Bridgeport Vacation Rentals

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Vacation 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.
$255 nightly
The price is $289
Dec 1 - Dec 2
Total with taxes and fees
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
$255 nightly
The price is $289
Nov 16 - Nov 17
Total with taxes and fees
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.
$345 nightly
The price is $391
Nov 17 - Nov 18
Total with taxes and fees
Luxury Designer 2 bedroom+office/3bed vacation home.

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

Downtown Bridgeport
$145 nightly
The price is $164
Nov 17 - Nov 18
Total with taxes and fees
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
$343 nightly
The price is $388
Nov 16 - Nov 17
Total with taxes and fees
Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.

Zen, Spacious & Comfy 2 bed, Lux beds

Brooklawn - St. Vincent
$286 nightly
The price is $324
Nov 19 - Nov 20
Total with taxes and fees
Zen, Spacious & Comfy 2 bed, Lux beds

Marine Theme - 4 BR - Backyard - Fire pit

North End
9.8 out of 10, Exceptional, (7)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
$358 nightly
The price is $405
Nov 18 - Nov 19
Total with taxes and fees
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.
$263 nightly
The price is $297
Nov 16 - Nov 17
Total with taxes and fees
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 traveler
$323 nightly
The price is $365
Nov 16 - Nov 17
Total with taxes and fees
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.
$592 nightly
The price is $671
Nov 16 - Nov 17
Total with taxes and fees
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.
Modern + Spacious 5BR/2BA Home, Renovated Backyard

Beechmont - Perfect for Family Retreat!

5.0 star property
North End
$1,006 nightly
The price is $1,157
Nov 19 - Nov 20
Total with taxes and fees
Beechmont - Perfect for Family Retreat!

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

North End
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.
$1,222 nightly
The price is $1,383
Nov 16 - Nov 17
Total with taxes and fees
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
$203 nightly
The price is $230
Nov 17 - Nov 18
Total with taxes and fees
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
$203 nightly
The price is $230
Nov 17 - Nov 18
Total with taxes and fees
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Renovated 3BR Apt / Easy Check-In / FamilyFriendly

West End - West Side
$298 nightly
The price is $338
Dec 1 - Dec 2
Total with taxes and fees
Renovated 3BR Apt / Easy Check-In / FamilyFriendly

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

Brooklawn - St. Vincent
$301 nightly
The price is $340
Nov 16 - Nov 17
Total with taxes and fees
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.
$201 nightly
The price is $228
Nov 25 - Nov 26
Total with taxes and fees
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.
$230 nightly
The price is $260
Nov 16 - Nov 17
Total with taxes and fees
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.
$223 nightly
The price is $230
Nov 17 - Nov 18
Total with taxes and fees
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bridgeport vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bridgeport vacation 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 low season months. For more hustle and bustle, you may prefer to visit Bridgeport in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $141 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Bridgeport rentals

At Expedia, we put the best Bridgeport vacation 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 vacation.

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 vacation rentals in Bridgeport?

Yes, we give you a choice of vacation rentals in Bridgeport close to Beardsley Zoo, or you can choose a more remote option if you're looking for extra privacy while you relax. Our travelers 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 vacation rentals in Bridgeport?

Beechmont - Perfect for Family Retreat!: This highly rated vacation 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 vacation with a private yard 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 vacation rentals are there in Bridgeport?

Expedia has 31 vacation 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 vacation rental in Bridgeport like?

Vacation rentals are private properties you can reserve for a short or long stay in Bridgeport. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.