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Best Vacation rentals and Airbnb offers in Bridgeport, CT
9.6 79 reviews
Bridgeport, CT
12/23 – 01/06
$275/nighttotal: $3850 (14 )
Bridgeport Cozy Home
1 4
apartment , Bridgeport
This Bridgeport apartment is conveniently located near several major landmarks, making it a great base for exploring the city. The area is known for its lively atmosphere and diverse dining options, and the apartment itself has consistently earned excellent ratings for cleanliness, location, and overall experience. The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. It is well-equipped with modern amenities, including a full kitchen, air conditioning, and parking, ensuring a comfortable and enjoyable stay.
9.8 146 reviews
Bridgeport, CT
08/01 – 08/03
$149/nighttotal: $298 (2 )
Stylish Sheek Loft
Ricport Studio 2, Downtown
1 2
apartment , Bridgeport
This downtown Bridgeport studio apartment is centrally located, offering easy access to Bridgeport's restaurants and nightlife. The pet-friendly unit features a queen-size bed, a kitchenette with a fridge and microwave, air conditioning, and a unique fireplace in a converted industrial building, accommodating up to two guests.
9.2 7 reviews
Bridgeport, CT
08/01 – 08/03
$165/nighttotal: $330 (2 )
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
1 2
apartment , Bridgeport
This pet-friendly one-bedroom apartment in downtown Bridgeport is a five-minute walk from Bridgeport Train Station and the Baldwin Plaza Shopping Center. The unit, sleeping two guests, features a kitchen with a fridge and microwave, air conditioning, free Wi-Fi, a Smart TV, on-site parking, and is near attractions like the Barnum Museum and Downtown Cabaret Theatre, plus recreational options including ice skating and swimming.
Bridgeport, CT
12/23 – 01/06
$288/nighttotal: $4032 (14 )
Modern 2 Bedroom In Black Rock
1 4
apartment , Bridgeport
This Bridgeport apartment rental, located in the Black Rock neighborhood, offers easy access to Silver Sands State Park (10 miles away) and is within 20 miles of Yale University and the Connecticut Post Mall. The 9,690-square-foot, two-bedroom unit sleeps four and includes a fully equipped kitchen, in-unit laundry, air conditioning, and free Wi-Fi.
This fully furnished apartment is located in the Brooklawn - St. Vincent neighborhood of Bridgeport, just a short distance from downtown Bridgeport, Bridgeport Hospital, and major highways for easy access to other Connecticut destinations. The property has received excellent user ratings, making it a popular choice for travelers. The 1,500 square foot apartment can comfortably accommodate up to 5 guests with its 3 bedrooms and 1 bathroom. It offers a range of amenities including a fully equipped kitchen, air conditioning, a terrace, a garden, and parking, making it a perfect choice for families or groups looking for a comfortable and convenient stay.
Bridgeport, CT
08/31 – 09/04
$167/nighttotal: $668 (4 )
Charming 2-bedroom Apartment In Delightful Bridgeport With Wifi
2 2
apartment , Bridgeport
This Bridgeport apartment rental is located in the Brooklawn-St. Vincent neighborhood, an 11-minute walk from Svihra Park and a 2-minute drive from Bridgeport's Downtown South historic district. The two-bedroom, one-bathroom unit offers on-site parking, a fully equipped kitchen, and accommodates up to two guests, providing easy access to both local parks and the city's historical attractions.
This Fairfield, Connecticut apartment rental is located in the West End - West Side neighborhood, near Baldwin Plaza Shopping Center and within easy driving distance of Beardsley Zoo and the Discovery Museum. This spacious 1,000-square-foot home features four bedrooms, one bathroom, and accommodates up to seven guests, boasting a fully equipped kitchen, a private yard with fire pits, a game room (additional fee applies), and a home theater with massage chairs.
9.6 10 reviews
Bridgeport, CT
12/23 – 01/06
$267/nighttotal: $3738 (14 )
Brigdeport Global Retreat 2.
