House vacation rentals in Bridgeport, Chicago
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Top-rated house rentals in Bridgeport, Chicago
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Jan 16 – 23
Home in Chicago
4.86 out of 5 average rating, 37 reviewsLuxury Cabin in Lakeview
Jul 7 – 14
Home in Chicago
4.8 out of 5 average rating, 15 reviews2Bed+2Bath PentHouse in South Loop
Feb 11 – 18
Home in Skokie
Skokie town home
Aug 11 – 18
Weekly house rentals
Home in Bolingbrook
4.92 out of 5 average rating, 99 reviewsThe Sunshine Spot
Apr 15 – 22
Home in Chicago
4.93 out of 5 average rating, 71 reviewsModern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
Aug 15 – 22
Home in Chicago
5.0 out of 5 average rating, 49 reviewsCozy, Quiet, Riverwalk Sanctuary
Jan 5 – 12
Home in Chicago
4.96 out of 5 average rating, 23 reviewsCharming and Classic Brick Home in Bridgeport
Oct 16 – 23
Home in Berwyn
5.0 out of 5 average rating, 78 reviewsRetro Modern Bungalow | free parking | fire pit
Dec 1 – 8
Home in Chicago
4.97 out of 5 average rating, 38 reviewsSpacious Luxury Retreat 8 Bed Oasis with 6 Baths
Feb 11 – 18
Home in Chicago
4.91 out of 5 average rating, 88 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
Dec 5 – 12
Home in Chicago Ridge
4.91 out of 5 average rating, 53 reviewsQuiet cul-de-sac with huge fenced in backyard
Feb 11 – 18
Private house rentals
Home in Chicago
5.0 out of 5 average rating, 54 reviewsNEW! Lake & Skyline View on Kenwood Culdesac!
Oct 18 – 25
Home in Chicago
5.0 out of 5 average rating, 16 reviewsChicago Home by Midway near Downtown Attractions
Nov 15 – 22
Home in Calumet Park
4.92 out of 5 average rating, 24 reviewsMy quaint little escape
Oct 29 – Nov 5
Home in Chicago
4.78 out of 5 average rating, 41 reviewsCozy 1BR Apt, mins to DWTN/McCormick, in ChinaTwn
Jul 7 – 14
Home in Chicago
4.98 out of 5 average rating, 50 reviewsCity Cottage in Logan Square-Avondale
Oct 2 – 9
Home in Palos Hills
4.92 out of 5 average rating, 12 reviewsCozy lower level in Palos Hills
Oct 28 – Nov 4
Home in Chicago
4.98 out of 5 average rating, 56 reviews2BD/1 BA with summer patio in quiet Roscoe Village
Mar 31 – Apr 7
Home in Oak Park
4.96 out of 5 average rating, 74 reviewsClean, Cozy Duplex with Kitchen & Free Parking
Aug 25 – Sep 1
Quick stats about house rentals in Bridgeport, Chicago
Total rentals
60 properties
Wifi availability
60 properties include access to wifi
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.3K reviews
Nightly prices starting at
$20 before taxes and fees
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