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Search results; Over 1,000 homes in Winsted, Winchester

Guest favourite

Serviced apartment in Winsted

Haven at Highland lake

1 bedroom, 2 beds, 1 private bathroom

12–17 Jul

$1,212 SGD for 5 nights

,

4.89 out of 5 average rating, 168 reviews

Top guest favourite

Home in Winchester

Highland Lakefront Retreat

4 bedrooms, 5 beds, 2 bathrooms

20–25 Sept

$2,538 SGD for 5 nights

4.94 out of 5 average rating, 33 reviews

Guest favourite

Flat in Winsted

2nd Floor The Inn at Highland Lake

3 bedrooms, 5 beds, 1 bathroom

5–10 Jul

$2,586 SGD for 5 nights

Free cancellation

4.91 out of 5 average rating, 65 reviews

Guest favourite

Cottage in Winsted

Waterfront Cottage at Highland Lake w/dock

2 bedrooms, 4 beds, 2.5 bathrooms

31 Aug – 5 Sept

$2,585 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 17 reviews

Top guest favourite

Home in Winsted

Newly renovated lakefront home!

4 bedrooms, 7 beds, 2 bathrooms

18–23 Jul

4.95 out of 5 average rating, 38 reviews

Top guest favourite

Guest suite in Winchester

Private Suite 2 Bedroom Deck Lake Views

2 bedrooms, 2 beds, 1 bathroom

11–16 Jul

$934 SGD for 5 nights

4.97 out of 5 average rating, 214 reviews

Guest favourite

Flat in Winsted

Getaway for a weekend! Close to Ski Sundown.

1 bedroom, 1 bed, 1 bathroom

1–6 Aug

$887 SGD for 5 nights

4.91 out of 5 average rating, 140 reviews

Home in Winchester

Spacious Lakefront Retreat w/Dock | Close to Town

5 bedrooms, 8 beds, 3 bathrooms

7–12 Jul

$8,274 SGD for 5 nights

Guest favourite

Cottage in Winsted

Cottage Ease.

2 bedrooms, 2 beds, 1 bathroom

8–13 Aug

$1,524 SGD for 5 nights

4.93 out of 5 average rating, 54 reviews

Guest favourite

Villa in Winsted

Waterfront Litchfield Hills 1-bdrm Old Mill villa

1 bedroom, 1 bed, 1.5 bathrooms

4–9 Jul

$9,144 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 5 reviews

Guest favourite

Home in New Hartford

Modern Farmhouse

3 bedrooms, 3 queen beds, 1.5 bathrooms

13–18 Jul

$1,245 SGD for 5 nights

Free cancellation

4.89 out of 5 average rating, 156 reviews

Guest favourite

Home in Winsted

Spacious & serene house in Berkshires

4 bedrooms, 5 beds, 3.5 bathrooms

28 Jul – 2 Aug

$3,124 SGD for 5 nights

4.89 out of 5 average rating, 19 reviews

Superhost

Home in Winsted

Renovated lake house, just steps to the water.

3 bedrooms, 4 beds, 2 bathrooms

26–31 Jul

4.81 out of 5 average rating, 59 reviews

Superhost

Home in Torrington

Charming Home in Litchfield County on a MAIN ROAD!

2 bedrooms, 3 beds, 1 bathroom

19–24 Jul

$1,181 SGD for 5 nights

4.88 out of 5 average rating, 127 reviews

Top guest favourite

Home in Torrington

Clean & Quiet Home| Enclosed 3 Season Porch & Deck

3 bedrooms, 3 beds, 1 bathroom

5–10 Jul

$1,524 SGD for 5 nights

5.0 out of 5 average rating, 58 reviews

Guest favourite

Flat in Goshen

Apartment in Norfolk, CT

1 bedroom, 2 beds, 1 bathroom

12–17 Jul

$1,311 SGD for 5 nights

4.98 out of 5 average rating, 55 reviews

Guest favourite

Home in Winsted

Lake House- Great for Families

5 bedrooms, 7 beds, 3.5 bathrooms

12–18 Aug

$4,549 SGD for 6 nights

4.98 out of 5 average rating, 64 reviews

Top guest favourite

Home in Barkhamsted

2BR Family friendly home in Riverton paradise

2 bedrooms, 2 beds, 2 bathrooms

7–12 Aug

$1,078 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 49 reviews

Guest favourite

Cottage in Winchester

Winsted/Highland Lake/Direct Waterfront/Immaculate

3 bedrooms, 8 beds, 2 bathrooms

22–27 Aug

$2,743 SGD for 5 nights

4.97 out of 5 average rating, 75 reviews