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Search results; Over 1,000 homes in Woodbury

Top guest favourite
Guest suite in Woodbury
NewEngland Apart/Woodbury Bike trail&Peaceful!
1 bedroom, 1 bed, 1 private bathroom
19–24 Aug
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4.98 out of 5 average rating, 41 reviews
Guest favourite
Holiday home in Woodbury
UNIQUE and GORGEOUS historic loft style rental
1 bedroom, 1 bed, 1 bathroom
28 Jul – 2 Aug
4.86 out of 5 average rating, 59 reviews
Guest favourite
Cabin in Woodbury
The Cozy Cabin By The Brook
3 bedrooms, 1 queen bed, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cottage in Woodbury
The serenity farm cottage
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.87 out of 5 average rating, 23 reviews
Cabin in Woodbury
Cozy Cabin By The Brook One
1 bedroom, 1 double bed, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Barn in Roxbury
Fully Renovated Rural Barn
1 bedroom, 2 beds, 1.5 bathrooms
8–13 Jul
5.0 out of 5 average rating, 99 reviews
Guest favourite
Home in Woodbury
Ferris House: Private 19th Century Home
3 bedrooms, 4 beds, 1.5 bathrooms
5–10 Jul
4.94 out of 5 average rating, 107 reviews
Guest favourite
Home in Woodbury
Nature & Luxury @Lavender Lake Est (Kosher option)
6 bedrooms, 11 beds, 5.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Southbury
Cozy Connecticut getaway!
1 bedroom, 1 queen bed, 1 bathroom
9–14 Jul
5.0 out of 5 average rating, 26 reviews
Guest favourite
Villa in Woodbury
Luxurious Litchfield County Summer Estate
4 bedrooms, 5 beds, 2.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Southbury
Cozy Apartment Centrally Located in Southbury
1 bedroom, 2 beds, 1 bathroom
27 Aug – 1 Sept
4.97 out of 5 average rating, 102 reviews
Room in Woodbury
Historic Home on Antique Trail - Double Bed Ensuite
1 double bed, 1.5 bathrooms
24 Sept – 1 Oct
Top guest favourite
Home in Roxbury
Twilight Dreams Farm
3 bedrooms, 4 beds, 2 bathrooms
3–8 Jul
5.0 out of 5 average rating, 70 reviews
Guest favourite
Home in Watertown
Litchfield County Cottage
2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Room in Middlebury
Cunningham Towers
2 beds, 1 bathroom
5–10 Jul
4.82 out of 5 average rating, 38 reviews
Top guest favourite
Cabin in Harwinton
Beautiful Brook-side Log Cabin on 3 Private Acres
2 bedrooms, 2 queen beds, 1.5 bathrooms
10–15 Sept
4.97 out of 5 average rating, 107 reviews
Top guest favourite
Cabin in Bethlehem
Lake Retreat, Paddle Board, Swim
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 117 reviews
Guest favourite
Home in Bethlehem
Nature’s Nest: Cozy Woodland Escape for Friends
3 bedrooms, 3 beds, 2.5 bathrooms
5–10 Jul
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Home in Waterbury
Amazing views of the Brass City
3 bedrooms, 3 beds, 1.5 bathrooms
19–24 Jul
4.96 out of 5 average rating, 154 reviews