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Bridgeport vacation rentals

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Best Bridgeport vacation rentals

These are the best prices for Oct 1 - 2.
Charming 2br Getaway With Modern Comfort - Bridgeport
Charming 2br Getaway With Modern Comfort
Bridgeport, CT
8.8Very good(14)
Apartment
$240+
Check availability
Lordship Charmer Has It All! Comfortable Stay, Accessible, Family Friendly! - Stratford - Bedroom
Lordship Charmer Has It All! Comfortable Stay, Accessible, Family Friendly!
Stratford, CT
9.8Wonderful(14)
House
$469+
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Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach! - Fairfield - Kitchen
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
Fairfield, CT
9.8Wonderful(22)
House
$2,040+
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Sun and fun on the beach!! - Fairfield - Living room
Sun and fun on the beach!!
Fairfield, CT
9.8Wonderful(14)
Cottage
$834+
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2 Beautiful Homes, 1 Stunning Retreat: Pool Hottub Pizza Oven + Near Beach & Nyc - Fairfield - Pool
2 Beautiful Homes, 1 Stunning Retreat: Pool Hottub Pizza Oven + Near Beach & Nyc
Fairfield, CT
10Wonderful(4)
House
$3,636+
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Beachfront Cottage Located In The Heart Of Fairfield Beach!! - Fairfield - Restaurant
Beachfront Cottage Located In The Heart Of Fairfield Beach!!
Fairfield, CT
9.6Wonderful(11)
Cottage
$835+
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Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious - Fairfield - Bedroom
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Fairfield, CT
9.4Wonderful(20)
House
$1,010+
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Stareway to Heaven - Fairfield - Stairs
Stareway to Heaven
Fairfield, CT
10Wonderful(21)
House
$655+
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Beach Cottage Steps From The Sand And Surf!! - Fairfield - Beach
Beach Cottage Steps From The Sand And Surf!!
Fairfield, CT
9.6Wonderful(10)
House
$852+
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Fairfield Beach Modern Colonial - Fairfield - Living room
Fairfield Beach Modern Colonial
Fairfield, CT
10Wonderful(4)
House
$763+
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5 minute walk to beach, walk to town & train - Fairfield - Living room
5 minute walk to beach, walk to town & train
Fairfield, CT
10Wonderful(14)
House
$709+
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Elegant Beachfront, Beautiful Views. Come Enjoy! - Fairfield - Living room
Elegant Beachfront, Beautiful Views. Come Enjoy!
Fairfield, CT
10Wonderful(10)
House
$1,637+
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Dreamy Beachfront Cottage with NYC views - Fairfield - Beach
Dreamy Beachfront Cottage with NYC views
Fairfield, CT
9.7Wonderful(8)
House
$1,058+
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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
8.5Very good(4)
Apartment
$196+
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Quiet suburban home close to Fairfield beaches and universities - Fairfield - Living room
Quiet suburban home close to Fairfield beaches and universities
Fairfield, CT
10Wonderful(10)
House
$377+
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Spacious&gracious- 5br Fam-Friendly Near - Fairfield
Spacious&gracious- 5br Fam-Friendly Near
Fairfield, CT
9.3Wonderful(4)
House
$817+
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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.

Which month has the cheapest vacation rental rates in Bridgeport?

Vacation rentals are cheapest in Bridgeport in February, with average rates of $46. In comparison, June is the most expensive month, with prices at $431.

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

Monday offers the lowest rates in Bridgeport, with an average nightly price of $109. The highest prices are found on Thursday, with average rates at $348.

How much is a vacation rental in Bridgeport for this weekend by property type?

The best deal for a vacation rental in Bridgeport found by KAYAK users for the upcoming weekend was $251 in a Apartment. Houses prices start at $392.

How early should you book a vacation rental in Bridgeport?

Book at least 32 days before your stay begins to get the best price for your Bridgeport vacation rental.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

March
June
$183
$248
Cheapest month to stay with an average 44% drop in price.
Most expensive month to stay with an average 50% 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

  • Vacation rentals in Bridgeport are around 612% cheaper than hotels on average. Search here to compare prices for all accommodation types in Bridgeport.
  • The best vacation rental properties in Bridgeport are Stareway to Heaven (10.0, 21 reviews), Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach! (9.8, 22), and Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious (9.4, 20), 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 March and April.
  • The cheapest night for renting a vacation home in Bridgeport is Thursday. In contrast, the most expensive is Saturday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Bridgeport for 46 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 $1,395.

  • 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 $5,980.

  • 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, houses and homestays.

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

    There are a number of dog and pet-friendly Bridgeport vacation rentals, with around 3% allowing you to bring your pet along with you.

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

    In the last 72 hours, users have found Bridgeport vacation rentals for tonight for as low as $233. Search here for similar prices

  • How much is a vacation rental in Bridgeport for this weekend?

    In the last 72 hours, users have found Bridgeport vacation rentals for this weekend for as low as $251 per night. Search here for similar prices

  • 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.

More options for your stay in Bridgeport

Complete your trip to Bridgeport

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