Photo by Darrell Bumbala
Bridgeport holiday homes
We found 838 holiday rentals — enter your dates for availability
Select the perfect holiday rental within easy reach of Bridgeport, CT (BDR-Igor I. Sikorsky Memorial). Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as parking and a hot tub. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Bridgeport, CT (BDR-Igor I. Sikorsky Memorial)
Showing deals for:1 Aug - 8 Aug
Image gallery for 1856 Trading House w/ walk to water
9.69.6 out of 10 rating
Exceptional
(42 reviews)
1856 Trading House w/ walk to water
Mount Sinai, NY
12% off
Price is NZ$3,240
NZ$3,240
NZ$463 per night
includes taxes & fees
Image gallery for Rowayton House Close To Town
9.89.8 out of 10 rating
Exceptional
(39 reviews)
Rowayton House Close To Town
Norwalk, CT
8% off
Price is NZ$12,864
NZ$12,864
NZ$1,838 per night
includes taxes & fees
Image gallery for Vrbo Property
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Vrbo Property
Bridgeport, CT
8% off
Price is NZ$6,917
NZ$6,917
NZ$988 per night
includes taxes & fees
Image gallery for The Dream Location for Your Perfect Vacation
9.89.8 out of 10 rating
Exceptional
(16 reviews)
The Dream Location for Your Perfect Vacation
Branford, CT
20% off
Price is NZ$7,760
NZ$7,760
NZ$1,109 per night
includes taxes & fees
Image gallery for Enjoy the serenity of the countryside at Pleasant Valley Trails - Home & Acres
9.69.6 out of 10 rating
Exceptional
(19 reviews)
Enjoy the serenity of the countryside at Pleasant Valley Trails - Home & Acres
Shelton, CT
10% off
Price is NZ$1,838
NZ$1,838
NZ$263 per night
includes taxes & fees
Image gallery for Life is Better at the Beach!
1010 out of 10 rating
Exceptional
(28 reviews)
Life is Better at the Beach!
Milford, CT
8% off
Price is NZ$6,977
NZ$6,977
NZ$997 per night
includes taxes & fees
Image gallery for Cozy, pleasant 2BR apt in Beach community! Only 1hr to NYC!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Cozy, pleasant 2BR apt in Beach community! Only 1hr to NYC!
Norwalk, CT
8% off
Price is NZ$3,612
NZ$3,612
NZ$516 per night
includes taxes & fees
Image gallery for Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
1010 out of 10 rating
Exceptional
(27 reviews)
Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
Fairfield, CT
8% off
Price is NZ$6,634
NZ$6,634
NZ$948 per night
includes taxes & fees
Image gallery for Dunes Beach House: Hot Tub and Steps to Beach
9.89.8 out of 10 rating
Exceptional
(40 reviews)
Dunes Beach House: Hot Tub and Steps to Beach
Rocky Point, New York
7% off
Price is NZ$10,152
NZ$10,152
NZ$1,450 per night
includes taxes & fees
Image gallery for Beautiful old style beach cottage Walk to beach/ restaurants Center of town
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Beautiful old style beach cottage Walk to beach/ restaurants Center of town
Branford, CT
8% off
Price is NZ$3,994
NZ$3,994
NZ$571 per night
includes taxes & fees
Image gallery for Cozy Escape - Wooster Square
8.08.0 out of 10 rating
Very good
(8 reviews)
Cozy Escape - Wooster Square
New Haven, CT
9% off
Price is NZ$2,800
NZ$2,800
NZ$400 per night
includes taxes & fees
Image gallery for 4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy
1010 out of 10 rating
Exceptional
(30 reviews)
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy
East Haven, CT
17% off
Price is NZ$9,909
NZ$9,909
NZ$1,416 per night
includes taxes & fees
Image gallery for Relax at Rudy's peaceful resting place...
1010 out of 10 rating
Exceptional
(5 reviews)
Relax at Rudy's peaceful resting place...
East Haven, CT
8% off
Price is NZ$3,358
NZ$3,358
NZ$480 per night
includes taxes & fees
Image gallery for 1 bedroom Cozy, comfy, super clean, great location and own entrance!!
9.49.4 out of 10 rating
Exceptional
(32 reviews)
1 bedroom Cozy, comfy, super clean, great location and own entrance!!
Shelton, CT
7% off
Price is NZ$971
NZ$971
NZ$139 per night
includes taxes & fees
Image gallery for Beachy Bay Breeze Bungalow
9.29.2 out of 10 rating
Wonderful
(12 reviews)
Beachy Bay Breeze Bungalow
West Haven, CT
7% off
Price is NZ$2,701
NZ$2,701
NZ$386 per night
includes taxes & fees
Image gallery for Dove Haven | Find your Peace
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Dove Haven | Find your Peace
New Haven, CT
8% off
Price is NZ$11,108
NZ$11,108
NZ$1,587 per night
includes taxes & fees
Image gallery for Cozy 2 bedroom home located minutes from downtown
9.69.6 out of 10 rating
Exceptional
(24 reviews)
Cozy 2 bedroom home located minutes from downtown
New Haven, CT
8% off
Price is NZ$2,246
NZ$2,246
NZ$321 per night
includes taxes & fees
Image gallery for Penthouse Apartment at Yale University.
1010 out of 10 rating
Exceptional
(98 reviews)
Penthouse Apartment at Yale University.
New Haven, CT
16% off
Price is NZ$3,709
NZ$3,709
NZ$530 per night
includes taxes & fees
Image gallery for Centric property close to all the great things in the city
8.28.2 out of 10 rating
Very good
(10 reviews)
Centric property close to all the great things in the city
Bridgeport, CT
12% off
Price is NZ$2,286
NZ$2,286
NZ$327 per night
includes taxes & fees
Image gallery for #1 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk
9.69.6 out of 10 rating
Exceptional
(24 reviews)
#1 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk
Milford, CT
8% off
Price is NZ$4,103
NZ$4,103
NZ$586 per night
includes taxes & fees
Image gallery for Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!
Stratford, CT
8% off
Price is NZ$4,168
NZ$4,168
NZ$595 per night
includes taxes & fees
Image gallery for (HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
8.88.8 out of 10 rating
Excellent
(5 reviews)
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Bridgeport, CT
11% off
Price is NZ$2,319
NZ$2,319
NZ$331 per night
includes taxes & fees
Image gallery for Ranch style living at its best with country garden & patio!
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Ranch style living at its best with country garden & patio!
North Haven, CT
8% off
Price is NZ$3,369
NZ$3,369
NZ$481 per night
includes taxes & fees
Image gallery for 1856 Trading House close to water
9.49.4 out of 10 rating
Exceptional
(13 reviews)
1856 Trading House close to water
Mount Sinai, NY
12% off
Price is NZ$3,503
NZ$3,503
NZ$500 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Bridgeport
Luxury Designer 2 bedroom+office/3bed vacation home.
Sleeps 5 · 3 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value