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

Modern 2 Bedroom Apt In The Heart Of Black Rock - Bridgeport, CT
9.4 31 reviews
Bridgeport, CT
23/12 – 06/01
A$407/nighttotal: A$5698 (14 )

Modern 2 Bedroom Apt In The Heart Of Black Rock

1 4
apartment , Bridgeport
This modern flat is situated in Blackrock, a peaceful neighbourhood in Bridgeport, just a short distance from beautiful beaches, museums, lighthouses, and parks. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen, a washing machine and dryer, air conditioning, and parking, ensuring a comfortable and convenient stay.
Retro Bridgeport Apartment - Bridgeport, CT
9.6 36 reviews
Bridgeport, CT
23/12 – 06/01
A$333/nighttotal: A$4662 (14 )

Retro Bridgeport Apartment

1 4
apartment , Bridgeport
This apartment in Bridgeport is conveniently located within a kilometre of a Starbucks, bakery, supermarket, and pharmacy, making it a practical choice for travellers. The apartment has received excellent ratings for cleanliness, location, and overall user experience.
The apartment has two bedrooms with queen-size beds and a living room with a pull-out couch, comfortably accommodating up to four guests. It is equipped with air conditioning, parking, internet access, and a kitchen with a fridge, freezer, microwave oven, and dishwasher.
Southport Shoreline Charm: Elegant Coastal Escape - Bridgeport, CT
9.6 143 reviews
Bridgeport, CT
23/12 – 06/01
A$887/nighttotal: A$12418 (14 )

Southport Shoreline Charm: Elegant Coastal Escape

1 4
apartment , Fairfield
This 3-bedroom house in Fairfield is located just a short distance from the town centre and a 5-minute drive from the beach. It has received excellent ratings for cleanliness, location, and overall experience.
The house spans 9 square metres and comfortably accommodates up to 7 guests. It includes a fully equipped kitchen, a spacious living area, a private garden, and a range of amenities for a comfortable and enjoyable stay, including a ping pong table, sound machines in each bedroom, and a work-from-home friendly setup.
Beechmont-charming Colonial For Events And Getaways! - Bridgeport, CT
8.0 1 review
Bridgeport, CT
01/08 – 03/08
A$1585/nighttotal: A$3170 (2 )

Beechmont-charming Colonial For Events And Getaways!

6 2
house , Bridgeport
This Bridgeport property, a colonial-style house, is located 13.7km from Silver Sands State Park and 19.3km from the Connecticut Post Mall, offering convenient access to local attractions.
The 307 square metre dwelling boasts one bedroom, four bathrooms, and accommodates up to 23 guests, featuring a fully equipped kitchen, free Wi-Fi, private parking, and a terrace/garden.

Best Bridgeport, CT holiday rentals with a pool

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

Victorian Apartment - Bridgeport, CT
9.8 74 reviews
Bridgeport, CT
29/07 – 07/08
A$278/nighttotal: A$2502 (9 )

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.
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.
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.
Quaint Private Two Bdrm With Balcony, Stream View! - Bridgeport, CT
8.9 9 reviews
Bridgeport, CT
27/06 – 04/07
A$307/nighttotal: A$2149 (7 )

Quaint Private Two Bdrm With Balcony, Stream View!

2 1
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.

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

Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious - Bridgeport, CT
9.4 20 reviews
Bridgeport, CT
23/12 – 06/01
A$1311/nighttotal: A$18354 (14 )

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

5 10
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.
Luxury Designer 2 Bedroom+office/3bed Vacation Home. - Bridgeport, CT
9.6 26 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.
Luxurious, Direct Waterfront Home With Private Beach - Bridgeport, CT
10 18 reviews
Bridgeport, CT
23/12 – 06/01
A$2094/nighttotal: A$29316 (14 )

Luxurious, Direct Waterfront Home With Private Beach

4 10
apartment , Milford
This Milford beachfront property offers unparalleled ocean views, being less than 1.6km from Walnut Beach and Silver Sands, and within 4.8km of Port Milford and The Coastal Centre at Milford Point.
This luxurious 418 square metre house boasts four bedrooms, four bathrooms, sleeps ten guests, and includes a modern kitchen, jacuzzi, fitness centre, private balcony, and direct beach access, plus free Wi-Fi.
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.

Best Bridgeport, CT holiday rentals with parking

Stay At Black Rock Harbor - Bridgeport, CT
10 26 reviews
Bridgeport, CT
23/12 – 06/01
A$1138/nighttotal: A$15932 (14 )

Stay At Black Rock Harbor

3 4
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.
Private Luxury Stay In Expansive Home & Property - Bridgeport, CT
9.6 4 reviews
Bridgeport, CT
23/12 – 06/01
A$1282/nighttotal: A$17948 (14 )

Private Luxury Stay In Expansive Home & Property

6 10
apartment , Easton
This family-friendly house is located in Easton, just 1.2 miles from the Connecticut Golf Club and within a 9-mile radius of the Discovery Museum and Lake Mohegan Beach, making it a great base for exploring the area. It has consistently received excellent user ratings, so you can be sure of a comfortable stay. This spacious property has 6 bedrooms and 5 bathrooms, sleeping up to 11 guests, making it perfect for large families or groups. The house offers a range of amenities, including a swimming pool, spa, garden, terrace, and a fully equipped kitchen, as well as a water park, arcade room, and barbecue facilities for entertainment.
59 Rennell St, Bridgeport · Lovely 1 Bedroom Cozy Modern Apartment W/75 4k Tv - Bridgeport, CT
8.0 8 reviews
Bridgeport, CT
29/07 – 07/08
A$393/nighttotal: A$3537 (9 )

59 Rennell St, Bridgeport · Lovely 1 Bedroom Cozy Modern Apartment W/75 4k Tv

1 2
apartment , Bridgeport
This Bridgeport apartment is ideally situated near the University of Bridgeport and the Bridgeport Downtown South Historic District, within a 2.4km radius of Seaside Park and Seaside Beach, and a 1.9km walk from Bridgeport Station.
The one-bedroom flat, sleeping two guests, boasts a fully equipped kitchen with a fridge, microwave, and stovetop, a washing machine, a fireplace, a TV, and on-site parking, all within a smoke-free environment.
Beautiful Home In The Town Of Fairfield. - Bridgeport, CT
10 4 reviews
Bridgeport, CT
23/12 – 06/01
A$746/nighttotal: A$10444 (14 )

Beautiful Home In The Town Of Fairfield.

4 4
apartment , Fairfield
This recently renovated four-bedroom, two-bathroom house in Fairfield is located just minutes from Sacred Heart University, offering convenient access to this major regional institution.
This fully equipped apartment accommodates up to nine guests and features a microwave oven, dishwasher, air conditioning, parking, and a backyard with a fire pit, alongside gleaming hardwood floors and cozy bedrooms.
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