Bridgeport Holiday Rentals

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Holiday Rentals in Bridgeport

Beach nearby
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
10.0 out of 10, Exceptional, (1)
"The location within walking distance church"
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Fridge, microwave, oven, stovetop
⭐️Warm & Cozy 🌟Studio Suite in FFLD COUNTY
10.0 out of 10, Exceptional, (2)
"Very comfortable and private. Host was very receptive. I only stayed one night but the studio is very well equipped."
The price is NZ$421
per night
20 May - 21 May
⭐️Warm & Cozy 🌟Studio Suite in FFLD COUNTY
Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach
3.0 star property
10.0 out of 10, Exceptional, (10)
"Modern cottage near the beach. Clean and comfortable. Very responsive."
The price is NZ$378
per night
20 May - 21 May
DUNE Fairfield Beach
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Property grounds
Lake Luxury
10.0 out of 10, Exceptional, (8)
"We loved our stay at this home. Plenty of space so we didn’t feel like we were on top of each other, gorgeous kitchen (plus a separate butler’s kitchen!), and lux bathrooms made this rental exactly what we needed. Thanks Gianna!"
Lake Luxury
Property grounds
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (110)
"I stayed at this amazing studio cottage with my girlfriend for 2 nights for her birthday. Our hosts, Liz and Adam were simply amazing. They allowed us an early check in and a late check out. Liz even brought out bicycles for us to use to tour around the neighborhood and ride along the shore line. Because it was my girlfriends birthday (or maybe they just do this), they had Prosecco and Orange Juice plus beer and cheese and other snacks for us when we arrived. The cottage is adorable, perfect...
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Terrace/patio
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (103)
"Pleasant stay"
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Business centre
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
10.0 out of 10, Exceptional, (17)
"Everything was okay, the apartment was great, enough space for 3 people. During the nighttime no noise, silence, good for well sleeping and so on… 5 points!"
Luxury Furnished Apartments by Hyatus Downtown at Yale
Outdoor pool, a heated pool
Westport Paradise With Every Amenity!
10.0 out of 10, Exceptional, (12)
"Super clean, comfortable, and great for overnight stay. Will definitely be back!"
The price is NZ$1,317
per night
20 May - 21 May
Westport Paradise With Every Amenity!
Beach nearby, beach towels
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, (14)
"We loved our stay at the bungalow last weekend. Donna equipped the home with everything needed for a comfortable stay, and more. It is located in a quiet area steps from the Milford Point Audubon center, Wheeler Marsh and Cedar beach. We walked to the Walnut Beach area where there are a few shops and restaurants, most notably a delicious Mexican restaurant and coffee shop. A perfect get away, despite the questionable weather."
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
View from property
Serenity Awaits at this Cozy Lakeside Bungalow
10.0 out of 10, Exceptional, (15)
"We so enjoyed our stay! The house was perfect for our family, conveniently located close to extended family and with the most beautiful view. The house had everything we needed and provided the perfect home base for spring break in our hometown. We even got to experience an earth quake ;) thank you!!"
Serenity Awaits at this Cozy Lakeside Bungalow
Fridge, microwave, oven, stovetop
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
10.0 out of 10, Exceptional, (12)
"Stayed at Coastal Retreat for a weekend visit with son who attends Fairfield University, brought both sets of parents and teen daughter (ages ranging 73-16), plenty of room and able to enjoy a wonderful family dinner with son even in attendance. Wonderful area, close walk to beach and easy to get to downtown Fairfield and university. Very clean and welcoming! Greg was wonderful to work with and answered any question we had that came up both prior and upon arrival. The only thing we would mention...
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
4 bedrooms, iron/ironing board, WiFi, bed sheets
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, (80)
"The house is beautiful! Clean and organized. We had everything we needed and the view is incredible. We enjoyed the deck very much. So relaxing. My daughter (the bride) and her friends enjoyed getting ready there in the morning. I can’t say enough good things about this house."
Waterfront Cottage in Branford
3 bedrooms, desk, WiFi, bed sheets
Direct Beachfront Property On Long Island Sound
10.0 out of 10, Exceptional, (26)
"We had a wonderful time on the beach, in the ocean and just relaxing in the house. There were nice restaurants in the area to try and some fun day trips to take with the kids. We'd go back!"
Direct Beachfront Property On Long Island Sound
Beach nearby, sun-loungers, beach towels
NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC
10.0 out of 10, Exceptional, (11)
"Enjoyed the house and the location! Would stay again!"
NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC
Fridge, microwave, stovetop, coffee/tea maker
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
10.0 out of 10, Exceptional, (3)
"We went to a show at the Capital Theater and this place was very convenient. Had a nice dinner in walking distance as well. The building is old and kind of gross, but the apartment itself was very nice, modern, and clean."
The price is NZ$449
per night
31 May - 1 Jun
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
Fridge, microwave, dishwasher, coffee/tea maker
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, (13)
"This was walking distance to the Total Mortgage Arena for our robotics competition. Having the full kitchen to cook meals was awesome. Nice comfy beds, plenty of space, I claimed the nook off the kitchen/dining area for myself. Boys had front room to work on their robot."
Cheerful 4 bedrooms residential house.
Exterior
Cozy, fully remodeled water view home on quiet cul de sac
9.8 out of 10, Exceptional, (96)
"Perfect! Clean & Comfortable. Loved the back terrace. And, lucked out that the lilacs were in bloom! Sweet area & kind neighbors. Our host was responsive, helpful and accommodating. A delightful visit - Thank you very much!"
Cozy, fully remodeled water view home on quiet cul de sac
Property grounds
The Dream Location for Your Perfect Vacation
9.8 out of 10, Exceptional, (15)
"The cottage has the most wonderful views! We loved our stay!"
The Dream Location for Your Perfect Vacation
Pool
Business or Weekend escape
9.6 out of 10, Exceptional, (10)
"Everything was great at the property. And the apartment was spotless and it had refreshments. We really loved the place. We probably will be back soon. The owner was very nice and great to work with. Thank you for your hospitality"
The price is NZ$230
per night
20 May - 21 May
Business or Weekend escape
Terrace/patio
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (8)
"Paul was very communicative and helpful. We did not like the neighborhood but once you enter the apartment it’s a whole different story. The apartment was very clean and spacious. As mentioned in another review, it needs coverings on all windows for privacy from the neighbors."
The price is NZ$669
per night
21 May - 22 May
Luxury Designer 2 bedroom+office/3bed vacation home.
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See all available properties in Bridgeport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Bridgeport you may be interested in

