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Search results; Over 1,000 homes in Sherman

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Guest favourite
Cabin in Sherman
The Cove Cabin
2 bedrooms, 2 beds, 1.5 private bathrooms
28 Oct – 2 Nov
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4.96 out of 5 average rating, 457 reviews
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Guest favourite
Home in Sherman
Designers Historic Connecticut Home
5 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 21 reviews
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Superhost
Home in Sherman
Slice of Paradise in the Country
2 bedrooms, 2 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 110 reviews
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Top guest favourite
Guest suite in Sherman
Cozy Scenic New England rural retreat hike & kayak
3 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 191 reviews
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Home in Sherman
Candlewood Lake! Private Pool! Bring your boat!
4 bedrooms, 7 beds, 3 bathrooms
9–16 Sept
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Home in Sherman
Lilly Fields
4 bedrooms, 7 beds, 3 bathrooms
8–15 Sept
5.0 out of 5 average rating, 4 reviews
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Home in Sherman
Private 2-Acre Retreat | Candlewood Beach Access
2 bedrooms, 2 queen beds, 1 bathroom
10–15 Sept
New place to stay
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Guest favourite
Cottage in Sherman
Candlewood Cottage
2 bedrooms, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Loft in Sherman
Appalachian Getaway
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Sept
5.0 out of 5 average rating, 20 reviews
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Home in Sherman
Stunning country home in Sherman
6 bedrooms, 7 beds, 6 bathrooms
10–15 Jul
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in New Milford
Merryall Manor 5 BDR Home + Game room + Fire pit
5 bedrooms, 6 beds, 3 bathrooms
15–20 Sept
5.0 out of 5 average rating, 52 reviews
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Top guest favourite
Cabin in New Milford
Private Hilltop Cabin at Houndcliffe
3 bedrooms, 5 beds, 3.5 bathrooms
6–11 Sept
4.96 out of 5 average rating, 92 reviews
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Home in New Milford
Lakefront Oasis | Kayaks • Hot Tub • Fire Pit
4 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Dover Plains
Somewhere That’s Green, Gameroom/Bar, Fenced yard
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 49 reviews
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Top guest favourite
Home in Pawling
Historic Mansion: 6BR Retreat + Horse Sanctuary
6 bedrooms, 8 beds, 4 bathrooms
19–24 Oct
5.0 out of 5 average rating, 11 reviews
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Guest favourite
Home in New Milford
Charming 3BD/3BA Country Hideaway
3 bedrooms, 3 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 63 reviews
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Guest favourite
Home in Brookfield
Sleeps 18 LAKE VIEWS! Perfect for large group!
5 bedrooms, 9 beds, 3 bathrooms
7–12 Sept
4.93 out of 5 average rating, 139 reviews
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Home in New Milford
Beautiful Country home with amazing views
3 bedrooms, 3 beds, 2.5 bathrooms
6–11 Sept
4.95 out of 5 average rating, 43 reviews
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Guest favourite
Farm stay in New Milford
Mabels Hollow Farm in Litchfield County
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.97 out of 5 average rating, 31 reviews