1 4
apartment , Bridgeport
This Bridgeport apartment rental, located in a two-family house, offers convenient access to the Barnum Museum, Downtown Cabaret Theatre, and Seaside Park, though precise distances aren't specified. The four-bedroom, one-bathroom unit sleeps up to ten guests with three sofa beds, includes a full kitchen with fridge, freezer, microwave, and dishwasher, and features air conditioning and parking.
8.7 3 reviews
Bridgeport, CT
06/23 – 06/25
$682/nighttotal: $1364 (2 )
Stay At Black Rock Harbor
3 5
house , Bridgeport
This Bridgeport beach house is located 11 miles from Silver Sands State Park and 14 miles from the Connecticut Post Mall, offering easy access to both beach activities and shopping. The 1300-square-foot home features three bedrooms, two bathrooms, sleeps up to 11 guests, and includes amenities such as a fully equipped kitchen, free Wi-Fi, and on-site electric vehicle charging.
9.8 93 reviews
Bridgeport, CT
08/31 – 09/04
$234/nighttotal: $936 (4 )
2bdfairfield Work & Relax Space W. Patio+fast Wifi
1 2
apartment , Fairfield
This Fairfield apartment is situated in a quiet residential neighborhood, within walking distance to popular attractions. It has received excellent ratings for its user experience, location, and cleanliness. The apartment features 2 bedrooms, 1 bathroom, and a guest capacity of 5. It boasts a private and spacious backyard with a fire pit and picnic table, perfect for family gatherings or relaxation. The apartment also includes a smart TV with streaming services, separate entrances, an Alexa voice assistant, a cozy and spacious living room, and ample natural lighting.
10 14 reviews
Bridgeport, CT
08/31 – 09/04
$478/nighttotal: $1912 (4 )
Bird's Nest
1 2
apartment , Bridgeport
This Bridgeport, Connecticut apartment rental is located in the Black Rock neighborhood, within walking distance of St. Mary's by the Sea and Harborview Market. The two-bedroom, two-bathroom unit features an open floor plan with a sunroom, European-style kitchen (including fridge, freezer, and dishwasher), parking, and accommodates up to five guests; enjoy nearby Black Rock restaurants and shops.
10 176 reviews
Bridgeport, CT
08/01 – 08/03
$186/nighttotal: $372 (2 )
Sunny Fairfield Studio Apartment
1 2
apartment , Fairfield
This modern studio apartment is located in a historic carriage house in Fairfield, just a short drive from downtown, the beach, and Fairfield University. It has received excellent ratings for its cleanliness, location, and overall experience. This charming apartment can comfortably accommodate up to four guests and features a queen-size bed, a twin daybed with a pull-out trundle, a well-equipped kitchenette with a marble countertop, a dedicated work desk, a Smart TV, and a private entrance. Guests can enjoy the convenience of amenities like air conditioning, a garden, parking, and a Nespresso machine, as well as the unique experience of staying in a historic carriage house.
Best Bridgeport, CT vacation rentals with a balcony
8.0 1 review
Bridgeport, CT
08/28 – 12/18
$166/nighttotal: $18592 (112 )
The Blue Sapphire: Modern & Stylish 2br W/ 2 King Beds & Full Kitchen
2 1
apartment , Bridgeport
This two-bedroom Bridgeport apartment rental, located in the Brooklawn-St. Vincent neighborhood, offers convenient proximity to Beardsley Zoo, the Discovery Museum, and Fairchild Wheeler Golf Course. The 2,000-square-foot residence features a fully equipped kitchen, a spacious backyard, smart TVs, high-speed internet, and sleeps up to five guests comfortably.
Bridgeport, CT
08/01 – 08/03
$700/nighttotal: $1400 (2 )
Renovated Cape Near Beach With Fire Pit
3 2
house , Fairfield
Fairfield Retreat, a one-bedroom house in Fairfield, Connecticut, is conveniently located 11 miles from Silver Sands State Park and 14 miles from the Connecticut Post Mall. This two-bathroom home sleeps up to 17 guests and offers free Wi-Fi, private parking, a fully equipped kitchen, and a relaxing garden; enjoy easy access to shopping, beaches, and Yale University (22 miles away).
