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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, 452 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, 21 reviews
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, 188 reviews
Top 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
Home in Sherman
Candlewood Lake! Private Pool! Bring your boat!
4 bedrooms, 7 beds, 3 bathrooms
9–16 Sept
Guest favourite
Cottage in New Milford
The Cottage on Babbling Brook
2 bedrooms, 5 beds, 1 bathroom
18–23 Aug
4.94 out of 5 average rating, 250 reviews
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
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 137 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
Superhost
Barn in Canaan
The Cobble Barn | Fireplace • A/C • Screened Porch
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
New place to stay
Guest favourite
Home in Cornwall
The Farmhouse
2 bedrooms, 2 beds, 1 bathroom
19–24 Aug
4.98 out of 5 average rating, 182 reviews
Top guest favourite
Guest house in Newtown
Guest Suite at Wisteria Gardens
1 bedroom, 1 queen bed, 1 bathroom
22–27 Aug
4.99 out of 5 average rating, 175 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
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
Guest favourite
Cabin in New Milford
Creekside Cabin with Wood Fired Hot Tub & Firepit
1 bedroom, 2 beds, 1 bathroom
21–26 Aug
4.94 out of 5 average rating, 235 reviews
Superhost
Home in Wingdale
Dog Tail Corners Main House
3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
New place to stay
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
Guest favourite
Barn in Dover Plains
Punto Pino Farm Stay
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews