Holiday rentals in Bridgeport
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Top-rated holiday rentals in Bridgeport
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Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen
Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; exclusive use of kitchen (was the main kitchen of the house); private entrance to space thru side door of the house. Two large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.
Cape on the Water
Welcome to our Cape on the Water! This unique property is located on beautiful Ash Creek, an inlet off Long Island Sound offering views of tidal wetlands, including tons of fish, bird, kayakers, paddle boarders, small sail boats etc. The house is a newly renovated Cape Cod with open floor concepts, updated Kitchen and bath rooms. Refinished oak hardwood floors through out the entire house. Brand new large deck. The house has a very cozy feel and has been also updated with brand new HVAC system.
Adorable private apt w/ W/D in lovely neighborhood
Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.
Loaded Studio near Fairfield & Sacred Heart Uni
This newly reconstructed downstairs stylish, modern, and spacious studio features a queen bed & a queen pull-out sofabed with remote lighting, luxe bathroom with towels and refillables, a fully loaded sleek kitchen, a 70” TV with surround sound, and guest-controlled ambient lighting. Enjoy a private entrance, in-suite laundry, guest-controlled heat, and ceiling fan. Close to Fairfield & Sacred Heart Universities, shops, beach, and quick NYC transit. Comfort and convenience in one chic space!
Designer Beach Retreat on Exclusive Cedar Beach
Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!
Cozy Studio in Bridgeport
Charming and fully equipped studio located in the heart of Bridgeport. Perfect for business travelers, couples, or solo adventurers, this cozy retreat features a comfortable bed, high-speed Wi-Fi, a private entrance, and a fully stocked kitchen for your convenience. Enjoy easy access to local restaurants, cafes, and shops, as well as public transportation and major highways. Whether you’re here for work or leisure, this studio offers everything you need for a relaxing and stress-free stay.
The ARLO - Walk to Brewery & Restaurants
Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95
Families|Charming |King Bed| Near SHU
Welcome to our updated and inviting nautical-themed residence. The home is located close to the University of Bridgeport, Sacred Hearth University and St Vincents Hospital. Enjoy the excitement of the ambiance around the fire pit in the private backyard and a grill for cooking, and the convenience of all of the amenities in the home. Guests can truly relax and make the most of their time in our tranquil setting. There is a dedicated workspace for remote workers and is family friendly.
Spring Sale! CozyCottage/Pet-friendly/ WalktoBeach
Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.
Lavish retreat near downtown
Kick back and relax in this home away from home. Motion sensored lights with spacious waterfall shower unit and outdoor space for dinning and lounge. Full kitchen with multiple tv units(Netflix, Hbo,Hulu, paramount & Starz) and rest areas. Coffee and tea available. 5 mins away from downtown , accessible to trains & bus. Parking available in backyard of property . (Ceiling are low(6’2) due to the space being downstairs ) ( 1 Queen bed, 1 Sofa bed)
Sunny Fairfield Studio Apartment
Enjoy this sunny, newly-renovated, modern Fairfield studio apartment, located in the carriage building of a historic early 1900's house. Great for an individual, couple, or family. Well situated, a short drive to Sacred Heart & Fairfield Universities, downtown Fairfield and the beach, Silverman's Farm and other Easton farms for apple picking, petting zoos, and the like, and Fairfield Metro Station for a 1 hour train ride to NYC.
Stylish Sheek Loft Ricport Studio 2, Downtown
Please note location and area before booking!!! (DONT BOOK if you don’t know it’s loud and busy) Conveniently located Downtown in the city of Bridgeport. Feel free to light a fire🔥. Unique hand tinted windows provides the space with an open feel although it is a small space. Queen size bed, fireplace, and aesthetics sets this apartment apart from any rental you can find. *pet fee for pets. Please let me know in advance.
Popular amenities for Bridgeport holiday rentals
Other great holiday rentals in Bridgeport
Historic Brownstone Close to Beach & Amphitheater
Golden Colonial Home
Historic Walnut Apartment - 2 mins to Seaside Park
Close to Yale University + The Bistro. Pool. Gym.
Cozy, romantic cabin by the lake.
Quintessential Cozy Haven, Brooklawn Beauty
Business or Weekend escape*
1 bedroom - Bridgeport Apartment
When is the best time to visit Bridgeport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $132 SGD | $126 SGD | $131 SGD | $127 SGD | $154 SGD | $152 SGD | $149 SGD | $153 SGD | $144 SGD | $139 SGD | $140 SGD | $140 SGD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Frequently Asked Questions
What are the best places to stay in Bridgeport?
Stays in Black Rock, Downtown, and areas near Seaside Park are often suggested for their lively atmosphere and proximity to local dining and waterfront activities. These neighborhoods provide easy access to arts spaces and parks.
