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Bridgeport Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Bridgeport vacation rentals

A modern living room with a large window, a sofa, a coffee table, and a TV.

1. 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
9.6 out of 10, Exceptional, (14 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
$172 nightly
The price is $195
Oct 19 - Oct 20
Total with taxes and fees
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
A two-story house with a porch, stone steps, and a variety of plants.

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

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
8.8 out of 10, Excellent, (10 reviews)
"Plenty of bedrooms and space for the family. Very prompt communication with host."
United States
David K.
$1,129 nightly
The price is $1,279
Oct 20 - Oct 21
Total with taxes and fees
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

3. Elite room stay

Elite room stay
Bridgeport
$301 nightly
The price is $341
Oct 15 - Oct 16
Total with taxes and fees
Elite room stay
A modern living room with a sofa, coffee table, and a bed in the background.

4. Renovated 3BR Apt / Easy Check-In / FamilyFriendly

Renovated 3BR Apt / Easy Check-In / FamilyFriendly
West End - West Side
10.0 out of 10, Exceptional, (1 review)
"Unit was clean, beds were large and comfy. Very close to downtown. Would stay again!"
United States
Matthew
$307 nightly
The price is $348
Nov 2 - Nov 3
Total with taxes and fees
Renovated 3BR Apt / Easy Check-In / FamilyFriendly
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

5. 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
6.6 out of 10, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
$235 nightly
The price is $266
Oct 15 - Oct 16
Total with taxes and fees
Centric property close to all the great things in the city
A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

6. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
$1,356 nightly
The price is $1,559
Nov 14 - Nov 15
Total with taxes and fees
Beechmont - Perfect for Family Retreat!
A neatly arranged bedroom with a bed, bedside table, bench, and wall decor.

7. 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
9.0 out of 10, Wonderful, (2 reviews)
"It was clean "
United States
Burton
$263 nightly
The price is $298
Oct 15 - Oct 16
Total with taxes and fees
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
A white room with a round table, two benches, and a window with a view of houses.

8. Stay at Black Rock Harbor

Stay at Black Rock Harbor
Black Rock Historic District
10.0 out of 10, Exceptional, (29 reviews)
"This house was perfect for our family. Will definitely use again when we're visiting family in the area."
United States
Laura L.
$829 nightly
The price is $940
Nov 1 - Nov 2
Total with taxes and fees
Stay at Black Rock Harbor
A bedroom with a large arched window, a bed, a bedside table with a lamp, and a small seating area with cushions and a plant.

9. 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
9.4 out of 10, Exceptional, (18 reviews)
"The accommodations were incredible. The host provided many helpful materials that made the stay very comfortable. The apartment was very cute and had nice amenities for the guests that go above any beyond what a hotel can provide."
United States
Bailey
$205 nightly
The price is $232
Oct 18 - Oct 19
Total with taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
A modern kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, and a dish rack.

10. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.8 out of 10, Good, (6 reviews)
"Cute and efficient property, and a great location. The host was very prompt with any and all questions. Definitely recommend the place for a quick get away."
United States
Joshua L.
$303 nightly
The price is $344
Oct 15 - Oct 16
Total with taxes and fees
Modern 2 Bed in BlackRock
A room with a large arched window, a bed, a bedside table, a lamp, and a potted plant.

11. 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 reviews)
"The Orange & Groovy Apt. was as described. All the amenities we needed and we had a lovely time and enjoyed the area. Will book again!"
United States
Betty W.
$203 nightly
The price is $230
Oct 15 - Oct 16
Total with taxes and fees
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
A modern kitchen with a white refrigerator, a stove, and a sink. There are four wicker chairs around a white table.

12. Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (3 reviews)
"We had an awesome time staying Here Everything was super clean And the communication with the host was great we would greatly recommend would definitely stay again!"
United States
Anonymous traveler
$281 nightly
The price is $318
Nov 3 - Nov 4
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
Private kitchen

13. 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
$307 nightly
The price is $348
Oct 15 - Oct 16
Total with taxes and fees
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
A bedroom with two beds, a wooden dresser, and a mirror.

14. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
$421 nightly
The price is $477
Oct 15 - Oct 16
Total with taxes and fees
Cozy 1-bedroom house in welcoming Bridgeport
A cozy bedroom with a bed, a TV, a window with curtains, a ceiling fan, and string lights.

15. 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 reviews)
"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.
$212 nightly
The price is $240
Oct 18 - Oct 19
Total with taxes and fees
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

16. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (114 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
$235 nightly
The price is $270
Oct 28 - Oct 29
Total with taxes and fees
DUNE Fairfield Beach
A swimming pool at night with blue lighting.

17. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
$135 nightly
The price is $152
Oct 18 - Oct 19
Total with taxes and fees
Business or Weekend escape
A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

18. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
$805 nightly
The price is $925
Oct 15 - Oct 16
Total with taxes and fees
4 Mi to Beach & Dtwn! Charming Fairfield Home
A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

19. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (41 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
$514 nightly
The price is $582
Nov 3 - Nov 4
Total with taxes and fees
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
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

New Haven Hotel

New Haven Hotel

8/10 Good
"Spacious room, great location! Didn’t like the noisy bathroom fan and air conditioner."
Lynn 2-night trip
Posted 3 hours ago
New Haven Hotel

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 $152 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?

Charming Home in Seaside: This highly rated vacation home rental in Bridgeport is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Bridgeport include Centric property close to all the great things in the city and Elite room stay.

How many vacation rentals are there in Bridgeport?

Expedia has 33 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 Housatonic Museum of Art 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.