Bridgeport holiday rentals: compare the best deals
9.6 15 reviews
Bridgeport
06/27 – 07/04
HK$2552/nighttotal: HK$17864 (7 )
Modern Renovated 2bdr Apt In Prime Blackrock
1 1
apartment , Bridgeport
This Bridgeport flat is located in the peaceful Black Rock neighbourhood, offering convenient access to beaches, museums, and lighthouses, though precise distances are unspecified. The two-bedroom, one-bathroom apartment sleeps six, features a fridge and microwave, air conditioning, internet access, and allows pets; further details regarding its size and specific proximity to local attractions are unavailable.
10 4 reviews
Bridgeport
07/29 – 08/07
HK$2168/nighttotal: HK$19512 (9 )
Modern Apartment In Black Rock-
1 2
apartment , Bridgeport
This Black Rock, Bridgeport flat is conveniently located near Bridgeport's Downtown South Historic District and beautiful beaches, offering easy access to attractions such as the Connecticut Audubon Birdcraft Museum and the Discovery Museum. The 83 square metre (893 square feet) one-bedroom, one-bathroom apartment sleeps four guests and includes amenities such as free internet, parking, air conditioning, and a kitchen with a fridge and microwave; nearby water activities, including motor boating, are also available.
9.4 31 reviews
Bridgeport
12/23 – 01/06
HK$2240/nighttotal: HK$31360 (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.
9.5 2 reviews
Bridgeport
08/01 – 08/03
HK$2696/nighttotal: HK$5392 (2 )
Black Rock Suites-86-1
1 2
apartment , Bridgeport
Black Rock Suites offers a one-bedroom apartment in Bridgeport's Black Rock neighbourhood, conveniently located 2.7 kilometres from Jennings Beach. This self-contained flat provides free Wi-Fi, in-unit laundry, air conditioning, and parking, sleeping one guest and is ideal for exploring Bridgeport and its surroundings.
8.8 9 reviews
Bridgeport
08/28 – 12/18
HK$3226/nighttotal: HK$361312 (112 )
The B&w Haven 5br Home With Yard Theater + Office
5 1
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.
10 10 reviews
Bridgeport
06/27 – 07/04
HK$11282/nighttotal: HK$78974 (7 )
Lovely 5 Bedroom Beach House With Large Backyard
5 2
apartment , Fairfield
This Fairfield house is situated just a short walk from the beach, the town centre, and the Metro North train station, making it a convenient base for exploring the area. The surrounding neighbourhood is quiet and residential, offering a peaceful retreat from the hustle and bustle of city life. The house has 5 bedrooms and 3 bathrooms, providing ample space for up to 9 guests. It features a fully equipped kitchen, a spacious living room with a fireplace, a large garden with a patio, and parking for multiple vehicles.
10 181 reviews
Bridgeport
07/29 – 08/07
HK$1198/nighttotal: HK$10782 (9 )
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.
10 2 reviews
Bridgeport
06/27 – 07/04
HK$1989/nighttotal: HK$13923 (7 )
Comfy And Convenient: A Home Away From Home
1 1
apartment , Bridgeport
This Bridgeport studio apartment is conveniently located near the Metro-North train station, a three-minute (4.8km) drive away, offering easy access to New York and Boston and proximity to local restaurants and supermarkets. The self-contained unit features a fully equipped kitchenette, a private bathroom with a shower and bath, and accommodates one guest; a private entrance ensures privacy despite being on the property owner's premises.
9.5 23 reviews
Bridgeport
06/27 – 07/04
HK$2245/nighttotal: HK$15715 (7 )
Walkable Black Rock Retreat: 2 Kings
1 1
apartment , Bridgeport
This Bridgeport apartment, situated in the peaceful Black Rock district, offers easy access to Black Rock's beaches and is conveniently located near local museums and lighthouses. The two-bedroom flat sleeps six guests comfortably, boasting two king-size beds and a full-size futon, and includes a fully equipped kitchen with a fridge and microwave, air conditioning, free street parking, and Wi-Fi; nearby parks provide ample opportunity for outdoor recreation.
9.5 19 reviews
Bridgeport
08/28 – 12/18
HK$1196/nighttotal: HK$133952 (112 )
Welcome To Fitz Haven! - Your Home Away From Home
1 1
apartment , Bridgeport
Fitz Haven is a private two-bedroom flat located in a quiet Bridgeport suburb, a 10-minute drive from Bridgeport town centre, train station, and bus terminal, offering easy access to amenities on Madison Street including a bakery, launderette, gas station, post office, and grocery shop. This well-equipped accommodation for up to three guests features air conditioning, internet, a kitchen with a fridge and microwave, a living room with a flat-screen TV, a dining table for four, hardwood floors, and access to a nearby park with a basketball court.
9.3 4 reviews
Bridgeport
07/29 – 08/07
HK$2840/nighttotal: HK$25560 (9 )
The B&w Haven 5br Home With Yard Theater
5 2
apartment , Bridgeport
The B&W Haven 5BR Home with yard theatre is located in Bridgeport, just 13 kilometres from Silver Sands State Park and 18 kilometres from the Connecticut Post Mall Shopping Centre. This makes it a great choice for families or groups wanting to explore the area and enjoy both the beach and shopping. This spacious five-bedroom home offers 186 square metres of living space and can comfortably accommodate up to 20 guests. The apartment features a fully equipped kitchen, a fireplace, a private yard with outdoor seating, a yard theatre, free parking, and free Wi-Fi.
10 29 reviews
Bridgeport
06/27 – 07/04
HK$2153/nighttotal: HK$15071 (7 )
Lake Hills Suite
1 2
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.
Best family friendly Bridgeport holiday rentals
Among the 276 accommodations in Bridgeport, here are the 4 best family friendly rentals
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.
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.
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.
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
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.
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.
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.
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
What are the top family-friendly attractions in Bridgeport, CT?
Bridgeport has plenty to keep the kids entertained. The Discovery Museum and Planetarium is a great place to learn about science and space, while the Barnum Museum is a fun and educational attraction that celebrates the legacy of P.T. Barnum.
What are the best Airbnb and vacation rentals in Bridgeport?
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, from April to May or September to October, when the weather is still pleasant but the crowds are smaller.
What are the best restaurants with local dishes in Bridgeport, CT?
For a taste of local cuisine, try the Lobster House for fresh seafood, or the Black Rock Coffee for a classic New England breakfast. If you're looking for something a little more upscale, the Sono Seaport is a great option for a fine dining experience.
What are the best vacation rentals with a pool in Bridgeport?
Are there pet-friendly attractions in Bridgeport, CT?
The Beardsley Park Zoo is pet-friendly, allowing well-behaved dogs on leash to explore the grounds. The Seaside Park also has designated areas where dogs are allowed.
What are the best rentals for families and kids in Bridgeport?
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.
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.
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.
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
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.
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.
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.
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.