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Vacation Rentals in Westport, CT and nearby

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All 16 Rentals in the Westport Area
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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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The following rentals are within 15 miles of Westport, Connecticut.

From
$150
Per Night
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1 / 75
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Stratford, NY
2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$175
Per Night
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1 / 17
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Greenwich
3 Bedrooms, 1 Bathroom, Sleeps 5
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From
$1,475
Per Week
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1 / 23
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Fairfield
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Stay with a working ceramicist near NY City and create unique memories and pottery with your family: all ages and experience levels encouraged! Make your own dinnerware and similar projects. Living quarters consist of two bedroom suites (queen bed, private bathroom & sitting area each, one suite... View all property information
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From
$200
Per Night
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1 / 14
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Bridgeport
2 Bedrooms, 3 Bathrooms, Sleeps 4
Booking
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden or Yard
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • 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
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5 of 5 stars Reviewed July 24, 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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From
$695
Per Night
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1 / 42
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Weston
5 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden or Yard
  • Grill
  • 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... View all property information
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From
$250
Per Night
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1 / 15
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Pound Ridge, NY
1 Bedroom, 2 Bathrooms, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
A luxury cottage set privately on a 7 acre estate in sylvan Pound Ridge, New York. A perfect setting from which to explore Westchester's horse country, The Hudson Valley, New England's Connecticut villages and New York City. World renowned restaurants are within minutes and recreational activities... View all property information
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From
$126
Per Night
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1 / 5
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Fairfield
1 Bedroom, 1 Bathroom, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This 625 square foot fully furnished studio apartment sleeps 4-6 and consists of a bedroom area with queen sized bed (all linens supplied), living room (with hideabed and convertible futon), dining space, kitchen (with oven, microwave, refrigerator, toaster, dishwasher, coffee maker, dishes,... View all property information
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From
$139
Per Night
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1 / 8
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Cairo, NY
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Escape the City Life & Enjoy the Tranquility of a 3 Bedroom, 2 Bath Rental on 2 Acres of Land in Scenic Cairo, New York. The Area is Rural in Nature & Allows for Some Much Deserved Peace & Quiet. Sunny Master Bedroom with Queen Size Bed & a Flat Panel Television! Wi-Fi Connected Blu-Ray Player... View all property information
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From
$225
Per Night
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1 / 21
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Stamford
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Garden or Yard
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Completely updated apartment in lovely rural setting but close to everything. Get away without going very far. Take a break from sterile hotel rooms while on business. Private entrance, 2 bedroom, 1.5 bath, fully equipped kitchen, dining room, living room, french doors to patio, balcony off... View all property information
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5 of 5 stars Reviewed August 17, 2014
Sehr schönes Ferienhaus in waldreicher Umgebung, mit vielen Annehmlichkeiten im Haus, luxeriös eingerichtet mit netten Details. Country Market um die Ecke und gute Anbindung an...
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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
Our family beach house is available for rent this July. 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 hosting guests or having family over. You'll love the spacious back patio with awning, the upper deck... View all property information
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From
$235
Per Night
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1 / 6
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Stratford, NY
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Private Beach
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Direct waterfront house with breathtaking views of Long Island Sound. Private beach. 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
$83
Per Night
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1 / 6
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Fairfield
Studio, 2 Bathrooms, Sleeps 3
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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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From
$500
Per Night
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1 / 47
Greenwich
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden or Yard
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The Lauren Berger Collection is proud to be recognized as one of the best Vacation Rental companies in the world by the best, The Vacation Rental Guide. See our review here: http://thevacationrentalguide.com/greenwich-house-greenwich-ny/ A forty-five minute drive from Manhattan but a world away... View all property information
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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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Suitability

  • Wheelchair access (1)
  • Elder access (5)
  • Suitable for children (7)
  • Pet friendly (2)
  • Smoking allowed (0)

Amenities

  • Internet (10)
  • Other outdoor space (10)
  • Air Conditioning (9)
  • Washer/Dryer (9)
  • Grill (8)
  • View all amenities