Holiday rentals near Theater on the Lake
We found 3,677 holiday rentals — enter your dates for availability
Choose the right holiday home that's near Theater on the Lake. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Theater on the Lake
Showing deals for:31 Oct - 7 Nov
Image gallery for Gorgeous N. Kenwood/Hyde Park

8.0 out of 10 rating
Very good
(7 reviews)
Gorgeous N. Kenwood/Hyde Park
Chicago, IL
7% off
Price is NZ$4,616
NZ$659 per night
includes taxes & fees
Image gallery for Unique And Amazing Gigantic Sunlit Loft ~ One Of A Kind ~ Excellent Location!

9.8 out of 10 rating
Exceptional
(53 reviews)
Unique And Amazing Gigantic Sunlit Loft ~ One Of A Kind ~ Excellent Location!
Chicago, IL
7% off
Price is NZ$23,857
NZ$3,408 per night
includes taxes & fees
Image gallery for Cozy 4-bedroom house in adorable Evanston with WiFi, AC

9.6 out of 10 rating
Exceptional
(13 reviews)
Cozy 4-bedroom house in adorable Evanston with WiFi, AC
Evanston, IL
8% off
Price is NZ$4,195
NZ$599 per night
includes taxes & fees
Image gallery for Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym

10 out of 10 rating
Exceptional
(6 reviews)
Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym
Chicago, IL
19% off
Price is NZ$5,508
NZ$787 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Find the best place to stay - Theater on the Lake
Showing deals for: 25 Oct - 28 Oct
Chic Corner 2BR in the Loop | City & Lake Views
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.8 out of 10
exceptional
(51 reviews)
The current price is NZ$3,389
for 3 nights, 1 apartment
NZ$1,130 per night
includes taxes & fees

Spacious 3-bedroom, 2-bath condo, free parking/Oak Park
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.0 out of 10
wonderful
(29 reviews)
The current price is NZ$1,431
for 3 nights, 1 apartment
NZ$477 per night
includes taxes & fees

Level Chicago – Old Town
Sleeps 8
9.0 out of 10
wonderful
(331 reviews)
The current price is NZ$1,979
for 3 nights, 1 room
NZ$660 per night
includes taxes & fees

The Upscale Getaway Near Downtown
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.8 out of 10
exceptional
(90 reviews)
The current price is NZ$1,766
for 3 nights, 1 apartment
NZ$589 per night
includes taxes & fees
- 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