
Holiday rentals near Broadway Playhouse
We found 3,585 holiday rentals — enter your dates for availability
Choose the right holiday home that's near Broadway Playhouse. Holiday homes provide the best amenities for your family, friends or furry companion, such as a hot tub 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 accessible or non-smoking choices.
Holiday rentals with weekly discounts - Broadway Playhouse
Showing deals for:3 Oct - 10 Oct
Image gallery for Beautiful Downtown 3BR with Free Parking

9.69.6 out of 10 rating
Exceptional
(18 reviews)
Beautiful Downtown 3BR with Free Parking
Chicago, IL
7% off
Price is NZ$9,214
NZ$9,214
NZ$1,316 per night
includes taxes & fees
Image gallery for Luxury Loft Collection 703 - Terrace - River North

1010 out of 10 rating
Exceptional
(12 reviews)
Luxury Loft Collection 703 - Terrace - River North
Chicago, Illinois
7% off
Price is NZ$14,132
NZ$14,132
NZ$2,019 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
(30 reviews)
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Skokie, IL
9% off
Price is NZ$7,700
NZ$7,700
NZ$1,100 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 NZ$9,007
NZ$9,007
NZ$1,287 per night
includes taxes & fees
Image gallery for Cozy, Comfortable and Convenient apartment. Close to everything!

9.89.8 out of 10 rating
Exceptional
(65 reviews)
Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park, IL
8% off
Price is NZ$3,018
NZ$3,018
NZ$431 per night
includes taxes & fees
Image gallery for #1801 - Kasa Magnificent Mile Chicago

1010 out of 10 rating
Exceptional
(39 reviews)
#1801 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$7,048
NZ$7,048
NZ$1,007 per night
includes taxes & fees
Image gallery for Michigan Ave 2BR: Balcony, Exclusive Access

1010 out of 10 rating
Exceptional
(10 reviews)
Michigan Ave 2BR: Balcony, Exclusive Access
Chicago, Illinois
8% off
Price is NZ$6,869
NZ$6,869
NZ$981 per night
includes taxes & fees
Image gallery for Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG

9.69.6 out of 10 rating
Exceptional
(9 reviews)
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Oak Park, Illinois
7% off
Price is NZ$2,808
NZ$2,808
NZ$401 per night
includes taxes & fees
Image gallery for Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.

1010 out of 10 rating
Exceptional
(5 reviews)
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
Whiting, IN
8% off
Price is NZ$2,098
NZ$2,098
NZ$300 per night
includes taxes & fees
Image gallery for Chic Penthouse Corner 3BR Loft In Fulton Market | Featured In Architectural Dige

1010 out of 10 rating
Exceptional
(16 reviews)
Chic Penthouse Corner 3BR Loft In Fulton Market | Featured In Architectural Dige
Chicago, IL
7% off
Price is NZ$11,432
NZ$11,432
NZ$1,633 per night
includes taxes & fees
Image gallery for Luxury Designer Penthouse South | Pool | Gold Coast

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Luxury Designer Penthouse South | Pool | Gold Coast
Chicago, Illinois
7% off
Price is NZ$12,807
NZ$12,807
NZ$1,830 per night
includes taxes & fees
Image gallery for Beautiful Corner 2 Bedroom in the Loop | Roof Deck

9.69.6 out of 10 rating
Exceptional
(54 reviews)
Beautiful Corner 2 Bedroom in the Loop | Roof Deck
Chicago, Illinois
7% off
Price is NZ$6,649
NZ$6,649
NZ$950 per night
includes taxes & fees
Image gallery for Kasa | Family Friendly 3 BD + Game Room Access | Chicago

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Kasa | Family Friendly 3 BD + Game Room Access | Chicago
Chicago, Illinois
8% off
Price is NZ$9,921
NZ$9,921
NZ$1,417 per night
includes taxes & fees
Image gallery for Luxury Loft Collection 03 - Terrace - River North

9.29.2 out of 10 rating
Wonderful
(7 reviews)
Luxury Loft Collection 03 - Terrace - River North
Chicago, IL
8% off
Price is NZ$14,887
NZ$14,887
NZ$2,127 per night
includes taxes & fees
Image gallery for Beautiful Unit CHI in Prime River North - 1

9.09.0 out of 10 rating
Wonderful
(13 reviews)
Beautiful Unit CHI in Prime River North - 1
Chicago, Illinois
15% off
Price is NZ$6,370
NZ$6,370
NZ$910 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 NZ$6,653
NZ$6,653
NZ$950 per night
includes taxes & fees
Image gallery for River North 3BR/2BA: HUGE, Parking, Center Chicago

9.89.8 out of 10 rating
Exceptional
(14 reviews)
River North 3BR/2BA: HUGE, Parking, Center Chicago
Chicago, IL
7% off
Price is NZ$12,071
NZ$12,071
NZ$1,724 per night
includes taxes & fees
Image gallery for Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square

1010 out of 10 rating
Exceptional
(38 reviews)
Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
Chicago, IL
7% off
Price is NZ$4,069
NZ$4,069
NZ$581 per night
includes taxes & fees
Image gallery for Splendid Corner 3BR in the Loop | City Views

9.49.4 out of 10 rating
Exceptional
(14 reviews)
Splendid Corner 3BR in the Loop | City Views
Chicago, Illinois
7% off
Price is NZ$8,014
NZ$8,014
NZ$1,145 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 NZ$4,036
NZ$4,036
NZ$577 per night
includes taxes & fees
Image gallery for City Center, River North Condo HUGE 3BR, Patio, Parking(2x)

1010 out of 10 rating
Exceptional
(27 reviews)
City Center, River North Condo HUGE 3BR, Patio, Parking(2x)
Chicago, IL
11% off
Price is NZ$11,998
NZ$11,998
NZ$1,714 per night
includes taxes & fees
Image gallery for 2-bedroom apartment just 2 minutes drive to Wrigley Field

9.49.4 out of 10 rating
Exceptional
(27 reviews)
2-bedroom apartment just 2 minutes drive to Wrigley Field
Chicago, IL
8% off
Price is NZ$3,221
NZ$3,221
NZ$460 per night
includes taxes & fees
Image gallery for Cozy 2 Bedroom 1 Bath. Centrally located with shared porch

8.48.4 out of 10 rating
Very good
(8 reviews)
Cozy 2 Bedroom 1 Bath. Centrally located with shared porch
Chicago, IL
7% off
Price is NZ$2,028
NZ$2,028
NZ$290 per night
includes taxes & fees
Image gallery for Lakefront property , minutes from McCormick Place and Downtown Chicago.

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Lakefront property , minutes from McCormick Place and Downtown Chicago.
Chicago, IL
11% off
Price is NZ$6,919
NZ$6,919
NZ$988 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Broadway Playhouse
Finished Basement in Historic Oak Park with 2 cats
Sleeps 6 · 2 bedrooms · 1 bathroom
8.48.4 out of 10
Very goodvery good
5 reviews(5 reviews)
Spacious Wrigley Duplex | Large Entertainment Room
Sleeps 9 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Ensuring a Very Pleasant & Memorable Stay! Close to 360 Chicago, Pet-Friendly
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
South Shore Retreat 5 bedrooms/entertainment
Sleeps 12 · 5 bedrooms · 2+ bathrooms
8.08.0 out of 10
Very goodvery good
3 reviews(3 reviews)
Pulaski Mahal - Spacious 3bed/2.5bath with Game Room. Close to Hwy, train.
Sleeps 10 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Luxe Duplex - Private Gym -Huge Yard -King Beds Garage Parking-EV Charger- Crib
Sleeps 8 · 3 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
- 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