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.
9.6 5 reviews
Bridgeport, CT
23/12 – 06/01
264 €/nighttotal: 3696 € (14 )
Lrg 2 Bedroom Apart In Blackrock
2 4
apartment , Bridgeport
This beachfront Bridgeport apartment, near Fairfield, is located within 2km of Longfellow and Seaside Parks and 5km of Fairfield Museum and History Centre and Fairfield University. The two-bedroom, one-bathroom flat sleeps five, features a fully equipped kitchen with appliances including a washing machine, and offers amenities such as a TV and coffee maker, providing a comfortable stay near public transport.
9.8 11 reviews
Bridgeport, CT
01/08 – 03/08
178 €/nighttotal: 356 € (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.
Bridgeport, CT
29/07 – 07/08
267 €/nighttotal: 2403 € (9 )
Modern 2 Bedroom In Black Rock
1 2
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.
9.7 20 reviews
Bridgeport, CT
27/06 – 04/07
355 €/nighttotal: 2485 € (7 )
Qc Beach
1 2
apartment , Fairfield
This Fairfield house, directly opposite Fairfield Beach, offers easy walking access to Fairfield town centre, parks, tennis courts, and the train station. The two-bedroom property sleeps four, features a kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, a garden, parking, and excellent guest reviews.
9.3 12 reviews
Bridgeport, CT
23/12 – 06/01
231 €/nighttotal: 3234 € (14 )
Brigdeport Global Retreat 2.
1 4
apartment , Bridgeport
This comfortable apartment is conveniently located in Bridgeport, just a short distance from both the Downtown Cabaret Theatre and the tranquil Seaside Park. This makes it easy to explore the city's cultural offerings and enjoy a peaceful escape. The apartment has three bedrooms and one bathroom, comfortably accommodating up to seven guests. It comes equipped with a kitchen, air conditioning, parking, and internet access, ensuring a pleasant and convenient stay.
8.9 45 reviews
Bridgeport, CT
23/12 – 06/01
180 €/nighttotal: 2520 € (14 )
Top Floor Cityview Flat.
1 4
apartment , Bridgeport
This three-bedroom, one-bathroom apartment in downtown Bridgeport offers convenient access to numerous restaurants and bars, situated within walking distance of Bridgeport's cultural attractions. Sleeping up to six guests, the property includes a kitchen, air conditioning, parking, and internet access; enjoy exploring the city's art galleries and public transport links from this central location.
Bridgeport, CT
01/08 – 03/08
216 €/nighttotal: 432 € (2 )
2-bedroom Modern Apartment For Relaxing Stays
2 2
apartment , Bridgeport
This two-bedroom flat is situated in Bridgeport's West End - West Side, offering convenient access to Silver Sands State Park and The Coastal Centre at Milford Point, with Beardsley Zoo and the Regina A. Quick Centre for the Arts also within proximity. This accommodation for four guests boasts air conditioning, a balcony, and parking, with nearby attractions including the Hartford HealthCare Amphitheatre and Total Mortgage Arena, making it ideal for exploring local events and natural beauty.
10 2 reviews
Bridgeport, CT
28/08 – 18/12
133 €/nighttotal: 14896 € (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.
9.8 74 reviews
Bridgeport, CT
29/07 – 07/08
169 €/nighttotal: 1521 € (9 )
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.
8.0 2 reviews
Bridgeport, CT
01/08 – 03/08
237 €/nighttotal: 474 € (2 )
Modern Apartment In Black Rock-
1 2
apartment , Bridgeport
This modern one-bedroom apartment in Bridgeport's Black Rock neighbourhood is conveniently located 2.7km from Jennings Beach and within a short drive of Silver Sands State Park and the Connecticut Post Mall. The 84-square-metre flat offers one bathroom, sleeps one guest, includes free Wi-Fi, air conditioning, and a fully equipped kitchen with a fridge and microwave; pets are welcome.
9.0 91 reviews
Bridgeport, CT
01/08 – 03/08
130 €/nighttotal: 260 € (2 )
Historic Brownstone Close To Beach & Amphitheater
1 2
apartment , Bridgeport
This one-bedroom flat is situated in Bridgeport's historic district, just a short walk from the Long Island Sound and its beaches. The apartment has received excellent ratings for cleanliness and location, and is highly recommended by previous guests. The flat has a light-filled living room, a fully equipped kitchen, a bedroom, and a bathroom, all with exposed brick. It can accommodate up to two guests and offers modern amenities, including air conditioning, parking, and internet access.
