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Vacation Rentals in Bridgeport, CT and nearby

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    23 Vacation Rentals in Bridgeport
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    The following rentals are within 20 miles of Bridgeport, Connecticut.

    From
    $400
    / Night
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    1 / 22
    5 of 5 stars (2) Excellent
    New Haven
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Overview Reviews (2)
    From
    $98
    / Night
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    1 / 24
    5 of 5 stars (2) Excellent
    Port Jefferson Station, NY
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Overview Reviews (2)
    From
    $225
    / Night
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    1 / 21
    5 of 5 stars (1) Excellent
    Overview Reviews (1)
    From
    $350
    / Night
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    1 / 37
    South Salem, NY
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    From
    $275
    / Night
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    1 / 15
    Pound Ridge, NY
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    From
    $695
    / Night
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    1 / 42
    Weston
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Gym
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Master Bedroom with four additional bedrooms -- two are double height with lofts. The home features 18' soaring ceilings, an incredible wrap around deck overlooking lawns and gardens. Large Italian eat-in kitchen/family room. Office for 4. Home theater. Whole-house B&O system. Badminton, ping pong,... View all property information
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    From
    $986
    / Night
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    1 / 16
    Westport
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This Elegant home was professionally designed to capture the spectacular views of the Ocean. The home was completely remodeled recently and includes a rich interior with state of the art kitchen appliances, wood burning fireplace, washer/dryer, central A/C and internet. Near the end of a quiet... View all property information
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    From
    $300
    / Night
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    1 / 14
    Fairfield
    6 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Overview
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
    About this property
    PLEASE NOTE - WE ONLY RENT BY THE MONTH! THAT IS THE MINIMUM STAY. Our family beach house is available for rent for both months this coming summer in 2015. Right on the sand, our beach house faces the Long Island Sound. The house has 6 bedrooms and an airy open plan lower floor, perfect for... View all property information
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    From
    $350
    / Night
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    1 / 2
    Rowayton
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Overview
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Use of sailboat,paddelboard,kayak and small motor boat, swim and tennis in rowayton ct. 06853- walk to quaint village- furnished apt. For 2, with balcony on your own private swimming beach. Balcony overlooks the beach and the sound.-train 55 min. To grand central nyc. Unique vacation spot!... View all property information
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    From
    $775
    / Night
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    1 / 3
    Milford
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    4 bedroom, 3 full bathroom , Beach house, directly on the water View all property information
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    From
    $8,000
    / Month
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    1 / 76
    Fairfield
    5 Bedrooms, 5 Bathrooms, Sleeps 7 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    5 bedroom, 5 bath for rent in ultra exclusive Greenfield Hills area. Approx. 2 1/4 majestic acres, with a distant winter view of the Long Island Sound. A tranquil pond to the east, adjoining the Stillman Wildlife Preserve, Evergreens to the North, this estate is surrounded by multi million dollar... View all property information
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    From
    $194
    / Night
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    1 / 12
    Stamford
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    At this premier luxury 5 story community with a suburban feel, there is an assortment of urban amenities like award-winning landscaped grounds, a resort-style heated swimming pool and a 24 hour fitness center for residents to enjoy. The beautiful apartment homes at Stamford Corners offer residents... View all property information
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    From
    $194
    / Night
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    1 / 18
    Stamford
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    This exquisite property located in the heart of downtown Stamford offers luxurious apartments. Residents will enjoy great amenities such as a furnished sky terrace with outdoor grills & fire pits, a lounge & screening room and a 24 hr fitness center. The fabulous apartments at The Blvd offer... View all property information
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    From
    $220
    / Night
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    1 / 17
    Stamford
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This exquisite property located in the heart of downtown Stamford offers luxurious apartments. Residents will enjoy great amenities such as a furnished sky terrace with outdoor grills & fire pits, a lounge & screening room and a 24 hour fitness center. The fabulous apartments at The Blvd offer... View all property information
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    From
    $700
    / Night
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    1 / 24
