
Waterfront vacation rentals in Bridgeport
Find and book unique waterfront accommodations on Airbnb
Quick stats about waterfront rentals in Bridgeport

Total vacation rentals
Explore 10 vacation rentals in Bridgeport

Nightly prices starting at
Bridgeport vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 470 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Bridgeport vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Bridgeport rentals

4.7 Average rating
Bridgeport stays receive an average rating of 4.7 out of 5 from guests
Top-rated waterfront accommodations in Bridgeport
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

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 an open floor plan, updated Kitchen and bath rooms. Refinished oak hardwood floors through out the entire house. Large deck -great view. The house has a very cozy feel and has been also updated with brand new HVAC system.
4.97 out of 5 average rating, 113 reviews
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!
4.97 out of 5 average rating, 650 reviews
5BR Beach House, Water Views, Game Room, Backyard
Wake up to beautiful water views at this spacious 5-bedroom Stamford home, just a short walk from Cove Island Park and Beach. Enjoy a private backyard, game room, pool table, foosball and fire pit, with plenty of space for families and groups to relax, gather and have fun together. Spend your days by the beach or relaxing at home. Downtown Stamford, Metro-North, restaurants and shopping are all just a short drive away, offering the perfect mix of a peaceful coastal escape and city convenience.
4.85 out of 5 average rating, 108 reviews
Cheerful 3 Bedroom Cottage with Fire Place
We are happy to still offer some dates for September. Come enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.
4.88 out of 5 average rating, 109 reviews
3 Bedroom Beach House with Hot Tub!
Enjoy breathtaking sunset views in our spacious beach house while dining or relaxing in the hot tub. Snuggle up in front of the fireplace while watching a movie on the frame TV. Wake up in the master suite to spectacular marsh views while listening to birds from the Audubon Society. Steps to a white sand beach, heated bathroom floors, luxury bathrobes, linens, and organic mattresses. 6-bikes for exploring. A true resort-like experience with a chef's kitchen making a home away from home.
4.97 out of 5 average rating, 158 reviews
Lovely water front lower-level loft, free parking
This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.
4.93 out of 5 average rating, 191 reviews
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!
4.97 out of 5 average rating, 270 reviews
French Estate Guest House on Private Lake
A private, European-inspired guest house set on an eight-acre gated French estate, just 60 minutes from NYC. Surrounded by manicured gardens, 18th-century statuary, and a private lake, the setting feels transportive—a French countryside retreat. Designed by architect David Easton, the space blends classic elegance with modern comfort: heated stone floors, a heated towel rack, fine linens, curated finishes, and a private entrance. Perfect for a refined weekend escape or a quiet reset.
4.99 out of 5 average rating, 149 reviews
Steps to Beach • Hot Tub • Game Room • Water Views
Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.
4.99 out of 5 average rating, 113 reviews
The River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft
4.97 out of 5 average rating, 246 reviews
Lakeview Estate - Chef's Kitchen - NYC Getaway
Stunning lake views from every angle! Gorgeous 3,200 square foot custom home with an open floor plan. Highlights include: * Chef's kitchen with Viking Range, Sub Zero Refrigerator, granite countertops & custom cabinets * Expansive 20x30 stone patio overlooking the lake with a fire-pit, speakers & outdoor lighting * 3 spacious bedrooms and 3 full bathrooms with double vanities, showers & separate bathtubs. * 5 SmartTVs including a 65" TV in the main living area
4.94 out of 5 average rating, 142 reviews
Historic Loft, Co-Work, River View
Unique studio loft in a beautifully restored 19th-century Cider Mill on the Westport/Southport border. Enjoy picturesque river views, historic charm, and modern comfort. This pet-friendly retreat comfortably accommodates up to three guests, featuring a full kitchen, dedicated workspace, and access to a co-working space. Ideal for couples or solo travelers seeking a blend of history, convenience, and a serene setting with private parking.
4.93 out of 5 average rating, 290 reviewsPopular amenities for Bridgeport waterfront rentals
Waterfront apartment rentals

Fair Haven Heights Entire 1 Bedroom Apartment
4.88 out of 5 average rating, 497 reviews
The Pond Mill Retreat w/ 2 Bdrms & Pool
4.98 out of 5 average rating, 165 reviews
Coastal Relaxation Getaway
4.97 out of 5 average rating, 101 reviews
Guest favorite - ALL YEAR LONG!
4.93 out of 5 average rating, 28 reviews
Steps to the Beach. Lovely 2-Bedroom apt
4.97 out of 5 average rating, 89 reviews
Spacious Lakeside Hideaway
4.92 out of 5 average rating, 37 reviews
Lakescape Suite
4.95 out of 5 average rating, 38 reviews
Spacious. Water Views & Access. Steps to Beach.
4.94 out of 5 average rating, 72 reviewsWaterfront house rentals

WaterviewsTakeWedding pics,CollegeTours Yale&Beach
4.98 out of 5 average rating, 238 reviews
Q River House - 2 bdrm, minutes from Yale/Downtown
5.0 out of 5 average rating, 401 reviews
Seaside Cottage: water views, walk to beaches!
4.97 out of 5 average rating, 106 reviews
Beach Haven - waterfront, near Yale, sunsets
4.96 out of 5 average rating, 147 reviews
Midcentury Modern ZenHouse Sculptor Studio
4.96 out of 5 average rating, 270 reviews
Candlewood Lakefront Retreat
4.88 out of 5 average rating, 175 reviews
Private Beach Milford Retreat | Long Island Sound
4.94 out of 5 average rating, 63 reviews
Spacious Beachfront Milford Home
4.88 out of 5 average rating, 48 reviewsOther waterfront vacation rentals

Serene lake front cottage 1 hour from NYC
4.97 out of 5 average rating, 149 reviews
Indulge in Prime Luxury 3BR 3-7 Guest
4.83 out of 5 average rating, 18 reviews
Luxury Designer 3 bedroom ( office) vacation home.
4.79 out of 5 average rating, 29 reviews
The Creekside Cottage
4.96 out of 5 average rating, 56 reviews
Waterfront Beach Cottage in Connecticut
4.93 out of 5 average rating, 55 reviews
A BREATHTAKING AND RELAXING PLACE TO CALL HOME
4.94 out of 5 average rating, 49 reviews
Steps from the water!
4.94 out of 5 average rating, 62 reviews
Tranquil beach retreat
4.93 out of 5 average rating, 29 reviewsWhen is the best time to visit Bridgeport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $181 CAD | $111 CAD | $100 CAD | $166 CAD | $105 CAD | $105 CAD | $153 CAD | $143 CAD | $147 CAD | $105 CAD | $105 CAD | $91 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 |
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- Central Park Zoo
- Yale University
- Jones Beach
- Columbia University
- Yankee Stadium
- Bear Mountain State Park
- Citi Field
- Cooper's Beach, Southampton
- Astoria Park
- Fairfield Beach
- Thunder Ridge Ski Area
- Bronx Zoo
- The Metropolitan Museum of Art
- USTA Billie Jean King National Tennis Center
- Southampton Beach
- UBS Arena
- Storm King Art Center
- Lincoln Center For The Performing Arts
- Sunken Meadow State Park
- Soundview Beach
- Kent Falls State Park
- Harriman State Park
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort





