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Bridgeport Vacation Rentals

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49 rentals in Bridgeport.
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Beach Cottage on the Harbor; discounted weekly rental in summer, vacation rental in Bridgeport
Beach Cottage on the Harbor; discounted weekly rental in summer, vacation rental in Bridgeport
Beach Cottage on the Harbor; discounted weekly rental in summer, vacation rental in Bridgeport

Beach Cottage on the Harbor; discounted weekly rental in summer

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Live/work loft with view and exposed brick, vacation rental in Bridgeport
Live/work loft with view and exposed brick, vacation rental in Bridgeport
Live/work loft with view and exposed brick, vacation rental in Bridgeport

Live/work loft with view and exposed brick

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful 3-Story Colonial Home -10 Min. from DWTN Bridgeport, vacation rental in Bridgeport
Beautiful 3-Story Colonial Home -10 Min. from DWTN Bridgeport, vacation rental in Bridgeport
Beautiful 3-Story Colonial Home -10 Min. from DWTN Bridgeport, vacation rental in Bridgeport

Beautiful 3-Story Colonial Home -10 Min. from DWTN Bridgeport

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Shanz Lofts Syle Apartment, vacation rental in Bridgeport
Shanz Lofts Syle Apartment, vacation rental in Bridgeport
Shanz Lofts Syle Apartment, vacation rental in Bridgeport

Shanz Lofts Syle Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming and comfy  bedroom, vacation rental in Bridgeport
Charming and comfy  bedroom, vacation rental in Bridgeport
Charming and comfy  bedroom, vacation rental in Bridgeport

Charming and comfy bedroom

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 1
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Milford Beach House - New Construction!, vacation rental in Bridgeport
Milford Beach House - New Construction!, vacation rental in Bridgeport
Milford Beach House - New Construction!, vacation rental in Bridgeport

Milford Beach House - New Construction!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU!, vacation rental in Bridgeport
Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU!, vacation rental in Bridgeport
Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU!, vacation rental in Bridgeport

Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Westport 'Gold Coast' across from Southport beach, vacation rental in Bridgeport
Westport 'Gold Coast' across from Southport beach, vacation rental in Bridgeport
Westport 'Gold Coast' across from Southport beach, vacation rental in Bridgeport

Westport 'Gold Coast' across from Southport beach

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beach Cottage next to Silver Sands State Park, vacation rental in Bridgeport
Beach Cottage next to Silver Sands State Park, vacation rental in Bridgeport
Beach Cottage next to Silver Sands State Park, vacation rental in Bridgeport

Beach Cottage next to Silver Sands State Park

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sea Mist Cottage... 300 steps to the beach!, vacation rental in Bridgeport
Sea Mist Cottage... 300 steps to the beach!, vacation rental in Bridgeport
Sea Mist Cottage... 300 steps to the beach!, vacation rental in Bridgeport

Sea Mist Cottage... 300 steps to the beach!

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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#2 - Your own place on the beach by Silver Sands Pk, vacation rental in Bridgeport
#2 - Your own place on the beach by Silver Sands Pk, vacation rental in Bridgeport
#2 - Your own place on the beach by Silver Sands Pk, vacation rental in Bridgeport

#2 - Your own place on the beach by Silver Sands Pk

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Luxe CT Country Home w/ Hi-end WiFi for WFH & School, vacation rental in Bridgeport
Luxe CT Country Home w/ Hi-end WiFi for WFH & School, vacation rental in Bridgeport
Luxe CT Country Home w/ Hi-end WiFi for WFH & School, vacation rental in Bridgeport

Luxe CT Country Home w/ Hi-end WiFi for WFH & School

Rental Home
6 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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Gem by the Sound Summ, vacation rental in Bridgeport
Gem by the Sound Summ, vacation rental in Bridgeport
Gem by the Sound Summ, vacation rental in Bridgeport

