Holiday Rentals in Bridgeport

276 available vacation rental offers

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Bridgeport holiday rentals
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Bridgeport holiday rentals: compare the best deals

Best family friendly Bridgeport holiday rentals

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

Stay At Black Rock Harbor - Bridgeport
10 26 reviews
Bridgeport
12/23 – 01/06
HK$6270/nighttotal: HK$87780 (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.
Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious - Bridgeport
9.4 20 reviews
Bridgeport
12/23 – 01/06
HK$7221/nighttotal: HK$101094 (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.
Polita’s Place # 2 - Bridgeport
9.9 77 reviews
Bridgeport
08/01 – 08/03
HK$2081/nighttotal: HK$4162 (2 )

Polita’s Place # 2

1 2
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.
Fairfield Beach ⛱Renovated Cape - 3 Bed 2 Bath - Bridgeport
9.9 24 reviews
Bridgeport
07/29 – 08/07
HK$4818/nighttotal: HK$43362 (9 )

Fairfield Beach ⛱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 holiday rentals with a pool

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

6-bedroom House With Fitness Room And Pool In Westport - Bridgeport
Bridgeport
12/23 – 01/06
HK$19808/nighttotal: HK$277312 (14 )

6-bedroom House With Fitness Room And Pool In Westport

7 10
apartment , Westport
This spacious 604 square metre residence in Westport offers 7 bedrooms and 8 bathrooms, accommodating up to 14 guests with a private swimming pool, outdoor pavilion with a fireplace, and an on-site fitness room.
Conveniently located near the Country Club of Fairfield and Gateway Shopping Centre, this property provides easy access to golf courses, shopping, and entertainment at the Pitt Centre and Total Mortgage Arena, with pets and families welcome.
Bright Zen Studio - Bridgeport
9.5 29 reviews
Bridgeport
12/23 – 01/06
HK$5098/nighttotal: HK$71372 (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.
Quaint Private Two Bdrm With Balcony, Stream View! - Bridgeport
8.9 9 reviews
Bridgeport
12/23 – 01/06
HK$1731/nighttotal: HK$24234 (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.
The House Haven - Bridgeport
10 1 review
Bridgeport
06/27 – 07/04
HK$3897/nighttotal: HK$27279 (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

Destinations nearby

Best Bridgeport holiday rentals with a balcony

Luxurious, Direct Waterfront Home With Private Beach - Bridgeport
10 18 reviews
Bridgeport
12/23 – 01/06
HK$11537/nighttotal: HK$161518 (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.
Beechmont-charming Colonial For Events And Getaways! - Bridgeport
8.0 1 review
Bridgeport
06/27 – 07/04
HK$5495/nighttotal: HK$38465 (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.
Cozy Condo With Yard And Patio. Long-stay Discount Available - Bridgeport
9.7 162 reviews
Bridgeport
07/29 – 08/07
HK$2501/nighttotal: HK$22509 (9 )

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.
The Blue Sapphire: Modern & Stylish 2br W/ 2 King Beds & Full Kitchen - Bridgeport
8.0 1 review
Bridgeport
07/29 – 08/07
HK$2414/nighttotal: HK$21726 (9 )

The Blue Sapphire: Modern & Stylish 2br W/ 2 King Beds & Full Kitchen

2 2
apartment , Bridgeport
This Bridgeport apartment, situated in the Brooklawn-St. Vincent neighbourhood, offers convenient proximity to attractions such as Beardsley Zoo, the Discovery Museum, and Fairchild Wheeler Golf Course.
The 186 square metre (1999 square foot) property boasts two bedrooms, one bathroom, and sleeps five, featuring a fully equipped kitchen, smart TVs, a terrace, garden access, and high-speed internet.

Best Bridgeport holiday rentals with parking

Modern Apartment In Black Rock - Bridgeport
9.6 13 reviews
Bridgeport
08/01 – 08/03
HK$2756/nighttotal: HK$5512 (2 )

Modern Apartment In Black Rock

1 2
apartment , Bridgeport
This beachfront apartment in Bridgeport, Connecticut is conveniently located less than 1.6km from Longfellow and Seaside Parks, and under 4.8km from Fairfield Museum and History Centre and Fairfield University.
The 83 square metre flat offers one bedroom, one bathroom, sleeps three, and includes a fully equipped kitchen, in-unit laundry, and a sofa bed; nearby attractions include Fairfield Metro Station, a 17-minute walk away.
Modern 2 Bedroom In Black Rock - Bridgeport
Bridgeport
12/23 – 01/06
HK$2256/nighttotal: HK$31584 (14 )

Modern 2 Bedroom In Black Rock

1 4
apartment , Bridgeport
This modern two-bedroom flat is located in Bridgeport's Black Rock neighbourhood, approximately 16 kilometres from Silver Sands State Park and 34 kilometres from Yale University.
The 900 square metre property offers a private entrance, in-unit laundry, free Wi-Fi, and sleeps four guests, with a fully equipped kitchen and air conditioning.
Modern House In Black Rock - Bridgeport
9.0 11 reviews
Bridgeport
06/27 – 07/04
HK$3398/nighttotal: HK$23786 (7 )

Modern House In Black Rock

3 2
apartment , Bridgeport
This Fairfield beachfront property, less than 2km from Longfellow and Seaside Parks and within 5km of Fairfield Museum and History Centre and Fairfield University, offers easy access to Bridgeport's attractions.
This 140 square metre house sleeps seven, boasting four bedrooms, one bathroom, a fully equipped kitchen including a dishwasher and washing machine, plus a garden, parking, and excellent guest reviews.
4 Mi To Beach & Dtwn! Charming Fairfield Home - Bridgeport
Bridgeport
12/23 – 01/06
HK$5627/nighttotal: HK$78778 (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.
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