Bridgeport Holiday Rentals

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Holiday Rentals in Bridgeport

Renovated 2BR Retreat / Modern Comforts Included

West End - West Side
10.0 out of 10, Exceptional, (2)
"My stay was comfortable for an over night stay after family celebration. I would definitely use this unit again if I travel without a senior person. My suggestion is to clearly identify the unit regarding the stair climbing for prospective renters for the second and third floor. Thank you,"
United States
Magalie L.
The price is NZ$510
includes taxes & fees
1 Dec - 2 Dec
Renovated 2BR Retreat / Modern Comforts Included

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

Brooklawn - St. Vincent
8.0 out of 10, Very good, (1)
"It was clean "
United States
Burton
The price is NZ$510
includes taxes & fees
24 Nov - 25 Nov
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

Luxury Designer 2 bedroom+office/3bed vacation home.

Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (22)
"Don’t be worried about the neighborhood. It might be different than what you’re used to but it’s safe and a ton of local places to eat are great! Hosts are great and the space was excellent!!"
United States
Jack R.
The price is NZ$740
includes taxes & fees
24 Nov - 25 Nov
Luxury Designer 2 bedroom+office/3bed vacation home.

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Downtown Bridgeport
The price is NZ$289
includes taxes & fees
17 Nov - 18 Nov
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.

Downtown Bridgeport
9.0 out of 10, Wonderful, (2)
"Very convenient location to everything in Bridgeport. Very easy and explicit check in directions! The unit was very clean!"
United States
Kelly
The price is NZ$685
includes taxes & fees
14 Nov - 15 Nov
Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.

Zen, Spacious & Comfy 2 bed, Lux beds

Brooklawn - St. Vincent
The price is NZ$572
includes taxes & fees
24 Nov - 25 Nov
Zen, Spacious & Comfy 2 bed, Lux beds

Marine Theme - 4 BR - Backyard - Fire pit

Bridgeport
9.8 out of 10, Exceptional, (7)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
The price is NZ$744
includes taxes & fees
17 Nov - 18 Nov
Marine Theme - 4 BR - Backyard - Fire pit

Centric property close to all the great things in the city

Brooklawn - St. Vincent
7.2 out of 10, Good, (13)
"Parking on the street wasn’t as difficult there was always a good spot it was clean and accommodating"
United States
juan l.
The price is NZ$525
includes taxes & fees
24 Nov - 25 Nov
Centric property close to all the great things in the city

Modern 2 Bed in BlackRock

2.0 star property
Black Rock Historic District
6.8 out of 10, (3)
"Cozy get away"
United States
Anonymous traveller
The price is NZ$645
includes taxes & fees
14 Nov - 15 Nov
Modern 2 Bed in BlackRock

The B&W Haven 5BR Home with yard theater + Office

Brooklawn - St. Vincent
9.2 out of 10, Wonderful, (7)
"Host was very polite and communicated well throughout the stay. The property appears well maintained. There are window units but everyone was comfortable for the duration of our stay."
United States
George M.
The price is NZ$1,185
includes taxes & fees
16 Nov - 17 Nov
The B&W Haven 5BR Home with yard theater + Office

Modern + Spacious 5BR/2BA Home, Renovated Backyard

West End - West Side
9.6 out of 10, Exceptional, (4)
"Used for family weekend at SHU. Convenient location and plenty of space for the whole family! "
United States
Laurene S.
The price is NZ$1,362
includes taxes & fees
16 Nov - 17 Nov
Modern + Spacious 5BR/2BA Home, Renovated Backyard

Beechmont - Perfect for Family Retreat!

5.0 star property
Bridgeport
The price is NZ$2,043
includes taxes & fees
18 Nov - 19 Nov
Beechmont - Perfect for Family Retreat!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Bridgeport
9.6 out of 10, Exceptional, (4)
"Extremely clean and well prepared home stocked with items we may need. Plenty of space for all guests. Comfortable beds. Felt safe with the use of electronic keypad entry and security system. Very well maintained. Historic feel with modern amenities. Great location in regards to where we needed to be. Able to communicate with host who assisted in accommodations. Plenty of parking. Lovely place. "
United States
natalie c.
The price is NZ$2,442
includes taxes & fees
15 Nov - 16 Nov
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Downtown Bridgeport
9.6 out of 10, Exceptional, (7)
"Great place, perfect if youre going to the amphitheater and may have a couple drinks, because the walk there and back is not bad at all. Only thing was we were wondering what the earplugs were for, and being so close to the ocean, the seagulls were obviously what they were for. All jokes aside, I highly recommend. It was clean and cozy, and really convenient for our concert"
United States
James
The price is NZ$406
includes taxes & fees
24 Nov - 25 Nov
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Downtown Bridgeport
9.0 out of 10, Wonderful, (6)
"My daughter and I stayed here for two nights. We drove from Philadelphia, PA to see a Conan Gray concert on Friday night. The apartment was absolutely beautiful! There were two huge water bottles in the refrigerator, snacks to hold us over until we could get our own food, and all kinds of small amenities (toothbrushes, toothpaste, ear plugs, q-tips, shampoo, conditioner, etc). The apartment was spotless and beautiful, and the bed was the most comfortable bed my daughter and I have ever slept on....
United States
Lisa
The price is NZ$406
includes taxes & fees
24 Nov - 25 Nov
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Renovated 3BR Apt / Easy Check-In / FamilyFriendly

West End - West Side
The price is NZ$597
includes taxes & fees
14 Nov - 15 Nov
Renovated 3BR Apt / Easy Check-In / FamilyFriendly

The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

Brooklawn - St. Vincent
The price is NZ$607
includes taxes & fees
2 Dec - 3 Dec
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

Downtown Bridgeport
6.0 out of 10, (3)
"This location has several nice touches including a plate of cookies, some toiletries, and decorations that made it feel cozy. However, the beautiful stained glass window is not closed and isn't able to be manually closed. With the location being downtown you can hear everything going on outside at full volume. There are ear plugs provided in the unit which help somewhat. Another note is that there weren't many details about parking. There is metered street parking (free on weekends) and a...
United States
Chelsea C.
The price is NZ$403
includes taxes & fees
26 Nov - 27 Nov
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

4-bedroom apartment in delightful Bridgeport with AC

2.0 star property
Downtown Bridgeport
2.0 out of 10, (1)
"We were not happy with our accommodations. It’s was an office space not an apt. Bedding and bed was dirty and old. Minimal to no dishes and utensils. No extra linens or towels. Would not go back or recommend. "
United States
Rosalina S.
The price is NZ$459
includes taxes & fees
19 Nov - 20 Nov
4-bedroom apartment in delightful Bridgeport with AC

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

East Rock
9.6 out of 10, Exceptional, (10)
"The location was ideal for walking to Yale and out to coffee and dinner. The unit is large, we had plenty of room to spread out and have privacy and the kitchen and living room are perfect for eating and relaxing. We had a great time. "
United States
sarah F.
The price is NZ$444
includes taxes & fees
17 Nov - 18 Nov
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
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, 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 NZ$249 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 Centric property close to all the great things in the city.

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 Housatonic Museum of Art. 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.