10 4 reviews
Bridgeport, CT
08/31 – 09/04
$522/nighttotal: $2088 (4 )
Quintessential Cozy Haven, Brooklawn Beauty
4 2
apartment , Bridgeport
This Bridgeport apartment is located in the Brooklawn - St. Vincent neighborhood, offering proximity to attractions such as Beardsley Zoo and the Downtown Cabaret Theatre. This 4-bedroom rental sleeps up to 10 guests and includes a full kitchen with a microwave and dishwasher, air conditioning, a terrace, and complimentary Wi-Fi, making it suitable for families and pets.
9.7 159 reviews
Bridgeport, CT
07/19 – 08/15
$286/nighttotal: $7722 (27 )
Cozy Condo With Yard And Patio. Long-stay Discount Available
3 2
apartment , Fairfield
This Fairfield apartment is conveniently located about 10 miles from Silver Sands State Park and 13 miles from Connecticut Post Mall Shopping Center, making it a great base for exploring the area. The apartment has received excellent ratings for location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay. The spacious apartment can comfortably accommodate up to 6 guests in its 3 bedrooms and 2 bathrooms. Guests can enjoy a private patio and yard, a fully equipped kitchen with a dishwasher, and access to free parking and Wi-Fi.
Guest-Favorite Family Vacation Rentals in Bridgeport, CT
These family-friendly vacation rentals in Bridgeport, CT offer spacious layouts and easy access to local beaches.
8.0 1 review
Bridgeport, CT
07/19 – 08/15
$626/nighttotal: $16902 (27 )
Beechmont-charming Colonial For Events And Getaways!
6 2
house , Bridgeport
This Bridgeport house rental is located 8.5 miles from Silver Sands State Park and 12 miles from the Connecticut Post Mall, offering easy access to area attractions. This 3300-square-foot home features one bedroom, four bathrooms, and can accommodate up to 23 guests, boasting amenities such as a fully equipped kitchen, free Wi-Fi, and private parking.
9.3 29 reviews
Bridgeport, CT
12/23 – 01/06
$286/nighttotal: $4004 (14 )
Modern 2 Bedroom Apt In The Heart Of Black Rock
1 4
apartment , Bridgeport
This modern apartment is located in the peaceful Black Rock neighborhood, just a short distance from Bridgeport's beautiful beaches, museums, lighthouses, and parks. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience. This comfortable dwelling features two bedrooms and one bathroom, comfortably accommodating up to four guests. The apartment includes a fully equipped kitchen, in-suite laundry, air conditioning, parking, and internet access, making it ideal for a relaxing and convenient stay.
9.9 77 reviews
Bridgeport, CT
12/23 – 01/06
$190/nighttotal: $2660 (14 )
Polita’s Place # 2
1 4
apartment , Bridgeport
This Bridgeport apartment is located on the third floor of a building, just a short walk from the waterfront and a quick drive to the city's museums and downtown area. The apartment has received excellent ratings for location, cleanliness, and overall user experience. The apartment offers a peaceful retreat from the city's hustle and bustle, with a spacious layout that can comfortably accommodate up to six guests. Enjoy a fully equipped kitchen, laundry facilities, a private backyard, and easy access to shared porches and outdoor spaces.
9.7 84 reviews
Bridgeport, CT
12/23 – 01/06
$704/nighttotal: $9856 (14 )
Luminous Retreat 5br Home, Private Yard & Pergola
1 4
apartment , Fairfield
This 5-bedroom apartment in Fairfield is perfect for large families or groups of up to 12 people. It has received excellent ratings for its location, cleanliness, and user experience. The apartment is fully equipped with a kitchen, air conditioning, and a garden. It also has parking and internet access. Guests can enjoy the nearby attractions, such as the Fairfield Museum and History Center, which is just a short walk away.
