Bridgeport holiday rentals: compare the best deals
9.2 20 reviews
Bridgeport
07/19 – 08/15
HK$2423/nighttotal: HK$65421 (27 )
Modern 2 Bedroom Apt In Black Rock Near The Beach
1 2
apartment , Bridgeport
This modern two-bedroom flat is situated in the peaceful Black Rock neighbourhood of Bridgeport, just a short distance from the city's beaches, museums, and parks. The area is known for its quiet streets and proximity to the sea, offering a tranquil escape from the city centre. The flat is ideal for families or groups of up to four people, with a fully equipped kitchen, laundry facilities, and air conditioning. Guests can enjoy the modern design, peaceful location, and access to a variety of local restaurants and activities.
9.2 7 reviews
Bridgeport
08/01 – 08/03
HK$1291/nighttotal: HK$2582 (2 )
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
1 2
apartment , Bridgeport
This pet-friendly apartment in Bridgeport's Downtown district is conveniently located less than 0.8 km from Bridgeport Train Station and within walking distance of the Baldwin Plaza Shopping Centre. The one-bedroom flat sleeps two guests and includes amenities such as free Wi-Fi, a smart TV, and on-site parking, with easy access to attractions like the Barnum Museum and Beardsley Zoo.
9.0 2 reviews
Bridgeport
06/27 – 07/04
HK$3906/nighttotal: HK$27342 (7 )
Cheerful 4 Bedroom Home, In Quite Neighborhood
4 2
apartment , Bridgeport
This four-bedroom house is located in the North End of Bridgeport, just a short distance from restaurants, movie theatres, Seaside Park, beaches and the downtown area. It has consistently received excellent ratings for location, cleanliness and overall user experience. The house is spacious and comfortably sleeps six guests, with a fully equipped kitchen and a laundry room. Amenities include air conditioning, off-street parking, a private garden, and access to the basement.
10 18 reviews
Bridgeport
08/31 – 09/04
HK$1209/nighttotal: HK$4836 (4 )
Nuevo Cómodo Apartamento Estudio
1 2
apartment , Bridgeport
This Bridgeport studio apartment, situated in the East End, offers easy access to I-95 (under 2km), Metro-North (under 2.5km), the Bridgeport Ferry (under 3km), Steelpointe Harbor (under 2.5km), and the Hartford Health Amphitheatre/Total Mortgage Arena, all within a 4km radius of Bridgeport city centre. The self-contained unit, sleeping up to four guests, features a fridge, microwave, air conditioning, parking, and Wi-Fi; its private entrance on the third floor ensures peace and quiet.
9.5 8 reviews
Bridgeport
07/19 – 08/15
HK$1568/nighttotal: HK$42336 (27 )
Modern Light-filled Studio In Fairfield, Ct
1 2
apartment , Fairfield
This Fairfield studio apartment, sleeping two guests, offers self-catering facilities including a fridge, air conditioning, parking and internet access. Further details regarding the precise location within Fairfield, proximity to local attractions, and the apartment's size and specific interior design are unavailable.
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.
10 4 reviews
Bridgeport
08/31 – 09/04
HK$2036/nighttotal: HK$8144 (4 )
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.
9.0 1 review
Bridgeport
08/31 – 09/04
HK$2184/nighttotal: HK$8736 (4 )
2 Bed Apt In Blackrock By Beach
2 2
apartment , Bridgeport
This two-bedroom flat in Bridgeport's Black Rock neighbourhood is conveniently located near the beach, approximately 16 km from Silver Sands State Park and 22 km from the Connecticut Post Mall. The 1000 square metre property boasts a fully equipped kitchen, air conditioning, Wi-Fi, and accommodates up to six guests, making it ideal for families or groups visiting Bridgeport.
Bridgeport
06/27 – 07/04
HK$2726/nighttotal: HK$19082 (7 )
3-bedroom House In Excellent Bridgeport With Cool Ac Breeze
3 2
apartment , Bridgeport
This three-bedroom flat in Bridgeport is located in the Brooklawn - St. Vincent district, offering proximity to cultural sites such as the Downtown Cabaret Theatre and the Discovery Museum, alongside shopping at Baldwin Plaza and Milford Plaza. This 130 square meter apartment accommodates up to six guests and includes air conditioning, heating, and an iron, providing a comfortable base for exploring the area.
Bridgeport
08/28 – 12/18
HK$4426/nighttotal: HK$495712 (112 )
Spacious Waterfront Lake House W Great Views,\nideal For A Large Family Getaway.
5 1
apartment , Bridgeport
This waterfront holiday home in Bridgeport offers convenient access to parks and museums, all within a 4-minute drive. This five-bedroom property accommodates thirteen guests and features Wi-Fi, air conditioning, a dryer, and a hairdryer, ensuring a comfortable stay with essential amenities provided.
8.9 9 reviews
Bridgeport
06/27 – 07/04
HK$1482/nighttotal: HK$10374 (7 )
Quaint Private Two Bdrm With Balcony, Stream View!
2 2
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.
Bridgeport
06/23 – 06/25
HK$2181/nighttotal: HK$4362 (2 )
Wonderful 3-bedroom Apartment With Ac In Welcoming Bridgeport
3 5
apartment , Bridgeport
This three-bedroom flat is located in Downtown Bridgeport, 500 metres from the Downtown Cabaret Theatre and Barnum Museum, and within 2 kilometres of Baldwin Plaza Shopping Centre and Total Mortgage Arena. This apartment accommodates up to six guests and offers essential amenities including air conditioning, heating, and an iron, with a 12:00 check-out time.
