Bridgeport vacation rentals

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Best Bridgeport vacation rentals

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$46 - $196$196 - $345$345 - $495$495 - $644$644+ per night

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Most recommended vacation rentals in Bridgeport

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The Blue Sapphire 2BR 2 King beds & ample backyard - Bridgeport - Bedroom
The Blue Sapphire 2BR 2 King beds & ample backyard
Bridgeport, CT
9.0Wonderful(4)
Apartment
Parking
Free Wi-Fi
$282+
Check availability
Centric property close to all the great things in the city - Bridgeport - Living room
Centric property close to all the great things in the city
Bridgeport, CT
7.2Good(10)
House
$297+
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Luxury Designer 2 bedroom+office/3bed vacation home. - Bridgeport - Dining room
Luxury Designer 2 bedroom+office/3bed vacation home.
Bridgeport, CT
9.1Wonderful(17)
Apartment
Free Wi-Fi
$482+
Check availability
Modern Apartment in Black Rock- - Bridgeport - Living room
Modern Apartment in Black Rock-
Bridgeport, CT
9.3Wonderful(3)
Apartment
Free Wi-Fi
Pet friendly
$183+
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The B&W Haven 3BR private office by LI Ferry - Bridgeport - Living room
The B&W Haven 3BR private office by LI Ferry
Bridgeport, CT
8.7Very good(2)
Apartment
Parking
Free Wi-Fi
$340+
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2 Bed Apt in BlackRock by beach - Bridgeport - Living room
2 Bed Apt in BlackRock by beach
Bridgeport, CT
10Wonderful(1)
Apartment
Parking
Free Wi-Fi
Pet friendly
$301+
Check availability
59 Rennell St, Bridgeport · Lovely 1 bedroom cozy modern apartment w/75” 4K TV - Bridgeport - Living room
59 Rennell St, Bridgeport · Lovely 1 bedroom cozy modern apartment w/75” 4K TV
Bridgeport, CT
10Wonderful(4)
Apartment
$223+
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Zen, Spacious & Comfy 2 bed, Lux beds - Bridgeport - Kitchen
Zen, Spacious & Comfy 2 bed, Lux beds
Bridgeport, CT
Apartment
$324+
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Stay at Black Rock Harbor - Bridgeport - Building
Stay at Black Rock Harbor
Bridgeport, CT
9.6Wonderful(20)
House
Parking
Free Wi-Fi
$499+
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Beechmont-Charming Colonial for Events and Getaways! - Bridgeport - Building
Beechmont-Charming Colonial for Events and Getaways!
Bridgeport, CT
9.0Wonderful(1)
House
Parking
Free Wi-Fi
Pet friendly
$1,189+
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Upscale 4BR Retreat at the Reservoir! - Bridgeport - Dining room
Upscale 4BR Retreat at the Reservoir!
Bridgeport, CT
9.7Wonderful(4)
House
$835+
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Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min - Bridgeport - Kitchen
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Bridgeport, CT
Apartment
Free Wi-Fi
$164+
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Modern 3 Bed House in Black Rock - Bridgeport - Patio
Modern 3 Bed House in Black Rock
Bridgeport, CT
10Wonderful(1)
House
Free Wi-Fi
Pet friendly
$270+
Check availability
Modern 3-Bdrm Apt in Black Rock - Bridgeport - Kitchen
Modern 3-Bdrm Apt in Black Rock
Bridgeport, CT
9.4Wonderful(5)
Apartment
Parking
Free Wi-Fi
Pet friendly
$401+
Check availability
The B&W Haven 5BR Home with yard theater - Bridgeport - Living room
The B&W Haven 5BR Home with yard theater
Bridgeport, CT
9.1Wonderful(9)
Apartment
Parking
Free Wi-Fi
$566+
Check availability
Black Rock Suites-86-1 - Bridgeport
Black Rock Suites-86-1
Bridgeport, CT
9.5Wonderful(8)
Apartment
Parking
Free Wi-Fi
Pet friendly
$252+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Bridgeport

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Bridgeport with confidence.

What is the cheapest day of the week to book a vacation rental in Bridgeport?

Wednesday offers the lowest rates in Bridgeport, with an average nightly price of $111. The highest prices are found on Tuesday, with average rates at $329.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
June
$247
$207
Cheapest month to stay with an average 56% drop in price.
Most expensive month to stay with an average 61% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Bridgeport vacation rental deals

  • The best vacation rental property in Bridgeport is Stay at Black Rock Harbor (9.6, 20 reviews), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Bridgeport, you should consider visiting during the low season. The cheapest vacation homes in Bridgeport can be found in December and November.
  • The cheapest night for renting a vacation home in Bridgeport is Wednesday. In contrast, the most expensive is Tuesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Bridgeport for 9 days.

FAQs when booking a vacation home in Bridgeport

  • How much is a vacation rental for a week in Bridgeport?

    The average price for a weekly Bridgeport vacation rental found by KAYAK users in the last 2 weeks is $913.

  • How much is a vacation rental for a month in Bridgeport?

    The average price for a monthly Bridgeport vacation rental found by KAYAK users in the last 2 weeks is $3,913.

  • What types of vacation rentals are available in Bridgeport?

    There are loads of different property types that you can make your vacation home in Bridgeport. You’ll find apartments, cottages, houses, homestays and villas.

  • What are some of the most-loved vacation rentals available in Bridgeport?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Homestay - Relaxation at its finest peaceful.

  • Are there any pet-friendly vacation rentals in Bridgeport?

    There are a number of dog and pet-friendly Bridgeport vacation rentals, with around 21% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Bridgeport?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Bridgeport?

Our map will help you find the perfect place to stay in Bridgeport by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Bridgeport