Holiday Rentals in Bridgeport

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Bridgeport holiday rentals
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Best family friendly Bridgeport holiday rentals

Among the 276 accommodations in Bridgeport, here are the 4 best family friendly rentals

Bright, Private 1,000 Sq. Ft. 1-bedroom Apartment - Bridgeport
10 83 reviews
Bridgeport
07/29 – 08/07
HK$1247/nightTotal: HK$11223 (9 )

Bright, Private 1,000 Sq. Ft. 1-bedroom Apartment

1 2
apartment , Fairfield
This Fairfield apartment is located just a short distance from the Fairfield Town Open Space and a creek, offering a peaceful setting with views of nature. It has consistently received excellent ratings for its cleanliness, location, and overall user experience.
This self-catering property is a second-story suite with a separate entrance, accommodating up to three guests. The apartment features a well-equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as a comfortable living area with a large screen TV, a selection of board games, books, and movies, and a modern bathroom.
Cozy, Updated Single Family In Fairfield County - Bridgeport
9.9 68 reviews
Bridgeport
09/03 – 09/15
HK$3636/nightTotal: HK$43632 (12 )

Cozy, Updated Single Family In Fairfield County

1 2
apartment , Trumbull
This Trumbull apartment, a short 1.6km drive from Sacred Heart University and the Merritt Parkway, offers easy access to parks, beaches, shopping, and restaurants in Fairfield County.
Sleeping seven guests, this three-bedroom, one-bathroom property features a newly renovated kitchen, spacious backyard with patio and fire pit, family room/office, and covered patio with outdoor dining; private parking is also available.
Modern Beach Bungalow - Bridgeport
9.9 74 reviews
Bridgeport
07/29 – 08/07
HK$3582/nightTotal: HK$32238 (9 )

Modern Beach Bungalow

2 2
apartment , Fairfield
This modern house in Fairfield is just a short walk from the beach, offering easy access to the sand and the serene Long Island Sound. The accommodation has received excellent ratings for its location, cleanliness, and overall experience.
The house features a spacious open plan layout, comfortably accommodating up to four guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a private garden, and a large smart TV. Guests can also enjoy the outdoor shower, beach amenities, and convenient access to nearby golf courses, hiking trails, and the town's shops and restaurants.
Renovated Cape Near Beach With Fire Pit - Bridgeport
Bridgeport
08/01 – 08/03
HK$5485/nightTotal: HK$10970 (2 )

Renovated Cape Near Beach With Fire Pit

3 2
house , Fairfield
Fairfield Retreat, a one-bedroom house in Fairfield, Connecticut, is conveniently located 18km from the Connecticut Post Mall, 18km from Silver Sands State Park, and 35km from Yale University.
This self-catering property sleeps up to 17 guests and boasts two bathrooms, free Wi-Fi, private parking, a garden, and air conditioning.

Best Bridgeport holiday rentals with a pool

Among the 276 accommodations in Bridgeport, here are the 4 best rentals with a pool

Home In Fairfield - Bridgeport
10 5 reviews
Bridgeport
09/03 – 09/15
HK$7062/nightTotal: HK$84744 (12 )

Home In Fairfield

1 2
apartment , Fairfield
This modern house is located in Fairfield, just a short distance from the town centre and a kilometre from the freeway exit and Metro North station. The area is quiet and residential, with easy access to shops, restaurants and amenities.
This five-bedroom property can comfortably accommodate up to ten guests. The house includes a fully equipped kitchen, a spacious living area, a private garden and a swimming pool. Guests can enjoy a range of amenities, including a fitness centre, a games room, a barbecue area and a mudroom with direct access to the pool.
The House Haven - Bridgeport
10 1 review
Bridgeport
06/27 – 07/04
HK$3897/nightTotal: HK$27279 (7 )

