A Short term winter rental with a minimum of 1 month and maximum of 4 months months can be flexible.
$15,000
Courtesy of William Raveis Real Estate
A Short term winter rental with a minimum of 1 month and maximum of 4 months months can be flexible.
$15,000
Courtesy of William Raveis Real Estate
Welcome to this expansive 1, 974 sq ft residence at Heights Crossing Darien's premier new development offering elevated coastal living across the street from the Metro North station.
$15,000
Courtesy of Brown Harris Stevens
Beach Area Colonial Walk To Beach.
$15,000
Courtesy of Collage Realty
This exquisite property provides a luxurious and serene escape with stunning main house, pool and gardens.
$15,000
Courtesy of William Pitt Sotheby's Int'l
Welcome to this expansive 1, 977 sq ft corner residence at Heights Crossing Darien's premier new development offering elevated coastal living across the street from the Metro North station.
$15,000
Courtesy of Houlihan Lawrence
15K month for term lease.
$15,000
Courtesy of Derek Greene
Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses Steps To Compo Beach and Longshore Country Club.
$15,000
Courtesy of Coldwell Banker Realty
Spend your winter at the beach with expansive waterviews over Compo Mill Pond.
$15,000
Courtesy of William Raveis Real Estate
It doesn't get better than this fully renovated pristine Beach House just 100 steps to Compo Beach, with water views from multiple balconies incredible western facing roof deck.
$15,000
Courtesy of Coldwell Banker Realty
Uniquely designed architecturally interesting newest construction is Sail Harbour is ready and available for winter rental !
$15,000
Courtesy of Coldwell Banker Realty
Welcome to your grand private estate set on a South Wilton cul de sac.
$14,500
Courtesy of eXp Realty
Welcome to the former residence of Ace Frehley of the iconic band KISS.
$14,500
Courtesy of Millstone Real Estate Corp
Welcome to Harbor Points Luxury Penthouse Collection.
$14,000
Courtesy of William Pitt Sotheby's Int'l
Available for summer from June August 28th seasonal rental situated on direct creek waterfront, walk across street through private gate to beach Can be combined with 2142 Fairfield Beach Road.
$14,000
Courtesy of Collage Realty
Welcome to this exquisite property in Westport, situated on over an acre of professionally landscaped grounds.
$13,800
Courtesy of William Pitt Sotheby's Int'l
Sculpted from the Earth, Steeped in History This 1931 Frazier Forman Peters masterpiece is a true work of art hand cut fieldstone seamlessly embedded into its hillside perch, embodying strength, ...
$13,500
Courtesy of Coldwell Banker Realty
Steps to miles of sandy beaches, breath taking water views, newly remodeled to perfection, and set on an oversized and level.
$13,500
Courtesy of William Raveis Real Estate
An extraordinary one of a kind loft in a posh enclave of town houses.
$13,000
Courtesy of William Pitt Sotheby's Int'l
Transport yourself back in time in this classic Greenfield Hill colonial !
$13,000
Courtesy of Compass Connecticut, LLC
Your very own vacation getaway.
$13,000
Courtesy of William Raveis Real Estate
ACADEMIC YEAR 27 28 29 29 Close to campus, town, train, restaurants, shopping, and just minutes from the beach, this spacious home offers multiple bedrooms spread throughout the house, providing ...
$13,000
Courtesy of The Brokerage of New England
Discover refined living in this 8, 000 square foot, 7 bedroom, 5.
$12,500
Courtesy of Berkshire Hathaway NE Prop.
Summer Rental Price is per week for 2 weeks for a total of 25, 000 for the term.
$12,500
Courtesy of Coldwell Banker Realty
Steps to miles of sandy beaches, breath taking water views, newly remodeled to perfection, and set on an oversized and level.
$12,000
Courtesy of William Raveis Real Estate
UNFURNISHED RENTAL. Step into style and abundant space at this Westport home where contemporary flair meets exceptional value.
$12,000
Courtesy of Serhant Connecticut, LLC
Welcome to 38 Davis Hill Road, Weston a beautifully appointed Colonial residence set on just over 2 private acres with meticulously landscaped gardens, mature plantings, and multiple patios.
$11,900
Courtesy of Coldwell Banker Realty
The Connecticut coastline awaits you an incredible and rare opportunity to live in Darien on the Five Mile River Road across the street from the water !
$12,000
Courtesy of William Pitt Sotheby's Int'l
Looking for a winter get away ?
$12,000
Courtesy of William Raveis Real Estate
Sunfilled 3 bedroom 3 bath home with pool in Rowayton Beach Association.
$12,000
Courtesy of Houlihan Lawrence
This 4, 000 sf 4 bedroom Antique Colonial on the beautiful Gorhams Pond available for a 5 month lease with guest cottage on property.
$12,000
Courtesy of Brown Harris Stevens
FURNISHED ACADEMIC YEAR 2028 2029 AVAILABLE.
$11,500
Courtesy of William Raveis Real Estate
FURNISHED ACADEMIC YEAR 2028 2029 AVAILABLE.
$11,500
Courtesy of William Raveis Real Estate
FURNISHED ACADEMIC YEAR 2028 2029 AVAILABLE, inquire for pricing.
$11,500
Courtesy of William Raveis Real Estate
Welcome to Fairfield Beach, available as a student rental from October 1, 2025, to May 25, 2026.
$11,000
Courtesy of Higgins Group Real Estate
Stunning, spacious stone and cedar custom built home in North Stamford.
$11,000
Courtesy of Pinnacle R.E.& Management Srvc
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