A nighttime cityscape with illuminated buildings and a river.

Search Holiday Homes in Bridgeport

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Bridgeport holiday homes

A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

1. 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 £203
includes taxes & fees
6 Oct - 7 Oct
Centric property close to all the great things in the city
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

2. Elite room stay

Elite room stay
Bridgeport
The price is £258
includes taxes & fees
4 Oct - 5 Oct
Elite room stay
A two-story house with a porch, stone steps, and a variety of plants.

3. 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 £965
includes taxes & fees
6 Oct - 7 Oct
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

4. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is £1,166
includes taxes & fees
6 Oct - 7 Oct
Beechmont - Perfect for Family Retreat!
A bedroom with two beds, a wooden dresser, and a mirror.

5. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is £368
includes taxes & fees
7 Oct - 8 Oct
Cozy 1-bedroom house in welcoming Bridgeport
A swimming pool at night with blue lighting.

6. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is £118
includes taxes & fees
6 Oct - 7 Oct
Business or Weekend escape
A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

7. 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, (40 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is £442
includes taxes & fees
21 Oct - 22 Oct
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

8. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (19 reviews)
"Place was very clean . Communication between owner and us was excellent."
United States
gail s.
The price is £487
includes taxes & fees
15 Oct - 16 Oct
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
A bedroom with a bed, two bedside tables, a lamp, an air conditioning unit, a patterned rug, and a painting on the wall.

9. Renovated Beachside Retreat

Renovated Beachside Retreat
Milford
The price is £266
includes taxes & fees
8 Oct - 9 Oct
Renovated Beachside Retreat
Room

10. #37 - Luxury Collection

#37 - Luxury Collection
Stratford
8.4 out of 10, Very good, (5 reviews)
"Peaceful spot, conveniently located."
United States
Katherine
The price is £354
includes taxes & fees
8 Oct - 9 Oct
#37 - Luxury Collection
A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

11. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
10.0 out of 10, Exceptional, (1 review)
"Beautiful home! Host was super responsive to questions. The entire house was super clean and welcoming. The bed was comfortable and smelled fresh. There was a personalized welcome sign that was a nice touch and some (much needed) snacks after our almost 3 hour drive. Expectations were well within reason and easily manageable. I would 100% rent again."
United States
Raelyn O.
The price is £698
includes taxes & fees
7 Oct - 8 Oct
4 Mi to Beach & Dtwn! Charming Fairfield Home
A modern kitchen with a marble island, bar stools, and a dining area with a table and chairs.

12. Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!
Milford
9.8 out of 10, Exceptional, (9 reviews)
"Very comfortable modern home, clean, great backyard, pet friendly Host was so accommodating and responsive, personal note at check-in "
United States
Traci F.
The price is £348
includes taxes & fees
4 Oct - 5 Oct
Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!
A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a painting on the wall.

13. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.4 out of 10, Exceptional, (20 reviews)
"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
The price is £620
includes taxes & fees
5 Oct - 6 Oct
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
A living room with a staircase, a sofa, a coffee table, and a TV.

14. Loft •Pool • Gym • Free Parking • Near Yale

Loft •Pool • Gym • Free Parking • Near Yale
Orange
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. Host was accommodating and quick to respond when we encountered issues."
United States
Ali B.
The price is £205
includes taxes & fees
7 Oct - 8 Oct
Loft •Pool • Gym • Free Parking • Near Yale
A modern living room with hardwood flooring, a leather sofa, a round coffee table, and a wooden side table. There is a dining area with a table and chairs visible in the background.

15. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is £337
includes taxes & fees
5 Oct - 6 Oct
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A glass-top table with ornate metal legs, a decorative bird figurine, and a candle holder on a textured rug.

16. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is £326
includes taxes & fees
4 Oct - 5 Oct
Gilded Age Luxury Surrounded by Nature
A dining area with a table, chairs, a refrigerator, and wall-mounted lights.

17. Cozy 1-bedroom house in lovely New Haven with AC close to Yale University

Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
Fair Haven
5.6 out of 10, (5 reviews)
The price is £99
includes taxes & fees
5 Oct - 6 Oct
Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

18. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
7.6 out of 10, Good, (5 reviews)
"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"
United States
Jamie S.
The price is £192
includes taxes & fees
28 Oct - 29 Oct
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
A room with a large window overlooking a coastal view, a beige sofa, and a small table with books and a vase.

19. Clear LI Sound waterview, Wedding pics, Yale&Beach

Clear LI Sound waterview, Wedding pics, Yale&Beach
East Shore
10.0 out of 10, Exceptional, (13 reviews)
"Great stay! Would definitely stay again! "
United States
Frankie O.
The price is £725
includes taxes & fees
7 Oct - 8 Oct
Clear LI Sound waterview, Wedding pics, Yale&Beach
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

20. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.8 out of 10, Exceptional, (16 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is £243
includes taxes & fees
5 Oct - 6 Oct
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bridgeport Hotel Reviews

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

10/10 Excellent
"."
Loren 1-night trip
Posted 8 hours ago
Hampton Inn & Suites New Haven - South - West Haven

Find out more about Bridgeport

Bridgeport Holiday Homes information

Number of reviews
204
Accommodation
332 Holiday Homes
Lowest Price
£99
Highest Price
£1,166