Compare Vacation Rentals & Airbnb in Bridgeport, CT
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276 Rentals and Airbnb in Bridgeport, CT
9.4 3 reviews
Bridgeport, CT
27/06 – 04/07
$510/nighttotal: $3570 (7 )
2 Bed Apt In Blackrock By Beach
2 1
apartment , Bridgeport
This two-bedroom Bridgeport apartment, situated in the Black Rock neighbourhood, offers easy access to Black Rock beaches and is within reasonable driving distance of attractions such as the Beardsley Zoo and Fairfield Museum and History Centre. The self-catering flat sleeps six guests and includes amenities such as Wi-Fi, air conditioning, and a kitchen equipped with a fridge and microwave; nearby outdoor pursuits include the Lucius Pond Ordway / Devil's Den Preserve and The Coastal Center at Milford Point.
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 74 reviews
Bridgeport, CT
03/09 – 15/09
$234/nighttotal: $2808 (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.
9.8 10 reviews
Bridgeport, CT
03/09 – 15/09
$179/nighttotal: $2148 (12 )
Sunny In-law Retreat
1 2
apartment , Trumbull
This Trumbull self-contained flat provides independent living with a private entrance, a short drive from local attractions and amenities. This one-bedroom, one-bathroom dwelling accommodates up to four guests and features a fully equipped kitchen, a dedicated living room, air conditioning, parking, and access to a shared sunny garden with outdoor seating and barbecue facilities.
9.6 200 reviews
Bridgeport, CT
01/08 – 03/08
$317/nighttotal: $634 (2 )
Golden Colonial Home
1 2
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.
8.8 9 reviews
Bridgeport, CT
28/08 – 18/12
$575/nighttotal: $64400 (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.
9.4 8 reviews
Bridgeport, CT
29/07 – 07/08
$230/nighttotal: $2070 (9 )
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min Walk
1 2
apartment , Bridgeport
This pet-friendly apartment in Bridgeport's Downtown area is a short walk (approximately 0.8 km) from Bridgeport Train Station, Baldwin Plaza Shopping Centre, and the historic Bridgeport Downtown South district, offering easy access to attractions such as Beardsley Zoo and the Discovery Museum. The one-bedroom, one-bathroom flat sleeps two guests and includes a fully equipped kitchen, free Wi-Fi, a smart TV, on-site parking, and air conditioning; nearby activities include games at the Bridgeport Bluefish Baseball Club.
10 10 reviews
Bridgeport, CT
01/08 – 03/08
$1037/nighttotal: $2074 (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.
Bridgeport, CT
27/06 – 04/07
$539/nighttotal: $3773 (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.
Bridgeport, CT
23/12 – 06/01
$392/nighttotal: $5488 (14 )
Lrg 2 Bedroom Apart In Blackrock
2 4
apartment , Bridgeport
This two-bedroom apartment in Bridgeport's Black Rock district is situated 16km from Silver Sands State Park and 22km from the Connecticut Post Mall, offering a quiet residential setting close to amenities. The 1000 square metre property features a fully equipped kitchen, air conditioning, free Wi-Fi, and accommodates up to six guests, with easy access to major transport links.
9.5 19 reviews
Bridgeport, CT
29/07 – 07/08
$210/nighttotal: $1890 (9 )
Welcome To Fitz Haven! - Your Home Away From Home
1 2
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.
9.6 13 reviews
Bridgeport, CT
29/07 – 07/08
$376/nighttotal: $3384 (9 )
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.
