Compare Vacation Rentals & Airbnb in Bridgeport, CT

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Bridgeport, CT vacation rentals
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276 Rentals and Airbnb in Bridgeport, CT

Best family friendly Bridgeport, CT vacation rentals

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

Renovated 3br Apt / Easy Check-in / Familyfriendly - Bridgeport, CT
Bridgeport, CT
23/06 – 25/06
$434/nighttotal: $868 (2 )

Renovated 3br Apt / Easy Check-in / Familyfriendly

3 5
apartment , Bridgeport
This three-bedroom Bridgeport West Side apartment, near the Adventure Park at Discovery Museum and South Benson Marina, offers convenient access to Bridgeport's attractions.
The 84 square metre self-catering flat sleeps eight, boasting a fully equipped kitchen, high-speed internet, smart TVs, and a shared garden; self check-in is available.
Beautiful Beach Escape In Fairfield - Bridgeport, CT
9.0 4 reviews
Bridgeport, CT
19/06 – 25/06
$2107/nighttotal: $12642 (6 )

Beautiful Beach Escape In Fairfield

1 5
apartment , Fairfield
This Fairfield apartment is just a two-minute walk from the town centre and a short distance from the beach, making it ideal for exploring the area. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property is spacious, with four bedrooms and four bathrooms, comfortably accommodating up to eight guests. It features a well-equipped kitchen, a swimming pool, a garden, and a fitness centre, ensuring a comfortable and enjoyable stay.
Sunrise Water Views Fairfield Ct - Bridgeport, CT
Bridgeport, CT
19/06 – 25/06
$1866/nighttotal: $11196 (6 )

Sunrise Water Views Fairfield Ct

1 5
apartment , Fairfield
This four-bedroom apartment is located in Fairfield, Connecticut, just a short walk from Penfield Beach and less than 1.6 kilometres from the town centre. The apartment is ideal for families, with a capacity of eight guests, and is equipped with three cribs, multiple bikes and beach equipment.
The apartment features a fully equipped kitchen, a spacious living room with stunning water views, a back deck with picnic tables, a covered deck, an outdoor shower, a natural gas Weber grill, and a fitness centre. Guests can also enjoy the use of two paddle boards to explore the nearby waters.
Fairfield Beach â›±Renovated Cape - 3 Bed 2 Bath - Bridgeport, CT
9.9 24 reviews
Bridgeport, CT
03/09 – 15/09
$853/nighttotal: $10236 (12 )

Fairfield Beach â›±Renovated Cape - 3 Bed 2 Bath

1 2
apartment , Fairfield
This charming holiday home is ideally situated in Fairfield, just a short walk from the beach, town centre, and train station, making it an excellent base for exploring all that the area has to offer. The property has received excellent ratings for its location, cleanliness, and overall experience.
The home has three bedrooms and two bathrooms, comfortably accommodating up to four guests. It is fully equipped with modern amenities including air conditioning, a kitchen with a dishwasher, a jacuzzi, a garden, and parking, ensuring a comfortable and enjoyable stay.

Best Bridgeport, CT vacation rentals with a pool

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

Spacious Cottage Loft - Bridgeport, CT
10 106 reviews
Bridgeport, CT
03/09 – 15/09
$332/nighttotal: $3984 (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.
Modern Artist Retreat Near Beach - Bridgeport, CT
9.3 45 reviews
Bridgeport, CT
20/06 – 27/06
$773/nighttotal: $5411 (7 )

Modern Artist Retreat Near Beach

2 2
apartment , Fairfield
This Fairfield apartment is conveniently located just a short walk from the beach, shops, historical sites, and a wide selection of restaurants. With excellent user, location, and cleanliness ratings, this property offers a comfortable and enjoyable stay.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, a swimming pool, a jacuzzi bath, and a separate in-law suite option available for an extra fee.
Victorian Apartment - Bridgeport, CT
9.8 74 reviews
Bridgeport, CT
03/09 – 15/09
$276/nighttotal: $3312 (12 )

Victorian Apartment

1 2
apartment , Bridgeport
This one-bedroom apartment is situated in the historic Black Rock neighbourhood of Bridgeport, a short walk from the Fairfield Metro Train Station and minutes from the I-95 highway, offering easy access to both the city and the surrounding area. The property has excellent ratings for location, cleanliness, and user experience.
The downstairs flat has a separate entrance and can accommodate up to two guests. It features a private washer and dryer, two smart TVs, strong Wi-Fi, and a spacious living area. There is a shared swimming pool available during the summer months, as well as a private patio, a barbecue, and a large garden.
Bright Zen Studio - Bridgeport, CT
9.5 29 reviews
Bridgeport, CT
20/06 – 27/06
$262/nighttotal: $1834 (7 )

Bright Zen Studio

1 2
apartment , Fairfield
This Fairfield apartment is located on a quiet historic street, just a block away from the lively Post Road, offering easy access to shops, restaurants and the town centre. The property has received excellent ratings for its cleanliness, location and overall experience.
The home is spacious and designed to evoke a relaxed beach atmosphere. Guests can enjoy outdoor dining by the pool, relax in the garden, and make use of the fully equipped kitchen, which includes a dishwasher, fridge, freezer and microwave.

