
Vacation rentals in Bridgeport
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Top-rated vacation 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.

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.

A Lovely Cottage in the Woods (Pool Open May 8!)
Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

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.

Cozy Cottage with Fire Pit, near Beach
Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities for an unforgettable stay.
Popular amenities for Bridgeport places to stay
Other great vacation 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.

Sunny Private Suite

Business or Weekend escape*

Salt & Blue | Walk to Beach & Tyde •4BR• Fire Pit

Coco's guest Suite In Bridgeport
When is the best time to visit Bridgeport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,734 ZAR | R1,651 ZAR | R1,717 ZAR | R1,667 ZAR | R2,018 ZAR | R1,984 ZAR | R1,951 ZAR | R2,001 ZAR | R1,884 ZAR | R1,818 ZAR | R1,834 ZAR | R1,834 ZAR |
| 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
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.
Are there vacation rentals with a dedicated workspace in Bridgeport?
Yes! Work meets play with ease at over 190 vacation rentals in Bridgeport featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Bridgeport?
Make yourself at home in Bridgeport by choosing from our most frequently booked neighborhoods. We have over 410 vacation rentals in Seaside Park, over 480 vacation rentals in Steel Point, and over 410 vacation rentals in Black Rock.
Are there family-friendly vacation rentals in Bridgeport?
Bridgeport has more than 140 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly vacation rentals in Bridgeport?
Four-legged friends are welcome in Bridgeport. Choose from more than 80 vacation rentals for guests traveling with pets.
Are there Bridgeport vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Bridgeport, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Bridgeport have air conditioning?
Absolutely! We offer over 140 house rentals with air conditioning in Bridgeport. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Bridgeport have wifi?
Absolutely! We offer over 100 apartment rentals with wifi in Bridgeport. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bridgeport have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Bridgeport. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bridgeport have a gym?
Absolutely! We offer over 10 house rentals with a gym in Bridgeport. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Bridgeport

Total vacation rentals
Explore 320 vacation rentals in Bridgeport

Nightly prices starting at
Bridgeport vacation rentals start at R333 ZAR per night before taxes and fees

Verified guest reviews
Over 7,930 verified reviews to help you choose

Family-friendly vacation rentals
140 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
310 of Bridgeport vacation rentals include wi-fi 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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- Central Park Zoo
- Columbia University
- Yale University
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- Citi Field
- Bronx Zoo
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- USTA Billie Jean King National Tennis Center
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