Bridgeport Vacation Rentals

Compare 15 available properties from 10 providers
Bridgeport
Anytime
2 guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Distance to center
Max. 1 mi
Max. 2 mi
Max. 3 mi
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Recommended Vacation Rentals in Bridgeport

Find your perfect vacation rental in Bridgeport: from $33 per night

House Bridgeport 2
-19%
Jun 5 - Jun 12
House ∙ 2 guests ∙ 1 bedroom
Bridgeport, Fairfield County, Connecticut, United States
from $257 $316
Michael Knetzger
4.9
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House Bridgeport 2
House ∙ 2 guests ∙ 1 bedroom
Bridgeport, Fairfield County, Connecticut, United States
from $220
Michael Knetzger
5.0
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House Bridgeport 2
House ∙ 2 guests ∙ 1 bedroom
Bridgeport, Fairfield County, Connecticut, United States
from $356
Michael Knetzger
5.0
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Apartment Bridgeport 2
Apartment ∙ 2 guests ∙ 1 bedroom
Bridgeport, Fairfield County, Connecticut, United States
from $281
travelstaytion
5.0
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House Bridgeport 2
House ∙ 2 guests ∙ 1 bedroom
Bridgeport, Fairfield County, Connecticut, United States
from $388
travelopo
5.0
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House Bridgeport 2
House ∙ 2 guests ∙ 1 bedroom
Bridgeport, Fairfield County, Connecticut, United States
from $240
travelopo
5.0
View deal
Apartment Bridgeport 2
Apartment ∙ 2 guests ∙ 1 bedroom
Bridgeport, Fairfield County, Connecticut, United States
from $430
travelstaytion
5.0
View deal
Apartment Bridgeport 2
-19%
Jun 5 - Jun 12
Apartment ∙ 2 guests ∙ 1 bedroom
Bridgeport, Fairfield County, Connecticut, United States
from $327 $402
travelstaytion
4.9
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House Bridgeport 2
-19%
Jun 5 - Jun 12
House ∙ 2 guests ∙ 1 bedroom
Bridgeport, Fairfield County, Connecticut, United States
from $280 $344
travelopo
4.9
View deal
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Vacation rentals and apartments with air conditioning

Private room Aircondition Bridgeport
Aircondition
Private room ∙ 2 guests ∙ 1 bedroom
Bridgeport, Fairfield County, Connecticut, United States
from $115
Homestay.com
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Private room Aircondition Bridgeport
Aircondition
Private room ∙ 2 guests ∙ 1 bedroom
Bridgeport, Fairfield County, Connecticut, United States
from $115
Homestay.com
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Private room Aircondition Bridgeport
Aircondition
Private room ∙ 2 guests ∙ 1 bedroom
Bridgeport, Fairfield County, Connecticut, United States
from $173
Homestay.com
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Best vacation rentals with a balcony

House Balcony Bridgeport
-46%
Nov 28 - Dec 5
Balcony
House ∙ 8 guests ∙ 4 bedrooms
Bridgeport, Fairfield County, Connecticut, United States
from $1,000 $1,858
Vrbo
5.0
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House Balcony Bridgeport
Balcony
House ∙ 6 guests ∙ 4 bedrooms
Bridgeport, Fairfield County, Connecticut, United States
from $90
Vrbo
4.8
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House Balcony Bridgeport
-20%
Nov 13 - Nov 20
Balcony
House ∙ 6 guests ∙ 4 bedrooms
Bridgeport, Fairfield County, Connecticut, United States
from $900 $1,125
Vrbo
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Vacation Rentals With Fireplaces

House Fireplace Bridgeport
Fireplace
House ∙ 7 guests ∙ 4 bedrooms
Bridgeport, Fairfield County, Connecticut, United States
from $285
Vrbo
5.0
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House Fireplace Bridgeport
Fireplace
House ∙ 6 guests ∙ 3 bedrooms
Bridgeport, Fairfield County, Connecticut, United States
from $400
Vrbo
5.0
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House Fireplace Bridgeport
Fireplace
House ∙ 8 guests ∙ 4 bedrooms
Bridgeport, Fairfield County, Connecticut, United States
from $500
Vrbo
View deal
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Popular Rental Amenities in Bridgeport