Best family friendly Bridgeport, CT vacation rentals
Among the 276 accommodations in Bridgeport, CT, here are the 4 best family friendly rentals
10 106 reviews
Bridgeport, CT
01/08 – 03/08
$1019/nighttotal: $2038 (2 )
Renovated Cape Near Beach, With Fire Pit And Bbq
1 2
apartment , Fairfield
This three-bedroom house, situated in a quiet Fairfield residential neighbourhood, is minutes from Fairfield University and Sacred Heart University, and conveniently close to attractions such as the Norwalk Aquarium and Beardsley Zoo. Sleeping up to nine guests, this pet-friendly property boasts a fully equipped kitchen, two newly renovated bathrooms, a spacious garden with BBQ, and fast Wi-Fi with Roku-enabled TVs; ideal for families visiting students or enjoying Fairfield's attractions.
9.6 5 reviews
Bridgeport, CT
23/12 – 06/01
$2009/nighttotal: $28126 (14 )
Lake House Cozy To Relax With A Family. 6 Bedroom Very Spacious House.
6 4
apartment , Trumbull
This Trumbull, Connecticut holiday home is conveniently located near major highways, offering easy access to local parks such as Boothe Memorial Park and museums including the National Helicopter Museum. The six-bedroom, four-bathroom property sleeps twelve guests and boasts amenities including a jacuzzi, garden, free WiFi, and a fully equipped kitchen with dishwasher; nearby attractions include Beardsley Zoo and the Discovery Museum.
10 4 reviews
Bridgeport, CT
23/12 – 06/01
$733/nighttotal: $10262 (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.
10 1 review
Bridgeport, CT
29/07 – 07/08
$1145/nighttotal: $10305 (9 )
Amazing Elevated House Across From The Beach
4 2
apartment , Fairfield
This four-bedroom, two-bathroom flat is located in Fairfield, a coastal town, offering proximity to the sea for a picturesque and tranquil getaway. This apartment accommodates up to eight guests and includes a kitchen, air conditioning, internet, and parking, with pets welcome.
Best Bridgeport, CT vacation rentals with a pool
Among the 276 accommodations in Bridgeport, CT, here are the 4 best rentals with a pool
9.5 29 reviews
Bridgeport, CT
23/12 – 06/01
$909/nighttotal: $12726 (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 6 reviews
Bridgeport, CT
23/12 – 06/01
$972/nighttotal: $13608 (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.
8.9 9 reviews
Bridgeport, CT
23/12 – 06/01
$309/nighttotal: $4326 (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.
9.2 54 reviews
Bridgeport, CT
23/12 – 06/01
$268/nighttotal: $3752 (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 vacation rentals in Bridgeport, CT
Which neighborhood in Bridgeport, CT should you consider for a vacation rental?
The Black Rock neighbourhood is a great option for a vacation rental. It's a charming area with a mix of residential streets and shops, and it's close to the beach. The Southport neighbourhood is another good choice, it's a bit more upscale and has a beautiful waterfront.
What are the best Airbnb and vacation rentals in Bridgeport, CT?
What are the top family-friendly attractions in Bridgeport, CT?
The Beardsley Zoo is a popular choice for families, as is the Discovery Museum and Planetarium. If you're looking for something a little different, the Stepping Stones Museum for Children is a great option. The beach is also a great place to spend a day with the family, and there are a number of parks and playgrounds in the city.
What are the most popular Airbnbs 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 season, from April to May or September to October. You'll get better deals on rentals and the weather is still pleasant. Summer is also a popular time to visit, but prices tend to be higher.
What are the best vacation rentals with a pool in Bridgeport, CT?
What events or festivals should visitors check out in and around Bridgeport, CT?
The Bridgeport Summerfest is a big event that takes place in July, and there are plenty of other festivals and events throughout the year. Check out the calendar of events on the city's website for more information.
What are the best rentals for families and kids in Bridgeport, CT?
What are the best budget-friendly activities in Bridgeport, CT?
The city has a number of free or low-cost activities, including walking the boardwalk, visiting the Beardsley Zoo, and exploring the various parks and gardens. You can also find a number of budget-friendly restaurants and cafes throughout the city.
What are the best rentals or Airbnbs with a jacuzzi in Bridgeport, CT?
What are the best restaurants with local dishes in Bridgeport, CT?
