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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
28 Oct – 2 Nov
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4.96 out of 5 average rating, 459 reviews
Guest favourite
Home in Sherman
Designers Historic Connecticut Home
5 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Sherman
Slice of Paradise in the Country
2 bedrooms, 2 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 110 reviews
Top guest favourite
Guest suite in Sherman
Cozy Scenic New England rural retreat hike & kayak
3 beds
28 Sept – 3 Oct
4.96 out of 5 average rating, 192 reviews
Guest favourite
Home in Sherman
Lilly Fields
4 bedrooms, 7 beds
15–22 Sept
5.0 out of 5 average rating, 5 reviews
Home in Sherman
Private 2-Acre Retreat | Candlewood Beach Access
2 bedrooms, 2 queen beds
22–27 Sept
New place to stay
Guest favourite
Cottage in Sherman
Candlewood Cottage
2 bedrooms, 4 beds
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Loft in Sherman
Appalachian Getaway
2 bedrooms, 2 queen beds
15–20 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
3 bedrooms, 4 beds
9–14 Sept
5.0 out of 5 average rating, 113 reviews
Home in Sherman
Candlewood Lake! Private Pool! Bring your boat!
4 bedrooms, 7 beds
15–22 Sept
Guest favourite
Home in New Fairfield
Candlewood Knolls Cabin
3 bedrooms, 4 beds
31 Oct – 5 Nov
4.9 out of 5 average rating, 50 reviews
Guest favourite
Home in New Milford
Candlewood Lakehouse Home, Private Dock, Kayaks
3 bedrooms, 3 queen beds
9–14 Sept
4.88 out of 5 average rating, 17 reviews
Top guest favourite
Cabin in New Milford
Private Hilltop Cabin at Houndcliffe
3 bedrooms, 5 beds
14–19 Sept
4.96 out of 5 average rating, 92 reviews
Home in Holmes
Laurelwood Cottage at Sanita Hill
4 bedrooms, 5 beds
9–14 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in New Milford
Lakefront Oasis | Kayaks • Hot Tub • Fire Pit
4 bedrooms, 5 beds
9–14 Sept
5.0 out of 5 average rating, 7 reviews
Home in Sherman
Stunning country home in Sherman
6 bedrooms, 7 beds
10–15 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Cabin in Holmes
A View From the Lakehouse
3 bedrooms, 3 beds
9–14 Sept
4.95 out of 5 average rating, 57 reviews
Guest favourite
Farm stay in New Milford
Mabels Hollow Farm in Litchfield County
4 bedrooms, 5 beds
10–15 Sept
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Flat in New Fairfield
Farmhouse apartment on beautiful grounds
3 bedrooms, 4 beds
1–6 Oct
5.0 out of 5 average rating, 49 reviews