Bridgeport holiday rentals: compare the best deals
9.8 125 reviews
Bridgeport
08/01 – 08/03
HK$1027/nightTotal: HK$2054 (2 )
Seaside Studio In Historic Bridgeport Brownstone
1 2
studio , Bridgeport
This studio apartment is situated in a historic brownstone in the heart of Bridgeport, just 0.8 kilometres from Bridgeport University and a short walk to Seaside Park, the beach, the amphitheater, and the Metro North and LI ferry. The studio has consistently received excellent ratings for its location, cleanliness and overall experience. The apartment has one bedroom and one bathroom, comfortably accommodating up to two guests. The studio is equipped with a kitchenette, a desk, a couch, WiFi, a TV with Roku, an iron, a hairdryer, and a full bathroom, making it ideal for a comfortable and convenient stay.
10 4 reviews
Bridgeport
09/03 – 09/15
HK$1901/nightTotal: HK$22812 (12 )
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.
8.0 8 reviews
Bridgeport
08/28 – 12/18
HK$1869/nightTotal: HK$209328 (112 )
59 Rennell St, Bridgeport · Lovely 1 Bedroom Cozy Modern Apartment W/75 4k Tv
1 1
apartment , Bridgeport
This Bridgeport apartment is ideally situated near the University of Bridgeport and the Bridgeport Downtown South Historic District, within a 2.4km radius of Seaside Park and Seaside Beach, and a 1.9km walk from Bridgeport Station. The one-bedroom flat, sleeping two guests, boasts a fully equipped kitchen with a fridge, microwave, and stovetop, a washing machine, a fireplace, a TV, and on-site parking, all within a smoke-free environment.
9.5 81 reviews
Bridgeport
06/27 – 07/04
HK$1592/nightTotal: HK$11144 (7 )
Walk To Beach, Seaside Park, University
1 1
apartment , Bridgeport
This one-bedroom flat is situated just a short walk from the University of Bridgeport and Seaside Park, offering easy access to both the beach and the city centre. Guests have consistently rated this property as excellent for its location, cleanliness and overall experience. The flat is ideal for couples, with a comfortable double bed and a fully equipped kitchen. Amenities include a large smart TV, air conditioning, free parking and stunning views of Long Island Sound.
9.9 50 reviews
Bridgeport
08/28 – 12/18
HK$812/nightTotal: HK$90944 (112 )
Comfortable Apartment Near All Communal Facilities
1 1
apartment , Stratford
This Stratford apartment offers excellent location, conveniently situated near supermarkets, restaurants, and universities. The self-catering flat sleeps two guests and includes a fridge, freezer, microwave, air conditioning, parking, and Wi-Fi.
9.9 34 reviews
Bridgeport
09/03 – 09/15
HK$1770/nightTotal: HK$21240 (12 )
The Rose
1 2
apartment , Stratford
The Rose Guest House is situated in a quiet residential area of Stratford, just a short walk from the Avon River and a 2 kilometre drive from Shakespeare's Birthplace. This property has consistently received excellent ratings for its location, cleanliness, and overall experience. The apartment is spacious and comfortable, comfortably accommodating families or groups of friends. It comes equipped with modern amenities, including high-speed internet, air conditioning, a smart TV, and a Keurig coffee maker, ensuring a relaxing and enjoyable stay.
Bridgeport
06/27 – 07/04
HK$2452/nightTotal: HK$17164 (7 )
Big 3br Monthlyonly$4200/month!no Fees!
1 1
apartment , Bridgeport
This three-bedroom house in Bridgeport offers convenient access to attractions within a 60km radius, ideal for exploring the area's diverse neighbourhoods. Sleeping up to four guests, this self-catering property boasts a kitchen with fridge, freezer and microwave, air conditioning, a garden, parking, and a long-stay discount.
9.6 9 reviews
Bridgeport
08/01 – 08/03
HK$1610/nightTotal: HK$3220 (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
06/27 – 07/04
HK$3024/nightTotal: HK$21168 (7 )
3-bedroom Building In Cool Bridgeport Neighborhood One Block From Stratford Ct.
3 1
apartment , Bridgeport
This 3-bedroom flat in Bridgeport is situated in the Bridgeport district, just 0.8 kilometres from Stratford, CT, offering convenient access to The Adventure Park at Discovery Museum and Port Milford. This accommodation for up to 6 guests provides internet, air conditioning, an ironing board, and towels, with nearby attractions including Webster Bank Arena and Parc d'état de Silver Sands.
9.9 42 reviews
Bridgeport
08/01 – 08/03
HK$1277/nightTotal: HK$2554 (2 )
Orange & Groovy, Ricport Studio 3, Stylish Aprtmnt
1 2
apartment , Bridgeport
This Bridgeport studio apartment is centrally located, a minute's walk from Bridgeport Metro-North/Amtrak station and two minutes from the Port Jefferson Ferry, offering easy access to the city's attractions including the Bridgeport Amphitheater and Seaside Park. The pet-friendly self-catering unit sleeps two, features a fridge and microwave, air conditioning, parking, and boasts excellent guest ratings for cleanliness and location, alongside large windows offering unique views from a converted industrial building.
Bridgeport
12/23 – 01/06
HK$1410/nightTotal: HK$19740 (14 )
Urban Nest In Dwntwn District
1 4
apartment , Bridgeport
This budget-friendly flat is located in downtown Bridgeport, a short walk from bars, theatres, City Hall Park, the courthouse, and the Bridgeport Transportation Centre, with the Hartford HealthCare Amphitheater just 0.8 kilometres away. This 129 square metre lower-level suite offers three bedrooms for up to eight guests, featuring a private entrance, a full-size refrigerator, and coin-operated laundry facilities.
10 6 reviews
Bridgeport
06/27 – 07/04
HK$7792/nightTotal: HK$54544 (7 )
Charming Colonial For Events And Getaways!
1 2
apartment , Bridgeport
This six-bedroom Bridgeport house, sleeping up to twelve guests, offers easy access to local attractions, though precise distances aren't specified. The 3,300 square foot property boasts two bathrooms, a kitchen, air conditioning, parking, and ample outdoor space including a large front porch, rear porch, and patio; ideal for family reunions or group getaways.
Best family friendly Bridgeport holiday rentals
Among the 276 accommodations in Bridgeport, here are the 4 best family friendly rentals
10 83 reviews
Bridgeport
07/29 – 08/07
HK$1247/nightTotal: HK$11223 (9 )
Bright, Private 1,000 Sq. Ft. 1-bedroom Apartment
1 2
apartment , Fairfield
This Fairfield apartment is located just a short distance from the Fairfield Town Open Space and a creek, offering a peaceful setting with views of nature. It has consistently received excellent ratings for its cleanliness, location, and overall user experience. This self-catering property is a second-story suite with a separate entrance, accommodating up to three guests. The apartment features a well-equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as a comfortable living area with a large screen TV, a selection of board games, books, and movies, and a modern bathroom.
9.9 68 reviews
Bridgeport
09/03 – 09/15
HK$3636/nightTotal: HK$43632 (12 )
Cozy, Updated Single Family In Fairfield County
1 2
apartment , Trumbull
This Trumbull apartment, a short 1.6km drive from Sacred Heart University and the Merritt Parkway, offers easy access to parks, beaches, shopping, and restaurants in Fairfield County. Sleeping seven guests, this three-bedroom, one-bathroom property features a newly renovated kitchen, spacious backyard with patio and fire pit, family room/office, and covered patio with outdoor dining; private parking is also available.
9.9 74 reviews
Bridgeport
07/29 – 08/07
HK$3582/nightTotal: HK$32238 (9 )
Modern Beach Bungalow
2 2
apartment , Fairfield
This modern house in Fairfield is just a short walk from the beach, offering easy access to the sand and the serene Long Island Sound. The accommodation has received excellent ratings for its location, cleanliness, and overall experience. The house features a spacious open plan layout, comfortably accommodating up to four guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a private garden, and a large smart TV. Guests can also enjoy the outdoor shower, beach amenities, and convenient access to nearby golf courses, hiking trails, and the town's shops and restaurants.