There are a number of great restaurants in Bridgeport, but some of the best for local dishes are The Lobster House and The Black Duck. Both serve up fresh seafood, and The Black Duck also has a great selection of local craft beers.
What are the best walking or cycling routes in Bridgeport, CT?
The Seaside Park is a great place for a walk or bike ride, and there are also a number of trails in the city's parks. If you're looking for a longer ride, the Pequonnock River Trail is a great option, it follows the river for over 10 km.
Are there pet-friendly attractions in Bridgeport, CT?
Yes, there are a number of pet-friendly attractions in Bridgeport, including the Beardsley Zoo, the Seaside Park, and a number of restaurants and cafes. Be sure to check with the individual businesses to confirm their pet policies.
What are the benefits of choosing a vacation rental in Bridgeport, CT?
Vacation rentals offer a number of benefits over hotels, including more space, privacy, and the ability to cook your own meals. They can also be a more affordable option, especially for families or groups.
What are the top sports attractions and facilities in Bridgeport, CT?
Bridgeport is home to the Bridgeport Sound Tigers, a minor league hockey team. There are also a number of other sports facilities in the city, including the Webster Bank Arena, which hosts a variety of events, including concerts and sporting events.
Destinations nearby
Best Bridgeport, CT vacation rentals with a balcony
10 4 reviews
Bridgeport, CT
03/09 – 15/09
$594/nighttotal: $7128 (12 )
Quintessential Cozy Haven, Brooklawn Beauty
4 2
apartment , Bridgeport
This 4-bedroom flat in Bridgeport's Brooklawn - St. Vincent district offers easy access to Beardsley Zoo, Downtown Cabaret Theatre, Seaside Park, and Webster Bank Arena, providing a residential feel with convenient access to local landmarks. This spacious property accommodates up to 10 guests with amenities including a fireplace, dedicated workspace with Wi-Fi, a fully equipped kitchen with a Nespresso machine, air conditioning, and on-site parking, ideal for families or groups seeking a comfortable stay.
Bridgeport, CT
01/08 – 03/08
$978/nighttotal: $1956 (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.
9.4 20 reviews
Bridgeport, CT
23/12 – 06/01
$1303/nighttotal: $18242 (14 )
Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious\n\n
5 4
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.
8.0 1 review
Bridgeport, CT
01/08 – 03/08
$1558/nighttotal: $3116 (2 )
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.
Best Bridgeport, CT vacation rentals with parking
Bridgeport, CT
23/12 – 06/01
$654/nighttotal: $9156 (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.
10 1 review
Bridgeport, CT
23/12 – 06/01
$348/nighttotal: $4872 (14 )
Cozy Private 2br/2ba Retreat W/separate Entrance
1 4
apartment , Bridgeport
This newly renovated two-bedroom flat in Bridgeport is located in a residential area, offering a private and peaceful stay with convenient access to local amenities. This basement apartment accommodates up to four guests and features a fully equipped kitchen, two bathrooms, a bar area, and in-unit laundry, with assigned parking and air conditioning for year-round comfort.
9.7 159 reviews
Bridgeport, CT
28/08 – 18/12
$329/nighttotal: $36848 (112 )
Cozy Condo With Yard And Patio. Long-stay Discount Available
3 1
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.
9.4 39 reviews
Bridgeport, CT
01/08 – 03/08
$399/nighttotal: $798 (2 )
New & Stylish 2 King Bed Apartment W/ Grand Dining
1 2
apartment , Bridgeport
This Bridgeport apartment, conveniently located in a central area offering easy access to Beardsley Zoo, Seaside Park, and Captain's Cove Seaport, provides a comfortable base for exploring the city. The two-bedroom, one-bathroom flat sleeps five guests and boasts a fully equipped kitchen, high-speed Wi-Fi, smart TVs, a shared garden, parking, and wheelchair accessibility via a ramp; nearby restaurants and shops offer further convenience.