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Bridgeport Vacation Rentals

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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.

Save up to 48%

Best Vacation Home Deals in Bridgeport

Mar 25 - Apr 1

-48%

~~$540~~

$282 per night

House ∙ 14 guests ∙ 5 bedrooms

Lovely House in West End - West Side with Grill & Yard

3.7

"Good" (6 ratings)

Bridgeport, Fairfield County, Connecticut, United States

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Apr 1 - Apr 8

-19%

~~$372~~

$300 per night

House ∙ 7 guests ∙ 3 bedrooms

Rental Vacation Home in Black Rock

Bridgeport, Fairfield County, Connecticut, United States

Details

Evolve

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Dec 1 - Dec 8

-32%

~~$241~~

$165 per night

House ∙ 6 guests ∙ 2 bedrooms

Nice Vacation Home in Milford with Lush Garden

5.0

"Excellent" (8 ratings)

Bridgeport, Fairfield County, Connecticut, United States

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Find the perfect accommodation for as little as $32 per night by searching among the 66 properties listed in Bridgeport. HomeToGo immediately sorts all of these rentals so you can save up to 48%!

Book Vacation Rental Offers with the Highest User Rating

Top-Rated Rentals and Accommodations in Bridgeport

Mar 9 - Mar 16

$130 per night

Apartment ∙ 8 guests ∙ 2 bedrooms

Apartment in Downtown with Private Parking

4.7

"Outstanding" (7 ratings)

Bridgeport, Fairfield County, Connecticut, United States

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Mar 27 - Apr 3

-56%

~~$539~~

$239 per night

Cottage ∙ 7 guests ∙ 3 bedrooms

Cottage in Reservoir - Whiskey Hill with Yard

4.7

"Outstanding" (3 ratings)

Bridgeport, Fairfield County, Connecticut, United States

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Mar 31 - Apr 7

$618 per night

House ∙ 6 guests ∙ 4 bedrooms

Vacation Home in Black Rock with Yard & Grill + Water View

5.0

"Excellent" (2 ratings)

Bridgeport, Fairfield County, Connecticut, United States

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Recommended Vacation Rentals in Bridgeport

Find your perfect vacation rental in Bridgeport: from $32 per night

Jul 22 - Jul 29

-20%

~~$400~~

$323 per night

House ∙ 7 guests ∙ 3 bedrooms

Rental Vacation Home in Black Rock

Bridgeport, Fairfield County, Connecticut, United States

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May 13 - May 20

$149 per night

Apartment ∙ 5 guests ∙ 2 bedrooms

Rental Apartment in Brooklawn - St. Vincent with Grill

Bridgeport, Fairfield County, Connecticut, United States

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Dec 16 - Dec 23

$215 per night

House ∙ 8 guests ∙ 4 bedrooms

House in Downtown with Grill & Yard

4.8

"Excellent" (9 ratings)

Bridgeport, Fairfield County, Connecticut, United States

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Jun 24 - Jul 1

$499 per night

House ∙ 12 guests ∙ 4 bedrooms

House in Brooklawn - St. Vincent with Second-Story Balcony

4.7

"Outstanding" (6 ratings)

Bridgeport, Fairfield County, Connecticut, United States

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Mar 9 - Mar 16

$145 per night

Apartment ∙ 4 guests ∙ 2 bedrooms

Rental Apartment in Downtown with Yard

4.2

"Very good" (14 ratings)

Bridgeport, Fairfield County, Connecticut, United States

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Mar 9 - Mar 16

$103 per night

Apartment ∙ 4 guests ∙ 2 bedrooms

Lovely Apartment in Reservoir - Whiskey Hill with Yard

Bridgeport, Fairfield County, Connecticut, United States

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Mar 25 - Apr 1

-55%

~~$243~~

$108 per night

Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in North End with Grill & Yard

5.0

"Excellent" (1 rating)

Bridgeport, Fairfield County, Connecticut, United States

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Jul 15 - Jul 22

$174 per night

Condo ∙ 6 guests ∙ 3 bedrooms

Spacious Condo in South End

Bridgeport, Fairfield County, Connecticut, United States

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Jul 22 - Jul 29

$243 per night

House ∙ 6 guests ∙ 1 bedroom

Pleasant House in Black Rock with Yard

Bridgeport, Fairfield County, Connecticut, United States

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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Bridgeport

Jul 15 - Jul 22

$152 per night

Apartment ∙ 5 guests ∙ 2 bedrooms

Rental Apartment in West End - West Side with Free Parking

Bridgeport, Fairfield County, Connecticut, United States

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Mar 27 - Apr 3

-59%

~~$710~~

$293 per night

Villa ∙ 7 guests ∙ 3 bedrooms

Villa in North End with Yard & Grill + Waterfront View

4.8

"Excellent" (10 ratings)

Bridgeport, Fairfield County, Connecticut, United States

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Mar 27 - Apr 3

-35%

~~$540~~

$353 per night

House ∙ 14 guests ∙ 5 bedrooms

Lovely House in West End - West Side with Grill & Yard

3.7

"Good" (6 ratings)

Bridgeport, Fairfield County, Connecticut, United States

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Vacation Houses With Pools

Make a splash on your next vacation! Over 2% of in Bridgeport vacation rentals have a swimming pool.

