
House vacation rentals in Bridgeport
Find and book unique houses on Airbnb
Quick stats about house rentals in Bridgeport

Total vacation rentals
Explore 170 vacation rentals in Bridgeport

Nightly prices starting at
Bridgeport vacation rentals start at G$4,184 GYD per night before taxes and fees

Verified guest reviews
Over 3,450 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
160 of Bridgeport vacation rentals include wi-fi access

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

4.8 Average rating
Bridgeport stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Bridgeport
Guests agree: these houses are highly rated for location, cleanliness, and more.

1956 House of the Year Award. Easy commute to NYC.
Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Fully renovated/Walk to water & shops/fenced yard!
*Feb and Mar available for longer stays!Inquire!* *Brand New Major Renovation in 2023* • Fully renovated, designer beach house • Steps away from quaint downtown •1 block from water •Walk to beach, restaurants, coffee, ice cream, deli & convenience store, liquor and more... • Luxe, white, 100% cotton sheets & fluffy duvets •FULLY FENCED backyard with outdoor seating, BBQ grill, & fire pit .Easy drive to Sacred Heart, Fairfield, & Yale .STEPS to Tyde wedding venue .Fiber internet for fast speed

Luxurious Barn With New England Charm
Three decades of tasteful renovations — many using re-purposed material — have rendered this converted barn magazine-worthy. Set-back from the road on 1-acre of wooded land with a babbling brook, this conveniently-located modern home maintains its rustic allure. With 30-foot ceilings, exposed wooden beams, dozens of windows, an array of eclectic furniture, and a grand piano, the charm of the barn is immediately obvious. Perfect for romantic getaways, small retreats, family gatherings, 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 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.

Gem by the water+ firepit and all fenced backyard
An episode of The Curious Case of… was filmed right here at the property. Stay where the cameras rolled and experience the same atmosphere that caught the producers’ attention. One block away from the water & 3 blocks away from Dolphin Cove. Enjoy walking and site-seeing. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. The house has also a lower-level unit.

WaterviewsTakeWedding pics,CollegeTours Yale&Beach
PETS ALLOWED! Spectacular unobstructed Long Island Sound views year-round, out your front door along Pardee Seawall! This exceptional shore line property offers all new furniture & amenities. Minutes to wedding venues-perfect for getting dressed on your wedding day & taking photos literally right outside your door (props available). Near: Tweed NH Airport, beach, Yale University & Hosp, restaurants & museums. All new furniture, linens/towels, grill, fire pit, centralAC, WIFI. Onsite parking.

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.

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

The Hilltop Harborview
Guests will immediately walk past spacious hot tub into a comfortable sunroom where you’ll watch the most colorful, water view sunsets Long Island has to offer! This one of a kind offers a sprawling layout that has 3 queen size bedrooms and 1 king . We can also provide an air mattress for an additional guest. There is a kitchen equipped with stove, oven, dishwasher and washer and dryer! This beautiful walking Village has so much to offer! We do allow dogs with prior notice with a $65/dog.

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.

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
Popular amenities for Bridgeport house rentals
House rentals with a pool

3.5 Acres of Relaxation, Pool, & Cozy Charm

Gorgeous Luxury INDOOR POOL home

Highland Colonial - Spacious Home w/ Pool

Midcentury Modern ZenHouse Sculptor Studio

Harbor House Stony Brook Village

Cozy Riverfront Cottage•Pool•Hot Tub•35 min NYC

Beautiful Bayfront Home • Heated Pool & Jacuzzi

Meeker Hill House - Country Escape w/ Heated Pool
Weekly house rentals

The Elijah Sterling House

Remodeled Cozy Country Cape

Beach house - Sapphire Sandbar

Elegant Hideaway: Cozy Cottage in Katonah, NY

Fairfield’s Four bedroom Family Home

Bohemian Beach Oasis- Private Beach

Retreat | hot tub, mini-golf, fire pit, pickleball

Modern Beach Mood 2!
Private house rentals

OWL's PERCH Candlewood Lakefront Rustic Cottage!

5 Minute Walk to Beach & Downtown Fairfield

3 BR Cottage 1 Min Walk to Beach! Firepit & Kayaks

Shelton's New England Nest: 2 bed EV, Shower, W/D

Private 1-Bdrm Apt in West Haven

Serenity by Lakefront Cottage!

Luminous Retreat 5BR Home, Private Yard & Pergola

Stareway to Heaven
When is the best time to visit Bridgeport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,899 GYD | G$18,201 GYD | G$20,083 GYD | G$16,527 GYD | G$20,711 GYD | G$20,920 GYD | G$20,920 GYD | G$18,619 GYD | G$20,920 GYD | G$18,828 GYD | G$18,201 GYD | G$17,573 GYD |
| 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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- Rentals with a washer and dryer Bridgeport
- Rentals with a fireplace Bridgeport
- Rentals with a fire pit Bridgeport
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- Pet-friendly rentals Bridgeport
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- Rentals with beach access Bridgeport
- Family-friendly rentals Bridgeport
- Rentals with outdoor seating Bridgeport
- Rentals with a patio Bridgeport
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- Rentals with pools Bridgeport
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- Central Park Zoo
- Columbia University
- Yale University
- Yankee Stadium
- Jones Beach
- Citi Field
- Cooper's Beach, Southampton
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- Thunder Ridge Ski Area
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
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