Vacation rentals in Bridgeport, Chicago

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Popular amenities for Bridgeport, Chicago vacation rentals

Stay near Bridgeport, Chicago's top sights

National Museum of Mexican Art222 locals recommend
Guaranteed Rate Field120 locals recommend
Chinatown217 locals recommend
Walgreens183 locals recommend
Cermak Fresh Market170 locals recommend
Dusek's Board & Beer155 locals recommend

Other great vacation rentals in Bridgeport, Chicago

Superhost
Home in West Lawn
4.92 out of 5 average rating, 39 reviews

Family Friendly Duplex/9 min from MDW/Free Parking

JoannaRating, 5 stars2 weeks ago
Came for c2e2 with my friends and it was perfect for all of us! Would recommend 💗💗
Guest favorite
The open living area is highlighted by a neutral color palette and modern furnishings. A coffee table sits in the center, and a flat-screen TV is mounted on the wall. Natural light is filtered through large windows, enhancing the spacious feel of the room.
Home in Elmhurst
4.87 out of 5 average rating, 23 reviews

Enamored in Elmhurst

EmilyRating, 5 stars3 days ago
We had a great stay. The house was perfect for our group - 4 adults and 1 baby. Very clean, with great facilities. The wireless chargers were so helpful as we were international visitors. Also, the provision of tooth brushes, mouthwash and razors in the bathroom was a great bonus. Plenty of towels, comfortable beds and lovely location near the Prairie path made it a wonderful stay.
Guest favorite
A panoramic view of the Chicago skyline is presented, featuring iconic buildings illuminated against a dramatic night sky. The Willis Tower stands tall, with its lights creating a vibrant display amidst the clouds. The landscape showcases a blend of urban architecture bathed in colorful hues.
Apartment in West Town
4.85 out of 5 average rating, 130 reviews

Condo with private terrace, free WIFI and parking

OlesyaRating, 5 stars3 weeks ago
The place looked much better than on the pictures! It has rooftop patio, spacious, clean, with a unique interior design (vintage). It had plenty of towels, dishes, comforters, so we will definitely come back there when we are in Chicago.
Guest favorite
A modern kitchen features sleek white cabinetry and stainless steel appliances. A large granite island provides additional workspace and seating. Natural light from the windows brightens the space, while a dining area with wooden chairs is visible in the foreground.
Apartment in Albany Park
4.86 out of 5 average rating, 42 reviews

Elegant 4Bedroom with Free Parking in Albany Park

MatthewRating, 5 stars2 months ago
Wonderful stay as always, thank you so much!
Superhost
A modern dining area is highlighted by a wooden table surrounded by four chairs. The open-concept layout connects to a stylish kitchen featuring dark cabinetry and stainless steel appliances. Natural light fills the space, reflecting off the hard surface flooring and a cozy living room in the background.
Apartment in Jefferson Park
4.63 out of 5 average rating, 24 reviews

City Gem: Stylish 3BR for Urban Explorers

AnnikaRating, 5 stars1 month ago
Peaceful, felt like home, very spacious and comfortable
Superhost
The exterior of a three-story Art Deco building is showcased, featuring a light-colored brick facade and large, symmetrical windows. A wrought iron fence surrounds the property, with well-maintained greenery enhancing the entrance. The sky above offers a clear blue backdrop.
Condo in East Rogers Park
4.79 out of 5 average rating, 29 reviews

Spacious condo with open floor plan and fireplace

TatianaRating, 5 stars4 months ago
This place was spacious and perfect for our family (two kids and a baby), with plenty of room for everyone to spread out. The hosts were fantastic! They encountered an issue with the fridge not working just before our arrival but handled it professionally, providing excellent support until it was fixed. We really appreciated their responsiveness and care. We highly recommend this space for families and large groups. One small suggestion: if you’re a light sleeper or have kids, consider bringing a noise machine, as some sound from the upstairs neighbors can be heard. However, this wasn’t a problem for us and is to be expected when staying in a condo.
Superhost
A green, two-story house is framed by large trees in a quiet neighborhood. The front features a central door with a decorative window and light-colored trim. Leaves cover the ground, indicating the autumn season. The pathway leading to the entrance is bordered by grass.
Home in Cicero
4.79 out of 5 average rating, 179 reviews

Spacious whole apt near shopping and city

AnthonyRating, 5 stars1 week ago
spot very spot on for the price , neighborhood and parking was nice and everything was calm and clean. recommend very much and definitely will come again
Top guest favorite
A modern kitchen area features a white bar counter with four dark wooden stools. Minimalistic tableware is arranged on woven placemats. Large windows allow natural light to fill the space, showcasing a glimpse of the outdoors through the decorative glass door.
Home in Lombard
5 out of 5 average rating, 25 reviews

Spacious Home in Chicago Suburbs

JenniferRating, 5 stars2 weeks ago
It was great! The house was lovely and looked newly renovated. It was much roomier than I expected. The beds were very comfortable.

Quick stats about vacation rentals in Bridgeport, Chicago

  • Total rentals

    180 properties

  • Nightly prices starting at

    ﺩ.ﺇ73 before taxes and fees

  • Total number of reviews

    7.2K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. Bridgeport