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Search results; Over 1,000 homes in Sherman

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Top guest favourite
Home in Sherman
Slice of Paradise in the Country
2 bedrooms, 2 beds, 2 private bathrooms
31 Oct – 5 Nov
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5.0 out of 5 average rating, 110 reviews
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Top guest favourite
Cabin in Sherman
The Cove Cabin
2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Nov
4.96 out of 5 average rating, 463 reviews
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Home in Sherman
Private 2-Acre Retreat | Candlewood Beach Access
2 bedrooms, 2 queen beds, 1 bathroom
24–29 Oct
New place to stay
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Guest favourite
Home in Sherman
Designers Historic Connecticut Home
5 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 21 reviews
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Guest favourite
Cottage in Sherman
Candlewood Cottage
2 bedrooms, 4 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Loft in Sherman
Appalachian Getaway
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 21 reviews
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Flat in Pawling
Cozy Retreat in Quaker Hill, Pawling
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
New place to stay
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Superhost
Home in Pawling
Lux Countryside Oasis | Game Room | Sauna | Gym
4 bedrooms, 5 beds, 5 bathrooms
1–6 Oct
New place to stay
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Room in Sherman
Private Room in a Charming Country Home.
1 bed, 1 bathroom
1–8 Oct
New place to stay
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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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Guest favourite
Home in Sherman
Lilly Fields
4 bedrooms, 7 beds, 3 bathrooms
1–8 Oct
5.0 out of 5 average rating, 5 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, 69 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 Oct
5.0 out of 5 average rating, 49 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
1–6 Oct
5.0 out of 5 average rating, 52 reviews
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Top guest favourite
Home in Dover Plains
Hillside Grove
4 bedrooms, 5 beds, 2 bathrooms
11–16 Nov
4.96 out of 5 average rating, 105 reviews
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Top guest favourite
Home in Redding
Retreat with Heated Pool, 1 Mile to NYC Train
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Oct
4.99 out of 5 average rating, 109 reviews
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Guest favourite
Farm stay in New Milford
Mabels Hollow Farm in Litchfield County
5 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.97 out of 5 average rating, 31 reviews
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Top guest favourite
Flat in New Fairfield
Farmhouse apartment on beautiful grounds
3 bedrooms, 4 beds, 2 bathrooms
2–7 Oct
5.0 out of 5 average rating, 50 reviews
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Top guest favourite
Home in Pawling
Farmhouse Oasis in the Hudson Valley, Stream Views
4 bedrooms, 6 beds, 3 bathrooms
12–17 Oct
4.97 out of 5 average rating, 108 reviews