The House Haven

4 2
apartment , Stratford
The House Haven is situated in Stratford, Connecticut, just a short distance from the town's beaches and historic district. It has received excellent ratings for cleanliness and location, with guests describing it as a very good place to stay.
The property offers four bedrooms and one bathroom, comfortably accommodating up to six guests. It features a range of amenities, including a swimming pool, Jacuzzi, fitness centre, and a spacious garden with a playground, making it ideal for families.
Spacious Cottage Loft - Bridgeport
10 106 reviews
Bridgeport
09/03 – 09/15
HK$1863/nightTotal: HK$22356 (12 )

Spacious Cottage Loft

1 2
apartment , Bridgeport
The Spacious Cottage Loft is located in Black Rock, a charming seaside neighbourhood in Bridgeport, Connecticut, set on the grounds of a historic Victorian house dating back to the 1840s. The cottage has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers.
The cottage has one bedroom and one bathroom, comfortably accommodating two guests. It offers a range of amenities including a fully equipped kitchen, two smart TVs, a dedicated workspace, a private patio, and access to a swimming pool during the warmer months.
Business Or Weekend Escape - Bridgeport
9.2 54 reviews
Bridgeport
12/23 – 01/06
HK$1500/nightTotal: HK$21000 (14 )

Business Or Weekend Escape

1 4
apartment , Stratford
This Stratford holiday home is situated within 3.2 kilometres of the Housatonic River, Perry House, and the Stratford Historical Society's Captain David Judson House, offering easy access to Stratford's historical landmarks.
The one-bedroom property sleeps four guests, boasting a sofa bed, Smart TV, barbecue facilities, and is within easy reach of Academy Hill and Newfield Park, perfect for outdoor recreation.

Frequently asked questions about holiday rentals in Bridgeport

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Best Bridgeport holiday rentals with a balcony

Luxury Designer 2 Bedroom+office/3bed Vacation Home. - Bridgeport
9.6 24 reviews
Bridgeport
12/23 – 01/06
HK$1899/nightTotal: HK$26586 (14 )

Luxury Designer 2 Bedroom+office/3bed Vacation Home.

3 4
apartment , Bridgeport
This three-bedroom flat is located in the Brooklawn-St. Vincent neighbourhood of Bridgeport, just a short distance from downtown and major highways. It has received excellent user ratings and is ideal for families or groups of friends.
The apartment spans 139 square metres and comfortably accommodates up to five guests. It is fully furnished and features a modern kitchen, a private terrace, a garden, and parking, making it a perfect choice for those looking for a comfortable and convenient stay in Bridgeport.
Fairfield Cottage -Top Rated Gem, Fire Pit, Near Beach, 90 Min To Nyc - Bridgeport
9.7 3 reviews
Bridgeport
08/01 – 08/03
HK$5973/nightTotal: HK$11946 (2 )

Fairfield Cottage -Top Rated Gem, Fire Pit, Near Beach, 90 Min To Nyc

3 2
house , Fairfield
This charming cottage is located in Fairfield, just 18 kilometres from Silver Sands State Park, 22 kilometres from Connecticut Post Mall Shopping Centre, and 32 kilometres from The Yale Bowl, offering a peaceful retreat away from the hustle and bustle. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The cottage features three bedrooms and one bathroom, spanning 130 square metres and comfortably accommodating up to six guests. It boasts a fully equipped kitchen, private patio, air conditioning, complimentary Wi-Fi, and private parking, along with a garden and outdoor play equipment for families.
Charming Colonial For Events!  Perfect For Family Reunions And Group Getaways! - Bridgeport
8.8 10 reviews
Bridgeport
07/29 – 08/07
HK$9716/nightTotal: HK$87444 (9 )

Charming Colonial For Events! Perfect For Family Reunions And Group Getaways!