Bridgeport
08/01 – 08/03
HK$5485/nightTotal: HK$10970 (2 )
Renovated Cape Near Beach With Fire Pit
3 2
house , Fairfield
Fairfield Retreat, a one-bedroom house in Fairfield, Connecticut, is conveniently located 18km from the Connecticut Post Mall, 18km from Silver Sands State Park, and 35km from Yale University. This self-catering property sleeps up to 17 guests and boasts two bathrooms, free Wi-Fi, private parking, a garden, and air conditioning.
Best Bridgeport holiday rentals with a pool
Among the 276 accommodations in Bridgeport, here are the 4 best rentals with a pool
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.
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.
10 106 reviews
Bridgeport
09/03 – 09/15
HK$1863/nightTotal: HK$22356 (12 )
Spacious Cottage Loft
1 2
apartment , Bridgeport
The Spacious Cottage Loft is located in Black Rock, a charming seaside neighbourhood in Bridgeport, Connecticut, set on the grounds of a historic Victorian house dating back to the 1840s. The cottage has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers. The cottage has one bedroom and one bathroom, comfortably accommodating two guests. It offers a range of amenities including a fully equipped kitchen, two smart TVs, a dedicated workspace, a private patio, and access to a swimming pool during the warmer months.
9.2 54 reviews
Bridgeport
12/23 – 01/06
HK$1500/nightTotal: HK$21000 (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
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?
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.
9.7 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.
8.8 10 reviews
Bridgeport
07/29 – 08/07
HK$9716/nightTotal: HK$87444 (9 )
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.
10 34 reviews
Bridgeport
07/29 – 08/07
HK$5941/nightTotal: HK$53469 (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.
Best Bridgeport holiday rentals with parking
9.6 17 reviews
Bridgeport
12/23 – 01/06
HK$4776/nightTotal: HK$66864 (14 )
Indulge In Prime Luxury 3br 3-7 Guest
1 4
house , Bridgeport
This house is conveniently located in Bridgeport, just a short distance from major hospitals, universities, and transport hubs. It has excellent user, location, and cleanliness ratings, making it a great choice for travellers. The house is spacious and can comfortably accommodate up to 7 guests. It offers a range of modern amenities, including a fully equipped kitchen, a Samsung 85” TV, and a smart night table with a built-in refrigerator drawer, Bluetooth speakers, LED lighting, and charging ports.
9.8 31 reviews
Bridgeport
07/29 – 08/07
HK$3479/nightTotal: HK$31311 (9 )
Private House, Walk To Beach, Train, Town, Theatre
2 2
apartment , Fairfield
This Fairfield house is ideally located within walking distance of the beach, town centre, Town Green, shopping, restaurants, the train station, local concerts, and Fairfield Theatre Company. It has received excellent ratings for its cleanliness, location, and overall experience. The house has two bedrooms and two bathrooms, comfortably accommodating up to three guests. It features a peaceful backyard nature reserve, spacious living areas, multiple workspaces, storage options, laundry facilities, and a private garden with parking.
Bridgeport
08/01 – 08/03
HK$1955/nightTotal: HK$3910 (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.
9.4 117 reviews
Bridgeport
12/23 – 01/06
HK$3944/nightTotal: HK$55216 (14 )
Familyfriendly 5br Home W/yard Theater By Li Ferry
1 4
apartment , Bridgeport
This apartment is conveniently located in Bridgeport, close to landmarks like Webster Arena, Sacred Heart University, and Yale, making it a great base for exploring the city and its surrounding areas. The apartment has received excellent ratings for cleanliness and user experience, and a very good rating for its location. The apartment offers a comfortable living space with a fully equipped kitchen and a modern bathroom. It also includes amenities such as air conditioning, a garden, parking, and high-speed Wi-Fi, ensuring a pleasant and convenient stay.