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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
The price is ￥17,734
￥30,845 total
includes taxes & fees
Oct 19 - Oct 20
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.
The price is ￥102,747
￥202,476 total
includes taxes & fees
Oct 20 - Oct 21
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
The price is ￥32,776
￥54,001 total
includes taxes & fees
Oct 15 - Oct 16
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
The price is ￥20,980
￥54,745 total
includes taxes & fees
Nov 9 - Nov 10
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.
The price is ￥24,939
￥42,060 total
includes taxes & fees
Oct 15 - Oct 16
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
The price is ￥154,967
￥233,631 total
includes taxes & fees
Nov 14 - Nov 15
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
The price is ￥17,879
￥47,213 total
includes taxes & fees
Oct 15 - Oct 16
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.
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
The price is ￥22,168
￥36,577 total
includes taxes & fees
Oct 22 - Oct 23
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.
The price is ￥22,720
￥54,431 total
includes taxes & fees
Oct 15 - Oct 16
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.
The price is ￥22,168
￥36,419 total
includes taxes & fees
Oct 15 - Oct 16
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
The price is ￥22,463
￥53,119 total
includes taxes & fees
Nov 5 - Nov 6
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
The price is ￥20,940
￥55,116 total
includes taxes & fees
Oct 15 - Oct 16
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
The price is ￥48,737
￥75,484 total
includes taxes & fees
Oct 15 - Oct 16
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.
The price is ￥19,951
￥37,986 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is ￥26,574
￥40,238 total
includes taxes & fees
Nov 2 - Nov 3
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
The price is ￥14,251
￥24,108 total
includes taxes & fees
Oct 26 - Oct 27
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
The price is ￥96,429
￥146,534 total
includes taxes & fees
Oct 20 - Oct 21
4 Mi to Beach & Dtwn! Charming Fairfield Home
A modern living room with a fireplace, sofa, and coffee table.

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.
The price is ￥34,108
￥92,321 total
includes taxes & fees
Nov 3 - Nov 4
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 4 hours ago
New Haven Hotel

Find out more about Bridgeport

Search for holiday rentals in Bridgeport on Expedia! You can easily find your home rentals, villas, holiday apartments in Bridgeport using one of the methods below:

  • View our selection of featured holiday rentals in Bridgeport
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Look no further and take a look at our great range of rental properties in Bridgeport!

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.