Holiday rentals near Drury Lane Theater
We found 3,855 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:26 Sept - 3 Oct
Image gallery for Kasa | Relaxing 2 BD + Steps to the South Loop | Chicago
9.69.6 out of 10 rating
Exceptional
(37 reviews)
Kasa | Relaxing 2 BD + Steps to the South Loop | Chicago
Chicago, Illinois
8% off
Price is AU$5,712
AU$5,712
AU$816 per night
includes taxes & fees
Image gallery for Beautiful Luxury Loft in Fulton Market, Sleeps 12 | Featured In Architectural Di
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Beautiful Luxury Loft in Fulton Market, Sleeps 12 | Featured In Architectural Di
Chicago, IL
7% off
Price is AU$9,092
AU$9,092
AU$1,299 per night
includes taxes & fees
Image gallery for #2011 - Kasa Magnificent Mile Chicago
9.89.8 out of 10 rating
Exceptional
(8 reviews)
#2011 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is AU$3,259
AU$3,259
AU$466 per night
includes taxes & fees
Image gallery for 3BR Luxury Modern Apartment
9.69.6 out of 10 rating
Exceptional
(8 reviews)
3BR Luxury Modern Apartment
Chicago, Illinois
7% off
Price is AU$7,529
AU$7,529
AU$1,076 per night
includes taxes & fees
Image gallery for Luxury Loft Collection 902 - Terrace - River North
8.88.8 out of 10 rating
Excellent
(5 reviews)
Luxury Loft Collection 902 - Terrace - River North
Chicago, Illinois
8% off
Price is AU$11,478
AU$11,478
AU$1,640 per night
includes taxes & fees
Image gallery for #1501 - Kasa Magnificent Mile Chicago
9.29.2 out of 10 rating
Wonderful
(7 reviews)
#1501 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is AU$5,432
AU$5,432
AU$776 per night
includes taxes & fees
Image gallery for Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
9.89.8 out of 10 rating
Exceptional
(34 reviews)
Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is AU$5,687
AU$5,687
AU$812 per night
includes taxes & fees
Image gallery for Luxury Designer Penthouse North - Pool - Gold Coast
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Luxury Designer Penthouse North - Pool - Gold Coast
Chicago, Illinois
8% off
Price is AU$9,705
AU$9,705
AU$1,386 per night
includes taxes & fees
Image gallery for Spacious 3 bedroom in ideal Roscoe village location
1010 out of 10 rating
Exceptional
(44 reviews)
Spacious 3 bedroom in ideal Roscoe village location
Chicago, IL
7% off
Price is AU$2,922
AU$2,922
AU$417 per night
includes taxes & fees
Image gallery for Kasa | Family Friendly 3 BD + Laptop Friendly | Chicago
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Kasa | Family Friendly 3 BD + Laptop Friendly | Chicago
Chicago, Illinois
8% off
Price is AU$9,470
AU$9,470
AU$1,353 per night
includes taxes & fees
Image gallery for Suburban FAB
1010 out of 10 rating
Exceptional
(7 reviews)
Suburban FAB
Schaumburg, IL
9% off
Price is AU$3,290
AU$3,290
AU$470 per night
includes taxes & fees
Image gallery for Downtown Chicago Studio in Prime Location
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Downtown Chicago Studio in Prime Location
Chicago, Illinois
5% off
Price is AU$2,983
AU$2,983
AU$426 per night
includes taxes & fees
Image gallery for Chic Corner 2BR in Streeterville | Roof Deck | Lake Views
9.69.6 out of 10 rating
Exceptional
(27 reviews)
Chic Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is AU$5,654
AU$5,654
AU$808 per night
includes taxes & fees
Image gallery for Re-Designed, Cosmos Retreat, King Bed, Hot Tub, WiFi, Large TVs, Spacious & Calm
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Re-Designed, Cosmos Retreat, King Bed, Hot Tub, WiFi, Large TVs, Spacious & Calm
Bolingbrook, IL
9% off
Price is AU$9,624
AU$9,624
AU$1,375 per night
includes taxes & fees
Image gallery for Exuberant - Elmhurst Home!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Exuberant - Elmhurst Home!
Elmhurst, IL
8% off
Price is AU$4,655
AU$4,655
AU$665 per night
includes taxes & fees
Image gallery for SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
1010 out of 10 rating
Exceptional
(83 reviews)
SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
Chicago, IL
7% off
Price is AU$5,102
AU$5,102
AU$729 per night
includes taxes & fees
Image gallery for Fully Remodeled Large Home Ready for You & YourFamily to Enjoy
1010 out of 10 rating
Exceptional
(8 reviews)
Fully Remodeled Large Home Ready for You & YourFamily to Enjoy
Maywood, IL
8% off
Price is AU$3,476
AU$3,476
AU$497 per night
includes taxes & fees
Image gallery for Family fun-house w/POOL & Game Room, 5 min from Airport and Rosement attractions
8.88.8 out of 10 rating
Excellent
(6 reviews)
Family fun-house w/POOL & Game Room, 5 min from Airport and Rosement attractions
Des Plaines, IL
9% off
Price is AU$5,502
AU$5,502
AU$786 per night
includes taxes & fees
Image gallery for Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Skokie, IL
10% off
Price is AU$7,458
AU$7,458
AU$1,065 per night
includes taxes & fees
Image gallery for NEW! 10-min to Downtown | LCP Collection
9.69.6 out of 10 rating
Exceptional
(9 reviews)
NEW! 10-min to Downtown | LCP Collection
Oak Park, IL
9% off
Price is AU$4,799
AU$4,799
AU$686 per night
includes taxes & fees
Image gallery for Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
9.49.4 out of 10 rating
Exceptional
(26 reviews)
Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is AU$6,225
AU$6,225
AU$889 per night
includes taxes & fees
Image gallery for Skyline Duplex Penthouse w private rooftop & optional parking for up to 8 guests
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Skyline Duplex Penthouse w private rooftop & optional parking for up to 8 guests
Chicago, IL
11% off
Price is AU$6,733
AU$6,733
AU$962 per night
includes taxes & fees
Image gallery for #1402 - Kasa Magnificent Mile Chicago
9.49.4 out of 10 rating
Exceptional
(25 reviews)
#1402 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is AU$5,432
AU$5,432
AU$776 per night
includes taxes & fees
Image gallery for PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
1010 out of 10 rating
Exceptional
(7 reviews)
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
Aurora, IL
8% off
Price is AU$2,726
AU$2,726
AU$389 per night
includes taxes & fees
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