  • No smoking (5)
  • Internet (4)
  • Parking (4)
  • Kitchen (4)
  • TV (2)
  • Air conditioning (2)
  • No pets (2)
  • Pet allowed (1)
  • Pool (1)
  • Washer (1)
  • Microwave (1)
  • Grill (1)

In Bridgeport, there are plenty of alternatives if you're looking for a vacation rental that welcomes pets. Also, pet-friendly accommodations in Bridgeport have an average price of $109 a night. There's no need to look only outside the city for a rental, as a few of the pet-friendly accommodations are very central (less than 2 miles from the city center).

Vacationing in Bridgeport, Connecticut

There are plenty of family-oriented activities, a variety of places to travel with kids, romantic destinations for couples, and large rentals for groups of friends or extended family.

Show all 15 properties
Where to find the best food in Bridgeport?

Dining in Bridgeport

Have a taste of some local cuisine at the Walrus + Carpenter. This independent joint is a family-owned gastropub that fills the air with a delicious smell of authentic American cuisine. Along with its carefully selected menu of local craft beers and wines, the restaurant offers a whole list of barbecue and comfort food items. Tuck into some pit-smoked pork shoulder, chicken and waffles, and fried oysters in a cozy, brick-walled establishment. Or try the bloody mary with a whole spare rib on top!

Ola Latin Kitchen is an upscale Latin American, Spanish, and Portuguese restaurant with plenty of local seafood on offer. There's a full patio for sunny days, and the inside is brightly colored and thoughtfully laid out, bringing the sun inside on colder days.

What are the best places to discover the arts and culture of Bridgeport?

Arts & Culture in Bridgeport

Learn about the history of one of the greatest showmen at The Barnum Museum. This establishment holds an extensive collection and exhibition dedicated to the life and works of P.T. Barnum, a famous entrepreneur and entertainer of the 19th century. There's also a bit of local history included. There are plenty of Instagram worthy spots, including replica billboards, a centaur skeleton, and Tom Thumb's miniatures. Located in downtown Bridgeport, this is the last surviving building attributed to this great American visionary. This historically preserved building sits among modern buildings and is a sight to see even from the outside.

To admire some art pieces on your day out in Bridgeport, head on over to the Housatonic Museum of Art. This facility is home to one of the premier college art collections in all of the United States of America. Visitors will have the chance to walk through the vast array of artworks that spanning history. Check the schedule in advance for special exhibitions and guided tours.

What are the best nightlife spots in Bridgeport?

Nightlife in Bridgeport

For a night filled with live music, head over to The Acoustic. Open for over 15 years, this venue hosts nightly performances ranging from bluegrass to hip hop. This place is the perfect evening hang out for visitors that want to enjoy some music while socializing with the local art crowd. Have a dance and have a drink.

For an alternative live entertainment option out on an evening out in Bridgeport, The Stress Factory is the place to go. This comedy club brings to its stage some of the nation's top headliners every week. Located in Downton Bridgeport, this comedy club also offers a menu full of cocktails, wines, coffee, and late-night snacks. Some shows may sell out, so check to see who's on deck and if you need to buy tickets in advance!

Where are the unique attractions in Bridgeport?

Afternoon activities in Bridgeport

Take an afternoon stroll around Seaside Park. This waterfront was one of P.T. Barnum's main projects while he was living in Bridgeport. The park is located on 325 acres of fields with a beach that stretches three miles on the coastline. Rent bikes and traverse the winding paths, or go for a relaxing and sunny day on the beach.

For a unique Bridgeport activity, check out the local spirit distillery, The Fifth State Distillery, formerly Asylum Distillery. This is known to be the first distillery in Fairfield county and Bridgeport in the past 96 years. The distillery is famous for its gin, vodka, and corn whiskey, which visitors may try once they have taken a tour of the facility. There are even gluten-free options!

We compare more than 1,300 providers, including:

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