Gem by the Sound Summ

Rental Home
0 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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FANTASTIC BEACHFRONT HOUSE- BEAUTIFUL VIEW AND BEACH, COME ENJOY !!!!, vacation rental in Bridgeport
FANTASTIC BEACHFRONT HOUSE- BEAUTIFUL VIEW AND BEACH, COME ENJOY !!!!, vacation rental in Bridgeport
FANTASTIC BEACHFRONT HOUSE- BEAUTIFUL VIEW AND BEACH, COME ENJOY !!!!, vacation rental in Bridgeport

FANTASTIC BEACHFRONT HOUSE- BEAUTIFUL VIEW AND BEACH, COME ENJOY !!!!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beach side rental booking winter 2020\2021 Available December17 2020, vacation rental in Bridgeport
Beach side rental booking winter 2020\2021 Available December17 2020, vacation rental in Bridgeport
Beach side rental booking winter 2020\2021 Available December17 2020, vacation rental in Bridgeport

Beach side rental booking winter 2020\2021 Available December17 2020

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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#1 - A Beach Place Near Silver Sands Park, vacation rental in Bridgeport
#1 - A Beach Place Near Silver Sands Park, vacation rental in Bridgeport
#1 - A Beach Place Near Silver Sands Park, vacation rental in Bridgeport

#1 - A Beach Place Near Silver Sands Park

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Nice Duplex with view of Long Island Sound, vacation rental in Bridgeport
Nice Duplex with view of Long Island Sound, vacation rental in Bridgeport
Nice Duplex with view of Long Island Sound, vacation rental in Bridgeport

Nice Duplex with view of Long Island Sound

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Laurel Beach-Milford, vacation rental in Bridgeport
Laurel Beach-Milford, vacation rental in Bridgeport
Laurel Beach-Milford, vacation rental in Bridgeport

Laurel Beach-Milford

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Charming Cottage By The Sea on Fairfield Beach, vacation rental in Bridgeport
Charming Cottage By The Sea on Fairfield Beach, vacation rental in Bridgeport
Charming Cottage By The Sea on Fairfield Beach, vacation rental in Bridgeport

Charming Cottage By The Sea on Fairfield Beach

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Steps To Sandy Beach on Long Island Sound, vacation rental in Bridgeport
Steps To Sandy Beach on Long Island Sound, vacation rental in Bridgeport
Steps To Sandy Beach on Long Island Sound, vacation rental in Bridgeport

Steps To Sandy Beach on Long Island Sound

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Charming Bright Cottage on Silver Sands Beach, vacation rental in Bridgeport
Charming Bright Cottage on Silver Sands Beach, vacation rental in Bridgeport
Charming Bright Cottage on Silver Sands Beach, vacation rental in Bridgeport

Charming Bright Cottage on Silver Sands Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Charming house water views 2 houses from the clean deep sandy Private beach., vacation rental in Bridgeport
Charming house water views 2 houses from the clean deep sandy Private beach., vacation rental in Bridgeport
Charming house water views 2 houses from the clean deep sandy Private beach., vacation rental in Bridgeport

Charming house water views 2 houses from the clean deep sandy Private beach.

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Elegant Beachfront, beautiful views. Come  enjoy!, vacation rental in Bridgeport
Elegant Beachfront, beautiful views. Come  enjoy!, vacation rental in Bridgeport
Elegant Beachfront, beautiful views. Come  enjoy!, vacation rental in Bridgeport

Elegant Beachfront, beautiful views. Come enjoy!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Fairfield Old Post Road with pool - walk to  NYC train and Beach, vacation rental in Bridgeport
Fairfield Old Post Road with pool - walk to  NYC train and Beach, vacation rental in Bridgeport
Fairfield Old Post Road with pool - walk to  NYC train and Beach, vacation rental in Bridgeport

Fairfield Old Post Road with pool - walk to NYC train and Beach

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Cozy getaway in Fairfield - EXPERTLY SANITIZED, vacation rental in Bridgeport
Cozy getaway in Fairfield - EXPERTLY SANITIZED, vacation rental in Bridgeport
Cozy getaway in Fairfield - EXPERTLY SANITIZED, vacation rental in Bridgeport