What are the best things to do in Bridgeport with kids?
Kids can explore animal exhibits at Beardsley Zoo, run and play at Seaside Park, or enjoy hands-on learning in local museums. Waterfront playgrounds and seasonal events often draw families throughout the year.
What are some of the best things to do in Bridgeport?
Bridgeport has lively arts spaces, waterfront parks such as Seaside Park, and family-friendly attractions like the Beardsley Zoo. Many visitors enjoy shopping at local markets and attending cultural or seasonal festivals.
How is the weather in Bridgeport?
Bridgeport has cold winters near 24–44°F (-4–7°C), and warm, humid summers averaging 67–83°F (19–29°C) with occasional rainfall. Spring and autumn are milder, with comfortable temperatures and changing foliage.
When is the best time to visit Bridgeport?
Late spring through early autumn is often recommended for visitors who prefer milder temperatures and outdoor events. Winter brings colder weather and indoor arts activities, while autumn features colorful foliage and community festivals.
What are the best places to visit in Bridgeport?
Bridgeport has family-friendly attractions like the Beardsley Zoo, waterfront parks, and museums highlighting local history. Many visitors enjoy the creative atmosphere at art galleries, and quiet moments in green spaces around the city.
What are some hiking trails in Bridgeport?
Bridgeport has walking and nature trails in places like Beardsley Park and Seaside Park, with views of woodlands and waterfront areas. Nearby nature preserves offer additional paths for birdwatching and exploring the outdoors.
What are some family activities we can do in Bridgeport?
Families can explore Beardsley Zoo, enjoy picnic spots and playgrounds in Seaside Park, or discover hands-on exhibits at local museums. Seasonal festivals, outdoor concerts, and waterfront activities are also frequently suggested.
What are some of the best day trip ideas from Bridgeport?
Many visitors explore quieter beaches near Long Island Sound, art galleries and shops in nearby towns, or forested hikes in regional parks surrounding Bridgeport. Seasonal activities, local farms, and outdoor trails are frequently suggested.
Are there any pet friendly accommodations available in Bridgeport?
Many vacation rentals in Bridgeport are pet friendly, allowing visitors to stay with dogs or cats. Neighborhoods such as Black Rock and Downtown frequently have welcoming spaces near parks and walking areas.
What are some local tips for visiting Bridgeport?
Locals often suggest exploring the waterfront early in the morning for a quieter experience, and attending neighborhood markets or festivals to sample diverse foods. Public transit and walking are convenient for moving between popular attractions and parks.
What is Bridgeport known for?
Bridgeport is known for its historic waterfront, diverse arts and music communities, and Connecticut’s only zoo. The city also has locally rooted culinary traditions and a strong history in manufacturing and innovation.
What are the best hidden gems to explore in Bridgeport?
Bridgeport has smaller galleries, murals by local artists, and community theaters that highlight creative voices in the city. Waterfront trails in less crowded parks, and neighborhood bakeries featuring Portuguese and Brazilian treats, are often favorite discoveries.
What are the best foods to try in Bridgeport?
Bridgeport’s food scene features locally rooted favorites such as New England–style pizza, fresh seafood, and Portuguese baked goods. Many visitors enjoy exploring casual restaurants and bakeries around the Black Rock neighborhood.
What should I bring for a trip to Bridgeport?
Pack comfortable walking shoes, weather-appropriate clothing, and a light waterproof jacket. If visiting in summer, sunscreen and water bottles are helpful for outdoor activities; in winter, a warm coat and gloves are suggested.
What is the nightlife in Bridgeport like?
Bridgeport has a mix of laid-back bars, music venues, and performance spaces, especially around Downtown and the Harbor area. The scene features live music, occasional comedy nights, and locally inspired cocktails.
Are there family friendly vacation rentals in Bridgeport?
Bridgeport has a variety of family-friendly vacation rentals throughout areas like Black Rock, Seaside, and Downtown. These neighborhoods typically have easy access to parks, playgrounds, and local attractions.
How much does it cost to stay in apartment rentals in Bridgeport?
Experience the best of Bridgeport with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Quick stats about holiday rentals in Bridgeport
Total holiday rentals
Explore 320 holiday rentals in Bridgeport
Nightly prices starting at
Bridgeport holiday rentals start at $25 SGD per night before taxes and fees
Verified guest reviews
Over 7,930 verified reviews to help you choose
Family-friendly holiday rentals
140 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 80 rentals that welcome pets
Holiday rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Wifi availability
310 of Bridgeport holiday rentals include wifi access
Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Bridgeport rentals
4.7 Average rating
Bridgeport stays receive an average rating of 4.7 out of 5 from guests
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