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Vacation Rentals in Westport, CT and nearby

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All 22 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
$195
Per Night
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1 / 11
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Cairo, NY
3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$125
Per Night
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1 / 75
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Stratford, NY
2 Bedrooms, 1 Bathroom, Sleeps 6
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From
$185
Per Night
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1 / 17
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Greenwich
3 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Minutes from Byram beach and also from the main streets of Port Chester, Rye and Greenwich, this fully renovated home boasts hard wood floors, washer dryer, central heating and air conditioning and a wonderful state of the art kitchen with granite counter tops. The property has 3 quaint bedrooms... View all property information
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5 of 5 stars Reviewed January 6, 2015
I stayed here with my family for 5 days in new year's eve, because we wanted to be near Manhattan but in a quiet, nice and safe location. It was exactly what we needed! Very well...
4 of 5 stars Reviewed November 22, 2012
We (Myself, My Spouse and 2 Kids) stayed here on a beautiful fall weekend at the end of September. The place is incredibly cozy, clean and inviting. It's located in a very...
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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
  • 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
$300
Per Night
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1 / 26
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South Salem, NY
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This wonderful 2500sqf, 3 bedroom 2.5 bathroom home located on 6 acres is decorated with modern and contemporary art creating a homey and comfortable environment which you will enjoy during your stay here. The privacy and quiet is paralleled only by the view of the woods which you can see from the... 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
  • x
  • ?
  • x
  • 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
$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
$68
Per Night
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1 / 15
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Fairfield
1 Bedroom, 1 Bathroom, Sleeps 2
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The suite comes fully furnished with the following for your exclusive use: full bathroom, sitting/living area, microwave oven, small refrigerator, Keurig coffee maker, washer / dryer, iron / ironing board, hair dryer, CATV Apple TV (for private movie access), wireless Internet access and USB... View all property information
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From
$126
Per Night
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1 / 14
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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
$207
Per Night
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1 / 17
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Stamford
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This exquisite property located in the heart of downtown Stamford offers luxurious apartments. Residents will enjoy great amenities such as a furnished sky terrace with outdoor grills & fire pits, a lounge & screening room and a 24 hour fitness center. The fabulous apartments at The Blvd offer... View all property information
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From
$176
Per Night
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1 / 18
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Stamford
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This exquisite property located in the heart of downtown Stamford offers luxurious apartments. Residents will enjoy great amenities such as a furnished sky terrace with outdoor grills & fire pits, a lounge & screening room and a 24 hr fitness center. The fabulous apartments at The Blvd offer... View all property information
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From
$207
Per Night
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1 / 14
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Stamford
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
At this premier luxury 5 story community with a suburban feel, there is an assortment of urban amenities like award-winning landscaped grounds, a resort-style heated swimming pool and a 24 hour fitness center for residents to enjoy. The beautiful apartment homes at Stamford Corners offer residents... View all property information
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From
$275
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
$225
Per Night
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1 / 21
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Stamford
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • 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
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
$235
Per Night
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1 / 6
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Stratford, NY
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
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
$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
$700
Per Night
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1 / 24
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Rowayton
2 Bedrooms, 7 Bathrooms, Sleeps 5
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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
$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
$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
  • 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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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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Suitability

  • Wheelchair access (1)
  • Elder access (6)
  • Suitable for children (2)
  • Pet friendly (2)
  • Smoking allowed (0)

Amenities

  • Internet (14)
  • Washer/Dryer (14)
  • Air Conditioning (12)
  • Grill (12)
  • Other outdoor space (11)
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