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Vacation Rentals in Stratford, CT and nearby

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    The following rentals are within 20 miles of Stratford, Connecticut.

    Weston
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    $795
    / Night
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    1 / 8
    5 of 5 stars (17) Excellent
    Port Jefferson, NY
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    From
    $195
    / Night
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    Branford
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    $1,000
    / Night
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    Westport
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $986
    / Night
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    Amenities & Details
    • Grill
    • Terrace
    • Outdoor Dining Area
    • Satellite TV
    • Balcony
    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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
    Location Information
    Westport, Connecticut 06880
    1 / 37
    5 of 5 stars (7) Excellent
    Rocky Point, NY
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    From
    $250
    / Night
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    Amenities & Details
    • Ocean Views
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Waterfront
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This breath taking seaside cottage neighbors a 50 acre preserve with trails that lead to scenic views along the bluffs. This house was originally a boathouse that was pulled up from the beach and put onto a lot that was carved out of a huge sand dune. It has been completely renovated with an open... View all property information
    Location Information
    Rocky Point, Long Island 11778
    5 of 5 stars Reviewed April 20, 2015
    Thirteen of us stayed at this spectacular house to celebrate my 50th Birthday. Virginia and Debbie could not have been nicer! The house was amazing! Fully stocked kitchen...
    4 of 5 stars Reviewed July 13, 2014
    The house was great, had almost everything, everything easy to use. Enjoyed the Jacuzzi, fire pit, and kayaks. Right in the middle of the island so nothing too far away. The house...
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    East Setauket, NY
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    From
    $6,500
    / Week
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    Amenities & Details
    • Waterfront
    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A wonderful summer getaway with stunning waterfront views, a few steps away from private beach access. This house sits on 2 full acres of land with steps leading down to the beach great for getting jet skiing, getting a tan or fishing, secluded from the busy streets of Long Island. Including a full... View all property information
    Location Information
    East Setauket, Long Island 11733
    Branford
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    From
    $650
    / Night
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    • Private Outdoor...
    • Patio
    • Satellite TV
    • Grill
    • Air Conditioning
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Our splendid 3200 square foot house is nestled in a very private clearing in the woods. Although, you can rent the whole house at the rates listed, you may also, at a reduced rate, rent our house sharing the space with our family as a bed and breakfast, in either case, the whole house is yours to... View all property information
    Location Information
    Branford, Connecticut 06405
    1 / 17
    5 of 5 stars (12) Excellent
    Branford
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travelers have booked this property
    From
    $130
    / Night
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    Amenities & Details
    • Outdoor Dining Area
    • Satellite TV
    • Patio
    • Grill
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This newly renovated one bedroom cottage is set in the midst of other cottages. With a private back garden, patio, beautiful flowers, and steps from a private neighborhood beach , the cottage is clean, and comfortable. For cool nights there is a gas fire, and an air conditioner in the bedroom... View all property information
    Location Information
    Branford, Connecticut 06410
    5 of 5 stars Reviewed August 17, 2015
    If your idea of a perfect vacation is sitting watching the sunrise with a cup of coffee or watching the sunset with a bottle of wine on the beach... This is for you.. The cottage...
    5 of 5 stars Reviewed August 3, 2014
    Last January we had set our eyes on the Ennis Cottage for the last two weeks of July and the long wait was worth it. For spending a holiday there is like uncorking your first...
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    1 / 24
    5 of 5 stars (6) Excellent
    Rocky Point, NY
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other travelers have booked this property
    From
    $225
    / Night
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    Amenities & Details
    • Patio
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Secure Parking
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Quaint 3 bedroom, 1 bath home, with beautiful views of the long island sound and Connecticut from the kitchen, dining area, bedroom, and back yard. Central air conditioning, cable, internet, phone. electric stove, fireplace, lovely enclosed front porch, large backyard, big gas barbeque grill. 3... View all property information
    Location Information
    Rocky Point, Long Island 11778
    5 of 5 stars Reviewed September 24, 2015
    Patty is the nicest person you will ever meet. Her house is in pristine condition and is positioned at a short walk from the sparsely populated private beach. Very relaxing and...
    5 of 5 stars Reviewed September 20, 2015
    This beach house was perfect for us. Just a short stroll to a lovely private beach with safe swimming for the children. It's in a really quiet location, yet a short drive to shops...
