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Vacation Rentals in Stratford, CT and nearby

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    The following rentals are within 30 kilometres of Stratford, Connecticut.

    1 / 31
    5 of 5 stars (1) Excellent
    New Haven
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 42
    Weston
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 20
    New Haven
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 14
    5 of 5 stars (1) Excellent
    Bridgeport
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Patio
    • Waterfront
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Balcony
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy spectacular sunrises and sailing regattas while sipping coffee from the back decks of this charming townhome. Black Rock is a historical peninsula within walking distance to trendy restaurants, tranquil beaches, and Metro North train station with just over an hour ride to New Yok City. Ride... View all property information
    Location Information
    Bridgeport, Connecticut
    5 of 5 stars Reviewed 24 July 2014
    This property is located in a quiet residential location, directly behind one of many small yacht clubs in this area. We found it spacious enough for our family of 2 adults and 2...
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    1 / 33
    5 of 5 stars (7) Excellent
    Rocky Point, NY
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Secure Parking
    • Air Conditioning
    • Internet Access
    • Patio
    • Private Garden
    • Porch
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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.Heat and Central air conditioning, cable, internet, Netflix,phone. electric stove/oven, toaster, coffee maker,microwave,convection toaster oven,... View all property information
    Location Information
    Rocky Point, Long Island
    5 of 5 stars Reviewed 31 July 2016
    My wife and I were looking for a quiet peaceful getaway to relax. We found exactly what we were looking for in this rental. We had the option of a sparcely populated beach on the...
    5 of 5 stars Reviewed 24 September 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...
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    1 / 14
    Hamden
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Grill
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    • Mountain Views
    • Private Outdoor...
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    • Pet-friendly
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    • x
    • x
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    • x
    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.<BR><BR>This former farm neighborhood promises to... View all property information
    Location Information
    Hamden, Connecticut
    1 / 17
    5 of 5 stars (14) Excellent
    Branford
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Outdoor Dining Area
    • Satellite TV
    • Patio
    • Grill
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    5 of 5 stars Reviewed 16 August 2016
    Thank you Ron and Bernie for making our vacation an excellent one. The rental house was compact, but with everything we needed, at hand. At the end of our vacation we didn't want...
    5 of 5 stars Reviewed 10 July 2016
    The cottage was everything we expected and more!! Ron and Bernie were the friendliest of people and we could tell that they wanted our vacation to be the best. They are very...
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    1 / 19
    5 of 5 stars (8) Excellent
    New Haven
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Satellite TV
    • DVD Player
    • Parking
    • Porch
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    5 of 5 stars Reviewed 23 August 2016
    I spent 2 weeks there with my wife and 2 teenagers (though better suited to 2 younger kids), and we had a wonderful time. Very nice cottage with everything we needed (including a...
    5 of 5 stars Reviewed 20 June 2016
    I really have to thank the owner for providing such a beautiful space for us to enjoy the beach and the sun. The weather was perfect and the four of us (two married couples...
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    1 / 30
    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    • Secure Parking
    • Private Garden
    • Air Conditioning
    • Satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Its a great house on half an acre. Starting at 199 Per night. Walk to everything. Yes really one minute to stores restaurants markets and lots of stores etc. Shuttle stops at our door to take you to the trains. Buses are two house away. 24/7 open stores at one minute walk too.... View all property information
    Location Information
    Westport, Connecticut
    1 / 16
    Westport
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Terrace
    • Outdoor Dining Area
    • Satellite TV
    • Balcony
    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
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    1 / 8
    5 of 5 stars (18) Excellent
    Port Jefferson, NY
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Outdoor Dining Area
    • Parking
    • Satellite TV
    • Internet Access
    • Waterfront
    • Shared Garden
    • Air Conditioning
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    Port Jefferson, Long Island
    5 of 5 stars Reviewed 2 August 2016
    We would definitely come back if ever in Port Jefferson again. The view of the bay was picturesque, the location was great, and the home was spacious, stylish and comfortable...
    5 of 5 stars Reviewed 30 December 2015
    Absolutely stellar stunning! The home was beautiful as well as the views of Port Jefferson. We definitely highly recommend Michael and Sheila's home! We had plenty of room...
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    1 / 30
    5 of 5 stars (7) Excellent
    Sound Beach, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Parking
    • Ocean Views
    • Washer
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located on the bluff with amazing views of the Long Island Sound around the year - This is our Waterfront Heaven. Set in a quiet neighborhood, the house is located on the bluff, about 85 feet above sea level. The house is facing the sea and the views are breathtaking. Conveniently located only... View all property information
    Location Information
    Sound Beach, Long Island
    5 of 5 stars Reviewed 27 June 2016
    My immediate family and I enjoyed this gorgeous and comfortable beach home!!! We certainly enjoyed the view of the North Shore especially during the night where we could see the...
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    1 / 32
    New Haven
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Wi-Fi
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    • Skiing: Property Is...
    • Hot Tub
    • Washer
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    1 / 24
    Rowayton
    2 Bedrooms, 9 Bathrooms, Sleeps 5 | Quick View
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    • Air Conditioning
    • Patio
    • Grill
    • Satellite TV
    • Waterfront
    • Balcony
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    1 / 37
    5 of 5 stars (8) Excellent
    Rocky Point, NY
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • DVD Player
    • Hot Tub
    • Washer
    • Air Conditioning
    • Waterfront
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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
    5 of 5 stars Reviewed 5 weeks ago
    We loved this lovely small cottage that was exactly as advertised. The small enclosed back yard was perfect for the 1 year old to play. We enjoyed the hot tub, beachcombing on...
