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Prices include all fees
Prices include all fees
Prices include all fees
Prices include all fees
Prices include all fees
Prices include all fees
Prices include all fees
Prices include all fees
Prices include all fees
Prices include all fees
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The home you selected

Guest favorite
Guest favorite
Apartment in Winchester
Gateway to the Berkshires
6 guests · 1 bedroom · 3 beds · 1 bath
Jun 1 – 6
|More
Jun 1 – 6
|More
4.91 (376 reviews)
 
ﺩ.ﺇ2,368 for 5 nights
for 5 nights

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Superhost
Superhost
Apartment in Winsted
Haven at Highland lake
Free cancellationFree cancellation
Jun 1 – 6Jun 1 – 6
 
ﺩ.ﺇ1,938 for 5 nights
for 5 nights
4.88 out of 5 average rating, 99 reviews4.88 (99)
Guest favorite
Guest favorite
Apartment in Winsted
Getaway for a weekend! Close to Ski Sundown.
1 bed1 bed
Jun 3 – 8Jun 3 – 8
 
ﺩ.ﺇ2,484 for 5 nights
for 5 nights
4.93 out of 5 average rating, 86 reviews4.93 (86)
Top guest favorite
Guest favorite
Guest suite in Winchester
Private Suite 2 Bedroom Deck Lake Views
2 beds2 beds
Jun 8 – 13Jun 8 – 13
 
ﺩ.ﺇ2,555 for 5 nights
for 5 nights
4.96 out of 5 average rating, 144 reviews4.96 (144)
Guest favorite
Guest favorite
Apartment in Winsted
1st Floor The Inn at Highland Lake
Free cancellationFree cancellation
Jun 1 – 6Jun 1 – 6
 
ﺩ.ﺇ3,616 for 5 nights
for 5 nights
4.89 out of 5 average rating, 36 reviews4.89 (36)
Guest favorite
Guest favorite
Cottage in Winsted
Waterfront Cottage at Highland Lake w/dock
Free cancellationFree cancellation
Jun 1 – 6Jun 1 – 6
 
ﺩ.ﺇ5,898 for 5 nights
for 5 nights
5.0 out of 5 average rating, 10 reviews5.0 (10)
Home in Winsted
Renovated lake house, just steps to the water.
Free cancellationFree cancellation
Jun 23 – 28Jun 23 – 28
 
ﺩ.ﺇ3,917 for 5 nights
for 5 nights
4.64 out of 5 average rating, 25 reviews4.64 (25)
Guest favorite
Guest favorite
Cottage in Winsted
Cottage Ease.
2 beds2 beds
Jul 4 – 9Jul 4 – 9
 
ﺩ.ﺇ4,304 for 5 nights
for 5 nights
4.89 out of 5 average rating, 37 reviews4.89 (37)
Apartment in Winsted
“Hidden Gem | Fully Private ”
2 queen beds2 queen beds
Jun 7 – 12Jun 7 – 12
 
ﺩ.ﺇ3,194 for 5 nights
for 5 nights
4.73 out of 5 average rating, 15 reviews4.73 (15)
Top guest favorite
Guest favorite
Home in Winsted
Lake House- Great for Families
7 beds7 beds
Jun 1 – 6Jun 1 – 6
 
ﺩ.ﺇ7,917 for 5 nights
for 5 nights
5.0 out of 5 average rating, 51 reviews5.0 (51)
Apartment in Winsted
Peaceful country getaway from the hectic city life
Free cancellationFree cancellation
Jun 1 – 6Jun 1 – 6
 
ﺩ.ﺇ3,186 for 5 nights
for 5 nights
4.79 out of 5 average rating, 43 reviews4.79 (43)
Villa in Winsted
Waterfront Berkshires 1-bedroom Old Mill villa
Free cancellationFree cancellation
Jun 1 – 6Jun 1 – 6
 
ﺩ.ﺇ25,829 for 5 nights
for 5 nights
Top guest favorite
Guest favorite
41
Reviews
4.98Stars
Rating
6
Years hosting
Room in Norfolk
Stay with Bill And PamelaStay with Bill And PamelaArtist,  · Artist
Maple House, Birch Room
Jun 1 – 6Jun 1 – 6
 
ﺩ.ﺇ3,530 for 5 nights
for 5 nights
4.98 out of 5 average rating, 41 reviews4.98 (41)
Top guest favorite
Guest favorite
Home in Litchfield County
70’s Retro House
1 queen bed1 queen bed
Jun 6 – 11Jun 6 – 11
 
ﺩ.ﺇ3,068 for 5 nights
for 5 nights
4.94 out of 5 average rating, 17 reviews4.94 (17)
Top guest favorite
Guest favorite
Home in Colebrook
Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Free cancellationFree cancellation
Oct 18 – 23Oct 18 – 23
 
ﺩ.ﺇ6,242 for 5 nights
for 5 nights
4.99 out of 5 average rating, 223 reviews4.99 (223)
Guest favorite
Guest favorite
Tiny home in New Hartford
West Hill Outpost
Free cancellationFree cancellation
Jun 4 – 9Jun 4 – 9
 
ﺩ.ﺇ3,513 for 5 nights
for 5 nights
4.92 out of 5 average rating, 50 reviews4.92 (50)
Top guest favorite
Guest favorite
Home in Torrington
Quiet and Cozy Getaway
3 beds3 beds
Jun 1 – 6Jun 1 – 6
 
ﺩ.ﺇ3,745 for 5 nights
for 5 nights
5.0 out of 5 average rating, 24 reviews5.0 (24)
Superhost
Superhost
Home in Torrington
Charming Home in Litchfield County on a MAIN ROAD!
3 beds3 beds
Jun 22 – 27Jun 22 – 27
 
ﺩ.ﺇ3,336 for 5 nights
for 5 nights
4.89 out of 5 average rating, 95 reviews4.89 (95)
Superhost
Superhost
Cabin in Canaan
Secret Hideaway Exclusive Cabin.
Free cancellationFree cancellation
Jun 19 – 24Jun 19 – 24
 
ﺩ.ﺇ2,303 for 5 nights
for 5 nights
New place to stayNew
234…15

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