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Search results; Over 1,000 homes in Sherman

Descriptions are based on details hosts provide
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
1790 home with a heated lagoon pool
5 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 20 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
Farmside cottage with meadow-view deck
1 bedroom, 2 beds, 1 bathroom
15–20 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
Home in Dover Plains
Hillside Grove
4 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
4.96 out of 5 average rating, 91 reviews
Top guest favourite
Cottage in Pawling
1930s stone A-frame on a private lake
1 bedroom, 1 queen bed, 1 bathroom
14–19 Sept
4.99 out of 5 average rating, 177 reviews
Guest favourite
Home in New Milford
2 acres in the Berkshire foothills
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Jul
4.95 out of 5 average rating, 39 reviews
Top guest favourite
Rooms in New Milford
Renovated 1890 farmhouse with fire pit
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
4.91 out of 5 average rating, 364 reviews
Superhost
Dome in Dover Plains
Architect-Designed Dome on Private 7-Acre Retreat
1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
5.0 out of 5 average rating, 3 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
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 Cornwall
The Farmhouse
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
4.98 out of 5 average rating, 179 reviews
Top guest favourite
Cabin in New Fairfield
Lake access, hot tub, and kayaks
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Jul
4.96 out of 5 average rating, 396 reviews
Home in New Milford
Private pool and a game garage
3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
New place to stay
Top guest favourite
Guest house in New Milford
Post-and-beam cottage on 3.5 wooded acres
1 bedroom, 1 king bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 121 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
29 Jul – 3 Aug
5.0 out of 5 average rating, 46 reviews