Bridgeport Vacation Rentals

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Dec 31 - Jan 1
Tomorrow
Jan 1 - Jan 2
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Bridgeport vacation rentals

2 bedrooms, iron/ironing board, travel crib, WiFi
Renovated 2BR Retreat / Modern Comforts Included

Apartment in West End - West Side

Renovated 2BR Retreat / Modern Comforts Included
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
$253 nightly
The price is $287
Jan 1 - Jan 2, 2026
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
Fridge, microwave, oven, stovetop
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

Apartment in Brooklawn - St. Vincent

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
8.0 out of 10, Very Good, (1)
"It was clean "
United States
Burton
$253 nightly
The price is $287
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
1 bedroom, desk, iron/ironing board, free WiFi
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Apartment in Downtown Bridgeport

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
10.0 out of 10, Exceptional, (3)
"Nice little spot with a great host."
United States
J M.
$186 nightly
The price is $211
Jan 7 - Jan 8, 2026
Total with taxes and fees
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Property grounds
Luxury Designer 2 bedroom+office/3bed vacation home.

Apartment in Brooklawn - St. Vincent

Luxury Designer 2 bedroom+office/3bed vacation home.
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.
$390 nightly
The price is $443
Jan 1 - Jan 2, 2026
Total with taxes and fees
Luxury Designer 2 bedroom+office/3bed vacation home.
Exterior
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Vacation Home in North End

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
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.
$1,347 nightly
The price is $1,524
Jan 1 - Jan 2, 2026
Total with taxes and fees
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Fridge, microwave, oven, stovetop
Marine Theme - 4 BR - Backyard - Fire pit

Vacation Home in North End

Marine Theme - 4 BR - Backyard - Fire pit
9.8 out of 10, Exceptional, (8)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
$407 nightly
The price is $461
Jan 27 - Jan 28, 2026
Total with taxes and fees
Marine Theme - 4 BR - Backyard - Fire pit
2 bedrooms, WiFi, bed sheets
Zen, Spacious & Comfy 2 bed, Lux beds

Apartment in Brooklawn - St. Vincent

Zen, Spacious & Comfy 2 bed, Lux beds
$285 nightly
The price is $323
Jan 2 - Jan 3, 2026
Total with taxes and fees
Zen, Spacious & Comfy 2 bed, Lux beds
Fridge, oven, stovetop, coffee/tea maker
Centric property close to all the great things in the city

Vacation Home in Brooklawn - St. Vincent

Centric property close to all the great things in the city
7.0 out of 10, Good, (14)
"This rental was great accommodation"
United States
Alma B.
$263 nightly
The price is $297
Jan 4 - Jan 5, 2026
Total with taxes and fees
Centric property close to all the great things in the city
Front of property
Beechmont - Perfect for Family Retreat!

Vacation Home in North End

Beechmont - Perfect for Family Retreat!
5.0 star property
$1,151 nightly
The price is $1,323
Jan 1 - Jan 2, 2026
Total with taxes and fees
Beechmont - Perfect for Family Retreat!
Exterior
Modern 2 Bed in BlackRock

Apartment in Black Rock Historic District

Modern 2 Bed in BlackRock
2.0 star property
6.8 out of 10, (3)
"Cozy get away"
United States
Anonymous traveler
$322 nightly
The price is $364
Jan 2 - Jan 3, 2026
Total with taxes and fees
Modern 2 Bed in BlackRock
2 bedrooms, iron/ironing board, WiFi, bed sheets
Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.

Apartment in Downtown Bridgeport

Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.
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
$341 nightly
The price is $386
Jan 1 - Jan 2, 2026
Total with taxes and fees
Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.
Fridge, microwave, oven, stovetop
The B&W Haven 5BR Home with yard theater + Office

Vacation Home in Brooklawn - St. Vincent

The B&W Haven 5BR Home with yard theater + Office
9.4 out of 10, Exceptional, (8)
"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.
$593 nightly
The price is $672
Jan 1 - Jan 2, 2026
Total with taxes and fees
The B&W Haven 5BR Home with yard theater + Office
1 bedroom, desk, iron/ironing board, free WiFi
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Apartment in Downtown Bridgeport

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
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
$205 nightly
The price is $232
Jan 9 - Jan 10, 2026
Total with taxes and fees
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Fridge, microwave, oven, stovetop
Upscale 4BR Retreat at the Reservoir!

Vacation Home in Reservoir

Upscale 4BR Retreat at the Reservoir!
$846 nightly
The price is $932
Jan 5 - Jan 6, 2026
Total with taxes and fees
Upscale 4BR Retreat at the Reservoir!
1 bedroom, desk, iron/ironing board, free WiFi
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Apartment in Downtown Bridgeport

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
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
$203 nightly
The price is $230
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Fridge, microwave, oven, stovetop
Renovated 3BR Apt / Easy Check-In / FamilyFriendly

Apartment in West End - West Side

Renovated 3BR Apt / Easy Check-In / FamilyFriendly
$298 nightly
The price is $338
Jan 1 - Jan 2, 2026
Total with taxes and fees
Renovated 3BR Apt / Easy Check-In / FamilyFriendly
Fridge, microwave, oven, stovetop
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

Apartment in Brooklawn - St. Vincent

The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
$305 nightly
The price is $344
Jan 1 - Jan 2, 2026
Total with taxes and fees
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
In-room safe, iron/ironing board, free WiFi, bed sheets
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

Apartment in Downtown Bridgeport

Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station
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.
$210 nightly
The price is $238
Jan 4 - Jan 5, 2026
Total with taxes and fees
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station
4 bedrooms, WiFi, bed sheets
4-bedroom apartment in delightful Bridgeport with AC

Apartment in Downtown Bridgeport

4-bedroom apartment in delightful Bridgeport with AC
2.0 star property
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.
$190 nightly
The price is $214
Jan 1 - Jan 2, 2026
Total with taxes and fees
4-bedroom apartment in delightful Bridgeport with AC
Exclusive Apartment | Private kitchen | Mini-fridge, microwave, oven, stovetop
The Mansion Hotel-style

Aparthotel in West Norwalk

The Mansion Hotel-style
2.5 star property
8.2 out of 10, Very Good, (22)
"Great service and very clean 👌 "
United States
JEAN
$83 nightly
The price is $96
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Mansion Hotel-style
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

Hyatt House Shelton

Hyatt House Shelton

10/10 Excellent
" I would highly recommend this hotel to anyone looking for somewhere to stay in Shelton, CT. The hotel was clean and modern, the room was very spacious, and the staff were always polite and helpful. There was a heated pool and a fitness room that you could use for free. The free buffet breakfast every morning was delicious and very filling. The only issue I had was that there was no safe in the room which meant I had to lock my valuables away in my suitcase when I was out, but apart from that, I enjoyed my stay, and I would definitely stay there again."
Natasha 5-night trip
Posted 17 hours ago
Hyatt House Shelton

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 $127 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.

Explore a world of travel with Expedia

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 Modern House in Black Rock.

How many vacation rentals are there in Bridgeport?

Expedia has 30 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.