Holiday Homes in Bridgeport

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Featured Holiday Homes in Bridgeport

Business or Weekend escape

9.2 out of 10, Wonderful, (40)
"Very nice owner with great communication. "
The price is NZ$243
includes taxes & fees
10 Aug - 11 Aug
Business or Weekend escape

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (133)
"My husband and I had a wonderful time at this idyllic cottage on the water in Branford. Great location and hosts. Beautiful community for long walks, restaurants nearby. Highly recommend! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Minutes to Walnut Beach, newly renovated 3 bedroom home

10.0 out of 10, Exceptional, (5)
"Very nice place."
Minutes to Walnut Beach, newly renovated 3 bedroom home

Charming 3-bedroom house with WiFi, AC in serene Fairfield

10.0 out of 10, Exceptional, (3)
"Thank you for the stay!"
Charming 3-bedroom house with WiFi, AC in serene Fairfield

Historic Connecticut Home w/ Grill & Spacious Yard

10.0 out of 10, Exceptional, (12)
"Very well appointed (Boll & Branch sheets so nice). Great communication from owners. "
Historic Connecticut Home w/ Grill & Spacious Yard

Bright Milford Beach House w/ Outdoor Shower

9.2 out of 10, Wonderful, (10)
"We had the best time! It was clean, good location, and the owner was wonderful! We even got to go the beach in December! We would definitely rent this place again!!"
Bright Milford Beach House w/ Outdoor Shower

Charming 2-bedroom house with WiFi, AC in Fairfield

7.0 out of 10, Good, (2)
"Amalfi’s place was as described. It was clean and comfortable and mostly quiet. Amalfi was excellent with communication. Would certainly stay again when visiting family."
The price is NZ$572
includes taxes & fees
23 July - 24 July
Charming 2-bedroom house with WiFi, AC in Fairfield

The Daydreamer - Walk To Walnut Beach, Restaurant + Shops

9.8 out of 10, Exceptional, (9)
"5 Star stay!"
The Daydreamer - Walk To Walnut Beach, Restaurant + Shops

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
10.0 out of 10, Exceptional, (3)
"The house was exactly as presented on the website. 4 good size bedrooms, all with very comfortable king size beds, that is typically hard to find! Fantastic sunlit kitchen nook. Good location, easy access to I-95 and Parkway. "
The price is NZ$1,050
includes taxes & fees
14 July - 15 July
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Updated ranch Home 4 minutes from the beach on a quiet end street.

8.4 out of 10, Very good, (7)
"It was everything that I expected. Fabian was very attentive and responsive. I would definitely rent again. "
Updated ranch Home 4 minutes from the beach on a quiet end street.

Cozy 3 bedroom minutes from Yale and the beach

Cozy 3 bedroom minutes from Yale and the beach

Main Street Westport, walk to shops, dining, downtown

9.0 out of 10, Wonderful, (2)
"Beautiful home, great location, communicative hosts…A"
Main Street Westport, walk to shops, dining, downtown

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (7)
"The water just steps from the front door was beautiful and enticing. Being able to carry our kayak & SUP just across the street for some time on the water was a dream. The entire neighborhood was quiet and everyone was friendly. But it's not just the location. The apartment itself is beautiful, very comfortable, and a joy to visit. I actually did nap on the sleeping porch one day! Spent too much time with coffee in the front porch enjoying the view. Best bed in a VRBO we ever slept in. And,...
The price is NZ$982
includes taxes & fees
14 July - 15 July
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!

9.2 out of 10, Wonderful, (5)
"I rented this place because of the location and convenience to the many things we enjoy about Milford CT. The master bedroom is top-notch as well as the living space downstairs. We hoped to use the outdoor fire place make smores, but due to a medical emergency our trip was cut short. Regardless, we enjoyed our stay at 42 Wood Ave. Thank you, Tiffany, for supplying an awesome rental."
42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!

3-bedroom house in pleasant Norwalk with Pool, outdoor BBQ, and so much more

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. "
3-bedroom house in pleasant Norwalk with Pool, outdoor BBQ, and so much more

Centric property close to all the great things in the city

8.0 out of 10, Very good, (11)
"This rental was great accommodation"
The price is NZ$491
includes taxes & fees
24 July - 25 July
Centric property close to all the great things in the city

Blue Cottage East Setauket

Blue Cottage East Setauket

Cozy 2 bedroom home located minutes from downtown

9.6 out of 10, Exceptional, (25)
"Perfect stay for the Yale-Harvard game. "
Cozy 2 bedroom home located minutes from downtown

Beautiful historic home in Stony Brook!

2.0 star property
8.4 out of 10, Very good, (9)
"Thank you Great Location Would book again"
Beautiful historic home in Stony Brook!

The Jewel of The Cove - Historic Coastal Retreat

2.0 star property
9.6 out of 10, Exceptional, (4)
"loved it so much, beautiful property 100 % would stay again "
The price is NZ$1,015
includes taxes & fees
3 Aug - 4 Aug
The Jewel of The Cove - Historic Coastal Retreat
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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