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Bridgeport Vacation Rentals

Find 40 available offers from 6 partners
Bridgeport
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Guests

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Price per night
Up to $100
$100 - $199
From $200
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
3.5+

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.

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Best Vacation Home Deals in Bridgeport

Save up to 51%

House Bridgeport
Oct 28 - Nov 4
-51%
$606
$296 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Black Rock with Grill & Yard
5.0
Outstanding (1 rating)
Bridgeport, Fairfield County, Connecticut, United States
Details
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Apartment Bridgeport
Jun 29 - Jul 6
-32%
$178
$122 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Rental Apartment in North End with Grill & Yard
5.0
Outstanding (2 ratings)
Bridgeport, Fairfield County, Connecticut, United States
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Apartment Bridgeport
Oct 12 - Oct 19
-36%
$237
$152 per night
Apartment ∙ 5 guests ∙ 3 bedrooms
Rental Apartment in Brooklawn - St. Vincent with Grill
4.7
Excellent (7 ratings)
Bridgeport, Fairfield County, Connecticut, United States
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Find the perfect accommodation for as little as $43 per night by searching among the 40 properties listed in Bridgeport. HomeToGo immediately sorts all of these rentals so you can save up to 53%!

Top-Rated Rentals and Accommodations in Bridgeport

Book Vacation Rental Offers with the Highest User Rating

House Bridgeport
Jan 6 - Jan 13
-16%
$257
$216 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Downtown with Grill & Yard
4.9
Outstanding (16 ratings)
Bridgeport, Fairfield County, Connecticut, United States
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Apartment Bridgeport
Dec 9 - Dec 16
$153 per night
Apartment ∙ 4 guests ∙ 3 bedrooms
Rental Apartment in Brooklawn - St. Vincent with Yard
5.0
Outstanding (2 ratings)
Bridgeport, Fairfield County, Connecticut, United States
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House Bridgeport
Dec 9 - Dec 16
$215 per night
House ∙ 8 guests ∙ 4 bedrooms
House in North End with Yard & Grill
5.0
Outstanding (1 rating)
Bridgeport, Fairfield County, Connecticut, United States
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Recommended Vacation Rentals in Bridgeport

Find your perfect vacation rental in Bridgeport: from $43 per night

House Bridgeport
Nov 11 - Nov 18
$125 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Boston Ave - Mill Hill with Spacious Parking
Bridgeport, Fairfield County, Connecticut, United States
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Apartment Bridgeport
Nov 4 - Nov 11
$147 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Child Friendly Charming Apartment in North End with Grill
Bridgeport, Fairfield County, Connecticut, United States
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Apartment Bridgeport
Jan 6 - Jan 13
$145 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Downtown with Yard
4.1
Very good (15 ratings)
Bridgeport, Fairfield County, Connecticut, United States
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House Bridgeport
Oct 28 - Nov 4
-17%
$390
$325 per night
House ∙ 7 guests ∙ 3 bedrooms
Rental Vacation Home in Black Rock
3.6
Good (5 ratings)
Bridgeport, Fairfield County, Connecticut, United States
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House Bridgeport
Oct 12 - Oct 19
-27%
$301
$220 per night
House ∙ 8 guests ∙ 4 bedrooms
Lovely House in East End
Bridgeport, Fairfield County, Connecticut, United States
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House Bridgeport
Nov 11 - Nov 18
-19%
$346
$282 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Brooklawn - St. Vincent with Yard
Bridgeport, Fairfield County, Connecticut, United States
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House Bridgeport
Oct 28 - Nov 4
$499 per night
House ∙ 12 guests ∙ 4 bedrooms
House in Brooklawn - St. Vincent with Second-Story Balcony
4.7
Excellent (6 ratings)
Bridgeport, Fairfield County, Connecticut, United States
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House Bridgeport
Oct 28 - Nov 4
-17%
$363
$300 per night
House ∙ 7 guests ∙ 3 bedrooms
Rental Vacation Home in Black Rock
Bridgeport, Fairfield County, Connecticut, United States
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Cottage Bridgeport
Jan 6 - Jan 13
-48%
$516
$270 per night
Cottage ∙ 7 guests ∙ 3 bedrooms
Cottage in Reservoir - Whiskey Hill with Yard
4.8
Outstanding (10 ratings)
Bridgeport, Fairfield County, Connecticut, United States
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Budget-friendly Vacation Rentals in Bridgeport

Find Fantastic yet Inexpensive Offers

Apartment Bridgeport
Sep 21 - Sep 28
$130 per night
Apartment ∙ 8 guests ∙ 2 bedrooms
Apartment in Downtown with Private Parking
4.8
Outstanding (9 ratings)
Bridgeport, Fairfield County, Connecticut, United States
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Apartment Bridgeport
Jan 6 - Jan 13
$123 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Modern Apartment in South End
Bridgeport, Fairfield County, Connecticut, United States
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House Bridgeport
Dec 23 - Dec 30
$145 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Brooklawn - St. Vincent
4.4
Very good (12 ratings)
Bridgeport, Fairfield County, Connecticut, United States
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Vacation Houses With Pools

Make a splash on your next vacation! Over 0% of in Bridgeport vacation rentals have a swimming pool.

