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859 homes

Cottage in South Salem
Private cottage in horse country &1 hour from NYC!
1 queen bed
Oct 9 – 14
$195 per night
Superhost
Home in Darien
Convenient and Cozy Antique Cape
2 queen beds
Oct 30 – Nov 4
$198 per night
Superhost
Guesthouse in Norwalk
Adorable one-bedroom guesthouse with parking
1 bed
Oct 23 – 28
$125 per night
Superhost
Vacation home in New Canaan
Magic Charm—New Canaan Landmark Gingerbread House
5 beds
Oct 9 – 14
$799 per night
Home in Norwalk
❤️ Your Silvermine Hideaway, nestled in nature.
1 king bed
Oct 18 – 23
$198 per night
Superhost
Apartment in New Canaan
Lovely Connecticut cottage with pool access
1 bed
Nov 11 – 16
$200 per night
Apartment in Norwalk
Spacious 2bd 5min from Sono
3 beds
Oct 10 – 16
$187 per night
Superhost
Private room in Stamford
STAMFORD -WELCOME TO NEW ENGLAND. Upstairs room 2)
1 bed
Oct 9 – 16
$55 per night
Guesthouse in Wilton
The Cozy Little Cottage
1 queen bed
Oct 20 – 25
$175 per night
Superhost
Guest suite in Norwalk
☆Charming Studio - Private/Self Check-In/Parking☆
1 double bed
Oct 30 – Nov 4
$99 per night
Private room in Pound Ridge
Mirrored Room in the Country
1 queen bed
Oct 5 – 10
$84 per night
Superhost
Private room in Pound Ridge
Adirondacks in Westchester 2
1 double bed
Oct 24 – 29
$105 per night
Superhost
Apartment in Wilton
Private Treehouse Apartment
2 beds
Nov 7 – 13
$140 per night
Superhost
Home in Norwalk
Country Home&Children Welcome
3 beds
Oct 17 – 24
$381 per night
Cottage in New Canaan
PeaceHaven Cottage Walking Distance to NY Train
4 beds
Oct 31 – Nov 7
$86 per night
Guest suite in Greenwich
Charming Greenwich studio, 0.2 miles from train
1 queen bed
Oct 23 – 28
$117 per night, originally $186
Superhost
Guest suite in Norwalk
Cheerful two bedroom home close to beach and SoNo
4 beds
Oct 10 – 15
$161 per night, originally $186
Guest suite in Norwalk
Private In-Law/ Accessory apartment. Two floors
5 beds
Oct 24 – 30
$150 per night
Loft in Norwalk
Nice studio!
1 bed
Oct 23 – 28
$85 per night, originally $95
Home in New Canaan
Historic Stone House Freshly Restored
2 beds
Oct 7 – 12
$950 per night
Guest suite in Wilton
Serene Pond Views charming private patio…
1 queen bed
Oct 16 – 21
$100 per night
Superhost
Cottage in Pound Ridge
Private Cottage in Pound Ridge
1 king bed
Oct 5 – 12
$171 per night, originally $225
Private room in Pound Ridge
Treetop View
1 queen bed
Oct 10 – 16
$80 per night
Superhost
Private room in Stamford
House full of life and tranquility to rest.
1 bed
Oct 13 – 18
$53 per night