
Places to stay near Briar Street Theatre
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Top-rated holiday rentals near Briar Street Theatre
Guests agree: these stays are highly rated for location, cleanliness and more.

Lakeview Hideaway: Parking & Private Garden Apt
You’ll have the entire basement unit to yourself which includes 2 bedrooms, full bathroom, kitchenette, living/dining space, and private courtyard. You’ll share the main backyard with the unit above. There is a parking space available in the garage for 1 car. Located in the heart of Lakeview. Although it’s right next to the L-train, it’s very quiet. Very close to Wrigleyville, Boystown & Lincoln Park. 20 minute train ride to downtown, 0.6 miles to Wrigley Field and 0.7 miles to Lake Michigan.

Wrigleyville Southport Studio
This Wrigleyville studio is the best of urban living combined with a tranquil retreat. With vintage, mahogany paneled walls and a comfy king size bed this apartment has everything! Free coffee, tea, snacks and dedicated work space. The Southport Corridor is blocks away with restaurants, bars and shopping. Free street parking and 4 blocks to El/ Brown/Purple/ Red line trains. Wrigley Field, Metro and Vic is 4 blocks away. This garden studio is the perfect retreat in the heart of Chicago!

Int. Designer’s Lakeview Duplex w/private backyard
A front door walkup duplex condo in the heart of Lakeview neighborhood. 2bed/2 bath with private office space. Surrounded by restaurants, bars and shops & just steps from the Wellington brown line train stop. Luxurious amenities such as designer toiletries, cooking oils/spices, cafe du monde coffee and various teas. Walk to nearby Wrigley, Lake, Lincoln Park Zoo or stay here and enjoy the private backyard garden with large lounge area, gas fireplace, grill, and 10 person dining table

Lakeview Loft-Vintage Chicago, Modern Amenities
The Lakeview Loft is a freshly remodeled loft space with a vintage Chicago theme and modern amenities. Located in the Lakeview neighborhood, it is 1/2 mile to the Brown & Red Line el trains, less than a mile to Wrigley Field and 1.5 miles to the lakefront. The Lakeview Loft will provide guests a true Chicago experience while staying in a great Chicago neighborhood. We believe in giving back to our neighborhood as well so for each booking we donate $5 to a local children's charity.

Foosball, Steps from Wrigley, Private Parking
Our apartment is ideally located near Wrigley Field and just steps from the Red Line, making it extremely convenient for exploring Chicago. Because of this prime location, occasional train and street noise can be heard. To help you sleep comfortably, we provide ear plugs. Many of our guests still enjoy the vibrant city atmosphere while finding the apartment cozy and restful. Perfect For: Guests who love being in the heart of Chicago and don’t mind a bit of city life sounds.

Spacious 2 Bedroom in the heart of Lakeview!
Come enjoy this warm and spacious 2br/1ba vintage apartment in the heart of Lakeview! 10 Minute walk to Wrigley Field and steps away from many dining and shopping options. Fully stocked kitchen, dining room (seats six), decorative fireplace, TV w/ Fire Stick, two bedrooms with queen beds, office space for working remote, and large private deck with gas grill. Very close to Lake Shore Drive, short walk to the Belmont L, and easy access to many buses. Two night minimum stay.

Lovely 1-bedroom serviced apartment near Museums!
Enjoy Chicago in our modern & spacious 1-bedroom loft in the South Loop. Central location to Grant Park, Soldier Field, Museum Campus, McCormick Place and more! Our location has a walk & transit score of 97, providing easy access to all the hot spots on your itinerary! Expect lovely natural light, luxuriously tall ceilings and room to accommodate your entire group. Guests are always pleasantly surprised by the size of the space and the modern amenities we provide!

Penthouse Near Wrigley Field
This beautifully furnished and spacious penthouse unit has tall windows and ceilings letting in loads of gorgeous light. It is perfectly located just a short walk to Wrigley Field, two train stations, and tons of bars and restaurants. (Just a 10 min train ride to Michigan Avenue!) FREE street parking and 24-hour check-in! Pet friendly- we allow one pet per reservation for a $100 non-refundable Pet Fee. Pet must be well mannered and under 60lbs.

Sleek and cool garden loft in East Lakeview
Cool loft 1 bedroom, queen bed in bedroom, 2nd queen bed in living area. Contemporary custom kitchen with quartz counters and stainless appliances. In unit laundry with central heat and air. Within walking distance to Lake Michigan, Belmont Station, Wrigley Field, Briar Street Theater, The Vic, Belmont Theater District, too many restaurants to mention and lots of retail shopping. 24 hour Starbucks nearby, Free Wifi and Netflix

Beautiful Remodel in Sought After Wrigleyville
Modern comfort meets unbeatable location in this freshly renovated 1BR/1BA Wrigleyville gem. Enjoy the "new unit" feel with fresh paint, new appliances, and soaring 10-ft ceilings. Nestled in Lakeview, you're steps from top restaurants, bars, theaters, and iconic attractions. Perfect for travelers seeking style, convenience, and a true Chicago experience. Public transit is a block away and Spothero parking behind the building.

Chic retreat near the best of Lakeview & Wrigley
Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA
Sophisticated Roscoe & Halsted duplex w backyard garden. Sleeps 6 - 3 beds in 3 bedrooms + 2.5 baths. Steps from bars & restaurants, 2 blocks from Wrigley Field & close to Lake Michigan. Perfect for sports enthusiasts, enjoy Boystown, reunions and get-aways. In addition to central heat and air conditioning, ceiling fans with remote control in each bedroom.
Popular amenities for holiday rentals near Briar Street Theatre
Condo rentals with Wi-Fi

Lovely top floor 2BR/2BA, steps from everything!

Lovely 2-bedroom close to Wrigley Field

RockStar Pad W3A BoysTown/Wrigley Field/Parking lot

East Lakeview Designer Condo with 2 Bd, 2 Bath

Designer 3 Bedroom, 2 Bathroom, Amazing Location!

Sunny Top-Floor Uptown Condo Near Lake & Red Line

Stylish 2-bedroom flat in Vibrant Bucktown.

Lincoln Park 2bed/2bath in Historic Neighborhood
Family-friendly house rentals

Spacious Two Story Luxurious Home w/Outdoor Deck!

Division St Designer Home In Heart of Wicker Park

Flat in Lincoln Park 2-Flat Central to Everything

Private 3rd Floor Apartment

Entire first floor in Lincoln Square!

Entire house in Lakeview with yard and garage

The Lighthouse in Lakeview!

Charming 3-BED in Lincoln Park/ Old Town & Parking
Apartment rentals with air conditioning

Chic Penthouse In Perfect Wrigleyville Location

Minty Fresh • Vintage Lincoln Park Flat

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

Lakeview Charmer -with parking!

Explore Lincoln Park from a Polished Apartment

Midcentury Modern Lakeview 2 Bedroom Apartment

Cozy Bedroom in Wrigleyville (Entire Apt)

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt
Other great holiday rentals near Briar Street Theatre

Upscale Home in Lincoln Park Minutes from Downtown

Modern& Pet Friendly in Lincoln Park | Walk to all

Stylish Sleeps 6 1 Free Parking

Guest Favorite Newly Renovated 1BR Near Lakeview

East Lakeview townhome near lake

Gothic-meets-mid-century in Lakeview

Retro Designer Home | Walk to Wrigley, Bars & Lake

Sunny Treetop Oasis in Roscoe Village - 1BR/1BA
Destinations to explore
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- University of Chicago
- Humboldt Park
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Wilmot Mountain Ski Resort
- Beachwalk Vacation Rentals
- Garfield Park Conservatory





