%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing

Search results; Over 1,000 places in Winchester

Guest favourite
Cottage in Litchfield
Litchfield - Hot Tub - Mohawk Mountain - Fireplace
3 beds
May 4 – 9
4.89 out of 5 average rating, 254 reviews
Guest favourite
Apartment in Farmington
Eagles Nest/Carrie’s Place full apartment and loft
4 beds
Apr. 28 – May 3
4.76 out of 5 average rating, 233 reviews
Guest favourite
Home in Feeding Hills
Farm Fresh Feeding Hills
5 beds
Apr. 21 – 26
4.89 out of 5 average rating, 882 reviews
Superhost
Home in Litchfield
Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
3 beds
May 16 – 21
4.87 out of 5 average rating, 292 reviews
Guest favourite
Apartment in Milford
Water front studio apartment with fireplace.
1 queen bed
May 26 – 31
4.97 out of 5 average rating, 508 reviews
Guest favourite
Loft in Hartford
Loft - Queen Anne Row House in a historic district
1 double bed
May 12 – 17
4.98 out of 5 average rating, 529 reviews
Apartment in Hartford
Spacious and cozy
1 double bed
Apr. 21 – 26
4.64 out of 5 average rating, 509 reviews
Guest favourite
Home in Centerport
The Harbor House: Beachfront Home 1 hour from NYC
2 beds
May 1 – 6
4.96 out of 5 average rating, 112 reviews
Guest favourite
Cabin in New Fairfield
The Little Lake Cabin— hot tub, fire pit, & kayaks
2 queen beds
May 19 – 24
4.98 out of 5 average rating, 256 reviews
Guest favourite
Tiny homes in Guilford
Stay in a Tiny House on a Small Sustainable Farm
1 queen bed
Apr. 22 – 27
4.94 out of 5 average rating, 202 reviews
Guest favourite
Cabin in Rocky Point
Great little place just for a couple
1 queen bed
May 5 – 10
4.9 out of 5 average rating, 387 reviews
Guest favourite
Home in Milford
Designer Beach Retreat on Exclusive Cedar Beach
4 beds
May 5 – 10
4.98 out of 5 average rating, 152 reviews
Guest favourite
Guest suite in Greenwich
Charming Greenwich studio, 0.2 miles from train
1 queen bed
Apr. 28 – May 3
4.91 out of 5 average rating, 427 reviews
Guest favourite
Cottage in Pound Ridge
Adirondacks in Westchester
1 queen bed
Apr. 22 – 27
4.93 out of 5 average rating, 170 reviews
Guest favourite
Apartment in Middletown
Quaint 2br apt- 1 block walk to Wesleyan & Main St
3 beds
Aug. 3 – 8
4.94 out of 5 average rating, 702 reviews
Guest favourite
Apartment in Redding
Huckleberry Quarters, the Cozy Redding Retreat.
1 queen bed
Apr. 25 – 30
4.94 out of 5 average rating, 459 reviews
Superhost
Farm stay in Kent
The Spirit Horse Farm in Kent, Ct.
5 beds
Apr. 21 – 26
4.77 out of 5 average rating, 305 reviews
Cottage in Port Jefferson Station
The Red Cottage Circa 1936
4 beds
Apr. 28 – May 3
4.81 out of 5 average rating, 392 reviews