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Vacation Rentals in Stratford, CT and nearby

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All 19 Rentals in the Stratford Area
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The following rentals are within 20 miles of Stratford, Connecticut.

From
$130
Per Night
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1 / 15
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Branford
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
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From
$98
Per Night
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1 / 23
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Port Jefferson Station, NY
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (2) Make Inquiry
From
$295
Per Night
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1 / 12
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Branford
Studio, 1 Bathroom, Sleeps 3
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From
$695
Per Night
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1 / 42
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Weston
5 Bedrooms, 4 Bathrooms, Sleeps 8
Booking
Details 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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From
$1,000
Per Night
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1 / 10
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Branford
5 Bedrooms, 5 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Safe
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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From
$250
Per Night
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1 / 24
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Rocky Point, NY
3 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • 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
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
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5 of 5 stars Reviewed July 30, 2014
First off the house was very clean, very cozy and the view was amazing. When I showed up and my friends showed up we were all amazed of how nice the place was. Everything we...
5 of 5 stars Reviewed July 15, 2014
Our first time on eastern Long Island - the trip out from the hectic pace of NYC slowly turns from urban to beautiful parkland, finally ending at quaint Rocky Point LI. The home...
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From
$75
Per Night
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1 / 20
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Hamden
1 Bedroom, 1 Bathroom, Sleeps 3
Booking
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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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From
$300
Per Night
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1 / 14
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Fairfield
6 Bedrooms, 2 Bathrooms, Sleeps 10
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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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From
$986
Per Night
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1 / 16
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Westport
4 Bedrooms, 3 Bathrooms, Sleeps 6
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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
$350
Per Night
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1 / 2
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Rowayton
1 Bedroom, 1 Bathroom, Sleeps 2
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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
Per Night
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1 / 3
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Milford
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details 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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From
$8,000
Per Month
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1 / 76
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Fairfield
5 Bedrooms, 5 Bathrooms, Sleeps 7
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • 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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From
$700
Per Night
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1 / 24
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Rowayton
2 Bedrooms, 7 Bathrooms, Sleeps 5
Details Make Inquiry
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
$171
Per Night
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1 / 19
New Haven
2 Bedrooms, 1 Bathroom, Sleeps 4
Details 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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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
Per Night
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1 / 8
Port Jefferson, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
Details 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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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
$225
Per Night
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1 / 22
Rocky Point, NY
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (6) 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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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
Per Night
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1 / 24
Port Jefferson, NY
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Inquiry
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
$400
Per Night
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1 / 12
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New Haven
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This entire house is all yours! Yes, the entire 2300 square ft house with 3 bedrooms and 2.5 baths! Host your Yale Weekend here and feel right at home as you entertain your family and friends in this beautiful and comfortable space.The house is spacious and charming with a lovely combination of... View all property information
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5 of 5 stars Reviewed February 22, 2015
What an awesome house. I love how the owners left us notes all over the house explaining the art work and where to find anything. We arrived at 2 am in the morning and had a few...
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1 / 6
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Fairfield
Studio, 2 Bathrooms, Sleeps 3
Details Make Inquiry
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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Suitability

  • Wheelchair access (1)
  • Elder access (10)
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  • Pet friendly (2)
  • Smoking allowed (0)

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  • Other outdoor space (15)
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  • Grill (13)
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