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    Hamden
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other traveler has booked this property
    From
    $500
    / Week
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    • Satellite TV
    • Wi-Fi
    • Patio
    • Grill
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
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    About this property
    SAFE and convenient to all transportation and highways. This stunner has a warm, inviting atmosphere with a hostess who is knowledgeable about Connecticut AND New York City. Well appointed Colonial home with gazebo, greenhouse, open decks, and pool. This former farm neighborhood promises to... View all property information
    Location Information
    Hamden, Connecticut 06514
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    New Haven
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    From
    $179
    / Night
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    Amenities & Details
    • Wi-Fi
    • Secure Parking
    • Grill
    • Air Conditioning
    • Skiing: Property Is...
    • Hot Tub
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Please read before replying. I have done my best to answer common questions here. 5 night min. please check rates for and minimum stay required for your dates. Unique 2500sf 4 br, 2.5 bath Home on the Quinnipiac river just 5-10 minute drive to downtown New Haven and Yale. on the bus line. 1890... View all property information
    Location Information
    New Haven, Connecticut 06513
    1 / 19
    5 of 5 stars (6) Excellent
    New Haven
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    From
    $111
    / Night
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • DVD Player
    • Parking
    • Porch
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    New Haven, Connecticut 06512
    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...
    5 of 5 stars Reviewed August 27, 2013
    Lanna and Howard are the perfect hosts and provided everything we needed for a week of relaxation. This little cottage is charming, very clean, and very well stocked with...
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    1 / 32
    5 of 5 stars (1) Excellent
    New Haven
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other traveler has booked this property
    From
    $59
    / Night
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    Amenities & Details
    • Grill
    • Porch
    • Terrace
    • Wi-Fi
    • Parking
    • Balcony
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    LOW HAGGLE FREE PRICING! Please don't ask for a discount;) 5 night min! 1890 Victorian on the Quinnipiac river . The location makes for great day trip to train to NYC. Adjacent to the historic district. Clean, quiet and comfortable. Private basement apartment. The Space New listing, special... View all property information
    Location Information
    New Haven, Connecticut 06513
    5 of 5 stars Reviewed 3 weeks ago
    My wife & I rented the "man cave" basement apt. in this Victorian home. Unfortunately there had been a double booking for the apt. Garrett, the owner, quickly contacted us and...
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    Rowayton
    2 Bedrooms, 7 Bathrooms, Sleeps 5 | Quick View
    From
    $700
    / Night
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    Amenities & Details
    • Air Conditioning
    • Patio
    • Grill
    • Satellite TV
    • Waterfront
    • Balcony
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • 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
    Location Information
    Rowayton, Norwalk 06853
    Mount Sinai, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    From
    $155
    / Night
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    Amenities & Details
    • Satellite TV
    • Private Yard
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Walk to the Shore, Great vacation spot, near beach. Driving distance to New York City. Quiet, short drive to Wine County. Tree-Lined Property Just A Stone's Throw From Mt Sinai Harbor And The Li Sound. Diamond Condition, Recently Renovated Three-Bedroom And Two-Bath Cape. This property is located... View all property information
    Location Information
    Mount Sinai, Long Island 11766
    Westport
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    From
    $149
    / Night
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    Amenities & Details
    • Secure Parking
    • Private Yard
    • Air Conditioning
    • Satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Its a great house on half an acre. Discount because of last minute changes in plans-Afterwards it's 199 Per night. Walk to everything. Yes really one minute to stores restaurants markets gym etc. Shuttle stops at our door to take you to the trains. Buses are two house away. 24/7 open stores at... View all property information
    Location Information
    Westport, Connecticut 06880
    Branford
    Studio, 1 Bathroom, Sleeps 3 | Quick View
    From
    $295
    / Night
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    Amenities & Details
    • Secure Parking
    • Washer
    • Air Conditioning
    • Internet Access
    • Grill
    • Waterfront
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    From generous picture windows enjoy views of Long Is. Sound and quaint Thimble Islands dotted with simple cottages and mansions. Large front room with a small kitchen hidden in a a 1930's armoire. A round dining table is lite from a 60' chandelier fit for a castle. Created by a professional... View all property information
    Location Information
    Branford, Connecticut 06405
    Westport
    3 Bedrooms, 6 Bathrooms, Sleeps 7 | Quick View
    From
    $9,000
    / Month
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    Amenities & Details
    • Parking
    • Terrace
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Private Yard
    • Ocean Views
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This direct waterfront getaway boasts an open floor plan with spectacular full water views throughout. Experience glorious energizing sunrises and exquisite sunsets to begin and end your magical days in this tranquil setting. Custom modern European inspired gourmet kitchen with top of the line... View all property information
    Location Information
    Westport, Connecticut 06880