Vacation Rentals in Bridgeport, CT

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Bridgeport, CT holiday rentals
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276 Holiday rentals and Airbnb in Bridgeport, CT

Best family friendly Bridgeport, CT holiday rentals

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

Polita’s Place # 2 - Bridgeport, CT
9.9 77 reviews
Bridgeport, CT
23/12 – 06/01
A$271/nighttotal: A$3794 (14 )

Polita’s Place # 2

1 4
apartment , Bridgeport
This apartment is situated on the third floor of a property in Bridgeport, offering a peaceful stay with access to porches, a backyard, and a grill. It has consistently received excellent ratings for user experience, location, and cleanliness.
The apartment provides privacy and space for up to six guests, with an entire floor dedicated to their use. Guests can enjoy a fully equipped kitchen, laundry facilities, outdoor living spaces, and a shared backyard with a grill, making it ideal for families and groups seeking a comfortable and convenient stay in Bridgeport.
Bright, Airy Singlefamily Home In Fairfield, Minutes From Fairfield Beach - Bridgeport, CT
Bridgeport, CT
23/12 – 06/01
A$740/nighttotal: A$10360 (14 )

Bright, Airy Singlefamily Home In Fairfield, Minutes From Fairfield Beach

4 4
apartment , Fairfield
This Fairfield flat is located in the Tunxis Hill district, approximately 1.6 kilometres from Sacred Heart University and Fairfield University, and is also conveniently close to Fairfield Beach.
This 139 square metre residence accommodates up to nine guests with four bedrooms and two bathrooms, offering air conditioning, heating, a hair dryer, an iron, and a garden for outdoor enjoyment, with easy access to the Downtown Cabaret Theatre, Barnum Museum, Fairchild Wheeler Golf Course, and The Adventure Park at Discovery Museum.
The House Haven - Bridgeport, CT
10 1 review
Bridgeport, CT
27/06 – 04/07
A$707/nighttotal: A$4949 (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.
Sunny Fairfield Studio Apartment - Bridgeport, CT
10 181 reviews
Bridgeport, CT
01/08 – 03/08
A$264/nighttotal: A$528 (2 )

Sunny Fairfield Studio Apartment

1 2
apartment , Fairfield
This charming studio apartment is located in a historic carriage house in Fairfield, just a short drive from the town centre, the beach and Fairfield University. The studio has received excellent ratings for its location, cleanliness and overall experience, making it a great choice for travellers looking for a comfortable and convenient stay.
The studio is ideal for a couple or a small family, with a queen-size bed and a twin daybed with a pull-out trundle. It features a well-equipped kitchenette, a comfortable living space, a 55-inch Smart LED TV, a private entrance and a dedicated parking space.

Best Bridgeport, CT holiday rentals with a pool

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

Fairfield Favorite - Bridgeport, CT
10 18 reviews
Bridgeport, CT
23/12 – 06/01
A$2270/nighttotal: A$31780 (14 )

Fairfield Favorite

1 4
apartment , Fairfield
This Fairfield property is situated on a hill overlooking Brooklawn Country Club, offering a peaceful escape from the city bustle just 1.5 km from the centre of Fairfield. The accommodation is set in a quiet and tranquil setting, ideal for a relaxing getaway.
The house is a spacious four-bedroom property, comfortably accommodating up to eight guests. It boasts a modern kitchen, a swimming pool, a sauna, and a fitness centre, ensuring a comfortable and enjoyable stay.
Business Or Weekend Escape - Bridgeport, CT
9.2 54 reviews
Bridgeport, CT
03/09 – 15/09
A$185/nighttotal: A$2220 (12 )

Business Or Weekend Escape

1 2
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.
Quaint Private Two Bdrm With Balcony, Stream View! - Bridgeport, CT
8.9 9 reviews
Bridgeport, CT
23/12 – 06/01
A$314/nighttotal: A$4396 (14 )

Quaint Private Two Bdrm With Balcony, Stream View!

1 4
apartment , Bridgeport
This two-bedroom flat in Bridgeport offers convenient access, being just a 4-minute drive from Sacred Heart University.
This Airbnb provides high-speed WiFi, a fully equipped kitchen, and a private balcony, comfortably accommodating up to five guests with new Serta Sleeper mattresses.
Home In Fairfield - Bridgeport, CT
10 5 reviews
Bridgeport, CT
03/09 – 15/09
A$1282/nighttotal: A$15384 (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.

Frequently asked questions about holiday rentals in Bridgeport, CT

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

    The Discovery Museum and Planetarium is always a hit with kids, and the Beardsley Zoo is a great place to spend a few hours. The boardwalk at Seaside Park is also a popular spot for families, with its amusement rides and playground.
  • What are the best Airbnb and holiday rentals in Bridgeport, CT?

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

    The summer months are the busiest time, so if you're looking for a good deal, it's best to book your vacation rental in the spring or autumn. If you're looking for a quieter time, you can also consider visiting in the winter.
  • What are the most popular Airbnbs in Bridgeport, CT?