    Rowayton
    2 Bedrooms, 7 Bathrooms, Sleeps 5 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    We live in a private association called Bell Island. We are surrounded by incredible views of Long Island Sound and Farm Creek Preserve and our beaches are reserved for use by residents and their guests only. Our home is on a tidal estuary called Farm Creek. The creek is fed by the Long Island... View all property information
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    From
    $220
    / Night
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    1 / 14
    Stamford
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    At this premier luxury 5 story community with a suburban feel, there is an assortment of urban amenities like award-winning landscaped grounds, a resort-style heated swimming pool and a 24 hour fitness center for residents to enjoy. The beautiful apartment homes at Stamford Corners offer residents... View all property information
    Make Inquiry
    From
    $111
    / Night
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    1 / 19
    5 of 5 stars (6) Excellent
    New Haven
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Overview Reviews (6)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Charming beach cottage, clean, well maintained interior,central AC. Cottage located on dead end street, 4 houses from LI Sound. Residents share PRIVATE BEACH.Guests of property also have beach rights to adjacent PRIVATE BEACH. View of ocean and salt marsh from front porch. Short walk to TOWN BEACH... View all property information
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    4 of 5 stars Reviewed December 5, 2014
    This is a well equipped and furnished property. It was very clean and comfortable and WiFi and telephone were included. The house is only a few yards from the beach and, for...
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    From
    $500
    / Night
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    1 / 13
    4.5 of 5 stars (3) Very good
    Kings Park, NY
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    Overview Reviews (3)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This house overlooks the Nissequoge River near where it enters Long Island Sound. There is a nice yard, big trees and immediate access to the water. Bring your canoe or kayaks or rent them locally. The house is ideally located for day trips to all other Long Island locations including the... View all property information
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    5 of 5 stars Reviewed July 29, 2012
    My Mom, myself, my two Aunts and best friend, met up here for our yearly summer reunion. My family grew up in Kings Park so it is always nice to go home and stay in familiar...
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    From
    $195
    / Night
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    1 / 8
    5 of 5 stars (13) Excellent
    Port Jefferson, NY
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Overview Reviews (13)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    A true retreat! Peace and serenity....these will be your thoughts as you look out and view the harbor and magnificient woods located on 3 acres! We are minutes away from a very lively town with many restaurants, theatre and shopping! We have beautiful restaurants on the water as well!! This... View all property information
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    5 of 5 stars Reviewed October 16, 2014
    Just as the review below I cannot say enough about this great vacation retreat. This is truly a wonderful vacation destination. Port Jefferson village is a great small village...
    5 of 5 stars Reviewed September 22, 2014
    This is a lovely rental with friendly hosts and walk-to-town convenience. We enjoyed the beautiful seclusion, lovely view (especially at night when the harbor lights are aglow...
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    From
    $250
    / Night
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    1 / 14
    Saint James, NY
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful 4 bedroom 2 bath Long Island home nestled in the historic village of Saint James on the North Shore. This space is the main floor of a ranch house located a convenient 60 miles away from New York City but a world away in vacation experience. It is easily accessible by car or train.... View all property information
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    From
    $350
    / Night
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    1 / 24
    Port Jefferson, NY
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This five bedroom Harbor View home is only steps away from town and the dock, located in the village of Port Jefferson. It has the most amazing harbor views with stairs that lead straight to the harbor where you will find outstanding restaurants, night clubs, bars and shops! There is always... View all property information
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    From
    $47
    / Night
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    1 / 8
    Danbury
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Newly refurbished cottage directly on the shores of Lake Candlewood in Danbury CT with access to a private dock and the lake. The cottage has 2 bedrooms and 2 bathrooms with a fireplace in the living room and a pellet stove on the enclosed porch that heats the entire house in the winter.... View all property information
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    1 / 6
    Fairfield
    Studio, 2 Bathrooms, Sleeps 3 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Garden or Yard
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    2 bedroom / 2 bath FURNISHED rental for 5 months starting December.Fully equipped kitchen, linens, views of Long Island Sound,close to town center restaurants, etc.Modern,spacious,with fireplace, steam shower, jacuzzi tub,washer/dryer dishwasher etc. This is a luxury home away from home! No... View all property information
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