Holiday rentals near Drury Lane Theater
We found 3,964 holiday rentals — enter your dates for availability
If you are looking to stay near Drury Lane Theater, scroll through and discover holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with family or friends, you'll have the amenities that you expect and more, which might include a fireplace and a washer and dryer. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Drury Lane Theater
Showing deals for:21 Nov - 28 Nov
Image gallery for River North's Rock N' Roll - In The Heart of the City
9.69.6 out of 10 rating
Exceptional
(90 reviews)
River North's Rock N' Roll - In The Heart of the City
Chicago, IL
7% off
Price is NZ$5,509
NZ$5,509
NZ$787 nightly
Includes taxes & fees
Image gallery for 3BR Luxury Modern Apartment
9.29.2 out of 10 rating
Wonderful
(13 reviews)
3BR Luxury Modern Apartment
Chicago, IL
7% off
Price is NZ$8,870
NZ$8,870
NZ$1,267 nightly
Includes taxes & fees
Image gallery for Michigan Ave 2BR: Balcony, Exclusive Access
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Michigan Ave 2BR: Balcony, Exclusive Access
Chicago, IL
7% off
Price is NZ$8,660
NZ$8,660
NZ$1,237 nightly
Includes taxes & fees
Image gallery for Chic Corner 2BR in the Loop | City & Lake Views
9.89.8 out of 10 rating
Exceptional
(52 reviews)
Chic Corner 2BR in the Loop | City & Lake Views
Chicago, IL
7% off
Price is NZ$6,292
NZ$6,292
NZ$899 nightly
Includes taxes & fees
Image gallery for Beautiful Corner 2 Bedroom in the Loop | Roof Deck
9.69.6 out of 10 rating
Exceptional
(58 reviews)
Beautiful Corner 2 Bedroom in the Loop | Roof Deck
Chicago, IL
7% off
Price is NZ$6,921
NZ$6,921
NZ$989 nightly
Includes taxes & fees
Image gallery for Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
9.29.2 out of 10 rating
Wonderful
(35 reviews)
Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
Chicago, IL
7% off
Price is NZ$7,125
NZ$7,125
NZ$1,018 nightly
Includes taxes & fees
Image gallery for Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
9.69.6 out of 10 rating
Exceptional
(29 reviews)
Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, IL
7% off
Price is NZ$4,630
NZ$4,630
NZ$661 nightly
Includes taxes & fees
Image gallery for Walk to Downtown Restaurants, Cozy Stay, Grand Porch, Bike on the river trails!
1010 out of 10 rating
Exceptional
(9 reviews)
Walk to Downtown Restaurants, Cozy Stay, Grand Porch, Bike on the river trails!
St. Charles, IL
8% off
Price is NZ$6,722
NZ$6,722
NZ$960 nightly
Includes taxes & fees
Image gallery for Chic & Historic Apartment Steps from Mag Mile
9.89.8 out of 10 rating
Exceptional
(40 reviews)
Chic & Historic Apartment Steps from Mag Mile
Chicago, IL
7% off
Price is NZ$2,930
NZ$2,930
NZ$419 nightly
Includes taxes & fees
Image gallery for Brownstone in Gold Coast - Downtown
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Brownstone in Gold Coast - Downtown
Chicago, IL
14% off
Price is NZ$2,314
NZ$2,314
NZ$331 nightly
Includes taxes & fees
Image gallery for Vintage City Chic: The Artist's Haven. 5 Blocks from Lake Michigan!
1010 out of 10 rating
Exceptional
(6 reviews)
Vintage City Chic: The Artist's Haven. 5 Blocks from Lake Michigan!
