
Vacation rentals in Bridgeport
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Top-rated vacation rentals in Bridgeport
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Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Indulge in the epitome of luxury with this breathtaking 2BR apartment. 🌟 Sink into plush blue velvet sofas, drift to sleep in sumptuous king beds with TVs in every bedroom & living room. Bask in the warm glow of beautiful lighting throughout. Savor a delicious cup of coffee at our coffee bar, and entertain guests in our spacious backyard. Nestled in the heart of the city, this is truly a rare find that you won't be able to resist. Book now to experience the ultimate in comfort and style. 🏡✨

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.

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

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

Bright Escape Near Beach & FFU | Fire Pit | BBQ
Discover our beautifully renovated 3-bedroom, 2-bath home, perfect for family vacations. Enjoy a bright and inviting atmosphere just minutes from Fairfield and Sacred Heart Universities. Ideal for local families seeking short-term stays during home renovations and Bride/Groom's preparing for their special day. Easy access to attractions such as the Norwalk Aquarium, Beardsley Zoo, and local farms. Relax at nearby Jennings and Penfield beaches or explore the charming village of Southport.

5 Minute Walk to Beach & Downtown Fairfield
This Immaculate 3-bedroom cape in the desirable Fairfield Beach Area is only a 5 minute walk to the sand. The home has just been beautifully updated and has all modern amenities. Start your day in the breakfast nook which overlooks the lovely level fenced in backyard and enjoy an evening cocktail on the deck. Close enough to the train and downtown to walk and take a stroll to the Marina in the evening. The location is just perfect and the house is a wonderful place to relax and recharge.

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.

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.

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)

New Comfortable Studio Apartment
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 Interstate I-95, 4 minutes from Metro North Station, 5 minutes from ferry access, 4 minutes from Steelpointe Harbor, 4 minutes from Hartford Health Amphitheater/Total Mortgage Arena, 7 minutes from downtown Bridgeport.

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!

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.
Popular amenities for Bridgeport vacation rentals
Other great vacation rentals in Bridgeport

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Private room in Bridgeport

Modern Room 6 Minutes From Yale
Quick stats about vacation rentals in Bridgeport
Total rentals
300 properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
6.9K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
10 properties have a pool
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- Columbia University
- Yale University
- Jones Beach
- Central Park Zoo
- Yankee Stadium
- Citi Field
- Fairfield Beach
- Southampton Beach
- Rye Beach
- Cooper's Beach, Southampton
- USTA Billie Jean King National Tennis Center
- Gilgo Beach
- The Metropolitan Museum of Art
- Robert Moses State Park
- Astoria Park
- Bronx Zoo
- Walnut Public Beach
- Thunder Ridge Ski Area
- Bethpage State Park
- Shinnecock Hills Golf Club
- Rye Playland Beach
- Rowayton Community Beach
- Cedar Beach
- Jones Beach State Park