Bridgeport Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Bridgeport holiday rentals

Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (2)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
The price is NZ$483
includes taxes & fees
4 Jan - 5 Jan 2026
Renovated 2BR Retreat / Modern Comforts Included

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

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$479
includes taxes & fees
5 Jan - 6 Jan 2026
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

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

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (8)
"The apartment was very clean with everything we needed for our stay. Outside noise was a little loud so I’d suggest a sound machine, but in case your forget the awesome host has supplied soft ear plugs for you. I would definitely visit again. "
United States
Chrystie
The price is NZ$389
includes taxes & fees
6 Jan - 7 Jan 2026
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Marine Theme - 4 BR - Backyard - Fire pit

Marine Theme - 4 BR - Backyard - Fire pit
North End
9.8 out of 10, Exceptional, (8)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
The price is NZ$790
includes taxes & fees
27 Jan - 28 Jan 2026
Marine Theme - 4 BR - Backyard - Fire pit

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

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
9.6 out of 10, Exceptional, (7)
"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 NZ$2,708
includes taxes & fees
30 Dec - 31 Dec
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

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

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (22)
"We stayed here for three nights, and it was very comfortable, clean and spacious. It's in a good location and the walk up to the second floor was not too bad. It was as advertised, and we would stay there again when in Bridgeport. "
United States
Robert C.
The price is NZ$769
includes taxes & fees
29 Dec - 30 Dec
Luxury Designer 2 bedroom+office/3bed vacation home.

Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
7.2 out of 10, Good, (13)
"This rental was great accommodation"
United States
Alma B.
The price is NZ$506
includes taxes & fees
7 Jan - 8 Jan 2026
Centric property close to all the great things in the city

Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
The price is NZ$559
includes taxes & fees
30 Dec - 31 Dec
Zen, Spacious & Comfy 2 bed, Lux beds

Modern 2 Bed in BlackRock

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$626
includes taxes & fees
10 Jan - 11 Jan 2026
Modern 2 Bed in BlackRock

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is NZ$2,267
includes taxes & fees
30 Dec - 31 Dec
Beechmont - Perfect for Family Retreat!

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

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
10.0 out of 10, Exceptional, (3)
"Nice little spot with a great host."
United States
J M.
The price is NZ$361
includes taxes & fees
6 Jan - 7 Jan 2026
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.

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$661
includes taxes & fees
29 Dec - 30 Dec
Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.

Upscale 4BR Retreat at the Reservoir!

Upscale 4BR Retreat at the Reservoir!
Reservoir
The price is NZ$1,616
includes taxes & fees
29 Dec - 30 Dec
Upscale 4BR Retreat at the Reservoir!

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

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
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 NZ$394
includes taxes & fees
4 Jan - 5 Jan 2026
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Renovated 3BR Apt / Easy Check-In / FamilyFriendly

Renovated 3BR Apt / Easy Check-In / FamilyFriendly
West End - West Side
The price is NZ$579
includes taxes & fees
4 Jan - 5 Jan 2026
Renovated 3BR Apt / Easy Check-In / FamilyFriendly

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

The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
Brooklawn - St. Vincent
The price is NZ$589
includes taxes & fees
11 Jan - 12 Jan 2026
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

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

Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station
Downtown Bridgeport
6.0 out of 10, (3)
"Great experience. Very close to a lot of downtown restaurants and Bridgeton. 10 to 15 mnutes from the beach. Lots of added special touches and amenities. Great job by the host."
United States
David W.
The price is NZ$442
includes taxes & fees
11 Jan - 12 Jan 2026
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

4-bedroom apartment in delightful Bridgeport with AC

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$444
includes taxes & fees
11 Jan - 12 Jan 2026
4-bedroom apartment in delightful Bridgeport with AC

The Mansion Hotel-style

The Mansion Hotel-style
2.5 star property
West Norwalk
8.2 out of 10, Very good, (22)
"Great service and very clean 👌 "
United States
JEAN
The price is NZ$163
includes taxes & fees
30 Dec - 31 Dec
The Mansion Hotel-style

Cozy Country Cottage #4

Cozy Country Cottage #4
Miller Place
10.0 out of 10, Exceptional, (15)
"Lovely cottage with great host! All was wonderful!! very happy with our 17 day vacation!"
United States
Laurita S.
The price is NZ$552
includes taxes & fees
3 Jan - 4 Jan 2026
Cozy Country Cottage #4
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.
Save an average of 15% on thousands of hotels when you're signed in

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$218 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 Modern House in Black Rock.

How many holiday rentals are there in Bridgeport?

Expedia has 30 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.