Vacation Rentals in Kenwood, IL

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Kenwood, IL

Book a vacation rental in Kenwood that has the highest visitor rating. Here are 6 of the best vacation rentals in Kenwood.
Spacious 4BR APT in Historic Hyde Park near Beach
10

Excellent

·
Kenwood
·
4 br
·
Sleeps 7
·
Workspace · Furnished · Oven ·
From
$552/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
Furnished
Oven
On Site Laundry
Air Conditioning
In Unit Laundry
Wifi
Dishwasher
Other spaces
Workspace, Kitchen
Frontdesk | Open 1 BR Apt 6 miles to Downtown
10

Excellent

·
Kenwood
·
1 br
·
Sleeps 2
·
Furnished · Wifi · Kitchen ·
From
$79/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Wifi
Oven
In Unit Laundry
Air Conditioning
Other spaces
Kitchen, Workspace
Spacious 4 Bedroom (5 queen beds) 2 Bath in the kenwood neighborhood
10

Excellent

·
Kenwood
·
4 br
·
Sleeps 10
·
Dishwasher · Balcony · Oven ·
From
$290/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
Dishwasher
Oven
Free Parking
Air Conditioning
Assigned Parking
In Unit Laundry
Fireplace
Furnished
Other spaces
Balcony, Kitchen
Penthouse, Lux stay near Downtown, McComick Place, Hyde Park & Lake
10

Excellent

·
Kenwood
·
2 br
·
Sleeps 4
·
Fitness Center · Workspace · Furnished ·
From
$218/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Fitness Center
Furnished
Air Conditioning
Dishwasher
Lake
Waterfront
In Unit Laundry
Beach
Other spaces
Workspace, Kitchen, Balcony
Ahh-mazing Home, rooftop deck, near lake front. Easy commute to Navy Pier/Loop.
10

Excellent

·
Kenwood
·
4 br
·
Sleeps 4
·
Furnished · Garage Parking · Workspace ·
From
$197/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Furnished
Garage Parking
Fireplace
Hardwood Floor
Wifi
Waterfront
Pool
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
The Penthouse, Lux stay near Downtown, UofC & Lake
9.7

Excellent

·
Kenwood
·
2 br
·
Sleeps 4
·
Dishwasher · On Site Laundry · Oven ·
From
$258/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Dishwasher
On Site Laundry
Oven
Air Conditioning
Wifi
Furnished
In Unit Laundry
Hardwood Floor
Other spaces
Workspace, Balcony, Kitchen

Our Recommended Vacation Rentals in Kenwood, IL

We analyzed vacation rentals in Kenwood from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Kenwood to help you find a deal for your next trip.
Historic Chicago Home Less Than 1 Mi to Lake Michigan

No rating

·
Kenwood
·
3 br
·
Sleeps 6
·
Furnished · Air Conditioning · Dishwasher ·
From
$336/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Furnished
Air Conditioning
Dishwasher
Fireplace
Oven
Wifi
Other spaces
Balcony, Kitchen
Great Location! 15 Min from DT -Historic Hyde Park

No rating

·
Kenwood
·
4 br
·
Sleeps 7
·
In Unit Laundry · Workspace · Air Conditioning ·
From
$566/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
In Unit Laundry
Air Conditioning
On Site Laundry
Wifi
Furnished
Oven
Dishwasher
Other spaces
Workspace, Kitchen
Prime Location w/ Historic Charm Near Shops &Parks

No rating

·
Kenwood
·
1 br
·
Sleeps 2
·
Oven · Kitchen · On Site Laundry ·
From
$316/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Oven
On Site Laundry
In Unit Laundry
Wifi
Dishwasher
Furnished
Air Conditioning
Other spaces
Kitchen

Budget-Friendly Vacation Rentals in Kenwood, IL

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Kenwood starting at $50. Use the price filter at the top of the page to search for more specific prices.
FRONTDESK Open 1 BR Apt 6 miles to Downtown
4.3

Good

·
Kenwood
·
1 br
·
Sleeps 2
·
Workspace · Oven · Air Conditioning ·
From
$50/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Oven
Air Conditioning
Wifi
In Unit Laundry
Furnished
Other spaces
Workspace, Kitchen
FRONTDESK First-Class Studio Apt in Hyde Park

No rating

·
Kenwood
·
1 br
·
Sleeps 2
·
Kitchen · Wifi · Furnished ·
From
$52/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Furnished
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Fitness Center
Other spaces
Kitchen, Workspace
Hyde Park Modern Private Room - Near Univ of Chicago
7.7

Very good

·
Kenwood
·
1 br
·
Sleeps 2
·
In Unit Laundry · Workspace · Hardwood Floor ·
From
$52/night
Check availability
Property
Apartment · 1 Bed
Amenities
In Unit Laundry
Hardwood Floor
Air Conditioning
Oven
Furnished
Dishwasher
Free Parking
Other spaces
Workspace, Kitchen
FRONTDESK 2 BR Apt near University of Chicago
7.5

Very good

·
Kenwood
·
2 br
·
Sleeps 4
·
Kitchen · Oven · Wifi ·
From
$57/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Oven
Wifi
Air Conditioning
Furnished
Beach
Fitness Center
In Unit Laundry
Other spaces
Kitchen, Workspace
FRONTDESK Modern Studio Apt in East Hyde Park

No rating

·
Kenwood
·
1 br
·
Sleeps 2
·
Fitness Center · Workspace · In Unit Laundry ·
From
$63/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
In Unit Laundry
Wifi
Furnished
Oven
Air Conditioning
Dishwasher
Other spaces
Workspace, Kitchen
Chicago Lakeshore Hotel
6.6

Good

·
Kenwood
·
1 br
·
Sleeps 10
·
Carpet · Smoking Allowed · Swimming Pool ·
From
$63/night
Check availability
Property
Hotel · 1 Bed · 1 bath
Amenities
Carpet
Smoking Allowed
Swimming Pool
Wifi
Furnished
On Site Laundry
Storage
Garage Parking
Other spaces
Workspace
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Updated: December 3, 2023