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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

26–31 Jul

$1,176 SGD for 5 nights

,

4.89 out of 5 average rating, 171 reviews

Top guest favourite

Home in Winchester

Highland Lakefront Retreat

4 bedrooms, 5 beds, 2 bathrooms

20–25 Sept

$2,514 SGD for 5 nights

4.94 out of 5 average rating, 36 reviews

Guest favourite

Flat in Winsted

2nd Floor The Inn at Highland Lake

3 bedrooms, 5 beds, 1 bathroom

20–25 Jul

$2,585 SGD for 5 nights

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

$2,584 SGD for 5 nights

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

15–20 Sept

$2,896 SGD for 5 nights

4.95 out of 5 average rating, 39 reviews

Guest favourite

Flat in Winsted

Getaway for a weekend! Close to Ski Sundown.

1 bedroom, 1 bed, 1 bathroom

16–21 Aug

$791 SGD for 5 nights

4.91 out of 5 average rating, 141 reviews

Top guest favourite

Guest suite in Winchester

Private Suite 2 Bedroom Deck Lake Views

2 bedrooms, 2 beds, 1 bathroom

26–31 Jul

$893 SGD for 5 nights

4.97 out of 5 average rating, 219 reviews

Home in Winchester

Spacious Lakefront Retreat w/Dock | Close to Town

5 bedrooms, 8 beds, 3 bathrooms

21–26 Jul

$8,271 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

Superhost

Home in New Hartford

Sunset Pad. Lakefront for 2, private dock & SUPs.

1 bedroom, 1 king bed, 1 bathroom

27 Jul – 1 Aug

$2,373 SGD for 5 nights

Free cancellation

New place to stay

Home in Winchester

Waterfront & Guest House Available in Winsted, CT!

5 bedrooms, 7 beds, 3 bathrooms

31 Jul – 5 Aug

New home discount

New place to stay

Guest favourite

Villa in Winsted

Waterfront Litchfield Hills 1-bdrm Old Mill villa

1 bedroom, 1 bed, 1.5 bathrooms

21–26 Jul

$9,140 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 6 reviews

Home in Winchester

NEW! Lakefront Retreat on Highland Lake

6 bedrooms, 10 beds, 2.5 bathrooms

9–14 Sept

$11,809 SGD for 5 nights

Free cancellation

New place to stay

Guest favourite

Home in Winsted

Spacious & serene house in Berkshires

4 bedrooms, 5 beds, 3.5 bathrooms

28 Jul – 2 Aug

$3,123 SGD for 5 nights

4.9 out of 5 average rating, 21 reviews

Superhost

Home in Winsted

Renovated lake house, just steps to the water.

3 bedrooms, 4 beds, 2 bathrooms

1–6 Aug

$1,393 SGD for 5 nights

4.82 out of 5 average rating, 60 reviews

Flat in Canton

Modern and spotless apartment in North Canton

2 bedrooms, 2 beds, 1 bathroom

9–14 Aug

$1,002 SGD for 5 nights

New place to stay

Top guest favourite

Flat in Canton

Collinsville Overlook at LaSalle

1 bedroom, 1 queen bed, 1 bathroom

3–8 Aug

$1,448 SGD for 5 nights

5.0 out of 5 average rating, 52 reviews

Top guest favourite

Home in Colebrook

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

3 bedrooms, 4 beds, 2 bathrooms

16–21 Sept

$2,285 SGD for 5 nights

4.99 out of 5 average rating, 246 reviews

Top guest favourite

Cabin in Litchfield County

Blackberry Cottage

1 bedroom, 3 beds, 1 bathroom

26–31 Jul

$1,474 SGD for 5 nights

4.93 out of 5 average rating, 150 reviews