet street, but still close to what Logan Square has to offer. The owner, Cait, was available for questions and very welcoming! Highly recommend."
Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
New Humble Home! - Near Six Flags & Naval Base!!
Room
New Humble Home! - Near Six Flags & Naval Base!!
9.0 out of 10, Wonderful, (21)
"The home is very close to base and was clean. The stairs to the second floor are old and not straight which can be a hazard. It worked for what we needed."
New Humble Home! - Near Six Flags & Naval Base!!
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
Living Room / Dining Room with Fully stocked kitchen
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
10.0 out of 10, Exceptional, (11)
"The listing did not disappoint for our group of frienda reunighring for a 2 night event. It's just as described & more! Great location, the patio is such a bonus, Dan the host was amazing at communicating before & after, and that patio 😍 Thak you- we hope to he back soon! soon!"
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
8.8 out of 10, Excellent, (8)
"The property was spacious. Suited our needs perfectly but we had no idea it was up numerous flights of stairs. Not in a great area and not sound proof. But was near easy transportation. "
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY
Living area
3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY
10.0 out of 10, Exceptional, (68)
"The property was very clean and just as pictured in the listing. Kitchen was well stocked and plenty of towels. We had everything we needed. Located in a quiet residential neighborhood with street parking available. Plenty of space for our group of 5 to be comfortable. I would stay here again."
3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
Living area
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
10.0 out of 10, Exceptional, (29)
"Flew into town with a large group for a bachelor party. Walked up to Wrigley for an afternoon game, easily took the train downtown and to/from ORD, had a lot of fun at the myriad bars and restaurants in the area. The host was very accommodating and gracious, I couldn't recommend this place any higher."
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence
(1)
The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence
9.6 out of 10, Exceptional, (155)
"We enjoyed our time here, was as advertised!"
The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Room
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
9.8 out of 10, Exceptional, (77)
"Property was clean, manager was very easy to communicate with, lots of spacious beds / bathrooms, parking was easy and kitchen and living space included everything we needed. Location near Wells Street, North Avenue, Lakefront and Brown Line was perfect. Everything was easily walkable. This was a great house in the middle of a nice neighborhood for a large group."
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Breathtaking home close to Schaumburg, Chicago
Exterior
Breathtaking home close to Schaumburg, Chicago
9.8 out of 10, Exceptional, (39)
"Great yard. Good area."
Breathtaking home close to Schaumburg, Chicago
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
Coach House of this Historic Manor House. Exterior Front.
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
10.0 out of 10, Exceptional, (19)
"Beautiful, spacious, light-filled carraige house in a gorgeous historical neighborhood. Close to beach, shops, cafes. Janet was very accommodating and very hospitable. We loved it!"
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
Elegant Mayor's Manor in Central Chicago - 9 Beds + Futons, Close to Downtown!
Terrace/patio
Elegant Mayor's Manor in Central Chicago - 9 Beds + Futons, Close to Downtown!
9.6 out of 10, Exceptional, (10)
"We had an awesome stay. Perfect place for a large group where you can chill out together after touring around the city. The neighborhood is quiet. It has 2-carport indoor garage. The property manager responded right away if you have any questions. "
Elegant Mayor's Manor in Central Chicago - 9 Beds + Futons, Close to Downtown!
Spacious Luxury Townhouse - Old Town by RedAwning
When you walk in, you're greeted with an open living space, including a beautiful kitchen and heated floors
Spacious Luxury Townhouse - Old Town by RedAwning
8.0 out of 10, Very Good, (13)
"Loved this location ! Beautiful area. Home was perfect for our needs "
Spacious Luxury Townhouse - Old Town by RedAwning
Modern living & Walk to downtown Libertyville ★ Great for Navy Graduations
Private kitchen
Modern living & Walk to downtown Libertyville ★ Great for Navy Graduations
9.4 out of 10, Exceptional, (6)
"From our initial booking until check- out all questions/requests were promptly addressed and completed. The set-up in the residence totally fit our needs. Would repeat this listing if the whole family comes back. "
Modern living & Walk to downtown Libertyville ★ Great for Navy Graduations
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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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Other property types in Kenilworth

Sentral Michigan Avenue
Garden
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (551)
"The property is very nice but self check-in was problematic and parking options are challenging. "
The price is SAR 596
SAR 810 total
includes taxes & fees
1 Oct - 2 Oct
Sentral Michigan Avenue
Kasa Magnificent Mile Chicago
Front of property
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (311)
"We were in a nice downtown area. We heard sirens as well as the hourly bells from the cathedral across the street. One issue was that the bathtub next to the master bedroom did not drain well."
The price is SAR 1,705
SAR 2,508 total
includes taxes & fees
8 Oct - 9 Oct
Kasa Magnificent Mile Chicago
Sonder Market Hall
Living area
Sonder Market Hall
3.5 star property
8.6 out of 10, Excellent, (167)
"I give Expedia a lot of flack. The site requires pre-registration when you get to the site. I had not done it so it took me about 25 minutes to get registered and get into the room. It'd have been a lot easier to know that you had to do this before. Parking is a private parking lot with another registration. But the room is nice. The walls are thin. You can hear the cta. But the location is excellent. The room is very clean and spotless. I would stay here again. The price is much reasonable. The...
The price is SAR 422
SAR 495 total
includes taxes & fees
22 Oct - 23 Oct
Sonder Market Hall
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.