Family-Friendly Vacation Rentals in Briar Street Theatre, IL: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  USA

  4.  Illinois

  5.  Chicago
  6.  Briar Street Theatre

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800 Best Family Vacation Rentals in Briar Street Theatre (Starting from $100)

Chic 1BR Apartment With Modern Comforts - Barry GA
Chic 1BR Apartment With Modern Comforts - Barry GA
Apartment
Chicago, IL, USA
0.2k from Briar Street Theatre center

Apartments, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
New to Booking
$281
Average price / night
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Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
House
Chicago, IL, 60657, United States
0.4k from Briar Street Theatre center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

6 Bedrooms20 Guests
10.0

Exceptional

48 reviews

$872
Average price / night
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Delightful 1BR & 1BA Apartment in Belmont - Belmont 202
Delightful 1BR & 1BA Apartment in Belmont - Belmont 202
Apartment
Briar Street Theatre, Chicago, Illinois, USA
0.3k from Briar Street Theatre center

Internet, Air Conditioner, Child Friendly

1 Bedroom2 Guests
5.5

Review score

2 reviews

$254
Average price / night
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Entire house w/ free parking, close to Wrigley!
Entire house w/ free parking, close to Wrigley!
House
Chicago, IL, 60657, United States
0.5k from Briar Street Theatre center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms13 Guests
10.0

Exceptional

6 reviews

$1630
Average price / night
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Lux 1BR & 1BA Apartment in Belmont - Belmont 207
Lux 1BR & 1BA Apartment in Belmont - Belmont 207
Apartment
Briar Street Theatre, Chicago, Illinois, USA
0.3k from Briar Street Theatre center

Internet, Air Conditioner, Child Friendly

1 Bedroom2 Guests
New to Booking
$315
Average price / night
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Stone Mansion Sleeps 10-20 Free Parking Near Lake, Red Line and Wrigley
Stone Mansion Sleeps 10-20 Free Parking Near Lake, Red Line and Wrigley
Apartment
Chicago, IL, 60657, United States
0.6k from Briar Street Theatre center

AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms20 Guests
10.0

Exceptional

47 reviews

$601
Average price / night
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Lakeview 2BR w Patio WD nr Wrigley Field CHI-458
Lakeview 2BR w Patio WD nr Wrigley Field CHI-458
Apartment
Chicago, IL, USA
0.4k from Briar Street Theatre center

Security/Safety, Air Conditioner, Fireplace/Heating, Internet, Guest Services, Pet Friendly, Child Friendly

1 Bedroom2 Guests
New to Booking
$123
Average price / night
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Inspiring Stone Grotto Sleeps 10-20 & Free Parking
Inspiring Stone Grotto Sleeps 10-20 & Free Parking
House
Chicago, IL, 60657, United States
0.6k from Briar Street Theatre center

AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms20 Guests
9.8

Exceptional

30 reviews

$675
Average price / night
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Splendid & Fully Furnished 1BR Apartment - Broadway 204 rep
Splendid & Fully Furnished 1BR Apartment - Broadway 204 rep
Apartment
Chicago, IL, USA
0.4k from Briar Street Theatre center

Internet, Fireplace/Heating, Security/Safety, Guest Services, Pet Friendly, Child Friendly

1 Bedroom2 Guests
8.2

Very Good

6 reviews

$304
Average price / night
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Extra Large Authentic Chicago Graystone walk to Wrigley, Lakefront & Restaurants
Extra Large Authentic Chicago Graystone walk to Wrigley, Lakefront & Restaurants
Apartment
Chicago, IL, 60657, United States
0.6k from Briar Street Theatre center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms20 Guests
9.6

Exceptional

33 reviews

$633
Average price / night
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Sunlit Studio Apt in Chicago - Broadway 301
Sunlit Studio Apt in Chicago - Broadway 301
Apartment
Chicago, IL, USA
0.4k from Briar Street Theatre center

Internet, Fireplace/Heating, Security/Safety, Guest Services, Pet Friendly, Accessibility, Child Friendly

1 Bedroom2 Guests
New to Booking
$338
Average price / night
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Luxury Stay at Wrigley Field
Luxury Stay at Wrigley Field
Apartment
Chicago, IL, 60657, United States
0.8k from Briar Street Theatre center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
New to Booking
$538
Average price / night
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Modern & Fully Furnished 1BR Apartment - Oakdale 3S
Modern & Fully Furnished 1BR Apartment - Oakdale 3S
Apartment
Chicago, IL, USA
0.5k from Briar Street Theatre center

Internet, Air Conditioner, Security/Safety, Guest Services, Child Friendly

1 Bedroom2 Guests
New to Booking
$275
Average price / night
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Lincoln Park Charm Near Everything + On site Parking Spot Included
Lincoln Park Charm Near Everything + On site Parking Spot Included
Apartment
Chicago, IL, 60614, United States
0.9k from Briar Street Theatre center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