Frequently Asked Questions about vacation rentals in Bridgeport, CT

  • Which neighborhood in Bridgeport, CT should you consider for a vacation rental?

    The Black Rock neighbourhood is a great option for a vacation rental. It's a charming area with a mix of residential streets and shops, and it's close to the beach. The Southport neighbourhood is another good choice, it's a bit more upscale and has a beautiful waterfront.
  • What are the best Airbnb and vacation rentals in Bridgeport, CT?

  • What are the top family-friendly attractions in Bridgeport, CT?

    The Beardsley Zoo is a popular choice for families, as is the Discovery Museum and Planetarium. If you're looking for something a little different, the Stepping Stones Museum for Children is a great option. The beach is also a great place to spend a day with the family, and there are a number of parks and playgrounds in the city.
  • What are the most popular Airbnbs in Bridgeport, CT?

  • When is the best time to book a vacation rental in Bridgeport, CT?

    The best time to book a vacation rental in Bridgeport is during the shoulder season, from April to May or September to October. You'll get better deals on rentals and the weather is still pleasant. Summer is also a popular time to visit, but prices tend to be higher.
  • What are the best vacation rentals with a pool in Bridgeport, CT?

    Victorian Apartment, 2-story Historic Carriage House On Estate and Come And Stay At Cozy Home are the best vacation rentals with a pool in Bridgeport, CT.

  • What events or festivals should visitors check out in and around Bridgeport, CT?

    The Bridgeport Summerfest is a big event that takes place in July, and there are plenty of other festivals and events throughout the year. Check out the calendar of events on the city's website for more information.
  • What are the best rentals for families and kids in Bridgeport, CT?

  • What are the best budget-friendly activities in Bridgeport, CT?

    The city has a number of free or low-cost activities, including walking the boardwalk, visiting the Beardsley Zoo, and exploring the various parks and gardens. You can also find a number of budget-friendly restaurants and cafes throughout the city.
  • What are the best rentals or Airbnbs with a jacuzzi in Bridgeport, CT?

    The best vacation rentals or Airbnb with a jacuzzi in Bridgeport, CT are Vrbo Property, Black Rock Home and 250 M² Casa ∙ 4 Camere Da Letto ∙ 9 Ospiti.

  • What are the best restaurants with local dishes in Bridgeport, CT?

    There are a number of great restaurants in Bridgeport, but some of the best for local dishes are The Lobster House and The Black Duck. Both serve up fresh seafood, and The Black Duck also has a great selection of local craft beers.
  • What are the best walking or cycling routes in Bridgeport, CT?

    The Seaside Park is a great place for a walk or bike ride, and there are also a number of trails in the city's parks. If you're looking for a longer ride, the Pequonnock River Trail is a great option, it follows the river for over 10 km.
  • Are there pet-friendly attractions in Bridgeport, CT?

    Yes, there are a number of pet-friendly attractions in Bridgeport, including the Beardsley Zoo, the Seaside Park, and a number of restaurants and cafes. Be sure to check with the individual businesses to confirm their pet policies.
  • What are the benefits of choosing a vacation rental in Bridgeport, CT?

    Vacation rentals offer a number of benefits over hotels, including more space, privacy, and the ability to cook your own meals. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Bridgeport, CT?

    Bridgeport is home to the Bridgeport Sound Tigers, a minor league hockey team. There are also a number of other sports facilities in the city, including the Webster Bank Arena, which hosts a variety of events, including concerts and sporting events.