Best family friendly Bridgeport holiday rentals
Among the 276 accommodations in Bridgeport, here are the 4 best family friendly rentals
10 18 reviews
Bridgeport
12/23 – 01/06
HK$12504/nighttotal: HK$175056 (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.
10 26 reviews
Bridgeport
09/03 – 09/15
HK$5568/nighttotal: HK$66816 (12 )
Stay At Black Rock Harbor
3 2
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.
9.7 84 reviews
Bridgeport
12/23 – 01/06
HK$5519/nighttotal: HK$77266 (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.
10 10 reviews
Bridgeport
08/01 – 08/03
HK$5815/nighttotal: HK$11630 (2 )
Seabright Beach House
1 2
apartment , Bridgeport
This Black Rock, Bridgeport property is situated 1.6km from Black Rock train station, offering easy access to Grand Central Terminal via a one-hour train journey, and is within a couple of hundred metres of a park with tennis and pickleball courts. The three-bedroom, two-bathroom house sleeps six, boasts a fully equipped kitchen including dishwasher, air conditioning, a garden, parking, and provides kayaks, paddleboards, and badminton equipment for use at the nearby beach and Long Island Sound.
Best Bridgeport holiday rentals with a pool
Among the 276 accommodations in Bridgeport, here are the 4 best rentals with a pool
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.
10 5 reviews
Bridgeport
09/03 – 09/15
HK$7062/nighttotal: HK$84744 (12 )
Home In Fairfield
1 2
apartment , Fairfield
This modern house is located in Fairfield, just a short distance from the town centre and a kilometre from the freeway exit and Metro North station. The area is quiet and residential, with easy access to shops, restaurants and amenities. This five-bedroom property can comfortably accommodate up to ten guests. The house includes a fully equipped kitchen, a spacious living area, a private garden and a swimming pool. Guests can enjoy a range of amenities, including a fitness centre, a games room, a barbecue area and a mudroom with direct access to the pool.
9.8 74 reviews
Bridgeport
09/03 – 09/15
HK$1312/nighttotal: HK$15744 (12 )
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.
10 6 reviews
Bridgeport
12/23 – 01/06
HK$5450/nighttotal: HK$76300 (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.
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?
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.
10 34 reviews
Bridgeport
08/31 – 09/04
HK$5181/nighttotal: HK$20724 (4 )
Cozy Cottage With Fire Pit, Near Beach, 1 Mile To Nyc Train
3 2
apartment , Fairfield
This Fairfield property is situated within 5km of Fairfield University, the Bellarmine Museum of Art, Longfellow Park, Bridgeport's Downtown South Historic District, and Seaside Park, and an 18-minute walk from Fairfield Metro station. This four-bedroom, two-bathroom house sleeps eight guests and boasts a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, a garden, parking, Wi-Fi, and an on-site games room; pets are welcome.
9.7 3 reviews
Bridgeport
08/01 – 08/03
HK$5973/nighttotal: HK$11946 (2 )
Fairfield Cottage -Top Rated Gem, Fire Pit, Near Beach, 90 Min To Nyc
3 2
house , Fairfield
This charming cottage is located in Fairfield, just 18 kilometres from Silver Sands State Park, 22 kilometres from Connecticut Post Mall Shopping Centre, and 32 kilometres from The Yale Bowl, offering a peaceful retreat away from the hustle and bustle. It has consistently received excellent ratings for location, cleanliness, and overall user experience. The cottage features three bedrooms and one bathroom, spanning 130 square metres and comfortably accommodating up to six guests. It boasts a fully equipped kitchen, private patio, air conditioning, complimentary Wi-Fi, and private parking, along with a garden and outdoor play equipment for families.
8.0 1 review
Bridgeport
08/28 – 12/18
HK$1300/nighttotal: HK$145600 (112 )
The Blue Sapphire: Modern & Stylish 2br W/ 2 King Beds & Full Kitchen
2 1
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
8.4 6 reviews
Bridgeport
12/23 – 01/06
HK$5337/nighttotal: HK$74718 (14 )
Modern + Spacious 5br/2ba Home, Renovated Backyard
5 4
apartment , Bridgeport
This West End, West Side property is less than 2km from Bridgeport's Downtown South Historic District and Lafayette Park, and within 3km of the Housatonic Museum of Art and Downtown Cabaret Theatre. This five-bedroom house, boasting 232 square metres of floor space, comfortably sleeps 12 guests and includes a fully equipped kitchen, terrace, garden, parking, and free Wi-Fi.
Bridgeport
09/03 – 09/15
HK$3690/nighttotal: HK$44280 (12 )
Captain House In Black Rock-academic Rental
3 2
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.
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.
9.8 37 reviews
Bridgeport
08/01 – 08/03
HK$4338/nighttotal: HK$8676 (2 )
Cheerful 5 Bed Residential House.
5 2
apartment , Bridgeport
This four-bedroom house is located near the Bridgeport Downtown South Historic District, a 15-minute walk from both the historic district and the Hartford HealthCare Amphitheater. The property has received excellent user ratings, making it a popular choice for travellers. The house is ideal for larger groups, comfortably accommodating up to eight guests. It comes with a fully equipped kitchen, a private yard, a terrace, and parking, ensuring a comfortable and enjoyable stay.