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Search results; Over 1,000 homes in Sherman

Guest favourite
Cabin in Sherman
The Cove Cabin
2 bedrooms, 2 beds, 1.5 private bathrooms
7–12 Sept
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4.96 out of 5 average rating, 450 reviews
Guest favourite
Guest suite in Sherman
Cozy Scenic New England rural retreat hike & kayak
4.96 out of 5 average rating, 187 reviews, 3 beds, 1 bathroom
4–9 Aug
Guest favourite
Home in Sherman
Designers Historic Connecticut Home
5.0 out of 5 average rating, 20 reviews, 5 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Loft in Sherman
Appalachian Getaway
5.0 out of 5 average rating, 19 reviews, 2 bedrooms, 2 beds, 1 bathroom
10–15 Aug
Guest favourite
Cottage in Sherman
Candlewood Cottage
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 4 beds, 1 bathroom
7–12 Sept
Home in Sherman
Candlewood Lake! Private Pool! Bring your boat!
4 bedrooms, 7 beds, 3 bathrooms
1–8 Sept
Guest favourite
Cottage in New Milford
The Cottage on Babbling Brook
4.94 out of 5 average rating, 249 reviews, 2 bedrooms, 5 beds, 1 bathroom
18–23 Aug
Flat in Kent
Kent Village Apartment
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–9 Aug
Top guest favourite
Flat in Holmes
Top Side
5.0 out of 5 average rating, 136 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Sept
Home in New Fairfield
Squantz Pond Cottage Oasis
4.86 out of 5 average rating, 14 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Jan – 5 Feb
Top guest favourite
Holiday home in Warren
Private new house on 10 acres of pristine nature
4.98 out of 5 average rating, 221 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Guest favourite
Home in Bethlehem
Quiet Lake Retreat | Fenced Yard | Beach Access
4.88 out of 5 average rating, 43 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Home in Sherman
Lilly Fields
4 bedrooms, 1 bed, 3 bathrooms
29 Aug – 5 Sept
Guest favourite
Guest house in Gaylordsville
Adorable Cottage in Pastoral Setting
4.94 out of 5 average rating, 126 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Aug
Top guest favourite
Guest house in Southbury
The Perch in the Purchase
5.0 out of 5 average rating, 71 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Sept
Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
5.0 out of 5 average rating, 110 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
5.0 out of 5 average rating, 145 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Farm stay in Kent
(°) The Wandering Peacock (°)
4.88 out of 5 average rating, 366 reviews, 3 bedrooms, 8 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Guest house in New Milford
Luxury in the Litchfield Hills
4.98 out of 5 average rating, 124 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Sept