Destinations nearby

Best Bridgeport, CT vacation rentals with a balcony

Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious\n\n - Bridgeport, CT
9.4 20 reviews
Bridgeport, CT
12/08 – 26/08
$1095/nighttotal: $15330 (14 )

Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious\n\n

5 2
apartment , Fairfield
This Fairfield house is conveniently located within 3km of Fairfield University, Bridgeport Downtown South Historic District, and Longfellow Park, offering easy access to local attractions. It has received excellent user ratings, suggesting a comfortable and enjoyable stay.
The property can accommodate up to 12 guests in its 5 bedrooms and 2 bathrooms, making it ideal for families or groups of friends. Amenities include a fully equipped kitchen, a terrace or balcony, a garden, a tennis court, and parking.
Cozy Condo With Yard And Patio. Long-stay Discount Available - Bridgeport, CT
9.7 159 reviews
Bridgeport, CT
20/06 – 27/06
$451/nighttotal: $3157 (7 )

Cozy Condo With Yard And Patio. Long-stay Discount Available

3 2
apartment , Fairfield
This Fairfield apartment is conveniently located just 10 miles from Silver Sands State Park and 13 miles from the Connecticut Post Mall Shopping Center, offering a great base for exploring the area. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
This three-bedroom apartment can comfortably accommodate up to six guests. It features a fully equipped kitchen, a private patio, a garden, and free parking, making it a great choice for families or groups looking for a comfortable and convenient stay.
Charming &Spacious 3bd, 1ba, Fam-friendly-yard&porch - Bridgeport, CT
10 3 reviews
Bridgeport, CT
20/06 – 27/06
$443/nighttotal: $3101 (7 )

Charming &Spacious 3bd, 1ba, Fam-friendly-yard&porch

3 2
apartment , Fairfield
This Fairfield West End apartment, conveniently located near Beardsley Zoo and the Discovery Museum, offers easy access to Fairfield's attractions.
The 93 square metre (1000 square foot) property sleeps seven guests across four bedrooms and one bathroom, boasting a fully equipped kitchen, garden, terrace, parking, and a bonus games room (additional fee applies) featuring a pool table, darts, arcade game, and table football.
Cozy Cottage With Fire Pit, Near Beach, 1 Mile To Nyc Train - Bridgeport, CT
10 34 reviews
Bridgeport, CT
31/08 – 04/09
$894/nighttotal: $3576 (4 )

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, CT vacation rentals with parking

Cheerful 4 Bedroom Home, In Quite Neighborhood - Bridgeport, CT
9.0 2 reviews
Bridgeport, CT
19/06 – 25/06
$1691/nighttotal: $10146 (6 )

Cheerful 4 Bedroom Home, In Quite Neighborhood

1 5
apartment , Bridgeport
This four-bedroom house is located in the North End of Bridgeport, just a short distance from restaurants, movie theatres, Seaside Park, beaches and the downtown area. It has consistently received excellent ratings for location, cleanliness and overall user experience.
The house is spacious and comfortably sleeps six guests, with a fully equipped kitchen and a laundry room. Amenities include air conditioning, off-street parking, a private garden, and access to the basement.
The B&w Haven 5br Home With Yard Theater + Office - Bridgeport, CT
8.8 9 reviews
Bridgeport, CT
03/09 – 15/09
$677/nighttotal: $8124 (12 )

The B&w Haven 5br Home With Yard Theater + Office

5 2
apartment , Bridgeport
This five-bedroom house in Bridgeport's Brooklawn-St. Vincent neighbourhood is a short walk from the Bridgeport Downtown South Historic District and St Vincent's Medical Center, with Svihra and Lafayette Parks less than 1.6km away.
This 186 square metre family home, sleeping up to 11 guests, boasts a fully equipped kitchen, free WiFi, a balcony, and parking, plus housekeeping is available on request; Bridgeport Station is approximately 2.4km away.
Stay At Black Rock Harbor - Bridgeport, CT
10 26 reviews
Bridgeport, CT
03/09 – 15/09
$1025/nighttotal: $12300 (12 )

Stay At Black Rock Harbor

3 2
apartment , Bridgeport
This apartment is located in the Black Rock district of Bridgeport, a short stroll from the beach and a 10-minute drive from Fairfield University, offering a peaceful escape in a quiet neighbourhood. The apartment has excellent user ratings and is a great choice for families or groups of friends. This three-bedroom property can accommodate up to six guests, providing ample space for everyone. The apartment comes equipped with a range of amenities including a fully equipped kitchen, a sunroom, a tranquil backyard, and parking for two vehicles, including an EV charger.
4 Mi To Beach & Dtwn! Charming Fairfield Home - Bridgeport, CT
Bridgeport, CT
12/08 – 26/08
$980/nighttotal: $13720 (14 )

4 Mi To Beach & Dtwn! Charming Fairfield Home

4 2
apartment , Fairfield
This apartment is situated in Fairfield's Tunxis Hill district, offering convenient access to Fairfield University (3.2 kilometres), downtown Bridgeport (6.4 kilometres), and local beaches.
This 139 square metre flat accommodates up to nine guests with four bedrooms and two bathrooms, featuring a well-equipped kitchen, air conditioning, a garden, and parking, alongside outdoor dining facilities and a fire pit for entertaining.
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