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

Stay At Black Rock Harbor - Bridgeport, CT
10 26 reviews
Bridgeport, CT
23/12 – 06/01
NZ$1376/nighttotal: NZ$19264 (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.
Luminous Retreat 5br Home, Private Yard & Pergola - Bridgeport, CT
9.7 84 reviews
Bridgeport, CT
23/12 – 06/01
NZ$1211/nighttotal: NZ$16954 (14 )

Luminous Retreat 5br Home, Private Yard & Pergola

1 4
apartment , Fairfield
This five-bedroom home is situated on a quiet street in Fairfield, Connecticut, just a short drive (around 5km) from beaches, universities, shops, and restaurants on Black Rock Turnpike. The property has received excellent user ratings for location, cleanliness, and overall experience.
The two-level property comfortably accommodates up to 12 guests with separate entrances for each floor. Guests can enjoy a range of amenities, including a fully equipped kitchen, modern bathrooms, a game room, a home theatre, a large garden with a fire pit, and fast Wi-Fi throughout.
Luxurious, Direct Waterfront Home With Private Beach - Bridgeport, CT
10 18 reviews
Bridgeport, CT
23/12 – 06/01
NZ$2532/nighttotal: NZ$35448 (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.
Polita’s Place #1 - Bridgeport, CT
9.9 98 reviews
Bridgeport, CT
28/08 – 18/12
NZ$391/nighttotal: NZ$43792 (112 )

Polita’s Place #1

1 1
apartment , Bridgeport
This three-bedroom flat is conveniently located in the centre of Bridgeport, within walking distance of the Beardsley Zoo and a short drive from the Downtown Bridgeport area and the Bridgeport Art Center. It has received excellent ratings for location, cleanliness and user experience.
The flat is spacious and has a modern and coastal decor. It comes with a fully equipped kitchen, air conditioning, a garden, parking and internet access, making it perfect for a comfortable and enjoyable stay.

Best Bridgeport, CT holiday rentals with a pool

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

Lovely Home By The Beach In Coveted Lordship - Bridgeport, CT
10 6 reviews
Bridgeport, CT
23/12 – 06/01
NZ$1196/nighttotal: NZ$16744 (14 )

Lovely Home By The Beach In Coveted Lordship

1 4
apartment , Stratford
This Lordship, Connecticut holiday home is a two-minute walk from the beach, five minutes from waterfront restaurants, and ten minutes (approximately 1.6km) from Stratford train station and the Port Jefferson ferry.
The three-bedroom, one-bathroom property sleeps six, boasting a heated saltwater pool, private golf cart, and access to paddleboards, beach equipment, and nearby amenities including a nine-hole golf course and various sports courts.
Business Or Weekend Escape - Bridgeport, CT
9.2 55 reviews
Bridgeport, CT
23/12 – 06/01
NZ$329/nighttotal: NZ$4606 (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.
Bright Zen Studio - Bridgeport, CT
9.5 29 reviews
Bridgeport, CT
23/12 – 06/01
NZ$1119/nighttotal: NZ$15666 (14 )

Bright Zen Studio

1 4
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.
The House Haven - Bridgeport, CT
10 1 review
Bridgeport, CT
27/06 – 04/07
NZ$855/nighttotal: NZ$5985 (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.

Frequently asked questions about holiday rentals in Bridgeport, CT

Destinations nearby

Best Bridgeport, CT holiday rentals with a balcony

Charming Colonial For Events!  Perfect For Family Reunions And Group Getaways! - Bridgeport, CT
8.8 10 reviews
Bridgeport, CT
27/06 – 04/07
NZ$2124/nighttotal: NZ$14868 (7 )

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

6 1
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.
The B&w Haven 5br Home With Yard Theater + Office - Bridgeport, CT
8.8 9 reviews
Bridgeport, CT
23/12 – 06/01
NZ$940/nighttotal: NZ$13160 (14 )

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

5 10
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.
Beechmont-charming Colonial For Events And Getaways! - Bridgeport, CT
8.0 1 review
Bridgeport, CT
29/07 – 07/08
NZ$1122/nighttotal: NZ$10098 (9 )

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 13 reviews
Bridgeport, CT
01/08 – 03/08
NZ$1563/nighttotal: NZ$3126 (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

Captain House In Black Rock-academic Rental - Bridgeport, CT
Bridgeport, CT
23/12 – 06/01
NZ$805/nighttotal: NZ$11270 (14 )

Captain House In Black Rock-academic Rental

3 4
apartment , Bridgeport
This three-bedroom flat is located in Bridgeport's historic Black Rock district, offering waterfront views of Burr Creek and situated 6 kilometres from Silver Sands State Park.
This property, spanning 33 square metres and accommodating up to seven guests, features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, parking, and a laundry room, with a check-out time of 10:00 AM.
Bright, Airy Singlefamily Home In Fairfield, Minutes From Fairfield Beach - Bridgeport, CT
10 1 review
Bridgeport, CT
23/12 – 06/01
NZ$895/nighttotal: NZ$12530 (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.
2 Mi To Dtwn: Well-appointed Bridgeport Duplex! - Bridgeport, CT
10 2 reviews
Bridgeport, CT
28/08 – 18/12
NZ$265/nighttotal: NZ$29680 (112 )

2 Mi To Dtwn: Well-appointed Bridgeport Duplex!

3 1
apartment , Bridgeport
This Bridgeport house rental is conveniently located near Glenwood Park, the Bridgeport Downtown South Historic District, and Svihra Park, all within a 2km radius.
This 130 square metre, three-bedroom property boasts two bathrooms, a fully equipped kitchen including dishwasher, free Wi-Fi, private parking, and a patio; sleeping up to six guests.
Lovely Bohemian Loft Downtwn, Amphitheater,seaside Park,metro North,2-10min Walk - Bridgeport, CT
9.8 11 reviews
Bridgeport, CT
01/08 – 03/08
NZ$353/nighttotal: NZ$706 (2 )

Lovely Bohemian Loft Downtwn, Amphitheater,seaside Park,metro North,2-10min Walk

1 2
apartment , Bridgeport
This pet-friendly apartment in Bridgeport's city centre is a five-minute walk from Bridgeport Train Station and close to Baldwin Plaza Shopping Centre and the historic Bridgeport Downtown South district.
The one-bedroom, one-bathroom flat sleeps two guests and offers a fully equipped kitchen, free Wi-Fi, a smart TV, air conditioning, on-site parking, and proximity to attractions including Beardsley Zoo and the Ballpark at Harbor Yard.
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