Exterior detail
New Haven Hotel
3.5 star property
8.8 out of 10, Excellent, (1233)
"All was great!!"
The price is NZ$299
per night
26 May - 27 May
New Haven Hotel
Front of property
Amsterdam Hotel
2.0 star property
8.4 out of 10, Very good, (1500)
"Pretty decent although an older property. Help very friendly. Breakfast included but they need better bagels."
The price is NZ$189
per night
19 May - 20 May
Amsterdam Hotel
Bicycling
EVEN Hotel Norwalk, an IHG Hotel
3.5 star property
8.4 out of 10, Very good, (1002)
"Very clean and modern interior. Would recommend."
The price is NZ$238
per night
10 Jun - 11 Jun
EVEN Hotel Norwalk, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Bridgeport holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Bridgeport. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Bridgeport. Seeing all the best attractions is bound to make you fall in love with Bridgeport. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Bridgeport short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Bridgeport?

Yes, there are holiday rentals in Bridgeport close to Beardsley Zoo, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Bridgeport has a good selection of restaurants. Make sure you have time to check out the zoo and live music during your trip.

What are some of the best holiday rentals that Bridgeport has to offer?

Cheerful 4 bedrooms residential house.: This highly rated holiday home rental in Bridgeport offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Bridgeport?

Expedia has 24 holiday rentals for your stay in Bridgeport.

What’s there to see and do in Bridgeport?

Enjoy the outdoors at Seaside Park and Seaside Beach, or simply take in cultural attractions like Downtown Cabaret Theatre and Barnum Museum. While here, Bridgeport Downtown South Historic District and Total Mortgage Arena are other places worth a visit.

What’s a holiday rental in Bridgeport like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bridgeport. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.

Recent reviews of Bridgeport properties
Expedia verified reviews