Chicago, IL
6% off
Price is NZ$3,296
NZ$3,296
NZ$471 nightly
Includes taxes & fees
Image gallery for 2-bedroom apartment just 2 minutes drive to Wrigley Field
9.69.6 out of 10 rating
Exceptional
(36 reviews)
2-bedroom apartment just 2 minutes drive to Wrigley Field
Chicago, IL
8% off
Price is NZ$3,923
NZ$3,923
NZ$560 nightly
Includes taxes & fees
Image gallery for Spacious Home/King Bed/Fast Wi-Fi/Free Parking/Fenced Yard/Only 2 Steps to Enter
9.69.6 out of 10 rating
Exceptional
(49 reviews)
Spacious Home/King Bed/Fast Wi-Fi/Free Parking/Fenced Yard/Only 2 Steps to Enter
Worth, IL
5% off
Price is NZ$3,999
NZ$3,999
NZ$571 nightly
Includes taxes & fees
Image gallery for Cozy 2 Bedroom 1 Bath. Centrally located with shared porch
8.68.6 out of 10 rating
Excellent
(9 reviews)
Cozy 2 Bedroom 1 Bath. Centrally located with shared porch
Chicago, IL
6% off
Price is NZ$1,607
NZ$1,607
NZ$230 nightly
Includes taxes & fees
Image gallery for 1 mile walk to 43rd St .beach. In Historic North Kenwood. 6.3 miles to Navy Pier
1010 out of 10 rating
Exceptional
(63 reviews)
1 mile walk to 43rd St .beach. In Historic North Kenwood. 6.3 miles to Navy Pier
Chicago, IL
7% off
Price is NZ$5,254
NZ$5,254
NZ$751 nightly
Includes taxes & fees
Image gallery for Fox Valley Farmhouse Overlooking The Fox River!
1010 out of 10 rating
Exceptional
(39 reviews)
Fox Valley Farmhouse Overlooking The Fox River!
St. Charles, IL
8% off
Price is NZ$5,475
NZ$5,475
NZ$782 nightly
Includes taxes & fees
Image gallery for Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
Chicago, IL
7% off
Price is NZ$2,244
NZ$2,244
NZ$321 nightly
Includes taxes & fees
Image gallery for Splendid Corner 3BR in the Loop | City Views
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Splendid Corner 3BR in the Loop | City Views
Chicago, IL
7% off
Price is NZ$8,546
NZ$8,546
NZ$1,221 nightly
Includes taxes & fees
Image gallery for Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
8.68.6 out of 10 rating
Excellent
(13 reviews)
Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
Chicago, IL
7% off
Price is NZ$3,041
NZ$3,041
NZ$434 nightly
Includes taxes & fees
Image gallery for ❤️🔥MAGNIFICENT NEW Home w/8 Beds & Free Parking❤️🔥
9.69.6 out of 10 rating
Exceptional
(35 reviews)
❤️🔥MAGNIFICENT NEW Home w/8 Beds & Free Parking❤️🔥
Chicago, IL
11% off
Price is NZ$9,520
NZ$9,520
NZ$1,360 nightly
Includes taxes & fees
Image gallery for New Garden Studio near Wrigley/DePaul/Dwtn
9.69.6 out of 10 rating
Exceptional
(17 reviews)
New Garden Studio near Wrigley/DePaul/Dwtn
Chicago, IL
7% off
Price is NZ$2,709
NZ$2,709
NZ$387 nightly
Includes taxes & fees
Image gallery for Stylish Corner 2BR in the Loop | City & Lake Views
9.69.6 out of 10 rating
Exceptional
(58 reviews)
Stylish Corner 2BR in the Loop | City & Lake Views
Chicago, IL
7% off
Price is NZ$6,399
NZ$6,399
NZ$914 nightly
Includes taxes & fees
Image gallery for Zen Oasis of Elegance: Expansive Executive Home
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Zen Oasis of Elegance: Expansive Executive Home
Chicago, IL
8% off
Price is NZ$9,907
NZ$9,907
NZ$1,415 nightly
Includes taxes & fees
Image gallery for Cozy 2BR/1BA Garden Apartment Near Lincoln Square
8.48.4 out of 10 rating
Very good
(11 reviews)
Cozy 2BR/1BA Garden Apartment Near Lincoln Square
Chicago, IL
5% off
Price is NZ$2,137
NZ$2,137
NZ$305 nightly
Includes taxes & fees
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Find the best place to stay - Drury Lane Theater
Panoramic Lake Views: Premier Amenities for Groups
Sleeps 22 · 9 bedrooms · 8 bathrooms
FOUR Large 1BR Suites with Full Kitchen, Free Shuttle Chicago O'Hare Airport!
Sleeps 16 · 4 bedrooms · 4 bathrooms
LUXE 3 BR, 2 BA + Hot Tub
Sleeps 8 · 3 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
30 reviews(30 reviews)
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Sleeps 2 · 1 bedroom · 1+ bathroom
2.02.0 out of 10
1 review(1 review)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value