Holiday rentals near Briar Street Theatre
We found 3,357 holiday rentals — enter your dates for availability
Select the perfect private holiday rental that's close to Briar Street Theatre. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as a fireplace and a washer and dryer. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Briar Street Theatre
Showing deals for:15 Aug - 22 Aug
Image gallery for Chic 2BR 2BA Condo with Balcony - River North Chicago
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Chic 2BR 2BA Condo with Balcony - River North Chicago
Chicago, Illinois
8% off
Price is NZ$9,299
NZ$9,299
NZ$1,328 per night
includes taxes & fees
Image gallery for #1613 - Kasa Magnificent Mile Chicago
9.89.8 out of 10 rating
Exceptional
(16 reviews)
#1613 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$3,907
NZ$3,907
NZ$558 per night
includes taxes & fees
Image gallery for Spacious,Chic & Steps from MichiganAve|The Hermes
1010 out of 10 rating
Exceptional
(7 reviews)
Spacious,Chic & Steps from MichiganAve|The Hermes
Chicago, Illinois
7% off
Price is NZ$8,139
NZ$8,139
NZ$1,163 per night
includes taxes & fees
Image gallery for Why Guests Call This Chicago’s Best Spot|TheViolet
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Why Guests Call This Chicago’s Best Spot|TheViolet
Chicago, Illinois
7% off
Price is NZ$7,866
NZ$7,866
NZ$1,124 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 NZ$10,439
NZ$10,439
NZ$1,491 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$8,619
NZ$8,619
NZ$1,231 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$3,204
NZ$3,204
NZ$458 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
(32 reviews)
Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is NZ$6,095
NZ$6,095
NZ$871 per night
includes taxes & fees
Image gallery for Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
9.69.6 out of 10 rating
Exceptional
(226 reviews)
Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
Chicago, Illinois
7% off
Price is NZ$6,817
NZ$6,817
NZ$974 per night
includes taxes & fees
Image gallery for Splendid Corner 3BR in the Loop | City Views
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Splendid Corner 3BR in the Loop | City Views
Chicago, Illinois
7% off
Price is NZ$8,758
NZ$8,758
NZ$1,251 per night
includes taxes & fees
Image gallery for Most Stylish Apartments You’ll Ever Stay In|TheNeo
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Most Stylish Apartments You’ll Ever Stay In|TheNeo
Chicago, Illinois
8% off
Price is NZ$8,087
NZ$8,087
NZ$1,155 per night
includes taxes & fees
Image gallery for Gorgeous 3BR River North Condo - Free Parking
1010 out of 10 rating
Exceptional
(14 reviews)
Gorgeous 3BR River North Condo - Free Parking
Chicago, IL
7% off
Price is NZ$12,551
NZ$12,551
NZ$1,793 per night
includes taxes & fees
Image gallery for River North's Rock N' Roll - In The Heart of the City
9.69.6 out of 10 rating
Exceptional
(86 reviews)
River North's Rock N' Roll - In The Heart of the City
Chicago, IL
8% off
Price is NZ$5,229
NZ$5,229
NZ$747 per night
includes taxes & fees
Image gallery for Prime location Historic Chicago Townhouse
9.49.4 out of 10 rating
Exceptional
(68 reviews)
Prime location Historic Chicago Townhouse
Chicago, Illinois
5% off
Price is NZ$17,649
NZ$17,649
NZ$2,521 per night
includes taxes & fees
Image gallery for Downtown Chicago Studio in Prime Location
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Downtown Chicago Studio in Prime Location
Chicago, Illinois
5% off
Price is NZ$4,470
NZ$4,470
NZ$639 per night
includes taxes & fees
Image gallery for Kasa | Family Friendly 3 BD + Pet Friendly | Chicago
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Kasa | Family Friendly 3 BD + Pet Friendly | Chicago
Chicago, Illinois
8% off
Price is NZ$10,439
NZ$10,439
NZ$1,491 per night
includes taxes & fees
Image gallery for 2BR Designer Loft: Modern Luxe in City Center
1010 out of 10 rating
Exceptional
(5 reviews)
2BR Designer Loft: Modern Luxe in City Center
Chicago, Illinois
7% off
Price is NZ$6,951
NZ$6,951
NZ$993 per night
includes taxes & fees
Image gallery for Stylish Two Bedroom - A block from Wrigley Field
1010 out of 10 rating
Exceptional
(23 reviews)
Stylish Two Bedroom - A block from Wrigley Field
Chicago, IL
8% off
Price is NZ$6,453
NZ$6,453
NZ$922 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 NZ$6,230
NZ$6,230
NZ$890 per night
includes taxes & fees
Image gallery for Chic Corner 2BR in the Loop | City & Lake Views
9.89.8 out of 10 rating
Exceptional
(46 reviews)
Chic Corner 2BR in the Loop | City & Lake Views
Chicago, Illinois
7% off
Price is NZ$6,148
NZ$6,148
NZ$878 per night
includes taxes & fees
Image gallery for Stunning Corner 2BR in Streeterville | Roof Deck | Lake Views
9.49.4 out of 10 rating
Exceptional
(39 reviews)
Stunning Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is NZ$6,389
NZ$6,389
NZ$913 per night
includes taxes & fees
Image gallery for Kasa | Classic 2 BD + Near Grant Park | Chicago
1010 out of 10 rating
Exceptional
(6 reviews)
Kasa | Classic 2 BD + Near Grant Park | Chicago
Chicago, Illinois
8% off
Price is NZ$7,067
NZ$7,067
NZ$1,010 per night
includes taxes & fees
Image gallery for Stylish Corner 2BR in the Loop | City & Lake Views
9.69.6 out of 10 rating
Exceptional
(51 reviews)
Stylish Corner 2BR in the Loop | City & Lake Views
Chicago, Illinois
7% off
Price is NZ$6,192
NZ$6,192
NZ$885 per night
includes taxes & fees
Image gallery for Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
1010 out of 10 rating
Exceptional
(27 reviews)
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Skokie, IL
9% off
Price is NZ$9,751
NZ$9,751
NZ$1,393 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Briar Street Theatre
Stylish 2BR Apt in Irving Park
Sleeps 3 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Bright 2BR Apt w/ Private Entrance & Laundry
Sleeps 5 · 2 bedrooms · 1 bathroom
8.08.0 out of 10
Very goodvery good
2 reviews(2 reviews)
Old Town Elegance Awaits You in This Classic Chicago Stunner! by AllSet Turnover
Sleeps 3 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Cabin 104 by 747 Lofts
Sleeps 2 · 1 bathroom
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Walk to Lincoln Park, North Avenue Beach, and Second City! Lovely Old Town Charm! by AllSet Turnover
Sleeps 3 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Comfort/Clean! Free Parking 15 min ORD/Downtown2
Sleeps 4 · 1 bedroom · 1 bathroom
8.28.2 out of 10
Very goodvery good
15 reviews(15 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