Bridgeport Vacation Rentals

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In two weeks
Oct 10 - Oct 12
In two months
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Jan 16 - Jan 18

Vacation Rentals in Bridgeport

Beechmont - Perfect for Family Retreat!
Premium House, Garden View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

Beechmont - Perfect for Family Retreat!

5.0 star property
The price is ￥77,092
￥140,320 total
includes taxes & fees
Sep 25 - Sep 26
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, (2)
"This property is absolutely beautiful. Extremely clean. The host was very attentive to my questions before and after check in. The host checked on my family during our stay. The yard, the porches, and the entire interior are so cozy and comfortable. The check in and check out processes were smooth. The neighborhood is quiet. I am already looking forward to going back! Definitely recommend the Beechmont House"
The price is ￥108,006
￥203,843 total
includes taxes & fees
Sep 29 - Sep 30
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, (20)
"The furniture was comfortable, neat, and clean. Only one bathroom and on second floor, otherwise nice place, and owner responded fast. "
The price is ￥17,315
￥56,373 total
includes taxes & fees
Sep 25 - Sep 26
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

7.6 out of 10, Good, (12)
"This rental was great accommodation"
The price is ￥23,249
￥44,192 total
includes taxes & fees
Sep 28 - Sep 29
Centric property close to all the great things in the city
Modern House in Black Rock
Fridge, microwave, oven, stovetop

Modern House in Black Rock

2.0 star property
9.0 out of 10, Wonderful, (6)
"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 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 ￥23,691
￥54,221 total
includes taxes & fees
Oct 20 - Oct 21
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 ￥20,665
￥34,393 total
includes taxes & fees
Sep 29 - Sep 30
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Modern Apartment in Black Rock
Fridge, microwave, oven, stovetop

Modern Apartment in Black Rock

2.0 star property
9.6 out of 10, Exceptional, (10)
"Visited with family for the weekend and the property manager was great with communication and the location was fantastic."
Modern Apartment in Black Rock
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
1 bedroom, desk, iron/ironing board, free WiFi

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

8.6 out of 10, Excellent, (4)
"The apartment was very clean with everything we needed for our stay. Outside noise was a little loud so I’d suggest a sound machine, but in case your forget the awesome host has supplied soft ear plugs for you. I would definitely visit again. "
The price is ￥20,665
￥34,393 total
includes taxes & fees
Sep 29 - Sep 30
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Stamford Suites
Lobby

Stamford Suites

4.0 star property
5.6 out of 10, (56)
"Excellent sleep"
The price is ￥19,489
￥22,413 total
includes taxes & fees
Sep 29 - Sep 30
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, (71)
"Incredible staff, friendly, helpful. "
DUNE Fairfield Beach
Guesthouse at Norwalk Inn
Standard Room, 1 King Bed, Main Building | 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 ￥41,183
￥47,361 total
includes taxes & fees
Oct 5 - Oct 6
Guesthouse at Norwalk Inn
Waterfront Beach Cottage Sunsets Inspiring Cozy Peaceful Private 1 hr NYC
Terrace/patio

Waterfront Beach Cottage Sunsets Inspiring Cozy Peaceful Private 1 hr NYC

8.8 out of 10, Excellent, (8)
"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."
Waterfront Beach Cottage Sunsets Inspiring Cozy Peaceful Private 1 hr NYC
Business or Weekend escape
Pool

Business or Weekend escape

9.2 out of 10, Wonderful, (46)
"We had stayed at Mansoor's a few weeks ago and returned this past weekend. Once again, we found the place spotless, comfortable and well-stocked. We really like this place and expect to return again in the future. "
The price is ￥12,547
￥21,625 total
includes taxes & fees
Sep 28 - Sep 29
Business or Weekend escape
Luxury Furnished Apartments by Hyatus Downtown at Yale
Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (54)
"Loved the property and we will surely be coming back."
Luxury Furnished Apartments by Hyatus Downtown at Yale
Walk to Beach 2BR Near Dining & Shopping
Property grounds

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (20)
"The beach is private and you need to be a Brookhaven resident to be admitted. This is not specified anywhere on the listing. Communication about this with the owner via app was rather poor. "
The price is ￥16,606
￥40,730 total
includes taxes & fees
Oct 8 - Oct 9
Walk to Beach 2BR Near Dining & Shopping
Charming Studio| Near Yale| Downtown New Haven
Exterior

Charming Studio| Near Yale| Downtown New Haven

9.0 out of 10, Wonderful, (4)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
The price is ￥15,794
￥30,850 total
includes taxes & fees
Sep 29 - Sep 30
Charming Studio| Near Yale| Downtown New Haven
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
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
Beach nearby

BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

9.4 out of 10, Exceptional, (14)
"This Carriage House is exactly as described. Wonderful location and setting, just steps away from Branford Point. Hope to visit again soon! "
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
Waterfront Beautiful Fun Beach House Sunsets Inspiring Peaceful 1hr NYC Wow
Property grounds

Waterfront Beautiful Fun Beach House Sunsets Inspiring Peaceful 1hr NYC Wow

9.0 out of 10, Wonderful, (10)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
The price is ￥78,912
￥139,738 total
includes taxes & fees
Sep 30 - Oct 1
Waterfront Beautiful Fun Beach House Sunsets Inspiring Peaceful 1hr NYC Wow
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

Wyndham Southbury

Wyndham Southbury

10/10 Excellent
"Staff was very friendly. Dining area and bar were open late. Clean rooms. Comfortable bed and pillows. "
Laura 1-night trip
Posted 1 day ago
Wyndham Southbury

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!

Frequently asked questions

Can I find vacation rentals in Bridgeport?

Yes, we give you a choice of vacation rentals in Bridgeport close to Beardsley Zoo, or you can choose a more remote option if you're looking for extra privacy while you relax. Our travelers 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 vacation rentals in Bridgeport?

Beechmont - Perfect for Family Retreat!: This highly rated vacation 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 vacation with a private yard and a selection of games. Some other top choices in Bridgeport are Centric property close to all the great things in the city and Modern House in Black Rock.

How many vacation rentals are there in Bridgeport?

Expedia has 31 vacation 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 vacation rental in Bridgeport like?

Vacation rentals are private properties you can reserve for a short or long stay in Bridgeport. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.