Search Vacation Homes in Bridgeport

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Bridgeport holiday homes

Smart TV

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
7.0 out of 10, Good, (14 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is HK$1,234
HK$2,090 total
includes taxes & fees
8 Jun - 9 Jun
Centric property close to all the great things in the city
5 bedrooms, desk, iron/ironing board, travel cot

The B&W Haven 5BR Home with yard theater + Office

The B&W Haven 5BR Home with yard theater + Office
Brooklawn - St. Vincent
8.8 out of 10, Excellent, (9 reviews)
"Lovely home with plenty of room! "
United States
David S.
The price is HK$2,243
HK$5,322 total
includes taxes & fees
8 Jun - 9 Jun
The B&W Haven 5BR Home with yard theater + Office
Fridge, microwave, oven, stovetop

Modern + Spacious 5BR/2BA Home, Renovated Backyard

Modern + Spacious 5BR/2BA Home, Renovated Backyard
West End - West Side
8.4 out of 10, Very good, (6 reviews)
"Used for family weekend at SHU. Convenient location and plenty of space for the whole family! "
United States
Laurene S.
The price is HK$2,785
HK$6,129 total
includes taxes & fees
7 Jun - 8 Jun
Modern + Spacious 5BR/2BA Home, Renovated Backyard
Front of property

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is HK$6,761
HK$10,518 total
includes taxes & fees
8 Jun - 9 Jun
Beechmont - Perfect for Family Retreat!
Exterior

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)
"Great stay a Beechmont House. The house was very well kept and had plenty of space."
United States
Patrick K.
The price is HK$8,581
HK$14,637 total
includes taxes & fees
5 Jun - 6 Jun
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Pool

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (54 reviews)
"Simply amazing. "
United States
Brittany F.
The price is HK$666
HK$1,148 total
includes taxes & fees
11 Jun - 12 Jun
Business or Weekend escape
Towels, soap, toilet paper

Peaceful Private Stay in Shared Home Near Yale

Peaceful Private Stay in Shared Home Near Yale
West New Haven
10.0 out of 10, Exceptional, (1 review)
"This place was just perfect for us and our stay. The neighborhood was safe, and the property was easy to find. Bedroom was cozy, and the communication with the host was phenomenal. Thank you!"
United States
McKenna S.
Peaceful Private Stay in Shared Home Near Yale
Interior

Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven

Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven
Foxon
The price is HK$1,058
HK$2,361 total
includes taxes & fees
8 Jun - 9 Jun
Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven
Property grounds

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.2 out of 10, Wonderful, (15 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is HK$1,607
HK$3,070 total
includes taxes & fees
17 Jun - 18 Jun
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
TV, books

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 HK$1,323
HK$3,861 total
includes taxes & fees
7 Jun - 8 Jun
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Dining

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (21 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is HK$1,799
HK$4,106 total
includes taxes & fees
8 Jun - 9 Jun
McAngel Haven: 5 mins from Yale
Terrace/patio

The Jewel of The Cove - Historic Coastal Retreat

The Jewel of The Cove - Historic Coastal Retreat
East Shore
9.8 out of 10, Exceptional, (9 reviews)
"This was a great place to stay in New Haven, and a lot of care has gone into making it a welcoming house."
United States
Geoffrey H.
The price is HK$1,802
HK$4,267 total
includes taxes & fees
23 Jun - 24 Jun
The Jewel of The Cove - Historic Coastal Retreat
Marina

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.6 out of 10, Exceptional, (15 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is HK$1,567
HK$2,774 total
includes taxes & fees
9 Jun - 10 Jun
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
2 bedrooms, desk, iron/ironing board, free WiFi

#37 - Luxury Collection

#37 - Luxury Collection
Stratford
8.4 out of 10, Very good, (5 reviews)
"We enjoyed the coziest getaway at this property. Newly renovated, clean and tucked away without being accessible to local attractions. "
United States
Sarah T.
The price is HK$1,753
HK$3,802 total
includes taxes & fees
6 Jun - 7 Jun
#37 - Luxury Collection
Interior

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
East Shore
8.8 out of 10, Excellent, (3 reviews)
"Fantastic place, amazing hosts, 100% recommend! "
United States
Zach P.
The price is HK$4,183
HK$6,753 total
includes taxes & fees
9 Jun - 10 Jun
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
Private kitchen

Welcoming 4-bedroom house in charming Hamden

Welcoming 4-bedroom house in charming Hamden
Hamden
10.0 out of 10, Exceptional, (2 reviews)
"Host was kind and attentive. Location was convenient and the home was clean and spacious. "
United States
Renee H.
The price is HK$2,243
HK$3,872 total
includes taxes & fees
11 Jun - 12 Jun
Welcoming 4-bedroom house in charming Hamden
Living area

Stamford Hideaway w/ Fire Pit

Stamford Hideaway w/ Fire Pit
Cove - East Side - Shippan
The price is HK$1,305
HK$2,992 total
includes taxes & fees
29 Jun - 30 Jun
Stamford Hideaway w/ Fire Pit
Fridge, microwave, oven, stovetop

Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is HK$1,862
HK$4,442 total
includes taxes & fees
6 Jun - 7 Jun
Coastal Landing Stay
Beach nearby, sun-loungers, beach towels

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, (35 reviews)
"Hosts were readily available to address any needs that arose. Home was comfortable for our weekend visit."
United States
Meg S.
The price is HK$2,218
HK$4,817 total
includes taxes & fees
8 Jun - 9 Jun
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fridge, microwave, oven, stovetop

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, (13 reviews)
"Convenient to everything. Lovely place to stay."
United States
Tami S.
The price is HK$2,226
HK$4,826 total
includes taxes & fees
22 Jun - 23 Jun
Renovated Cape Near beach, with Fire Pit and BBQ, 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.
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

DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

6/10 Okay
"Hotel was old and in need of updates. Toilet was outdated and got stuffed up. Ice machine was broken. There was ongoing construction. Staff were very friendly and helpful. Overall do not recommend."
Gerald 1-night trip
Posted less than an hour ago
DoubleTree by Hilton Stamford

Find out more about Bridgeport

Bridgeport Vacation Homes information

Number of reviews
Accommodation
391 Vacation Homes
Lowest Price
HK$8,677
Highest Price
HK$10,518

Explore a world of travel with Expedia