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Holiday houses in Bridgeport

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Top-rated holiday rentals in Bridgeport

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious bedroom features a king bed with a soft green duvet and decorative pillows. Two nightstands with lamps are positioned on either side. Natural light enters through two windows adorned with bamboo shades. A framed coastal artwork is displayed above the headboard.
Guest suite in Fairfield
4.94 out of 5 average rating, 179 reviews

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.

Guest favourite
The entrance features a charming porch framed by white railings, with potted plants adding greenery. A welcoming front door is accentuated by patriotic decorations, and a small seating area is visible beside lush greenery and a well-maintained lawn.
Home in Fairfield
4.9 out of 5 average rating, 124 reviews

Fairfield Entire Upstairs Suite / 2Rms + Parking

ENTIRE 2nd FL for up to 2️⃣ adult guests ONLY 2️⃣ Rooms➕Skylit Full Bathroom Exclusive Driveway Parking➕locked entrance leading airbnb, separate from full-time renters on 1st FL Heat & Cool: wall-mounted AC➕portable Dyson ➕ Central AC w/2 sensors - host adjustable remotely TV is Screen only, works with Bluetooth & Chromecast, NO Services Kitchenette: heat/store food (NO cooking), allows affordable stay in affluent Fairfield Town Professional Clean Service Host Assistance Virtually

Top Guest favourite
The studio features a neatly arranged sleeping area with a quilted bedspread in blue and white patterns. A desk with a chair is positioned nearby, allowing for a focused workspace. Natural light streams through sheer curtains, creating a bright and welcoming ambiance.
Home in Bridgeport
4.93 out of 5 average rating, 41 reviews

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

Guest favourite
A cozy living area features a dark, comfortable couch and a decorative rug. A wall-mounted television is positioned above a simple mantel with a potted plant. Natural light filters through floral curtains, illuminating a wooden desk and chair against the wall.
Apartment in South End
4.89 out of 5 average rating, 112 reviews

Seaside Studio in Historic Bridgeport Brownstone

Keep it simple at this peaceful and centrally-located historic brownstone built by P.T. Barnum for his staff 140 years ago. Basement unit across the street from Bridgeport University, 1 block to Seaside Park and beaches, 5 min walk to amphitheater, and 10 min walk to Metro North or LI ferry. Includes kitchenette with fridge/freezer, microwave, stove and oven, desk, couch, wifi, tv with Roku , iron, hairdryer, and full bathroom. We are pet friendly up to 2 with additional $25 per pet.

Guest favourite
A welcoming living area features a comfortable couch and a textured ottoman, complemented by natural wood accents on the ceiling. Light fills the space from multiple windows, highlighting the hardwood floors and decorative stone wall that adds character to the room.
Cottage in Milford
4.95 out of 5 average rating, 350 reviews

Fall Sale! CozyCottage/Pet-friendly/Walk to Beach

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.

Superhost
A cozy living area features a large blue sectional sofa and a round white coffee table, set against light wooden flooring. A wall-mounted TV displays entertainment options, and natural light streams through sheer curtains, enhancing the inviting ambiance of the space.
Apartment in Bridgeport
4.71 out of 5 average rating, 17 reviews

New & Stylish 2 King Bed Apartment w/ Grand Dining

🌟 Modern 2BR Retreat – Renovated & Wheelchair Accessible 🏡 Welcome to your perfect stay! Our newly renovated 2BR apartment offers a stylish and comfortable space for families, business travelers 💼, and couples ❤️. Designed for accessibility, it features a wheelchair ramp for easy entry. Enjoy all the modern amenities you need, plus a prime location near great restaurants 🍽️, shopping 🛍️, and top attractions 🌍. Book now and experience a hassle-free, cozy getaway!

Guest favourite
A cozy room is featured with a spacious bed adorned in floral bedding, complemented by neatly arranged towels. A grey sofa with vibrant yellow cushions sits nearby. Natural light enters through a window, enhancing the room's inviting atmosphere.
Home in Bridgeport
5 out of 5 average rating, 12 reviews

Nuevo Comfortable Apartamento Estudio

Feel at home and enjoy a completely new space, its comfort and tranquility in this great accommodation in the East area of Bridgeport. Located on the 3rd floor of a family home with a separate entrance. By car 2 minutes from the I-95 interestataI, 4 minutes from Metro North station, 5 minutes access to the ferry, 4 minutes Steelpointe Harbor, 4 minutes Hartford Health Amphitheater / Total Morgage Arena, 7 minutes from downtown Bridgeport.

Guest favourite
A well-lit entryway is shown, featuring a door that leads outside. The open layout displays a small dining table with chairs nearby and a glimpse of a kitchen area at the left. The floor is finished with light-colored tiles while the walls are painted white.
Condo in Stratford
4.93 out of 5 average rating, 42 reviews

Comfortable apartment near all communal facilities

I have an apartment located in an excellent quiet area with easy access. It is furnished and is very close to different areas such as supermarkets, restaurants, hospitals and universities. It also has 100% filtered water to drink. Something very important is that NO type of drugs are accepted, NO Viper or electronic cigarettes or Hookah are NOT accepted on this property. If we find odors or drug residues, they will be reported and fined.

Top Guest favourite
Apartment in Fairfield
5 out of 5 average rating, 49 reviews

New & Modern Studio Apartment in Fairfield

This newly reconstructed downstairs stylish, modern, and spacious studio features a queen bed and a queen pull-out sofabed, luxe bathroom including towels and washcloths, sleek kitchen, a 70” TV with surround sound etc. Enjoy a private garden 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!

Top Guest favourite
The bedroom features a queen size spindle bed with quality bedding, flanked by two nightstands with lamps. A dedicated work desk is equipped with a lamp and USB ports. Shelving adds storage, while a small seating area is present, illuminated by natural light from the windows.
Apartment in Fairfield
4.97 out of 5 average rating, 152 reviews

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.

Superhost
A corner of the apartment features unique hand-tinted windows that create colorful reflections. A cozy armchair sits beside a fireplace, surrounded by potted plants. The space is complemented by a woven area rug and a light-colored bed with a simple texture.
Apartment in Bridgeport
4.93 out of 5 average rating, 126 reviews

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.

Superhost
A contemporary living area is featured, showcasing a light blue sofa adorned with a yellow pillow. A glass coffee table sits in the center, while an arc floor lamp stands beside a lavender chair. A sleek media console displays a flat-screen TV against a backdrop of pale walls and natural light.
Apartment in Bridgeport
4.75 out of 5 average rating, 69 reviews

Stylish 3BR Escape with Private Office by LI Ferry

Experience the ultimate in modern elegance at our chic Black & White home! 🏡✨ Designed to captivate with an open floor plan and abundant natural light, our stylish abode promises a luxurious and comfortable stay. Whether you're relaxing in the spacious living area or whipping up a gourmet meal in the fully equipped kitchen, every moment here is bound to be memorable.

Popular amenities for Bridgeport holiday rentals

When is the best time to visit Bridgeport?

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Avg. price$180 NZD$171 NZD$178 NZD$173 NZD$209 NZD$206 NZD$225 NZD$206 NZD$214 NZD$206 NZD$180 NZD$178 NZD
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Quick stats about holiday rentals in Bridgeport

  • Total holiday rentals

    Explore 300 holiday rentals in Bridgeport

  • Nightly prices starting at

    Bridgeport holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,910 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    290 of Bridgeport holiday 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