Apr 6 - Apr 13

-29%

~~$1,838~~

$1,313 per night

House ∙ 12 guests ∙ 6 bedrooms

Vacation Home in Stratford with Grill, Yard & Pool

Bridgeport, Fairfield County, Connecticut, United States

Pool

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Jul 7 - Jul 14

$656 per night

House ∙ 8 guests ∙ 5 bedrooms

Beautiful House in Fairfield with Outdoor Pool

Bridgeport, Fairfield County, Connecticut, United States

Pool

Details

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Mar 27 - Apr 3

-37%

~~$1,136~~

$713 per night

House ∙ 8 guests ∙ 5 bedrooms

House in Weston with Yard, Grill & Pool

5.0

"Excellent" (2 ratings)

Bridgeport, Fairfield County, Connecticut, United States

Pool

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Dog-Friendly Vacation Rentals

Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Bridgeport!

Mar 9 - Mar 16

$130 per night

Apartment ∙ 8 guests ∙ 2 bedrooms

Apartment in Downtown with Private Parking

4.7

"Outstanding" (7 ratings)

Bridgeport, Fairfield County, Connecticut, United States

Pet-friendly

Details

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Jul 15 - Jul 22

$152 per night

Apartment ∙ 5 guests ∙ 2 bedrooms

Rental Apartment in West End - West Side with Free Parking

Bridgeport, Fairfield County, Connecticut, United States

Pet-friendly

Details

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Jun 10 - Jun 17

-16%

~~$182~~

$153 per night

Apartment ∙ 4 guests ∙ 3 bedrooms

Rental Apartment in Brooklawn - St. Vincent

Bridgeport, Fairfield County, Connecticut, United States

Pet-friendly

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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.

Mar 25 - Apr 1

-59%

~~$710~~

$288 per night

Villa ∙ 7 guests ∙ 3 bedrooms

Villa in North End with Yard & Grill + Waterfront View

4.8

"Excellent" (10 ratings)

Bridgeport, Fairfield County, Connecticut, United States

Balcony/Patio

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Vrbo

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Mar 9 - Mar 16

$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

Vrbo

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Mar 31 - Apr 7

$618 per night

House ∙ 6 guests ∙ 4 bedrooms

Vacation Home in Black Rock with Yard & Grill + Water View

5.0

"Excellent" (2 ratings)

Bridgeport, Fairfield County, Connecticut, United States

Balcony/Patio

Details

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Popular Rental Amenities in Bridgeport

Kitchen (54)
Internet (53)
TV (46)
No smoking (44)
Microwave (39)
Air conditioning (35)
Yard (34)
No pets (34)
Washer (27)
Dishwasher (27)
Grill (20)
Pet allowed (14)

More than a quarter 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 $308. If you prefer to stay central, More than a quarter of the pet-friendly properties are less than 2 miles away from the city center.

7-Day Weather Forecast in Bridgeport

Sat, 25 Mar

42°

39°

Sun, 26 Mar

55°

42°

Mon, 27 Mar

44°

41°

Tue, 28 Mar

50°

37°

Wed, 29 Mar

51°

37°

Thu, 30 Mar

51°

42°

Fri, 31 Mar

60°

50°

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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	66 properties
💳 Possible discounts	up to 48%
🌙 Nightly prices starting at	$32
⭐ Popular amenities	Kitchen, Internet and TV
🐾 Pet friendly accommodations	14 properties

Frequently Asked Questions

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

The average accommodation in Bridgeport is priced at $32 per night. If you would like to stay in a house rental, the average price is $488 per night. A apartment rental Bridgeport will cost on average $248 per night.

How many vacation rentals are available for booking in Bridgeport?

There are 66 vacation rentals from 6 providers in Bridgeport.

What amenities are most popular for vacation homes in Bridgeport?

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

Are dogs allowed in vacation rentals in Bridgeport?

Finding a rental in Bridgeport that allows dogs is easy, with 14 pet-friendly available.

We list offers from thousands of providers, including:

Bridgeport Vacation Rentals

Choose the perfect vacation rental

Vacationing in Bridgeport, Connecticut

Best Vacation Home Deals in Bridgeport

Top-Rated Rentals and Accommodations in Bridgeport

Recommended Vacation Rentals in Bridgeport

Budget-friendly Vacation Rentals in Bridgeport

Vacation Houses With Pools

Dog-Friendly Vacation Rentals

Apartments With Balconies or Patios

Popular Rental Amenities in Bridgeport

7-Day Weather Forecast in Bridgeport

Dining in Bridgeport

Arts & Culture in Bridgeport

Nightlife in Bridgeport

Afternoon activities in Bridgeport

Information about vacation rentals in Bridgeport

Frequently Asked Questions

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

How many vacation rentals are available for booking in Bridgeport?

What amenities are most popular for vacation homes in Bridgeport?

Are dogs allowed in vacation rentals in Bridgeport?

Vacation Destinations Near Bridgeport

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