
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.

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.

The Seasons Luxe Pad 1 Bedroom | Center of Norwalk
The Space Private one bedroom apartment with a modern decor offers everything you need for a short or long term stay. Space includes a separate living/dining area and New York City inspired artwork. Bedroom offers a Queen Sized bed, desk, 40 inch Roku Smart TV & plenty of closet space. The Location Half mile from I-95 & near Merritt Parkway, South Norwalk train station, South Norwalk downtown and a half mile away from the Norwalk Hospital. Minutes away from shopping centers and grocery stores.

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.

Bright 3-bedroom house with ample parking & patio!
Take in the sunshine at this peaceful & fully renovated Fairfield home! Private property in a gorgeous neighborhood, this house is a 10-min drive from Fairfield University & 7-min drive from Sacred Heart University. Right next to the Brooklawn Country Club. Central A/C, lots of natural light, large back patio & fire pit, washer/dryer, dishwasher, and strong Wi-Fi with Roku TV in both living room & family room. Public beach access available, highly-rated eateries, & tons of shopping nearby!

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

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.

Urban Garden Suite
Relax & Recharge in Westville’s Hidden Gem in New Haven. Unwind in this serene, beautiful, cozy, spotless garden apartment tucked inside a historic three-family home in charming Westville. The cozy, open-concept design blends modern upgrades with warm, thoughtful touches, creating the perfect balance of comfort and style.🌿 Enjoy peaceful surroundings, inviting details, and everything you need for a seamless stay. Your attentive (yet discreet) hostess ensures you’ll feel truly at home.

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.

Fall 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.

3BD Cottage | Walk 2 Beach and Tyde Wedding Venue
Walking distance from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom, 1-bath beach cottage in the heart of Walnut Beach. Perfect for family vacations, wedding guests, or Yale visitors, our modern farmhouse-style home features a full kitchen, a private backyard with a fire pit, and peaceful coastal vibes. Walk to the sand, celebrate at Tyde, enjoy coffee on the porch, and end the day by the fire. Comfort, style, and location — all in one unforgettable stay!

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 holiday rentals
Other great holiday rentals in Bridgeport

Golden Colonial Home

Stylish 3BR Escape with Private Office by LI Ferry

Beautiful, clean and quiet place to relax

Private 1-Bdrm Apt in West Haven

New & Stylish 2 King Bed Apartment w/ Grand Dining

Polita’s Place # 2

New & Modern Studio Apartment in Fairfield CT

Cozy Studio in Bridgeport
When is the best time to visit Bridgeport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $173 NZD | $164 NZD | $171 NZD | $166 NZD | $201 NZD | $197 NZD | $194 NZD | $199 NZD | $187 NZD | $197 NZD | $173 NZD | $171 NZD |
| 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
Are there apartment rentals with a dedicated workspace in Bridgeport?
Yes! Work meets play with ease at over 60 apartment 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 400 vacation rentals in Seaside Park, over 490 vacation rentals in Steel Point, and over 400 vacation rentals in Black Rock.
How much does it cost to stay in apartment rentals in Bridgeport?
Experience the best of Bridgeport with our apartment rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Bridgeport have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Bridgeport. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Bridgeport have wifi?
Absolutely! We offer over 100 apartment rentals with wifi in Bridgeport. Enjoy a tailored experience with all the comforts you desire.
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!
What are the most popular amenities for House Rentals in Bridgeport?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 30 homes with a bbq area, over 140 homes with air conditioning, over 160 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
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.
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.
Quick stats about holiday rentals in Bridgeport

Total holiday rentals
Explore 320 holiday rentals in Bridgeport

Nightly prices starting at
Bridgeport holiday rentals start at $33 NZD per night before taxes and fees

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

Family-friendly holiday rentals
140 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
200 properties have a dedicated workspace

Wi-Fi availability
310 of Bridgeport holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool 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
- Ohel Chabad-Lubavitch
- Yankee Stadium
- Jones Beach
- Citi Field
- Fairfield Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Bronx Zoo
- USTA Billie Jean King National Tennis Center
- The Metropolitan Museum of Art
- Queens Center
- Thunder Ridge Ski Area
- New York Botanical Garden
- Astoria Park
- Robert Moses State Park Beach
- 168th Street Station
- Sunken Meadow State Park
- Jones Beach State Park
- Kent Falls State Park
- Riverside Park
- American Museum of Natural History