Best family friendly Bridgeport, CT holiday rentals
Among the 276 accommodations in Bridgeport, CT, here are the 4 best family friendly rentals
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.
10 36 reviews
Bridgeport, CT
29/07 – 07/08
656 €/nighttotal: 5904 € (9 )
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.
9.6 200 reviews
Bridgeport, CT
23/12 – 06/01
313 €/nighttotal: 4382 € (14 )
Golden Colonial Home
1 4
apartment , Bridgeport
This two-bedroom apartment is situated in a central Bridgeport neighbourhood, just minutes from Seaside Park Beach, Jennings Beach, and Saint Mary's by the Sea, offering easy access to the city's attractions and natural beauty. It has received excellent ratings for location, cleanliness, and user experience, making it a great choice for travellers looking for a comfortable and well-maintained place to stay. This flat comfortably accommodates up to six guests and features a spacious living room with a 55-inch TV and board games, a well-equipped kitchen with a dining table, and a newly renovated bathroom. Modern amenities, off-street parking, and a recording camera overlooking the entrance provide added convenience and security for guests.
10 18 reviews
Bridgeport, CT
23/12 – 06/01
1380 €/nighttotal: 19320 € (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.
Best Bridgeport, CT holiday rentals with a pool
Among the 276 accommodations in Bridgeport, CT, here are the 4 best rentals with a pool
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.
10 6 reviews
Bridgeport, CT
23/12 – 06/01
602 €/nighttotal: 8428 € (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.
9.5 29 reviews
Bridgeport, CT
23/12 – 06/01
563 €/nighttotal: 7882 € (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.
9.2 55 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?
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?
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
9.7 162 reviews
Bridgeport, CT
29/07 – 07/08
276 €/nighttotal: 2484 € (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.
8.8 9 reviews
Bridgeport, CT
23/12 – 06/01
473 €/nighttotal: 6622 € (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.
8.8 10 reviews
Bridgeport, CT
27/06 – 04/07
765 €/nighttotal: 5355 € (7 )
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.
8.0 1 review
Bridgeport, CT
29/07 – 07/08
266 €/nighttotal: 2394 € (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, CT holiday rentals with parking
9.8 9 reviews
Bridgeport, CT
27/06 – 04/07
304 €/nighttotal: 2128 € (7 )
Modern 2 Bedroom In Black Rock
2 2
apartment , Bridgeport
This Bridgeport apartment, located in the Black Rock neighbourhood, offers easy access to local beaches and is within a reasonable driving distance (exact distances to be confirmed) of the Connecticut Audubon Birdcraft Museum and the Discovery Museum. The two-bedroom, one-bathroom flat sleeps four guests and includes in-suite laundry facilities, a fully equipped kitchen with a fridge and microwave, air conditioning, parking, and internet access; nearby amenities include restaurants and the South Benson Marina.
9.6 79 reviews
Bridgeport, CT
23/12 – 06/01
238 €/nighttotal: 3332 € (14 )
Bridgeport Cozy Home
1 4
apartment , Bridgeport
This two-bedroom flat is situated in a lively area of Bridgeport, just a short walk from the city's main attractions and a 10-kilometre drive from the beach. It has received excellent ratings for its location, cleanliness, and overall experience. The apartment comfortably sleeps four guests and features a fully equipped kitchen, air conditioning, and parking. Guests can enjoy the convenience of Wi-Fi and benefit from the personalized touches that add to its charm.
10 4 reviews
Bridgeport, CT
23/12 – 06/01
454 €/nighttotal: 6356 € (14 )
Beautiful Home In The Town Of Fairfield.
4 4
apartment , Fairfield
This recently renovated four-bedroom, two-bathroom house in Fairfield is located just minutes from Sacred Heart University, offering convenient access to this major regional institution. This fully equipped apartment accommodates up to nine guests and features a microwave oven, dishwasher, air conditioning, parking, and a backyard with a fire pit, alongside gleaming hardwood floors and cozy bedrooms.
Bridgeport, CT
23/12 – 06/01
405 €/nighttotal: 5670 € (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.