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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
3 beds, 1 bathroom
26–31 Jul
4.96 out of 5 average rating, 185 reviews
Guest favourite
Home in Sherman
Designers Historic Connecticut Home
5 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 20 reviews
Guest favourite
Cottage in New Milford
The Cottage on Babbling Brook
2 bedrooms, 5 beds, 1 bathroom
3–8 Aug
4.95 out of 5 average rating, 245 reviews
Guest favourite
Loft in Sherman
Appalachian Getaway
2 bedrooms, 2 queen beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 18 reviews
Guest favourite
Guest house in Gaylordsville
Adorable Cottage in Pastoral Setting
1 bedroom, 2 beds, 1 bathroom
18–23 Jul
4.94 out of 5 average rating, 126 reviews
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
3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 109 reviews
Guest favourite
Home in New Milford
Beautiful Country home with amazing views
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Jul
4.95 out of 5 average rating, 39 reviews
Top guest favourite
Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
1 bedroom, 1 queen bed, 1 bathroom
22–27 Sept
4.99 out of 5 average rating, 177 reviews
Top guest favourite
Rooms in New Milford
"The Parsonage" 1 or 2 Bdrm Suite with full bath
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
4.91 out of 5 average rating, 364 reviews
Flat in Kent
Kent Village Apartment
2 bedrooms, 2 queen beds, 1 bathroom
27 Jul – 1 Aug
New place to stay
Superhost
Barn in Dover Plains
Punto Pino Farm Stay
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Cabin in New Milford
Creekside Cabin with Wood Fired Hot Tub & Firepit
1 bedroom, 2 beds, 1 bathroom
26–31 Jul
4.95 out of 5 average rating, 232 reviews
Top guest favourite
Home in New Milford
Cozy cottage
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Dover Plains
Somewhere That’s Green, Gameroom/Bar, Fenced yard
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Aug
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Guest house in Litchfield
The Cottage @ 228 Maple
3 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Barn in Roxbury
Fully Renovated Rural Barn
1 bedroom, 2 beds, 1.5 bathrooms
31 Jul – 5 Aug
5.0 out of 5 average rating, 100 reviews
Home in Newtown
Sumak Kawsay · lake front Hot Tub CT
1 bedroom, 1 bed, 1.5 bathrooms
9–14 Aug
New place to stay