    5 of 5 stars Reviewed 20 April 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...
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    1 / 15
    Westport
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Secure Parking
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Built in 1898, exposed unfinished beems and pillars, Charming low ceilings and a couple of original doors, make it a residence with genuine soul and character. Upstairs is a semi open space, no doors or full eslls-half walls seperate sleeping spaces. In addition to four twin befs, thete is a queen... View all property information
    Location Information
    Westport, Connecticut
    1 / 12
    East Setauket, NY
    5 Bedrooms, 8 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Parking
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    1 / 15
    Westport
    3 Bedrooms, 9 Bathrooms, Sleeps 7 | Quick View
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    • Parking
    • Terrace
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Ocean Views
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    1 / 9
    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    About this property
    LOCATION, LOCATION, LOCATION... MY HOME IS CENTRALLY LOCATED, SO EVERYTHING YOU NEED AND WANT IS EASILY ACCESSIBLE. IT'S CLOSE TO THREE BEACHES, DOWNTOWN SHOPPING, RESTAURANTS, HISTORIC WESTPORT COUNTRY PLAYHOUSE, AND RAILROAD STATION! IT'S ALL JUST MINUTES AWAY BY CAR, AND NOT ALL THAT FAR TO... View all property information
    Location Information
    Westport, Connecticut
    1 / 16
    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • DVD Player
    • Patio
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located directly on Long Island Sound in the residential section of Saugatuck Shores, this recently renovated, completely furnished, 3 bedroom, 2 bathroom house offers wide unobstructed views of the water from the front porch and the second floor deck. It has new stainless kitchen appliances, new... View all property information
    Location Information
    Westport, Connecticut
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    1 / 16
    Rocky Point, NY
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Terrace
    • Balcony
    • Air Conditioning
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Spectacular beachfront property with panoramic view of Long Island Sound!! Beautiful 2 bedroom/2.5 bath + basement whole house rental on private cul-de-sac. Eat in kitchen w/ dishwasher. Bedrooms: 1 king, 2 twins. Vaulted ceilings. Balcony. Beautifully landscaped grounds with magnificent... View all property information
    Location Information
    Rocky Point, Long Island
    1 / 10
    Hamden
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
    • Central Heating
    • Grill
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    This Royal Master Suite offers the finest set of amenities similar to those found in any luxury resort. With plenty of room to live, breathe, read, or sleep in comfort, this boudoir is truly a treat. This Colonial Home has a warm, inviting atmosphere with a hostess who is knowledgeable about... View all property information
    Location Information
    Hamden, Connecticut
    1 / 10
    Branford
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Washer
    • Balcony
    • Air Conditioning
    • Grill
    • Patio
    • Satellite TV
    • Waterfront
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Two acres of private New England charm over looking the Thimble Islands. Set atop a hill with a large rolling lawn perfect for all types of family lawn games.The vintage shingle stone home was built in 1932 for a wealthy Connecticut family. They created a sandy beach that rivals the size of the... View all property information
    Location Information
    Branford, Connecticut
    1 / 12
    Branford
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    1 / 14
    Ridgefield
    8 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    • Patio
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    • Wi-Fi
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The legendary Sunset Hall has captivated the hearts of its keepers since built for ambassador James Stokes in 1912 at Ridgefield's highest point to afford 50 mile views of the NY skyline and panoramic vistas of Round Pond from the widow walk perch. This regal Georgian has delighted subsequent... View all property information
    Location Information
    Ridgefield, Connecticut
    1 / 26
    Newtown
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    A historic and charming three bedroom, two bath saltbox farmhouse on the grounds of the beautiful and private McLaughlin Vineyards. The house is conveniently located in Northern Fairfield County, about four miles from I-84 and only 90 minutes from mid-town Manhattan. With a large expansive front... View all property information
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    Newtown, Connecticut
    1 / 38
    Southport
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Patio
    • Washer
    • Grill
    • Ocean Views
    • Air Conditioning
    • Balcony
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Brand new private one bedroom apartment on estate with full kitchen, marble bathroom and open living room with beautiful views and outdoor shower. Located on the "Gold Coast" between Westport and Fairfield. A great getaway stocked with beach equipment, bikes and outdoor grill, quality sheets and... View all property information
    Location Information
    Southport, Connecticut
    1 / 7
    Milford
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Central Heating
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A spectacular direct waterfront home with the modern conveniences! Wake to the sounds of surf and breath taking sunrises. Relax and dine on the deck with grill. The home is naturally cooled by sea breezes or, there is also air conditioning, if you prefer. The beach house has 2 bedrooms, and 3 full... View all property information
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    Milford, Connecticut
    1 / 15
    Branford
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The building (originally a pub for local quarry workers) was built in the late 1800s, with the upper residence added in the 1930s. We've renovated the suite (2 bedrooms and 1.5 baths) with modern comforts while retaining much of the original charm. The interior design aesthetic is a blend of new... View all property information
    Location Information
    Branford, Connecticut