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

    The Bridgeport Arts Festival is a great event for art lovers, and the Taste of Bridgeport is a popular food festival. The annual Oyster Festival in nearby Milford is also worth checking out.
  • What are the best holiday 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 holiday rentals with a pool in Bridgeport, CT.

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

    Take a walk along the boardwalk at Seaside Park, it's free and offers stunning views of Long Island Sound. You can also visit the Beardsley Zoo for a low entry fee, and there are plenty of free concerts and events in the city throughout the year.
  • What are the best rentals for families and kids in Bridgeport, CT?

    The best rentals for families and kids in Bridgeport, CT are The Classic Getaway 2br Fairfield & Seaside Beach, Polita’s Place #1 and Lovely 2bdrm In Cozy Neighborhood.

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

    For a taste of local seafood, check out the Lobster House on the waterfront. If you're looking for something more casual, try the Black Rock Tavern, which serves up classic American fare. For a truly unique experience, visit the Bridgeport Public Market.
  • What are the best rentals or Airbnbs with a jacuzzi in Bridgeport, CT?

    The best holiday 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 walking or cycling routes in Bridgeport, CT?

    The Pequonnock River Trail is a great option for a scenic walk or bike ride, and it runs through the heart of the city. The Seaside Park boardwalk is also a popular spot for walkers and cyclists.
  • Are there pet-friendly attractions in Bridgeport, CT?

    The Beardsley Zoo is pet-friendly, and there are plenty of dog-friendly restaurants and cafes in the city. The boardwalk at Seaside Park is also dog-friendly, but dogs must be kept on a leash.
  • What are the benefits of choosing a vacation rental in Bridgeport, CT?

    Vacation rentals offer more space and privacy than a hotel room, and they can often be a more affordable option, especially if you're travelling with a family or a group of friends.
  • What are the top sports attractions and facilities in Bridgeport, CT?

    The Webster Bank Arena is home to the Bridgeport Sound Tigers, the city's minor league hockey team. The University of Bridgeport also has a number of sports facilities, including a stadium and a swimming pool.

Destinations nearby

Best Bridgeport, CT holiday rentals with a balcony

Luxury Designer 2 Bedroom+office/3bed Vacation Home. - Bridgeport, CT
9.6 24 reviews
Bridgeport, CT
23/12 – 06/01
A$345/nighttotal: A$4830 (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.
Cozy Cottage With Fire Pit, Near Beach, 1 Mile To Nyc Train - Bridgeport, CT
10 34 reviews
Bridgeport, CT
01/08 – 03/08
A$1308/nighttotal: A$2616 (2 )

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.
Renovated Cape Near Beach, With Fire Pit And Bbq, 1 Mile To Nyc Train - Bridgeport, CT
10 11 reviews
Bridgeport, CT
01/08 – 03/08
A$1293/nighttotal: A$2586 (2 )

Renovated Cape Near Beach, With Fire Pit And Bbq, 1 Mile To Nyc Train

3 2
apartment , Fairfield
This Fairfield holiday home, minutes from Fairfield town centre and Sacred Heart University, offers easy access to Jennings and Penfield beaches, the Norwalk Aquarium, and Beardsley Zoo.
Sleeping up to ten guests, this five-bedroom, two-bathroom property boasts a fully equipped kitchen, outdoor patio with BBQ and fire pit, driveway parking for three cars, plus free on-street parking, and provides beach essentials.
Fairfield Cottage -Top Rated Gem, Fire Pit, Near Beach, 90 Min To Nyc - Bridgeport, CT
9.7 3 reviews
Bridgeport, CT
29/07 – 07/08
A$885/nighttotal: A$7965 (9 )

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.

Best Bridgeport, CT holiday rentals with parking

Familyfriendly 5br Home W/yard Theater By Li Ferry - Bridgeport, CT
9.4 117 reviews
Bridgeport, CT
23/12 – 06/01
A$716/nighttotal: A$10024 (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.
Renovated Cape Near Beach With Fire Pit - Bridgeport, CT
Bridgeport, CT
01/08 – 03/08
A$996/nighttotal: A$1992 (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.
4 Mi To Beach & Dtwn! Charming Fairfield Home - Bridgeport, CT
Bridgeport, CT
23/12 – 06/01
A$1021/nighttotal: A$14294 (14 )

4 Mi To Beach & Dtwn! Charming Fairfield Home

4 4
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.
Sunny & Spacious 2bd 1ba Wfh Apt-huge Yard & Patio - Bridgeport, CT
10 4 reviews
Bridgeport, CT
01/08 – 03/08
A$454/nighttotal: A$908 (2 )

Sunny & Spacious 2bd 1ba Wfh Apt-huge Yard & Patio

2 2
apartment , Fairfield
This Fairfield apartment, situated 18km from Silver Sands State Park and 23km from the Connecticut Post Mall, offers easy access to both coastal attractions and shopping.
The 93 square metre, two-bedroom property sleeps nine guests and features a fully equipped kitchen, a garden, parking, and a fireplace; nearby Yale University and the Yale Bowl are within 32km.
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