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Search results; Over 1,000 homes in Woodbury

Top guest favourite
Home in Woodbury
Your Perfectly Wonderful Woodbury Sanctuary!
4 bedrooms, 4 beds, 2.5 private bathrooms
1–6 Jan
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4.99 out of 5 average rating, 147 reviews
Guest favourite
Holiday home in Woodbury
UNIQUE and GORGEOUS historic loft style rental
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
4.87 out of 5 average rating, 62 reviews
Top guest favourite
Guest suite in Woodbury
NewEngland Apart/Woodbury Bike trail&Peaceful!
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 41 reviews
Home in Woodbury
Family-Friendly Woodbury Home with Yard + Deck!
3 bedrooms, 4 beds, 1.5 bathrooms
3–8 Nov
4.9 out of 5 average rating, 77 reviews
Home in Woodbury
Nature & Luxury @Lavender Lake Est (Kosher option)
6 bedrooms, 11 beds, 5.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Cabin in Woodbury
The Cozy Cabin By The Brook
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Cabin in Woodbury
Cozy Cabin By The Brook One
1 bedroom, 1 double bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Woodbury
Ferris House: Private 19th Century Home
3 bedrooms, 4 beds, 1.5 bathrooms
14–19 Aug
4.94 out of 5 average rating, 107 reviews
Top guest favourite
Farm stay in Woodbury
Historic Country Getaway with Field & Garden Views
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Cottage in Woodbury
The serenity farm cottage
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.89 out of 5 average rating, 27 reviews
Home in Woodbury
2 homes in one (in-law design) w/salt water pool
3 bedrooms, 4 beds, 3.5 bathrooms
27 Jul – 1 Aug
4.66 out of 5 average rating, 38 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, 15 reviews
Superhost
Home in Woodbury
Renovated Connecticut Country House sleeps 14!
4 bedrooms, 8 beds, 3 bathrooms
14–19 Aug
4.91 out of 5 average rating, 58 reviews
Guest favourite
Home in Waterbury
Ideal for sightseeing or long stays.
3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.82 out of 5 average rating, 11 reviews
Top guest favourite
Tiny home in Litchfield
My Friend's Place
1 bedroom, 1 queen bed, 1 bathroom
28 Aug – 2 Sept
4.94 out of 5 average rating, 129 reviews
Guest favourite
Guest suite in Watertown
Modern Ranch style apartment.
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.84 out of 5 average rating, 51 reviews
Guest favourite
Flat in Watertown
Steele Brook Manor
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.94 out of 5 average rating, 52 reviews
Top guest favourite
Cabin in Harwinton
Beautiful Brook-side Log Cabin on 3 Private Acres
2 bedrooms, 2 queen beds, 1.5 bathrooms
16–21 Aug
4.97 out of 5 average rating, 109 reviews
Top guest favourite
Guest suite in Watertown
Private King suite w/ separate entry-Walk to Taft!
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
4.98 out of 5 average rating, 101 reviews