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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
29 Aug – 3 Sept
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4.96 out of 5 average rating, 447 reviews
Guest favourite
Guest suite in Sherman
Cozy Scenic New England rural retreat hike & kayak
4.96 out of 5 average rating, 185 reviews, 3 beds, 1 bathroom
26–31 Jul
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
Guest favourite
Cottage in New Milford
The Cottage on Babbling Brook
4.95 out of 5 average rating, 244 reviews, 2 bedrooms, 5 beds, 1 bathroom
3–8 Aug
Guest favourite
Loft in Sherman
Appalachian Getaway
5.0 out of 5 average rating, 18 reviews, 2 bedrooms, 2 beds, 1 bathroom
10–15 Aug
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
18–23 Jul
Home in Sherman
Candlewood Lake! Private Pool! Bring your boat!
4 bedrooms, 7 beds, 3 bathrooms
1–8 Sept
Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
5.0 out of 5 average rating, 109 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
Guest favourite
Home in New Milford
Beautiful Country home with amazing views
4.95 out of 5 average rating, 39 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Jul
Flat in Kent
Kent Village Apartment
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
4.99 out of 5 average rating, 177 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Sept
Superhost
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Rooms in New Milford
"The Parsonage" 1 or 2 Bdrm Suite with full bath
4.91 out of 5 average rating, 364 reviews, 2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
Top guest favourite
Home in New Milford
Cozy cottage
5.0 out of 5 average rating, 37 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Sept
Top guest favourite
Barn in Roxbury
Fully Renovated Rural Barn
5.0 out of 5 average rating, 100 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
31 Jul – 5 Aug
Guest favourite
Cabin in New Milford
Creekside Cabin with Wood Fired Hot Tub & Firepit
4.95 out of 5 average rating, 232 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Guest house in Litchfield
The Cottage @ 228 Maple
5.0 out of 5 average rating, 37 reviews, 3 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
Home in New Milford
Family Home with Pool & Game Garage
New place to stay, 3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Home in Dover Plains
Somewhere That’s Green, Gameroom/Bar, Fenced yard
5.0 out of 5 average rating, 46 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Aug