6 2
apartment , Bridgeport
This six-bedroom, four-bathroom house, situated in Bridgeport's Downtown South Historic District near Perry House, offers easy access to attractions such as Beardsley Zoo and the Bridgeport Bluefish Baseball Club (distances not specified).
The 3,300 sq ft (approximately 307 sq m) property sleeps 8-12 guests and includes a modern master suite with a private terrace, a den, stainless steel appliances, off-street parking for six cars, and extensive outdoor space including a half-acre lawn.
Cozy Cottage With Fire Pit, Near Beach, 1 Mile To Nyc Train - Bridgeport
10 34 reviews
Bridgeport
07/29 – 08/07
HK$5941/nightTotal: HK$53469 (9 )

Cozy Cottage With Fire Pit, Near Beach, 1 Mile To Nyc Train

3 2
apartment , Fairfield
This Fairfield property is situated within 5km of Fairfield University, the Bellarmine Museum of Art, Longfellow Park, Bridgeport's Downtown South Historic District, and Seaside Park, and an 18-minute walk from Fairfield Metro station.
This four-bedroom, two-bathroom house sleeps eight guests and boasts a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, a garden, parking, Wi-Fi, and an on-site games room; pets are welcome.

Best Bridgeport holiday rentals with parking

Indulge In Prime Luxury 3br 3-7 Guest - Bridgeport
9.6 17 reviews
Bridgeport
12/23 – 01/06
HK$4776/nightTotal: HK$66864 (14 )

Indulge In Prime Luxury 3br 3-7 Guest

1 4
house , Bridgeport
This house is conveniently located in Bridgeport, just a short distance from major hospitals, universities, and transport hubs. It has excellent user, location, and cleanliness ratings, making it a great choice for travellers.
The house is spacious and can comfortably accommodate up to 7 guests. It offers a range of modern amenities, including a fully equipped kitchen, a Samsung 85” TV, and a smart night table with a built-in refrigerator drawer, Bluetooth speakers, LED lighting, and charging ports.
Private House, Walk To Beach, Train, Town, Theatre - Bridgeport
9.8 31 reviews
Bridgeport
07/29 – 08/07
HK$3479/nightTotal: HK$31311 (9 )

Private House, Walk To Beach, Train, Town, Theatre

2 2
apartment , Fairfield
This Fairfield house is ideally located within walking distance of the beach, town centre, Town Green, shopping, restaurants, the train station, local concerts, and Fairfield Theatre Company. It has received excellent ratings for its cleanliness, location, and overall experience.
The house has two bedrooms and two bathrooms, comfortably accommodating up to three guests. It features a peaceful backyard nature reserve, spacious living areas, multiple workspaces, storage options, laundry facilities, and a private garden with parking.
2-bedroom Modern Apartment For Relaxing Stays - Bridgeport
Bridgeport
08/01 – 08/03
HK$1955/nightTotal: HK$3910 (2 )

2-bedroom Modern Apartment For Relaxing Stays

2 2
apartment , Bridgeport
This two-bedroom flat is situated in Bridgeport's West End - West Side, offering convenient access to Silver Sands State Park and The Coastal Centre at Milford Point, with Beardsley Zoo and the Regina A. Quick Centre for the Arts also within proximity.
This accommodation for four guests boasts air conditioning, a balcony, and parking, with nearby attractions including the Hartford HealthCare Amphitheatre and Total Mortgage Arena, making it ideal for exploring local events and natural beauty.
Familyfriendly 5br Home W/yard Theater By Li Ferry - Bridgeport
9.4 117 reviews
Bridgeport
12/23 – 01/06
HK$3944/nightTotal: HK$55216 (14 )

Familyfriendly 5br Home W/yard Theater By Li Ferry

1 4
apartment , Bridgeport
This apartment is conveniently located in Bridgeport, close to landmarks like Webster Arena, Sacred Heart University, and Yale, making it a great base for exploring the city and its surrounding areas. The apartment has received excellent ratings for cleanliness and user experience, and a very good rating for its location.
The apartment offers a comfortable living space with a fully equipped kitchen and a modern bathroom. It also includes amenities such as air conditioning, a garden, parking, and high-speed Wi-Fi, ensuring a pleasant and convenient stay.
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