Best price vacation rentals in Bridgeport, CT, USA • 150 Listings
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Bridgeport, CT, USA Vacation Rentals | 

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United States Connecticut Milford vacation rental compare prices direct by owner 686868
Verified Host
5.0 (101)
Waterfront!-Hot Tub-The Charles Island Beach House
Up to 12 guests
EstimatedVerified Host$1,300
Airbnb$1,300
Average Nightly Rate
United States Connecticut Milford vacation rental compare prices direct by owner 27242009
Verified Host
0.0 (0)
Whales Tale Fantastic BEACH Home Spring Summer 25
Up to 8 guests
EstimatedVerified Host$750
Airbnb$750
Average Nightly Rate
United States Connecticut Bridgeport vacation rental compare prices direct by owner 27797890
5.0 (6)
Cozy Haven Near Bridgeport Yale for Solo Explorers
Up to 1 guest
Vrbo$53
Airbnb$60
Booking.com$59
Average Nightly Rate
United States Connecticut Bridgeport vacation rental compare prices direct by owner 29167182
5.0 (67)
Stay at Black Rock Harbor
Up to 6 guests
Airbnb$350
Vrbo$668
Booking.com$577
Average Nightly Rate
United States Connecticut Milford vacation rental compare prices direct by owner 25976758
4.9 (46)
Bobby's Beach Bungalow
Up to 6 guests
Vrbo$165
Airbnb$189
Booking.com$300
Average Nightly Rate
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United States Connecticut Stratford vacation rental compare prices direct by owner 32725044
4.9 (17)
My little place
Up to 2 guests
Airbnb$165
Vrbo$165
Booking.com$260
Average Nightly Rate
United States Connecticut Milford vacation rental compare prices direct by owner 175168
Property Manager
4.9 (37)
Beachfront Connecticut Retreat w/ Views!
Up to 7 guests
Vrbo$374
Airbnb$476
Booking.com$484
Average Nightly Rate

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United States Connecticut Fairfield vacation rental compare prices direct by owner 2872216
4.8 (125)
Southport Shoreline Charm: Elegant Coastal Escape
Up to 7 guests
Airbnb$395
Vrbo$460
Average Nightly Rate
United States Connecticut Bridgeport vacation rental compare prices direct by owner 28625545
4.8 (5)
Chic Comfort in Bridgeport, Close to Yale
Up to 1 guest
Booking.com$48
Airbnb$60
Vrbo$52
Average Nightly Rate

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United States Connecticut Bridgeport vacation rental compare prices direct by owner 27784138
4.0 (2)
Chic Private Room, Steps from Yale & St Vincent
Up to 1 guest
Vrbo$52
Airbnb$60
Booking.com$59
Average Nightly Rate
United States Connecticut Westport vacation rental compare prices direct by owner 174769
5.0 (5)
Fabulous private Westport Home
Up to 6 guests
Airbnb$700
Vrbo$800
Average Nightly Rate
United States Connecticut Fairfield vacation rental compare prices direct by owner 520270
5.0 (65)
CT Estate near NY, MA w/ pool
Up to 16 guests
Airbnb$2,995
Vrbo$2,995
Average Nightly Rate
United States Connecticut Westport vacation rental compare prices direct by owner 1326540
5.0 (1)
Gorgeous renovated farmhouse with stunning pool
Up to 8 guests
Airbnb$999
Vrbo$1,184
Average Nightly Rate
United States Connecticut Fairfield vacation rental compare prices direct by owner 1786191
5.0 (26)
4 bdrm Contemporary Country Home in CT
Up to 8 guests
Airbnb$1,250
Vrbo$1,250
Average Nightly Rate
United States Connecticut Westport vacation rental compare prices direct by owner 1975474
5.0 (59)
Mill Pond Retreat
Up to 5 guests
Airbnb$600
Average Nightly Rate
United States Connecticut Fairfield vacation rental compare prices direct by owner 2389997
5.0 (4)
Heated pool, IN town, walk to beach & restaurants
Up to 8 guests
Airbnb$799
Vrbo$1,562
Average Nightly Rate
United States Connecticut Fairfield vacation rental compare prices direct by owner 9335982
5.0 (62)
Cheerful Renovated 3 bedroom home
Up to 6 guests
Airbnb$399
Vrbo$429
Average Nightly Rate
United States Connecticut Weston vacation rental compare prices direct by owner 9348027
5.0 (2)
Charming English Country House
Up to 6 guests
Airbnb$1,200
Vrbo$1,412
Average Nightly Rate
United States Connecticut Milford vacation rental compare prices direct by owner 10302391
5.0 (8)
Laurel Beach, classic Cape, 2025 summer weeks open
Up to 6 guests
Airbnb$450
Vrbo$491
Average Nightly Rate
United States Connecticut Weston vacation rental compare prices direct by owner 11516184
5.0 (103)
Adorable 1-Bedroom Cottage w/ Mezzanine Weston, CT
Up to 3 guests
Airbnb$195
Vrbo$195
Average Nightly Rate
United States Connecticut Fairfield vacation rental compare prices direct by owner 11711523
5.0 (6)
Amazing Beach House on Fairfield Beach
Up to 6 guests
Airbnb$400
Vrbo$708
Average Nightly Rate
United States Connecticut Fairfield vacation rental compare prices direct by owner 13068538
5.0 (3)
THE OVERLOOK
Up to 8 guests
Vrbo$1,199
Airbnb$1,350
Average Nightly Rate
United States Connecticut Milford vacation rental compare prices direct by owner 23615204
5.0 (120)
Steps2Beach, Fish Pond w/Tropical Backyard Oasis!
Up to 5 guests
Airbnb$230
Vrbo$330
Average Nightly Rate
United States Connecticut Milford vacation rental compare prices direct by owner 23877814
5.0 (12)
Charming beach cottage with private beach.
Up to 5 guests
Vrbo$398
Airbnb$550
Average Nightly Rate
United States Connecticut Redding vacation rental compare prices direct by owner 24078315
5.0 (19)
MidCentury Mod Renovated+EV charger+seasonal Pool
Up to 5 guests
Airbnb$550
Vrbo$700
Average Nightly Rate
  1. United States
  2. Connecticut
  3. Bridgeport Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Bridgeport, CT, USA

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