House Bridgeport
Mar 30 - Apr 6
-25%
$1,080
$811 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Westport with Pool, Yard & Grill
Bridgeport, Fairfield County, Connecticut, United States
Pool
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House Bridgeport
Jan 19 - Jan 26
-35%
$1,001
$651 per night
House ∙ 10 guests ∙ 5 bedrooms
Large House in Milford with Large Pool
5.0
Outstanding (5 ratings)
Bridgeport, Fairfield County, Connecticut, United States
Pool
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Cottage Bridgeport
Jan 6 - Jan 13
$298 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Cottage in Fairfield with Pool, Yard & Grill
5.0
Outstanding (2 ratings)
Bridgeport, Fairfield County, Connecticut, United States
Pool
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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Bridgeport with their own private patios and balconies.

House Bridgeport
Jun 22 - Jun 29
$850 per night
House ∙ 8 guests ∙ 4 bedrooms
Nice Vacation Home in Milford with Grill + Panoramic Views
4.8
Outstanding (28 ratings)
Bridgeport, Fairfield County, Connecticut, United States
Balcony
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House Bridgeport
Oct 12 - Oct 19
-52%
$1,170
$566 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Milford with Grill + Spectacular Views
5.0
Outstanding (48 ratings)
Bridgeport, Fairfield County, Connecticut, United States
Balcony
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House Bridgeport
Nov 11 - Nov 18
-67%
$579
$192 per night
House ∙ 4 guests ∙ 2 bedrooms
Entire Vacation Home in Milford with Free Parking
5.0
Outstanding (6 ratings)
Bridgeport, Fairfield County, Connecticut, United States
Balcony
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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Bridgeport with their own private patios and balconies.

House Bridgeport
Oct 20 - Oct 27
$618 per night
House ∙ 6 guests ∙ 4 bedrooms
Vacation Home in Black Rock with Yard & Grill + Water View
5.0
Outstanding (2 ratings)
Bridgeport, Fairfield County, Connecticut, United States
Balcony/Patio
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House Bridgeport
Jan 6 - Jan 13
$180 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Reservoir - Whiskey Hill with Yard
Bridgeport, Fairfield County, Connecticut, United States
Balcony/Patio
Details
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House Bridgeport
Jan 6 - Jan 13
$251 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Black Rock with Grill
Bridgeport, Fairfield County, Connecticut, United States
Balcony/Patio
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Popular Rental Amenities in Bridgeport

  • Pet-friendly (7)
  • WiFi (38)
  • TV (33)
  • Air conditioning (32)
  • Balcony/patio (1)
  • Kitchen (39)
  • Washing machine (18)
  • Yard (21)
  • Smoking allowed (2)
  • Microwave (28)
  • Grill (12)
  • Dishwasher (21)

A few of the properties in Bridgeport are pet-friendly, which makes it a convenient vacation destination for pet owners. Most pet-friendly options in Bridgeport are apartment rental. Moreover, the average price is $332. If you prefer to stay central, A few of the pet-friendly properties are less than 2 miles away from the city center.

7-Day Weather Forecast in Bridgeport

Thu, 28 Sep
57°
51°

15%

0 h

12 mi/h

Fri, 29 Sep
68°
53°

10%

3 h

5 mi/h

Sat, 30 Sep
68°
59°

15%

2 h

3 mi/h

Sun, 1 Oct
59°
57°

15%

0 h

10 mi/h

Mon, 2 Oct
68°
55°

10%

11 h

11 mi/h

Tue, 3 Oct
57°
55°

15%

0 h

16 mi/h

Wed, 4 Oct
60°
59°

15%

0 h

19 mi/h

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!

Information about vacation rentals in Bridgeport

🏡 Vacation rentals available 40 homes
💳 Possible discounts up to 53%
🌙 Nightly prices starting at $43
⭐ Popular amenities Pets allowed, Internet and TV
🐾 Pet friendly homes 7 homes

Frequently Asked Questions

What is the typical price per night for a vacation home in Bridgeport?

The price of a night's stay in Bridgeport starts at $43. If you are looking for a house rental, the nightly price is $460 on average. A apartment rental Bridgeport will cost on average $234 per night.

How many vacation homes are available for booking in Bridgeport?

There are currently 40 vacation rentals in Bridgeport to choose from and book for your trip.

What amenities are most popular for vacation rentals in Bridgeport?

If you're looking to book a vacation rental in Bridgeport, the most popular amenities are: Pets allowed, Internet and TV.

Are dogs allowed in vacation homes in Bridgeport?

Yes, there are 7 vacation homes in Bridgeport that allow dogs and the average nightly rate is $332.

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