Bridgeport holiday rentals

We found 50 holiday rentals — enter your dates for availability
Discover a selection of 13 apartments and other holiday rentals in Bridgeport that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you expect for your stay, which might include a garden and hot tub. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Bridgeport

Showing deals for:6 Nov - 13 Nov

Point of interest
Living area
Miscellaneous
Private kitchen
Exceptional
(12 reviews)

1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

Chicago

11% off
AU$4,922
for 7 nights, 1 home
AU$703 per night
includes taxes & fees
1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
Private kitchen
Spacious Living Room with Roku TV, sofa bed, smart thermostat, etc
7 minutes drive to downtown and Millenium Park
Bedroom #1 w 2 full size beds plus a desk
Wonderful
(20 reviews)

1 #12 - 2 Bedroom / 1 Bath Condo near McCormick Place, Wintrust Arena, Chinatown

Chicago

7% off
AU$2,724
for 7 nights, 1 apartment
AU$389 per night
includes taxes & fees
1 #12 - 2 Bedroom / 1 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
Upscale kitchen with an equally spacious dining room
5 minutes drive to McCormick Place (0.9 miles)
Enjoy your stay in the well appointed living room with a 55" Roku Smart TV
Bedroom #1 with 2 double beds and an in-suite bathroom
Wonderful
(7 reviews)

23rd St - Modern 2 Bedroom with Parking - near McCormick Place, Chinatown

Chicago

7% off
AU$3,375
for 7 nights, 1 apartment
AU$482 per night
includes taxes & fees
23rd St - Modern 2 Bedroom with Parking - near McCormick Place, Chinatown
Room
Living area
Private kitchen
Dining
Wonderful
(8 reviews)

Great Location. 5min to McCormick place. Downtown. Chinatown

Chicago

7% off
AU$2,978
for 7 nights, 1 apartment
AU$425 per night
includes taxes & fees
Great Location. 5min to McCormick place. Downtown. Chinatown
Interior
Living area
Bedroom #4 with a double and single bed
Close to the beautiful Ping Tom Park and a short water taxi ride to downtown
Exceptional
(18 reviews)

1 #33 - 4 Bedroom / 2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown

Chicago

7% off
AU$5,069
for 7 nights, 1 apartment
AU$724 per night
includes taxes & fees
1 #33 - 4 Bedroom / 2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
Interior
Exterior
Living area
Private kitchen
Wonderful
(12 reviews)

1 #31 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

Chicago

7% off
AU$4,939
for 7 nights, 1 apartment
AU$706 per night
includes taxes & fees
1 #31 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Bridgeport?
The most popular types of holiday homes in Bridgeport are apartments. Ready for more choices? Stayz has a variety of options to match our guests' unique requirements, so you'll see properties in lots of sizes and shapes. The ideal fit is ready and waiting for you — grab yours today.
How much does it cost to rent a holiday home in Bridgeport?
Several things can affect what you'll pay for a holiday home in Bridgeport, including the type of property, season and length of stay. But, all of our holiday homes have one thing in common — amazing value. Just add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Bridgeport?
When you travel and the size and style of the property will influence the cost of your beachside escape. Type in your Bridgeport travel dates to view your available options on Stayz. Can't live without a private pool? Use the filters to select the amenities and features you want.
Are there pet-friendly holiday homes in Bridgeport?
There certainly are. Take your pick of four stays that welcome pets in Bridgeport on Stayz. Our furry friends also need a break, so simply use our search function for pet-friendly holiday homes to book a property where Rover can join in the fun.
What are popular home amenities in Bridgeport?
Some of the most popular home amenities people are searching for in Bridgeport include a garden, a playground and free WiFi. Whether you're hitting the road with pals, family or even pets, Stayz holiday properties include the best amenities for making new memories with your loved ones.
Are there large group holiday homes in Bridgeport?
Take your pick of two Stayz holiday homes in Bridgeport that can sleep five or more guests. You'll enjoy all the privacy and room you need to chill out with your loved ones — and nobody else.
Are there holiday homes in Bridgeport that welcome kids?
With four family-friendly holiday homes to pick from in Bridgeport, now is a superb time to introduce the kids to the magic of travel. Click on our "Properties good for families" filter to view stays packed with amenities perfect for travelling families, such as extra bedrooms, backyards, entertainment areas and hot tubs.
What are the top attractions for families in Bridgeport?
Keeping the kids occupied during your Bridgeport holiday is a breeze with these exciting family-friendly attractions:
  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium
Are there holiday homes with WiFi in Bridgeport?
Bridgeport has four holiday homes with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movie blockbusters to sending emails, these Stayz homes make it a cinch to go online.
How can I find holiday homes with air conditioning in Bridgeport?
Decide on your travel dates and then make use of the filters to search for holiday homes with air conditioning in Bridgeport on Stayz. With two air-conditioned properties on offer here, you can look forward to a comfy and cool stay.
How old do you have to be to rent a holiday home in Bridgeport?
We recommend you check with the Bridgeport holiday home you want on Stayz as the minimum age differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in Bridgeport for?
How long you can book a holiday home in Bridgeport is down to the property. Just enter your selected dates to view a list of options offering extended stays. With a range of amenities such as kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get somewhere just right to call your home away from home in Bridgeport.

More holiday ideas