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 Forest Park
5.0 out of 5 average rating, 223 reviewsLike a Treehouse!
Sep 27 – Oct 4
Apartment in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Mar 3 – 10
Apartment in Chicago
4.94 out of 5 average rating, 265 reviewsCozy City Living-Near Downtown-Train-Food!
Sep 9 – 16
Apartment in Forest Park
4.98 out of 5 average rating, 285 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Dec 4 – 11
Apartment in Lincoln Park
4.98 out of 5 average rating, 298 reviewsRedesigned Lower Level Studio in Historic Building
Oct 24 – 31
Apartment in Humboldt Park
4.98 out of 5 average rating, 108 reviewsHumboldt Park Loft
Sep 15 – 22
Apartment in Oak Park
4.86 out of 5 average rating, 248 reviewsCosmopolitan Nest in Oak Park North Side
Oct 26 – Nov 2
Apartment in Chicago
4.85 out of 5 average rating, 275 reviewsHUGE|3br/2ba/Near DT/Free Parking/WI-FI/Pilsen
Sep 23 – 30
Private apartment rentals
Apartment in Oak Park
4.88 out of 5 average rating, 128 reviewsA Little Slice of Heaven in Oak Park, IL
Dec 12 – 19
Apartment in Forest Park
4.93 out of 5 average rating, 586 reviewsPeaceful oasis in Forest Park
Sep 3 – 10
Apartment in Berwyn
4.87 out of 5 average rating, 387 reviewsBerwyn Musical Apartment
Dec 20 – 27
Apartment in Oak Park
4.89 out of 5 average rating, 336 reviewsCharming Chicago-Style, Vintage, Tv NFL PASS
Nov 24 – Dec 1
Apartment in Forest Park
4.92 out of 5 average rating, 112 reviewsVillage Cottage - Forest Park Studio Pets 72142F
May 9 – 16
Apartment in Chicago
4.82 out of 5 average rating, 272 reviews*Entire City Apartment 1 block to Train Park Free
Nov 4 – 11
Apartment in Avondale
4.97 out of 5 average rating, 119 reviewsDesigner Avondale Attic
Jul 8 – 15
Apartment in Chicago
4.9 out of 5 average rating, 154 reviewsSpacious unique artist's home in Pilsen
Oct 24 – 31
Apartment rentals with a hot tub
Apartment in Near South Side
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Feb 2 – 9
Apartment in Berwyn
4.91 out of 5 average rating, 204 reviews“Dream slice of urban homesteading.”
Oct 15 – 22
Apartment in Chicago
4.88 out of 5 average rating, 394 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Aug 28 – Sep 4
Apartment in Chicago
4.91 out of 5 average rating, 32 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apr 20 – 27
Apartment in Chicago
4.87 out of 5 average rating, 45 reviewsSpectacular Rooftop Getaway in Heart of City
Aug 25 – Sep 1
Apartment in The Loop
4.8 out of 5 average rating, 10 reviewsThe Areal Oasis
Oct 25 – Nov 1
Apartment in Chicago
4.86 out of 5 average rating, 21 reviewsSpacious Beautiful Condo
Oct 22 – 29
Apartment in Chicago
5.0 out of 5 average rating, 26 reviewsBelmont Pleasures - hot tub / arcade gaming room
Jan 7 – 14
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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