Holiday Rentals in Bridgeport

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Holiday Rentals in Bridgeport

Holiday Home in North End

5.0 star property
The price is €1,017
includes taxes & fees
4 Dec - 5 Dec
Beechmont - Perfect for Family Retreat!

Holiday Home in North End

9.6 out of 10, Exceptional, (4)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
The price is €1,224
includes taxes & fees
1 Dec - 2 Dec
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Apartment in Downtown Bridgeport

10.0 out of 10, Exceptional, (1)
The price is €145
includes taxes & fees
25 Nov - 26 Nov
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Apartment in Brooklawn - St. Vincent

9.4 out of 10, Exceptional, (22)
"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "
United States
Tessa P.
The price is €372
includes taxes & fees
24 Nov - 25 Nov
Luxury Designer 2 bedroom+office/3bed vacation home.

Holiday Home in South End

2.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing beautiful property in a rustic urban environment. Perfect check in, super comfortable, TVs in every room… essentially a new house. Close to the water and amphitheater. If you’re used to city life we’d recommend it, because we are!"
United States
Matt H.
Charming Home in Seaside

Apartment in Black Rock Historic District

2.0 star property
9.6 out of 10, Exceptional, (12)
"Visited with family for the weekend and the property manager was great with communication and the location was fantastic."
United States
Caroline C.
Modern Apartment in Black Rock

Holiday Home in Brooklawn - St. Vincent

7.2 out of 10, Good, (13)
"This rental was great accommodation"
United States
Alma B.
The price is €264
includes taxes & fees
21 Nov - 22 Nov
Centric property close to all the great things in the city

Apartment in Downtown Bridgeport

9.6 out of 10, Exceptional, (7)
"Such a cute vibey apartment and the host was so nice and easy to talk to--would love to stay here again!"
United States
Caroline
The price is €204
includes taxes & fees
22 Nov - 23 Nov
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Holiday Home in Black Rock Historic District

2.0 star property
9.4 out of 10, Exceptional, (8)
"Was the perfect spot for a small group in town for a wedding! One bathroom but made it work with 6 of us just fine. Great location with lots of good spots in walking distance. "
United States
Kiley O.
Modern House in Black Rock

Holiday Home in South End

9.8 out of 10, Exceptional, (35)
"House was perfect for what we needed. Great proximity to the Amphitheater and Seaside Park. "
United States
Ross F.
Cheerful 4 bedrooms residential house.

Holiday Home in Black Rock Historic District

2.0 star property
"Home was as advertised "
United States
Tina K.
Modern 3 Bed House in Black Rock

Aparthotel in Downtown Stamford

4.0 star property
6.2 out of 10, (73)
"It was great"
United States
Natalie
The price is €124
includes taxes & fees
1 Dec - 2 Dec
Stamford Suites

Apartment in Fairfield

3.0 star property
9.0 out of 10, Wonderful, (76)
"Loved this venue! "
United States
adriano
DUNE Fairfield Beach

Aparthotel in Downtown Stamford

4.5 star property
10.0 out of 10, Exceptional, (19)
"Clean and had everything you need for longer stay Comfortable "
United States
christine
Luxury Apartments by Hyatus at The Asher

Aparthotel in Norwalk

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is €278
includes taxes & fees
23 Nov - 24 Nov
Guesthouse at Norwalk Inn

Aparthotel in The Hill

3.5 star property
9.6 out of 10, Exceptional, (60)
"Loved our stay here. "
United States
Christina
Luxury Furnished Apartments by Hyatus Downtown at Yale

Holiday Home in Stratford

9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is €126
includes taxes & fees
23 Nov - 24 Nov
Business or Weekend escape

Apartment in Downtown New Haven

9.0 out of 10, Wonderful, (10)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
United States
Jason K.
The price is €197
includes taxes & fees
23 Nov - 24 Nov
Charming Studio| Near Yale| Downtown New Haven

Holiday Home in Redding

2.0 star property
10.0 out of 10, Exceptional, (2)
"Several of us stayed for one night for our kids soccer tournament. The home was spacious and had all the amenities needed to make our short stay comfortable. The host was very responsive and accommodating. "
United States
Annette H.
The price is €669
includes taxes & fees
9 Dec - 10 Dec
Peaceful Vintage Home with Private Lake in Redding, CT.

Holiday Home in Branford

10.0 out of 10, Exceptional, (71)
"Great family get together where we all were very comfortable. "
United States
Leanne B.
Scenic Waterfront Beach Home-Private Beach, Hot Tub & Panoramic Views
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.
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Top Bridgeport Hotel Reviews

Find out more about Bridgeport

Everything you need to know about Bridgeport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bridgeport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bridgeport holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bridgeport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bridgeport. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bridgeport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bridgeport holiday rentals we have selected for you start as low as €124 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bridgeport rentals

At Expedia, we put the best Bridgeport holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bridgeport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bridgeport holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bridgeport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Beechmont - Perfect for Family Retreat!: This highly rated holiday home rental in Bridgeport is located near the airport, and has a private balcony, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. You can relax into your holiday with a private garden and a selection of games. Some other top choices in Bridgeport are Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways! and Charming Home in Seaside.

How many holiday rentals are there in Bridgeport?

Expedia has 31 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.