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Search results; Over 1,000 homes in Sherman

Top 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, 452 reviews
Guest favourite
Home in Sherman
Designers Historic Connecticut Home
5 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Guest suite in Sherman
Cozy Scenic New England rural retreat hike & kayak
3 beds, 1 bathroom
17–22 Aug
4.96 out of 5 average rating, 189 reviews
Home in Sherman
Candlewood Lake! Private Pool! Bring your boat!
4 bedrooms, 7 beds, 3 bathrooms
9–16 Sept
Guest favourite
Loft in Sherman
Appalachian Getaway
2 bedrooms, 2 queen beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 19 reviews
Home in Sherman
Lilly Fields
4 bedrooms, 1 queen bed, 3 bathrooms
29 Aug – 5 Sept
Guest favourite
Cottage in Sherman
Candlewood Cottage
2 bedrooms, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Cottage in New Milford
The Cottage on Babbling Brook
2 bedrooms, 5 beds, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 250 reviews
Guest favourite
Guest house in Gaylordsville
Adorable Cottage in Pastoral Setting
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
4.94 out of 5 average rating, 127 reviews
Top guest favourite
Barn in Roxbury
Fully Renovated Rural Barn
1 bedroom, 2 beds, 1.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 106 reviews
Guest favourite
Cabin in New Milford
Creekside Cabin with Wood Fired Hot Tub & Firepit
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 235 reviews
Guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
3 bedrooms, 4 beds, 2.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 111 reviews
Top guest favourite
Camper van/Motorhome in Wassaic
Glamp in a 1970s Airstream | Hot Tub | NYC Train
3 beds, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 94 reviews
Guest favourite
Cabin in New Fairfield
Little Lake Cabin— Lake Access, Hot Tub & Kayaks
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 400 reviews
Top guest favourite
Guest house in New Milford
Luxury in the Litchfield Hills
1 bedroom, 1 king bed, 1 bathroom
11–16 Sept
4.98 out of 5 average rating, 124 reviews
Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 147 reviews
Superhost
Barn in Canaan
The Cobble Barn | Fireplace • A/C • Screened Porch
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
New place to stay
Superhost
Home in Wingdale
Dog Tail Corners Main House
3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
New place to stay