Bridgeport Vacation Homes

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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

Brooklawn - St. Vincent

Alma B.

HK$2,084 total

includes taxes & fees

29 Oct - 30 Oct

A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

2. Elite room stay

Bridgeport

HK$2,675 total

includes taxes & fees

29 Oct - 30 Oct

A white room with a round table, two benches, and a window with a view of houses.

3. Stay at Black Rock Harbor

Black Rock Historic District

Laura L.

HK$6,773 total

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a porch, stone steps, and a variety of plants.

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

North End

David K.

HK$10,158 total

includes taxes & fees

2 Nov - 3 Nov

A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

5. Beechmont - Perfect for Family Retreat!

North End

HK$8,388 total

includes taxes & fees

3 Nov - 4 Nov

A bedroom with two beds, a wooden dresser, and a mirror.

6. Cozy 1-bedroom house in welcoming Bridgeport

Bridgeport

HK$3,740 total

includes taxes & fees

29 Oct - 30 Oct

A swimming pool at night with blue lighting.

7. Business or Weekend escape

Stratford

Kimberly

HK$1,194 total

includes taxes & fees

3 Nov - 4 Nov

A staircase with white balusters, a wicker chair, a lamp, and a television mounted on the wall.

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

Fairfield

Kim G.

HK$4,324 total

includes taxes & fees

29 Oct - 30 Oct

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Top Bridgeport Hotel Reviews

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent

"Excellent Customer service over the phone and in person!"

EVEN Hotel Norwalk by IHG

10/10 Excellent

"Even has been my “go to” place for three years now. There are quirks to it. The biggest being a lack of drawer space for longer stays. Rooms are big enough and plumbing is not an issue here. Staff is friendly and conversational. The food avail in the a.m. is good. It is convenient to most of Fairfield County. Parking is good but you may have to settle for a little distance from the front door if you get back too late. They have some ongoing cosmetic issues needing to be done on bedside outlets in the rooms. It is a very utilitarian space as opposed to an elegant space. They have my vote everytime."

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