Frequently Asked Questions about vacation 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, like spring and fall. The weather is still nice, but the crowds are smaller and the prices are lower. You can save money by booking your rental in advance, especially if you're traveling during peak season.
What are the best Airbnb and vacation rentals in Bridgeport, CT?
What are the best budget-friendly activities in Bridgeport, CT?
You can walk or bike along the Bridgeport Harborwalk, which offers stunning views of the Long Island Sound. You can also visit the Downtown Bridgeport area and explore the many shops and restaurants. And if you're looking for something more active, the Bridgeport Public Library offers a variety of free programs and events.
What are the most popular Airbnbs in Bridgeport, CT?
What are the best walking or cycling routes in Bridgeport, CT?
The Bridgeport Harborwalk is a great place to walk or bike, and it offers stunning views of the Long Island Sound. The Bridgeport Greenway is another great option, and it's a great way to see the city's parks and gardens.
What are the best vacation rentals with a pool in Bridgeport, CT?
Are there pet-friendly attractions in Bridgeport, CT?
The Beardsley Zoo is pet-friendly, and they have a special area for dogs. The Bridgeport Harborwalk is also pet-friendly, and it's a great place to take your dog for a walk.
What are the best rentals for families and kids in Bridgeport, CT?
What are the top sports attractions and facilities in Bridgeport, CT?
Bridgeport is home to the Webster Bank Arena, which hosts a variety of sporting events, concerts, and other entertainment. The Bridgeport Bluefish are a minor league baseball team, and they play their home games at The Ballpark at Harbor Yard. And if you're a fan of hockey, the Bridgeport Sound Tigers are a minor league hockey team, and they play their home games at Webster Bank Arena.
What are the best rentals or Airbnbs with a jacuzzi in Bridgeport, CT?
This two-bedroom basement apartment rental in Bridgeport's Brooklawn-St. Vincent neighborhood offers convenient proximity to Sacred Heart and Bridgeport Hospitals. The 2-bedroom, 1-bathroom unit sleeps 5, features a fully equipped kitchen, washer/dryer, high-speed internet, a large yard with a swing, and a new TV/soundbar; guests can enjoy nearby attractions in Fairfield.
10 2 reviews
Bridgeport, CT
06/23 – 06/25
$319/nighttotal: $638 (2 )
Renovated 2br Retreat / Modern Comforts Included
2 5
apartment , Bridgeport
This Bridgeport West Side apartment, near the Barnum Museum and Downtown Cabaret Theatre, offers easy access to Seaside Park and Beardsley Zoo. The 900-square-foot rental features three bedrooms, one bathroom, and sleeps five, boasting a fully equipped kitchen, private backyard, and convenient self check-in.
This newly renovated three-bedroom apartment rental in Bridgeport's West End is conveniently located near the Discovery Museum's Adventure Park, South Benson Marina, and Baldwin Plaza Shopping Center, offering easy access to local attractions. The 900-square-foot unit comfortably sleeps eight guests with three bedrooms, one bathroom, a fully equipped kitchen including a dishwasher, and a shared backyard; amenities include smart TVs, high-speed internet, and self check-in.
8.5 4 reviews
Bridgeport, CT
06/23 – 06/25
$675/nighttotal: $1350 (2 )
Spacious&gracious- 5br Fam-friendly Near I95&shops
5 5
house , Fairfield
This Fairfield vacation home, near I-95, is conveniently located 11 miles from Silver Sands State Park and 14 miles from the Connecticut Post Mall. This 2,000-square-foot house boasts a spacious five-bedroom layout, accommodating up to 22 guests, and features a bonus game room with a pool table, darts, and arcade games, plus a home theater with massage seating.
Neighborhoods and points of interest in Bridgeport, CT
Check Out Vacation Rentals with a Pool in Bridgeport, CT
Choose a vacation rental with a pool in Bridgeport, CT to perfectly complement your day of adventures.
