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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
24–29 Aug
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4.96 out of 5 average rating, 443 reviews
Guest favourite
Home in Sherman
Designers Historic Connecticut Home
5 bedrooms, 5 beds
19–24 Aug
5.0 out of 5 average rating, 19 reviews
Guest favourite
Loft in Sherman
Appalachian Getaway
2 bedrooms, 2 queen beds
12–17 Jul
5.0 out of 5 average rating, 18 reviews
Home in Sherman
Lilly Fields
4 bedrooms, 1 queen bed
12–19 Aug
Home in Sherman
Candlewood Lake! Private Pool! Bring your boat!
4 bedrooms, 7 beds
1–8 Sept
Guest favourite
Cottage in Sherman
Candlewood Cottage
2 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in New Milford
Cozy cottage
1 bedroom, 1 queen bed
11–16 Jul
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Rooms in New Milford
"The Parsonage" 1 or 2 Bdrm Suite with full bath
2 bedrooms, 2 queen beds
12–17 Jul
4.91 out of 5 average rating, 361 reviews
Top guest favourite
Home in Newtown
Comfortable home away from home- near everything
3 bedrooms, 4 beds
7–12 Oct
4.99 out of 5 average rating, 139 reviews
Home in Dover Plains
Luxury Newly Renovated 3BR 2BA| Family Fun
3 bedrooms, 1 queen bed
13–18 Jul
New place to stay
Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom, 1 king bed
8–13 Jul
5.0 out of 5 average rating, 142 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed
12–17 Jul
4.99 out of 5 average rating, 144 reviews
Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds
5–10 Jul
4.92 out of 5 average rating, 26 reviews
Top guest favourite
Home in Kent
Kent village home 2 hrs from NYC
4 bedrooms, 4 beds
7–12 Jul
4.89 out of 5 average rating, 148 reviews
Top guest favourite
Holiday home in Holmes
The Dahlia Villa within Westerhall Gardens
2 bedrooms, 2 queen beds
12–17 Jul
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Guest house in Litchfield
The Cottage @ 228 Maple
3 bedrooms, 3 beds
13–18 Jul
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Roxbury
Twilight Dreams Farm
3 bedrooms, 4 beds
1–6 Jul
5.0 out of 5 average rating, 70 reviews
Guest house in Danbury
Guesthouse on Candlewood Lake with private dock
2 bedrooms, 2 double beds
9–14 Jul
New place to stay
Top guest favourite
Tiny home in Litchfield
My Friend's Place
1 bedroom, 1 queen bed
15–20 Aug
4.96 out of 5 average rating, 112 reviews