29 reviews

$732
Average price / night
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2BR Stylishly Apt in Lakeview - OD 3N
2BR Stylishly Apt in Lakeview - OD 3N
Apartment
Chicago, IL, USA
0.5k from Briar Street Theatre center

Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$332
Average price / night
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5 Minutes to Wrigley and Beach - Games and Arcades - Garage - Sleeps 10
5 Minutes to Wrigley and Beach - Games and Arcades - Garage - Sleeps 10
Apartment
Chicago, IL, 60657, United States
1.0k from Briar Street Theatre center

AC, Arcade, Balcony, Crib, Free Parking, Heater, Internet, Kitchen, Living Area

2 Bedrooms10 Guests
9.2

Superb

5 reviews

$359
Average price / night
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Quiet 1 Bedroom 1 Free Parking High Speed Wi-Fi
Quiet 1 Bedroom 1 Free Parking High Speed Wi-Fi
Apartment
Chicago, IL, USA
0.5k from Briar Street Theatre center

Security/Safety, Internet, Parking, Fireplace/Heating, Accessibility, Air Conditioner, Sports/Activities

1 Bedroom2 Guests
New to Booking
$100
Average price / night
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Minutes to Wrigley - Games - Patio - Sleeps 12
Minutes to Wrigley - Games - Patio - Sleeps 12
Apartment
Chicago, IL, 60657, United States
1.0k from Briar Street Theatre center

AC, Crib, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, TV

3 Bedrooms12 Guests
9.6

Exceptional

4 reviews

$360
Average price / night
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Indulging 2BR Apartment in Festive Boystown - Buckingham 1
Indulging 2BR Apartment in Festive Boystown - Buckingham 1
Apartment
Chicago, IL, USA
0.5k from Briar Street Theatre center

Air Conditioner, Internet, Pet Friendly, Guest Services, Security/Safety, Fireplace/Heating, Child Friendly

2 Bedrooms4 Guests
8.5

Very Good

4 reviews

$507
Average price / night
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Wrigleyville Oasis • Modern Comfort Steps from Wrigley Field
Wrigleyville Oasis • Modern Comfort Steps from Wrigley Field
Apartment
Chicago, IL, 60613, United States
1.0k from Briar Street Theatre center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom6 Guests
New to Booking
$321
Average price / night
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Lakeview/LincolnPark 2BR/1BA  Updated Vintage Apartment in walkable neighborhood
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
Apartment
Chicago, IL, 60657, United States
1.0k from Briar Street Theatre center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

169 reviews

$353
Average price / night
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Stunning 3 BR in prime Chicago location
Stunning 3 BR in prime Chicago location
Condo
Chicago, IL, 60614, United States
1.1k from Briar Street Theatre center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms5 Guests
9.8

Exceptional

128 reviews

$207
Average price / night
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Vibrant 3BR Flamingo Paradise | Heart of Lakeview!
Vibrant 3BR Flamingo Paradise | Heart of Lakeview!
Apartment
Chicago, IL, 60657, United States
1.2k from Briar Street Theatre center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Heater, Internet

3 Bedrooms8 Guests
9.2

Superb

5 reviews

$694
Average price / night
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Historic home 1-min walk to Wrigley Field
Historic home 1-min walk to Wrigley Field
House
Chicago, IL, 60613, United States
1.2k from Briar Street Theatre center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
New to Booking
$590
Average price / night
Check Availability
New 3BR Residence Adjacent to Wrigley Field - Outdoor Patio - BBQ Grill
New 3BR Residence Adjacent to Wrigley Field - Outdoor Patio - BBQ Grill
Condo
Chicago, IL, 60613, United States
1.2k from Briar Street Theatre center

AC, Barbecue, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Grill

3 Bedrooms6 Guests
9.8

Exceptional

145 reviews

$232
Average price / night
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Luxury Two-Level Townhouse | Patio | Lincoln Park
Luxury Two-Level Townhouse | Patio | Lincoln Park
House
Chicago, IL, 60614, United States
1.4k from Briar Street Theatre center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms16 Guests
10.0

Exceptional

20 reviews

$1060
Average price / night
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\"Holy Cow\"!  4bed 4bath Duplex Penthouse  w/  3,000 sqft  Private Roof-Deck!
\"Holy Cow\"! 4bed 4bath Duplex Penthouse w/ 3,000 sqft Private Roof-Deck!
Apartment
Chicago, IL, 60613, United States
1.4k from Briar Street Theatre center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms16 Guests
9.6

Exceptional

52 reviews

$1180
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Briar Street Theatre.

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Frequently Asked Questions

You can explore 800 verified family-friendly vacation rentals in Briar Street Theatre. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Briar Street Theatre vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $100 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Briar Street Theatre offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Briar Street Theatre are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Briar Street Theatre often include amenities such as Child Friendly, Fireplace/Heating, and Internet. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.