
Apartment holiday rentals in Bridgeport
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Bridgeport
Guests agree: these apartments are highly rated for location, cleanliness and more.

Prime Bridgeport â McGuane Park
Located by Halsted Orange Line in Bridgeport, our Airbnb has is CENTERED around all the action in the neighborhood; surrounded by Grocery Stores, Fast Food, Drug Stores, Restaurants, and Iconic Parks. With a short commute to the Loop, UIC, Chinatown, we are especially sustainable for longer-term tenants! Enjoy the luxury of firm memory-foam mattresses and pillows and High-speed Internet, Central Heat and A/C and unlimited complimentary coffee for an amazing stay! 1 Queen Bed 1 Full Bed

Unmatched Urban Retreat Close to 18th Strip & Loop
This stylish Airbnb in the very popular Pilsen neighborhood is perfect for small and large travel groups. There are 2 bedrooms with queen size beds, and the couch folds out for an additional sleeping area. The 2 full bathrooms will have everything you need to get ready to hit the town. The tall ceilings make this space for larger than life, and the unique dĂŠcor gives this Airbnb a great urban feel. The fully equipped kitchen and updated appliances are perfect for those quiet nights in.

WF Home Sweet Home
Located in the center of the Bridgeport area, This AirBnB is clean, tidy, cozy and comfortable. It's the first choice for visitors. Two minutes walk to 8 and 31 bus stop, 15 minutes drive to downtown, McComick Place, and it close to Chinatown and White Sox Field. In addition, you can enjoy a variety of cuisines in a few minutes' walk, including Chinese, Japanese, Korean, Mexican restaurant, Starbucks,McDonald's, Dunkin Donuts, CVS. Warmly welcome friends from all over the world

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!

Comfortable and Cozy Apartment
Enjoy this simple and cozy apartment! Located just a few blocks from stores like Walgreens, Aldi, Target, Laundromat and various restaurants. Its conveniently located just a 10 minute walk from the orange line cta train station. DisfrutĂĄ de la sencillez de este alojamiento tranquilo y cĂŠntrico. Ubicada a dos minutos de tiendas como target, Walgreens, Aldi, LavanderĂa y restaurantes . Estamos a 10 minutos del aeropuerto midway y 15 minutos del centro de Chicago.

Blue Brick Apartment in Bridgeport - Park for Free
⢠Free street parking ⢠Trains to Downtown!! ⢠Fully stocked kitchen ⢠Walk to dining & bars! ⢠Free parking pad in rear ⢠Noise monitoring equipment ⢠Walk score 93! Bike Score 92! ⢠600 sq ft apartment | 2nd floor | Patio ⢠Safe, working class neighborhood! ⢠Commute to Downtown: 15min (drive) ⢠28min (transit/train) | 22min(bike) ⢠Building video surveillance alarm system ⢠Washer | Dryer | Dishwasher are included ⢠Rideshare (Uber/Lyft) | Bikeshares(Divvy)

Little Italy/UIC 3 bdrm, 2.5 bath Condo
Revel in your Chicago stay at this comfortable 3 bedroom, 2400 square foot duplex. This clean, spacious and cozy home sleeps up to 11 people. Enjoy two common living spaces and a fully equip kitchen, excellent for whipping up your favorite meals. This unit is a perfect space for multiple couples, a big friend trip or a family stay. You know they say it's all about location and this space gives you easy access to many of Chicago's most favorite attractions.

Spectacular Pilsen Studio for 2!
This chic studio in the heart of Pilsen is the perfect space to kick back and relax during your visit to the Windy City! The vibrant neighborhood always has something to offer to any type of traveler, and it's a quick trip to see most of the iconic Chicago sights. Easily walk to historic Thalia Hall, or drive to the Loop in just 5 minutes! You'll love the thoughtful touches and modern decor in the apartment, as well as the bright and welcoming main space.

Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
Kick back & relax in your home away from home in our artistic & peaceful space in the heart of the Bridgeport neighborhood. Featuring incredible natural light, modern amenities & beautiful decor, the house is impeccably clean and designed to ensure you have the best travel experience possible. Located on popular Morgan Street, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.

Bridgeport Place -free parking, McCormick-Sox Park
Experience the charm of the Bridgeport neighborhood in this cozy 1 bedroom private apartment located on a peaceful tree-lined street. The apartment accommodates up to 4 guests with a sofa sleeper. Enjoy free street parking in an un-zoned area, as well as easy access to public train and bus stops nearby. Explore popular nearby attractions such as downtown, Chinatown, Sox Park, and McCormick Place and many other local neighborhood gems.

Charming loft style suite
Original loft style 2nd floor apartment with private entrance. Thoughtfully furnished two bedrooms with a queen bed in each room. Plus a build in king size tatami in family room. A eat-in kitchen is convenient for basic warm up/cooking. There is a mini fridge, coffee maker and microwave. 10-20 Minutes drive to Loop, Museum Campus, Mc Cormick Place, Illinois Medical District, Soldier Field, White Sox& United Center.

Bridgeport Garden Apartment
Enjoy a peaceful stay at this colorful, creative, artsy and relaxing garden unit apartment in the heart of Bridgeport. Located a few blocks away from Bridgeport's best bars and restaurants. This unit is good for couples, solo adventurers, business travelers and families (with kids). Street parking is free, and Iâm readily available via phone or in person (I live a few minutes away).
Popular amenities for Bridgeport apartment rentals
Weekly apartment rentals

Comfy Chinatown Townhome and 2 garage spots!

Sunny Penthouse - Oakwood Beach

Bright & Spacious Boho Oasis: A Warm Retreat

Cozy Bridgeport Apartment

New Condo In Chicago Town

Modern unit in Bridgeport-Chicago

Apartment in Chicago. Just 15 mins from downtown

Morgan 2 - Chic & Modern Condo 4 BR/2 BA
Private apartment rentals

Style, comfort, and convenience

LIVN West Loop Chicago 2 Bedroom

Grand Cozy Duplex: Chicago Haven

Lake Meadows Chic 1BR Getaway

Cozy Condo in Chicago Chinatown

La Casita Norte

Cozy Library

Blakeâs Place
Apartment rentals with a hot tub

Top Floor Views + Central Comfort

Level Junior Two Bedroom Suite | Fulton Market

Super Paradise+65 Amenities*Downtown 15 Min

Skyline Oasis: City & Lake Views

Modern 4BR West Town Duplex | Best for LongStays

Belmont Pleasures - hot tub / arcade gaming room

420 friendly apt with 2 queens,1 full,1 twin bed

Parkside Panorama (Indoor Pool ⢠Fitness Center)
When is the best time to visit Bridgeport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $108 SGD | $127 SGD | $155 SGD | $133 SGD | $145 SGD | $150 SGD | $158 SGD | $147 SGD | $131 SGD | $131 SGD | $122 SGD | $119 SGD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about flat rentals in Bridgeport

Total holiday rentals
Explore 70 holiday rentals in Bridgeport

Nightly prices starting at
Bridgeport holiday rentals start at $26Â SGD per night before taxes and fees

Verified guest reviews
Over 3,730 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Bridgeport holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bridgeport rentals

4.8 Average rating
Bridgeport stays are highly rated by guests â averaging 4.8 out of 5!
Destinations to explore
- Rentals with a washing machine and dryer Bridgeport
- Pet-friendly rentals Bridgeport
- House rentals Bridgeport
- Family-friendly rentals Bridgeport
- Rentals with outdoor seating Bridgeport
- Rentals with a patio Bridgeport
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Oak Street Beach
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
- Indiana Dunes State Park





