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Vacation Rentals in Stratford, CT and nearby

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    All 21 Rentals in the Stratford Area
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    The following rentals are within 20 miles of Stratford, Connecticut.

    From
    $225
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    1 / 24
    5 of 5 stars (2) Excellent
    Rocky Point, NY
    3 Bedrooms / 1 Bathroom / Sleeps 5
    travelers have booked this property
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    $130
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    1 / 17
    5 of 5 stars (11) Excellent
    Branford
    1 Bedroom / 1 Bathroom / Sleeps 2
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    From
    $98
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    1 / 24
    5 of 5 stars (2) Excellent
    Port Jefferson Station, NY
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    $795
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    1 / 42
    Weston
    5 Bedrooms / 4 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Make Inquiry
    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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    Location Information
    Weston, Connecticut 06883
    From
    $295
    / Night
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    1 / 12
    Branford
    Studio / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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
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    Location Information
    Branford, Connecticut 06405
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    $1,000
    / Night
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    1 / 10
    Branford
    5 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • 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
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    Location Information
    Branford, Connecticut 06405
    From
    $986
    / Night
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    1 / 16
    Westport
    4 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    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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    Location Information
    Westport, Connecticut 06880
    From
    $75
    / Night
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    1 / 20
    Hamden
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveler have booked this property
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    Amenities & Details
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • x
    About this property
    Beautiful, modern, clean, SAFE, comfortable, and convenient to all transportation and highways. This stunner has a warm, inviting atmosphere with a hostess who is knowledgable about Connecticut AND New York City. The rental is a HIP, bright, basement apartment in a well appointed Colonial style... View all property information
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    Location Information
    Hamden, Connecticut 06514
    From
    $300
    / Night
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    1 / 14
    Fairfield
    6 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • 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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    Location Information
    Fairfield, Connecticut 06824
    From
    $775
    / Night
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    1 / 3
    Milford
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    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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    Location Information
    Milford, Connecticut 06460
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    From
    $6,500
    / Week
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    1 / 12
    East Setauket, NY
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Ping Pong Table
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
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    Location Information
    East Setauket, Long Island 11733
    From
    $700
    / Night
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    1 / 24
    Rowayton
    2 Bedrooms / 7 Bathrooms / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • 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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    Location Information
    Rowayton, Norwalk 06853
    From
    $350
    / Night
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    1 / 2
    Rowayton
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    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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    Location Information
    Rowayton, Norwalk 06853
    From
    $8,000
    / Month
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    1 / 76
    Fairfield
    5 Bedrooms / 5 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    Location Information
    Fairfield, Connecticut 06824
    From
    $111
    / Night
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    1 / 19
    5 of 5 stars (6) Excellent
    New Haven
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (6) Make Inquiry
    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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    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...
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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
    Overview Reviews (13) Make Inquiry
    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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    Location Information
    Port Jefferson, Long Island 11777
    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
    $300
    / Night
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    1 / 22
    5 of 5 stars (7) Excellent
    Rocky Point, NY
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This breathtaking 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
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    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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    From
    $350
    / Night
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    1 / 24
    Port Jefferson, NY
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    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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    Location Information
    Port Jefferson, Long Island 11777
    From
    $2,500
    / Week
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    1 / 5
    Branford
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
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    • Dryer
    • Private Fishing...
    • Washer
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    In the charming and quirky former fishing and oystering village of Stony Creek, CT right on Long Island Sound, our beloved salt box style house from the 1850's offers you 2,200 sq.feet of living space. It is located between Branford and Guilford, two dignified old New England towns. Take the time... View all property information
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    Location Information
    Branford, Connecticut 06405
    From
    $150
    / Night
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    1 / 35
    Darien
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Cozy home on private street with water access to Holly Pond and Long Island Sound. The perfect place to get away from the city while only a 45 minute Metro North Train to Grand Central Station NYC. Three metro north stations all less than 10 minute drive from house. The nearest station is only a 20... View all property information
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    Location Information
    Darien, Connecticut 06820
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    $9,000
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    1 / 6
    Westport
    3 Bedrooms / 6 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • 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
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    Location Information
    Westport, Connecticut 06880