
Vacation rentals in Bridgeport
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Top-rated vacation rentals in Bridgeport
Guests agree: these stays are highly rated for location, cleanliness, and more.

2 BRm Suite; Ktchn; Livng area; wash/dryr; Private
Fully accessorized, large (919 sq ft) beautiful suburban space with bedroom (queen); convertible Murphy bed (queen), in-room sitting area/large screen TV, kitchenette; 2nd room: bedroom (queen) with living space / large screen TV; private full bath; in-suite washer/dryer; private entry to suite (front door; up 1 flight of stairs). Includes light continental breakfast. Owners on property. Off street parking. Train station a mile away (NYC: 70 min). 2 miles to beach. Easy walk to Fairfield U.

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.

Water front studio apartment with fireplace.
This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

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!

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

Fairfield 2nd Floor · 2 Rms · Full Bath · 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

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.

Westshore Luxury
Relax in the cozy living spaces, unwind in the bonus room, or take a peaceful stroll along the sandy beach just steps from your door. Enjoy breathtaking sunrises and sunsets over the water, fall asleep to the soothing sound of waves, or explore the scenic shoreline by bike. Whether you’re visiting for a quiet weekend escape or a longer stay, this charming beach home offers the perfect balance of comfort and tranquility. Quiet home for rest and relaxation — no parties or events.

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 Colonial - Private Hot Tub & Entire House
The way Airbnb was meant to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more.

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 vacation rentals
Other great vacation rentals in Bridgeport

Historic Brownstone Close to Beach & Amphitheater

Golden Colonial Home

Stylish 3BR Escape with Private Office by LI Ferry

Charming Riverview Home • Firepit • Train & I-95

Delightfully Renovated Colonial Barn by the Beach!

Cozy + Sunny Coastal Apt by Seaside Park

Seaview Ave 4BR House - Sleeps 8

Seaside Studio in Historic Bridgeport Brownstone
When is the best time to visit Bridgeport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $144 CAD | $137 CAD | $143 CAD | $139 CAD | $168 CAD | $165 CAD | $162 CAD | $166 CAD | $157 CAD | $151 CAD | $152 CAD | $152 CAD |
| 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 townhouse rentals in Bridgeport?
Experience the best of Bridgeport with our townhouse rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Bridgeport?
Yes! Work meets play with ease at over 100 house 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 house rentals in Bridgeport?
Bridgeport has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly apartment rentals in Bridgeport?
Four-legged friends are welcome in Bridgeport. Choose from more than 30 apartment rentals for guests traveling with pets.
Are there Bridgeport house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Bridgeport, available on Airbnb. Make a splash and soak up the sun in style!
Do townhouse rentals in Bridgeport have air conditioning?
Absolutely! We offer over 10 townhouse 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 110 apartment rentals with wifi in Bridgeport. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Bridgeport have a bbq area?
Absolutely! We offer over 10 apartment 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 $28 CAD per night before taxes and fees

Verified guest reviews
Over 7,730 verified reviews to help you choose

Family-friendly vacation rentals
140 properties offer extra space and 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
200 properties have a dedicated workspace

Wifi availability
310 of Bridgeport vacation 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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- Columbia University
- Central Park Zoo
- Yale University
- Bronx Zoo
- Yankee Stadium
- Jones Beach
- Citi Field
- Cooper's Beach, Southampton
- USTA Billie Jean King National Tennis Center
- Thunder Ridge Ski Area
- The Metropolitan Museum of Art
- Fairfield Beach
- Astoria Park
- Southampton Beach
- Robert Moses State Park Beach
- Ohel Chabad-Lubavitch
- Sunken Meadow State Park
- Jones Beach State Park
- Kent Falls State Park
- American Museum of Natural History
- Hammonasset Beach State Park
- Riverside Park
- Mohawk Mountain Ski Area
- Long Island Aquarium




