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Vacation rentals in New Canaan

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in New Canaan

Guests agree: these stays are highly rated for location, cleanliness, and more.

Huckleberry Quarters, the Cozy Redding Retreat.
SUPERHOST
Entire apartment · 2 guests · 1 bed · 1 bath

Huckleberry Quarters, the Cozy Redding Retreat.Huckleberry Quarters, totally renovated-2015 studio apartment in secluded, 1918 farm house. Nature lovers retreat within hiking distance of the Saugatuck reservoir. Private entrance with all the amenities; internet, access to laundry. Perfect weekend getaway or writing/artist space. Easy access to Merritt Parkway, trains, local eateries, parks.

Adirondacks in Westchester
SUPERHOST
Entire cottage · 2 guests · 1 bed · 1.5 baths

Adirondacks in WestchesterLocated on quiet, private 5.5 acre estate with swimmable lake, fantastic landscape. Complete privacy, like being in the Adirondacks, but just one hour from NYC. Cottage has high end appliances (Sub-Zero, Miele) with separate road and entrance. Perfect for a getaway from NYC and easily accessible by car or train (Stamford station). Can be combined with Adirondacks in Westchester 2 to provide an additional bedroom in a separate building to accommodate a total of four guests. Excellent wifi.

Private Guest Studio
SUPERHOST
Entire guesthouse · 2 guests · 0 beds · 1 bath

Private Guest StudioJust 39 miles north of Manhattan. Relax and unwind, to enjoy endless opportunity for outdoor activities, fine dining, antiquing, or just loving the peace & quiet of this private studio, in a manicured setting, with wood burning stove, porch, heated pool (June-August), and private footpaths leading to an open field.

Vacation rentals for every style

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Popular amenities for New Canaan vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in New Canaan

SUPERHOST
  1. Entire apartment
  2. Mount Kisco
Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train
  1. Entire cabin
  2. Redding
Waterfront Zen Cabin Easy drive or train from NYC
SUPERHOST
  1. Entire cottage
  2. South Salem
Serene lake front cottage 1 hour from NYC
SUPERHOST
  1. Entire guest suite
  2. Greenwich
Charming Greenwich studio, 0.2 miles from train
SUPERHOST
  1. Entire apartment
  2. Greenwich
The Safe House - High Tech Apt #2 - 3 Beds
SUPERHOST
  1. Entire guesthouse
  2. Fairfield
Beach rental on Westport Gold Coast
SUPERHOST
  1. Entire guesthouse
  2. Wilton
The Cozy Little Cottage
SUPERHOST
  1. Entire guest suite
  2. Port Chester
Comfortable Colonial Urban retreat.
SUPERHOST
  1. Entire cottage
  2. Stamford
Magnolia Cottage
  1. Private room
  2. Stamford
Private suite in Stamford
SUPERHOST
  1. Entire apartment
  2. Greenwich
The Safe House - High Tech Apt #3 - 4 beds
SUPERHOST
  1. Entire villa
  2. Pleasantville
One Bedroom Apartment, in a Villa,no share spaces

Nearby destinations