Cozy getaway in Fairfield - EXPERTLY SANITIZED

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Stunning direct waterfront beach house!, vacation rental in Bridgeport
Stunning direct waterfront beach house!, vacation rental in Bridgeport
Stunning direct waterfront beach house!, vacation rental in Bridgeport

Stunning direct waterfront beach house!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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A private summer compound in Westport, CT - total seclusion yet close to it all, vacation rental in Bridgeport
A private summer compound in Westport, CT - total seclusion yet close to it all, vacation rental in Bridgeport
A private summer compound in Westport, CT - total seclusion yet close to it all, vacation rental in Bridgeport

A private summer compound in Westport, CT - total seclusion yet close to it all

Rental Home
6 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps
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RENOVATED HOUSE STEPS FROM THE BEACH, vacation rental in Bridgeport
RENOVATED HOUSE STEPS FROM THE BEACH, vacation rental in Bridgeport
RENOVATED HOUSE STEPS FROM THE BEACH, vacation rental in Bridgeport

RENOVATED HOUSE STEPS FROM THE BEACH

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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#2 - Your own place on the Beach near Silver Sands Park, vacation rental in Bridgeport
#2 - Your own place on the Beach near Silver Sands Park, vacation rental in Bridgeport
#2 - Your own place on the Beach near Silver Sands Park, vacation rental in Bridgeport

#2 - Your own place on the Beach near Silver Sands Park

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Westport 'Gold Coast' across from Southport beach, vacation rental in Bridgeport
Westport 'Gold Coast' across from Southport beach, vacation rental in Bridgeport
Westport 'Gold Coast' across from Southport beach, vacation rental in Bridgeport

Westport 'Gold Coast' across from Southport beach

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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#1 - A beach place by Silver Sands Park, vacation rental in Bridgeport
#1 - A beach place by Silver Sands Park, vacation rental in Bridgeport
#1 - A beach place by Silver Sands Park, vacation rental in Bridgeport

#1 - A beach place by Silver Sands Park

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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A New England Jewel with Scenic Beauty, vacation rental in Bridgeport
A New England Jewel with Scenic Beauty, vacation rental in Bridgeport
A New England Jewel with Scenic Beauty, vacation rental in Bridgeport

A New England Jewel with Scenic Beauty

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront getaway walkable to restaurants and shops, vacation rental in Bridgeport
Lakefront getaway walkable to restaurants and shops, vacation rental in Bridgeport
Lakefront getaway walkable to restaurants and shops, vacation rental in Bridgeport

Lakefront getaway walkable to restaurants and shops

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Temporary out of service, vacation rental in Bridgeport
Temporary out of service, vacation rental in Bridgeport
Temporary out of service, vacation rental in Bridgeport

Temporary out of service

Rental Home
0 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Private house ,direct creek front, walk to Pine Creek beach, Boat dock and decks, vacation rental in Bridgeport
Private house ,direct creek front, walk to Pine Creek beach, Boat dock and decks, vacation rental in Bridgeport
Private house ,direct creek front, walk to Pine Creek beach, Boat dock and decks, vacation rental in Bridgeport

Private house ,direct creek front, walk to Pine Creek beach, Boat dock and decks

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Walk to the beach from this modern home, vacation rental in Bridgeport
Walk to the beach from this modern home, vacation rental in Bridgeport
Walk to the beach from this modern home, vacation rental in Bridgeport

Walk to the beach from this modern home

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Available ONLY 6/23-7/4 for entire term, vacation rental in Bridgeport
Available ONLY 6/23-7/4 for entire term, vacation rental in Bridgeport
Available ONLY 6/23-7/4 for entire term, vacation rental in Bridgeport

Available ONLY 6/23-7/4 for entire term

Rental Home
6 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
More info
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Brand New Laurel Beach House!, vacation rental in Bridgeport
Brand New Laurel Beach House!, vacation rental in Bridgeport
Brand New Laurel Beach House!, vacation rental in Bridgeport

Brand New Laurel Beach House!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beach house 3 BR/3&1/half bath home with private beach in CT., vacation rental in Bridgeport
Beach house 3 BR/3&1/half bath home with private beach in CT., vacation rental in Bridgeport
Beach house 3 BR/3&1/half bath home with private beach in CT., vacation rental in Bridgeport

Beach house 3 BR/3&1/half bath home with private beach in CT.