10 18 reviews
Bridgeport, CT
12/23 – 01/06
$1596/nighttotal: $22344 (14 )
Fairfield Favorite
1 4
apartment , Fairfield
This Fairfield home is located on a hill, offering privacy and scenic views, and is right next to Brooklawn Country Club. The property is steeped in history, adding a unique charm to your stay. This spacious home has four bedrooms and five bathrooms, comfortably accommodating up to eight guests. The home offers a range of amenities, including a swimming pool, sauna, fitness center, and a large garden, perfect for relaxing and enjoying the beautiful Fairfield scenery.
10 5 reviews
Bridgeport, CT
09/03 – 09/15
$901/nighttotal: $10812 (12 )
Home In Fairfield
1 2
apartment , Fairfield
This modern home in Fairfield is conveniently located less than a mile from the freeway exit and Metro North station, placing you within easy reach of both New York City and local attractions. The town center, shopping, and restaurants are just a 10-minute walk away. This 5-bedroom, 3-bathroom house comfortably accommodates up to 10 guests. The home offers a range of amenities, including a fully equipped kitchen, a private pool, a fenced-in backyard, and a fitness center, ensuring a comfortable and enjoyable stay for families and groups.
9.2 54 reviews
Bridgeport, CT
08/31 – 09/04
$139/nighttotal: $556 (4 )
Business Or Weekend Escape
1 2
apartment , Stratford
This Stratford vacation rental is located within two miles of the Housatonic River, Perry House, and the Captain David Judson House of the Stratford Historical Society. The one-bedroom, one-bathroom house sleeps four guests and includes amenities such as a Smart TV, barbecue grill, and proximity to Academy Hill and Newfield Park for outdoor recreation.
10 106 reviews
Bridgeport, CT
08/31 – 09/04
$257/nighttotal: $1028 (4 )
Spacious Cottage Loft
1 2
apartment , Bridgeport
The Spacious Cottage Loft is located in Black Rock, a historic seaside neighborhood in Bridgeport, just a short distance from the city's downtown area and attractions. This charming cottage has received excellent ratings for its location, cleanliness, and overall experience. The cottage has a spacious kitchen and living area, a separate sleeping area with a queen-size bed, and a private patio, perfect for relaxing and enjoying the outdoors. The cottage also offers amenities such as a swimming pool, off-street parking, a music space, and a comfortable outdoor area, making it an ideal choice for travelers looking for a peaceful and enjoyable stay.
Discover Vacation Rentals by the Sea in Bridgeport, CT
Relax near the shore in these coastal Bridgeport, CT vacation rentals, combining comfortable amenities with beautiful seaside scenery just moments away.
9.4 8 reviews
Bridgeport, CT
08/31 – 09/04
$189/nighttotal: $756 (4 )
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min Walk
1 2
apartment , Bridgeport
Bridgeport, CT
08/31 – 09/04
$519/nighttotal: $2076 (4 )
Charming 3-bedroom Beach Cottage In Beautiful Fairfield With Ac
3 2
cottage , Fairfield
Bridgeport, CT
08/31 – 09/04
$390/nighttotal: $1560 (4 )
Dune Fairfield Beach
1 2
apartment , Fairfield
9.9 71 reviews
Bridgeport, CT
08/31 – 09/04
$443/nighttotal: $1772 (4 )
Connecticut Beach Cottage On The Long Island Sound
1 2
apartment , Stratford
Discover 5-Star Vacation Rentals in Bridgeport, CT
Indulge in a luxury vacation rental in Bridgeport, CT, where high-end design meets world-class 5-star comfort.
9.6 9 reviews
Bridgeport, CT
08/31 – 09/04
$189/nighttotal: $756 (4 )
Lovely Bohemian Loft Downtwn, Amphitheater,seaside Park,metro North,2-10min Walk
1 2
apartment , Bridgeport
Best Vacation Rentals with a Steam Room in Bridgeport, CT
Elevate your wellness routine with a vacation rental featuring a sauna in Bridgeport, CT , ideal for a restorative end to your day.