Bridgeport Holiday Rentals

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan
In four months
30 Jan - 1 Feb

Holiday Rentals in Bridgeport

Beechmont - Perfect for Family Retreat!
Outdoor dining

Beechmont - Perfect for Family Retreat!

5.0 star property
The price is HK$4,763
HK$8,202 total
includes taxes & fees
13 Oct - 14 Oct
Beechmont - Perfect for Family Retreat!
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
Smart TV, stereo

Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

10.0 out of 10, Exceptional, (3)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
The price is HK$5,646
HK$10,559 total
includes taxes & fees
13 Oct - 14 Oct
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
Luxury Designer 2 bedroom+office/3bed vacation home.
Property grounds

Luxury Designer 2 bedroom+office/3bed vacation home.

9.4 out of 10, Exceptional, (22)
"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "
The price is HK$913
HK$2,957 total
includes taxes & fees
9 Oct - 10 Oct
Luxury Designer 2 bedroom+office/3bed vacation home.
Centric property close to all the great things in the city
Fridge, oven, stovetop, coffee/tea maker

Centric property close to all the great things in the city

7.2 out of 10, Good, (13)
"This rental was great accommodation"
The price is HK$1,226
HK$2,315 total
includes taxes & fees
19 Oct - 20 Oct
Centric property close to all the great things in the city
Modern 2 Bed in BlackRock
Exterior

Modern 2 Bed in BlackRock

2.0 star property
6.8 out of 10, (3)
"Cozy get away"
The price is HK$1,249
HK$2,843 total
includes taxes & fees
26 Oct - 27 Oct
Modern 2 Bed in BlackRock
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
1 bedroom, desk, iron/ironing board, free WiFi

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

10.0 out of 10, Exceptional, (5)
"Such a cute vibey apartment and the host was so nice and easy to talk to--would love to stay here again!"
The price is HK$1,090
HK$1,806 total
includes taxes & fees
10 Oct - 11 Oct
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Modern House in Black Rock
Fridge, microwave, oven, stovetop

Modern House in Black Rock

2.0 star property
9.4 out of 10, Exceptional, (8)
"Very easy stay and great location convenient to Fairfield University . Plenty of options to walk to for coffee or meals. Had everything we needed. Clean, well equipped. Great communication with owners. "
Modern House in Black Rock
Modern Apartment in Black Rock
Fridge, microwave, oven, stovetop

Modern Apartment in Black Rock

2.0 star property
9.6 out of 10, Exceptional, (11)
"Visited with family for the weekend and the property manager was great with communication and the location was fantastic."
Modern Apartment in Black Rock
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station
In-room safe, iron/ironing board, free WiFi, bed sheets

Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

6.0 out of 10, (3)
"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."
The price is HK$915
HK$1,744 total
includes taxes & fees
2 Nov - 3 Nov
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station
Stamford Suites
Lobby

Stamford Suites

4.0 star property
5.8 out of 10, (63)
"Location very good."
The price is HK$1,097
HK$1,261 total
includes taxes & fees
9 Oct - 10 Oct
Stamford Suites
DUNE Fairfield Beach
Private beach nearby, sun-loungers, beach umbrellas, beach towels

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (72)
"Loved this venue! "
DUNE Fairfield Beach
Guesthouse at Norwalk Inn
Property entrance

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
The price is HK$1,954
HK$2,248 total
includes taxes & fees
9 Oct - 10 Oct
Guesthouse at Norwalk Inn
Luxury Apartments by Hyatus at The Asher
Lounge

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (18)
"This place truly felt like a home away from home. Everything was spotless, comfortable, and well cared for. The location made it easy to access everything we needed, whether dining, shopping, or exploring the area. I would definitely return!"
Luxury Apartments by Hyatus at The Asher
Luxury Furnished Apartments by Hyatus Downtown at Yale
In-room dining

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (57)
"Loved our stay here. "
Luxury Furnished Apartments by Hyatus Downtown at Yale
Business or Weekend escape
Pool

Business or Weekend escape

9.2 out of 10, Wonderful, (47)
"Great value!"
The price is HK$662
HK$1,140 total
includes taxes & fees
19 Oct - 20 Oct
Business or Weekend escape
Beautiful Waterfront Studio Beach Cottage Full Bath Kitchen Sunset Oasis 1hr NYC
Terrace/patio

Beautiful Waterfront Studio Beach Cottage Full Bath Kitchen Sunset Oasis 1hr NYC

8.8 out of 10, Excellent, (9)
"Water view and deck magnificent "
Beautiful Waterfront Studio Beach Cottage Full Bath Kitchen Sunset Oasis 1hr NYC
Walk to Beach 2BR Near Dining & Shopping
Property grounds

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (20)
"Stay away"
The price is HK$876
HK$2,148 total
includes taxes & fees
9 Oct - 10 Oct
Walk to Beach 2BR Near Dining & Shopping
Charming Studio| Near Yale| Downtown New Haven
Exterior

Charming Studio| Near Yale| Downtown New Haven

8.6 out of 10, Excellent, (7)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
The price is HK$747
HK$1,541 total
includes taxes & fees
12 Oct - 13 Oct
Charming Studio| Near Yale| Downtown New Haven
price will make you book twice , luxury living
Fridge, microwave, oven, stovetop

price will make you book twice , luxury living

10.0 out of 10, Exceptional, (1)
"We had a great stay! Room was very open and clean and our host was friendly and welcoming! "
The price is HK$1,090
HK$1,409 total
includes taxes & fees
13 Oct - 14 Oct
price will make you book twice , luxury living
Beautiful Waterfront 3 Bedroom 1.5 Bath Beach Home Sunset Oasis Village 1hr NYC
Property grounds

Beautiful Waterfront 3 Bedroom 1.5 Bath Beach Home Sunset Oasis Village 1hr NYC

9.2 out of 10, Wonderful, (11)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
Beautiful Waterfront 3 Bedroom 1.5 Bath Beach Home Sunset Oasis Village 1hr NYC
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

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

10/10 Excellent
"Overall good"
Courtnie 2-night trip
Posted 1 day ago
Hyatt Place Milford / New Haven

Find out more about Bridgeport

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
  • Use the map to find apartments and other holiday homes in the Bridgeport neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bridgeport while they last

Look no further and take a look at our great range of rental properties in Bridgeport!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find holiday rentals in Bridgeport?

Yes, there are holiday rentals in Bridgeport close to Beardsley Zoo, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Bridgeport has to offer?

Beechmont - Perfect for Family Retreat!: This highly rated holiday home rental in Bridgeport is located near the airport, and has a private balcony, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. You can relax into your holiday with a private garden and a selection of games. Some other top choices in Bridgeport are Charming Colonial for Events and Getaways! – Perfect for Family Retreat! and Centric property close to all the great things in the city.

How many holiday rentals are there in Bridgeport?

Expedia has 34 holiday 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 Downtown Cabaret Theatre and Housatonic Museum of Art. While here, Bridgeport Downtown South Historic District and Total Mortgage Arena are other places worth a visit.

What’s a holiday rental in Bridgeport like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bridgeport. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.