Bridgeport Vacation Rentals - HolidayHomes base64Hash Bridgeport Vacation Rentals - HolidayHomes

Bridgeport Vacation Rentals

Browse 95 available vacation homes and compared across 9 trusted partners

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Guests
Anytime
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Top-Rated Vacation rentals in Bridgeport

Book the highest-rated Bridgeport vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Apartment Bridgeport
Beach side rental booking 2026: Sea Drift Cottage long term availability
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Apartment Bridgeport
Luxury Designer 2 bedroom+office/3bed vacation home.
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House Bridgeport
House with BBQ, patio & garden
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Apartment Bridgeport
Holiday apartment | Good for workation
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Villa Bridgeport
Villa with garden, barbeque & patio | Lake view
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House Bridgeport
Family-oriented vacation home with patio & yard | Suitable for remote work | Pet-friendly
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Apartment Bridgeport
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
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House Bridgeport
Children-friendly vacation home with garden | Good for workation | Pets are welcome
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House Bridgeport
House with yard
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Apartment Bridgeport
Family-friendly pleasant apartment | Suitable for remote work | Pets are welcome
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Apartment Bridgeport
Rental apartment with patio & barbecue
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Apartment Bridgeport
Modern 3-Bdrm Apt in Black Rock
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House Bridgeport
Fully equipped house with terrace | Good for workation
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Apartment Bridgeport
Child-friendly apartment with garden
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House Bridgeport
Vacation home with 3 rooms for 8 persons
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Top 15 most Recommended Vacation Rentals in Bridgeport

Discover your ideal Bridgeport vacation rental with real-time comparisons of 95 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Bridgeport
House ∙ 7 guests ∙ 3 bedrooms

141 m² House

Bridgeport, Fairfield County, Connecticut, United States
This house rental in Black Rock accommodates 7 guests and features a family-friendly atmosphere with convenient parking.
from $437
per night
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House Bridgeport
House ∙ 7 guests ∙ 4 bedrooms

110 m² House

Bridgeport, Fairfield County, Connecticut, United States
This house rental in Downtown accommodates 7 guests and welcomes pets for a comfortable stay.
from $251
per night
(4)
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House Bridgeport
13 guests ∙ 5 bedrooms

House

Bridgeport, Fairfield County, Connecticut, United States
Spacious house rental in North End accommodating 13 guests, featuring stunning waterfront views and access to Lakeview amenities.
from $562
per night
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Apartment Bridgeport
4 guests ∙ 2 bedrooms

Apartment

Bridgeport, Fairfield County, Connecticut, United States
This Downtown apartment rental accommodates 4 and features a modern kitchen ideal for cooking and entertaining.
from $159
per night
(23)
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Cabin Bridgeport
5 guests ∙ 3 bedrooms

Cabin

Bridgeport, Fairfield County, Connecticut, United States
This cozy cabin in South End accommodates 5 guests and features a family-friendly yard perfect for outdoor activities.
from $278
per night
(25)
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House Bridgeport
House ∙ 6 guests ∙ 4 bedrooms

167 m² House

Bridgeport, Fairfield County, Connecticut, United States
This house rental in Brooklawn - St. Vincent accommodates 6 guests and features a fully equipped kitchen.
from $210
per night
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House Bridgeport
House ∙ 8 guests ∙ 4 bedrooms

193 m² House

Bridgeport, Fairfield County, Connecticut, United States
Spacious house rental in Reservoir - Whiskey Hill accommodates 10 guests and features a modern kitchen for convenient meal prep.
from $444
per night
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House Bridgeport
House ∙ 7 guests ∙ 3 bedrooms

33 m² House

Bridgeport, Fairfield County, Connecticut, United States
This house rental in Black Rock accommodates 7 guests and features a family-friendly kitchen for enjoyable meals together.
from $395
per night
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Apartment Bridgeport
Apartment ∙ 4 guests ∙ 2 bedrooms

93 m² Apartment

Bridgeport, Fairfield County, Connecticut, United States
This apartment rental on Boston Ave - Mill Hill accommodates 4 and features a spacious kitchen for your culinary needs.
from $110
per night
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