Apartment vacation rentals in Bridgeport, Chicago
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Top-rated apartment rentals in Bridgeport, Chicago
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Bridgeport, Chicago apartment rentals
Weekly apartment rentals
Apartment in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Feb 10 – 17
Apartment in Chicago
4.85 out of 5 average rating, 273 reviewsHUGE|3br/2ba/Near DT/Free Parking/WI-FI/Pilsen
Nov 18 – 25
Apartment in Chicago
4.82 out of 5 average rating, 429 reviewsEclectic Artist Designed Sanctuary Heart of Pilsen
Sep 29 – Oct 6
Apartment in Chicago
4.85 out of 5 average rating, 234 reviewsTeeny Tiny Bohemian Lodge - Clean & Affordable
Oct 8 – 15
Apartment in Oak Park
4.89 out of 5 average rating, 334 reviewsCharming Chicago-Style, Vintage, Tv NFL PASS
Jan 6 – 13
Apartment in Oak Park
4.86 out of 5 average rating, 248 reviewsCosmopolitan Nest in Oak Park North Side
Oct 20 – 27
Apartment in Chicago
4.89 out of 5 average rating, 473 reviewsiKlektik House Chicago / Robin
Dec 8 – 15
Apartment in Oak Park
4.85 out of 5 average rating, 530 reviewsLong stays welcome@warm&cute vintage 2BR
Oct 20 – 27
Private apartment rentals
Apartment in Berwyn
4.87 out of 5 average rating, 386 reviewsBerwyn Musical Apartment
Nov 23 – 30
Apartment in Oak Park
4.91 out of 5 average rating, 104 reviewsLovely, spacious 2bd, 1bath home w/free parking
Sep 29 – Oct 6
Apartment in Forest Park
4.92 out of 5 average rating, 112 reviewsVillage Cottage - Forest Park Studio Pets 72142F
May 7 – 14
Apartment in Chicago
4.81 out of 5 average rating, 124 reviewsTranquil & Airy 1BR Apt in Lincoln Square
May 7 – 14
Apartment in Chicago
4.95 out of 5 average rating, 124 reviewsCozy 2 bdrm near McCormick Place & Wintrust Arena
Jul 3 – 10
Apartment in Chicago
4.94 out of 5 average rating, 265 reviewsCozy City Living-Near Downtown-Train-Food
Jul 24 – 31
Apartment in Chicago
4.97 out of 5 average rating, 236 reviewsStylish First Flr. Studio. Best Location Division+Hermitage.
Nov 18 – 25
Apartment in Chicago
4.97 out of 5 average rating, 118 reviewsDesigner Avondale Attic
Jul 8 – 15
Apartment rentals with a hot tub
Apartment in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Nov 29 – Dec 6
Apartment in Berwyn
4.91 out of 5 average rating, 203 reviews“Dream slice of urban homesteading.”
Sep 12 – 19
Apartment in Chicago
4.88 out of 5 average rating, 393 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Sep 11 – 18
Apartment in Chicago
4.9 out of 5 average rating, 30 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Mar 19 – 26
Apartment in Chicago
4.87 out of 5 average rating, 45 reviewsSpectacular Rooftop Getaway in Heart of City
Jun 29 – Jul 6
Apartment in Chicago
5.0 out of 5 average rating, 10 reviewsLake, City, & River View Condo
Jul 19 – 26
Apartment in Chicago
4.78 out of 5 average rating, 9 reviewsThe Areal Oasis
Sep 21 – 28
Apartment in Chicago
4.94 out of 5 average rating, 18 reviewsSpacious Beautiful Condo
Oct 20 – 27
Quick stats about apartment rentals in Bridgeport, Chicago
Total rentals
90 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
2.7K reviews
Nightly prices starting at
$20 before taxes and fees
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