Holiday 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

Retro Bridgeport Apartment - Bridgeport, CT
9.6 36 reviews
Bridgeport, CT
23/12 – 06/01
202 €/nightTotal: 2828 € (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.
Stay At Black Rock Harbor - Bridgeport, CT
10 69 reviews
Bridgeport, CT
23/12 – 06/01
684 €/nightTotal: 9576 € (14 )

Stay At Black Rock Harbor

3 4
apartment , Bridgeport
This apartment is in Black Rock, a short walk from the beach and downtown, making it ideal for exploring the area. It has excellent user, location and cleanliness ratings, ensuring a comfortable stay.
This home has three bedrooms and two bathrooms, comfortably accommodating up to six guests. It has a fully equipped kitchen, a backyard with a picnic table, a Tesla EV charger, and offers flexible check-in and hassle-free departure.
Charming Colonial For Events!  Perfect For Family Reunions And Group Getaways! - Bridgeport, CT
8.8 10 reviews
Bridgeport, CT
29/07 – 07/08
1072 €/nightTotal: 9648 € (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.
Renovated Cape Near Beach, With Fire Pit And Bbq - Bridgeport, CT
10 106 reviews
Bridgeport, CT
01/08 – 03/08
631 €/nightTotal: 1262 € (2 )

Renovated Cape Near Beach, With Fire Pit And Bbq

1 2
apartment , Fairfield
This three-bedroom house, situated in a quiet Fairfield residential neighbourhood, is minutes from Fairfield University and Sacred Heart University, and conveniently close to attractions such as the Norwalk Aquarium and Beardsley Zoo.
Sleeping up to nine guests, this pet-friendly property boasts a fully equipped kitchen, two newly renovated bathrooms, a spacious garden with BBQ, and fast Wi-Fi with Roku-enabled TVs; ideal for families visiting students or enjoying Fairfield's attractions.

Best Bridgeport, CT holiday rentals with a pool

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

4br/2.5ba Refuge Near University, Downtown & Beach - Bridgeport, CT
10 22 reviews
Bridgeport, CT
29/07 – 07/08
756 €/nightTotal: 6804 € (9 )

4br/2.5ba Refuge Near University, Downtown & Beach

1 2
apartment , Fairfield
This Fairfield property, situated in the University District, is one kilometre from the town centre and within three kilometres of Long Island Sound beaches.
The four-bedroom house, sleeping seven guests, boasts a heated saltwater pool, outdoor kitchen, and fire pit, alongside a fully equipped kitchen including a dishwasher, and is ideal for families or groups.
Quaint Private Two Bdrm With Balcony, Stream View! - Bridgeport, CT
8.9 9 reviews
Bridgeport, CT
27/06 – 04/07
187 €/nightTotal: 1309 € (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.
The House Haven - Bridgeport, CT
10 1 review
Bridgeport, CT
27/06 – 04/07
430 €/nightTotal: 3010 € (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.
Business Or Weekend Escape - Bridgeport, CT
9.2 54 reviews
Bridgeport, CT
23/12 – 06/01
166 €/nightTotal: 2324 € (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, 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 seasons, in the spring or autumn. The weather is still pleasant, but the crowds are smaller and the prices are lower. You can find some great deals if you book in advance.
  • What are the best Airbnb and holiday rentals in Bridgeport, CT?

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

    Bridgeport has a lot of events and festivals throughout the year. The most popular one is the Bridgeport Summerfest, which takes place in July and features live music, food, and entertainment. There's also the Taste of Bridgeport, which is a great way to sample some of the city's best food.
  • What are the most popular Airbnbs in Bridgeport, CT?

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

    Bridgeport has plenty of free things to do. Take a walk along the boardwalk, visit the Beardsley Zoo for free on certain days, or explore the many parks and gardens in the city. You can also check out the many public art installations around the city.
  • 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 restaurants with local dishes in Bridgeport, CT?

    For a taste of local cuisine, check out the restaurants in the downtown area. There are plenty of places that serve up fresh seafood, like oysters and clams. You can also find some great Italian restaurants in the city.
  • 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 walking or cycling routes in Bridgeport, CT?

    The waterfront is a great place for a walk or bike ride. You can also check out the trails in the city's parks, like Seaside Park and Pleasure Beach.
  • 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 benefits of choosing a vacation rental in Bridgeport, CT?

    Vacation rentals offer more space and privacy than hotels, and you can often find them at a lower price. You'll also have access to a kitchen, which allows you to save money on meals.
  • What are the top sports attractions and facilities in Bridgeport, CT?

    Bridgeport is home to the Bridgeport Sound Tigers, a minor league hockey team. You can also check out the city's many parks and recreation centres, which offer a variety of sports activities.

Destinations nearby

Best Bridgeport, CT holiday rentals with a balcony

Renovated Cape Near Beach With Fire Pit - Bridgeport, CT
Bridgeport, CT
01/08 – 03/08
605 €/nightTotal: 1210 € (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.
Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious - Bridgeport, CT
9.4 20 reviews
Bridgeport, CT
23/12 – 06/01
806 €/nightTotal: 11284 € (14 )

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

5 4
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.
Beechmont-charming Colonial For Events And Getaways! - Bridgeport, CT
8.0 1 review
Bridgeport, CT
27/06 – 04/07
606 €/nightTotal: 4242 € (7 )

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.
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
786 €/nightTotal: 1572 € (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.

Best Bridgeport, CT holiday rentals with parking

Lake House Cozy To Relax With A Family. 6 Bedroom Very Spacious House. - Bridgeport, CT
9.6 5 reviews
Bridgeport, CT
23/12 – 06/01
1243 €/nightTotal: 17402 € (14 )

Lake House Cozy To Relax With A Family. 6 Bedroom Very Spacious House.

6 4
apartment , Trumbull
This Trumbull, Connecticut holiday home is conveniently located near major highways, offering easy access to local parks such as Boothe Memorial Park and museums including the National Helicopter Museum.
The six-bedroom, four-bathroom property sleeps twelve guests and boasts amenities including a jacuzzi, garden, free WiFi, and a fully equipped kitchen with dishwasher; nearby attractions include Beardsley Zoo and the Discovery Museum.
Lake Hills Suite - Bridgeport, CT
10 26 reviews
Bridgeport, CT
27/06 – 04/07
234 €/nightTotal: 1638 € (7 )

Lake Hills Suite

1 1
apartment , Fairfield
This modern one-bedroom apartment is situated in Fairfield's Lake Hills area, offering convenient proximity to local universities, restaurants, and shops.
The self-contained suite features a queen-size bed, a queen-size sofa bed, a fully equipped kitchenette, in-unit laundry, and dedicated parking, comfortably accommodating up to four guests.
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min Walk - Bridgeport, CT
9.4 8 reviews
Bridgeport, CT
01/08 – 03/08
178 €/nightTotal: 356 € (2 )

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min Walk

1 2
apartment , Bridgeport
This pet-friendly apartment in Bridgeport's Downtown area is a short walk (approximately 0.8 km) from Bridgeport Train Station, Baldwin Plaza Shopping Centre, and the historic Bridgeport Downtown South district, offering easy access to attractions such as Beardsley Zoo and the Discovery Museum.
The one-bedroom, one-bathroom flat sleeps two guests and includes a fully equipped kitchen, free Wi-Fi, a smart TV, on-site parking, and air conditioning; nearby activities include games at the Bridgeport Bluefish Baseball Club.
Indulge In Prime Luxury 3br 3-7 Guest - Bridgeport, CT
9.6 17 reviews
Bridgeport, CT
23/12 – 06/01
527 €/nightTotal: 7378 € (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.
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