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Search results; Over 1,000 homes in Sherman

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Top guest favourite
Cabin in Sherman
The Cove Cabin
2 bedrooms, 2 beds, 1.5 private bathrooms
6–11 Nov
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4.96 out of 5 average rating, 463 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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Home in Sherman
Private 2-Acre Retreat | Candlewood Beach Access
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Sept
New place to stay
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Top guest favourite
Home in Sherman
Slice of Paradise in the Country
2 bedrooms, 2 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 110 reviews
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Guest favourite
Cottage in Sherman
Candlewood Cottage
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Sherman
Lilly Fields
4 bedrooms, 7 beds, 3 bathrooms
27 Sept – 4 Oct
5.0 out of 5 average rating, 5 reviews
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Home in Sherman
Candlewood Lake! Private Pool! Bring your boat!
4 bedrooms, 6 beds, 3 bathrooms
27 Sept – 4 Oct
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Guest favourite
Loft in Sherman
Appalachian Getaway
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Guest suite in Sherman
Cozy Scenic New England rural retreat hike & kayak
3 beds, 1 bathroom
28 Sept – 3 Oct
4.96 out of 5 average rating, 192 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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Superhost
Home in Pawling
Lux Countryside Oasis | Game Room | Sauna | Gym
4 bedrooms, 5 beds, 5 bathrooms
20–25 Sept
New place to stay
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Flat in Pawling
Cozy Retreat in Quaker Hill, Pawling
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
New place to stay
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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
20–25 Sept
5.0 out of 5 average rating, 52 reviews
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Guest favourite
Farm stay in New Milford
Mabels Hollow Farm in Litchfield County
5 bedrooms, 6 beds, 2 bathrooms
29 Sept – 4 Oct
4.97 out of 5 average rating, 31 reviews
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Top guest favourite
Home in New Milford
Charming 3BD/3BA Country Hideaway
3 bedrooms, 3 beds, 3 bathrooms
19–24 Oct
5.0 out of 5 average rating, 67 reviews
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Guest favourite
Cottage in New Milford
The Cottage on Babbling Brook
2 bedrooms, 5 beds, 1 bathroom
30 Nov – 5 Dec
4.94 out of 5 average rating, 254 reviews
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Top guest favourite
Home in New Fairfield
Beautiful Lakefront Retreat with Private Dock
3 bedrooms, 4 beds, 2.5 bathrooms
9–15 Oct
4.93 out of 5 average rating, 132 reviews
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Superhost
Home in Wingdale
Dog Tail Corners Main House
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Cabin in New Milford
Private Hilltop Cabin at Houndcliffe
3 bedrooms, 5 beds, 3.5 bathrooms
28 Sept – 3 Oct
4.96 out of 5 average rating, 92 reviews