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Nature Lovers Perfect Location, an hour from Manhattan, vacation rental in Bridgeport
Nature Lovers Perfect Location, an hour from Manhattan, vacation rental in Bridgeport
Nature Lovers Perfect Location, an hour from Manhattan, vacation rental in Bridgeport

Nature Lovers Perfect Location, an hour from Manhattan

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A Fine Waterfront Private Home, In Park-like seaing, vacation rental in Bridgeport
A Fine Waterfront Private Home, In Park-like seaing, vacation rental in Bridgeport
A Fine Waterfront Private Home, In Park-like seaing, vacation rental in Bridgeport

A Fine Waterfront Private Home, In Park-like seaing

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Summer Rental:  4 Car Garage 1/4 mile to town of Fairfeild Center, vacation rental in Bridgeport
Summer Rental:  4 Car Garage 1/4 mile to town of Fairfeild Center, vacation rental in Bridgeport
Summer Rental:  4 Car Garage 1/4 mile to town of Fairfeild Center, vacation rental in Bridgeport

Summer Rental: 4 Car Garage 1/4 mile to town of Fairfeild Center

Rental Home
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Large Studio by the Beach w/private entrance, vacation rental in Bridgeport
Large Studio by the Beach w/private entrance, vacation rental in Bridgeport
Large Studio by the Beach w/private entrance, vacation rental in Bridgeport

Large Studio by the Beach w/private entrance

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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One Hour From New York City,  Great Escape for nature lovers, vacation rental in Bridgeport
One Hour From New York City,  Great Escape for nature lovers, vacation rental in Bridgeport
One Hour From New York City,  Great Escape for nature lovers, vacation rental in Bridgeport

One Hour From New York City, Great Escape for nature lovers

Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Fantastic Oceanfront Home ~ Rooftop Deck ~ Outstanding Location!, vacation rental in Bridgeport
Fantastic Oceanfront Home ~ Rooftop Deck ~ Outstanding Location!, vacation rental in Bridgeport
Fantastic Oceanfront Home ~ Rooftop Deck ~ Outstanding Location!, vacation rental in Bridgeport

Fantastic Oceanfront Home ~ Rooftop Deck ~ Outstanding Location!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lovely River view property , vacation rental in Bridgeport
Lovely River view property , vacation rental in Bridgeport
Lovely River view property , vacation rental in Bridgeport

Lovely River view property

Rental Home
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Comtemporary 1Bdr w/ Queen Bed + Free Wifi, vacation rental in Bridgeport
Comtemporary 1Bdr w/ Queen Bed + Free Wifi, vacation rental in Bridgeport
Comtemporary 1Bdr w/ Queen Bed + Free Wifi, vacation rental in Bridgeport

Comtemporary 1Bdr w/ Queen Bed + Free Wifi

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Lake side retreat with wow views from most rooms, vacation rental in Bridgeport
Lake side retreat with wow views from most rooms, vacation rental in Bridgeport
Lake side retreat with wow views from most rooms, vacation rental in Bridgeport

Lake side retreat with wow views from most rooms

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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My little place, vacation rental in Bridgeport
My little place, vacation rental in Bridgeport
My little place, vacation rental in Bridgeport

My little place

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Beautiful Connecticut Abode, close to park & beach, vacation rental in Bridgeport
Beautiful Connecticut Abode, close to park & beach, vacation rental in Bridgeport
Beautiful Connecticut Abode, close to park & beach, vacation rental in Bridgeport

Beautiful Connecticut Abode, close to park & beach

Rental Home
0 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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