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Search results; Over 1,000 homes in Woodbury

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Guest favourite
Holiday home in Woodbury
UNIQUE and GORGEOUS historic loft style rental
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
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4.88 out of 5 average rating, 64 reviews
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Top guest favourite
Home in Woodbury
Your Perfectly Wonderful Woodbury Sanctuary!
4 bedrooms, 4 beds, 2.5 bathrooms
28 Oct – 2 Nov
4.99 out of 5 average rating, 147 reviews
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Home in Woodbury
Family-Friendly Woodbury Home with Yard + Deck!
3 bedrooms, 4 beds, 1.5 bathrooms
10–15 Nov
4.9 out of 5 average rating, 78 reviews
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Top guest favourite
Guest suite in Woodbury
NewEngland Apart/Woodbury Bike trail&Peaceful!
1 bedroom, 1 bed, 1 bathroom
10–15 Nov
4.98 out of 5 average rating, 45 reviews
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Home in Woodbury
Nature & Luxury @Lavender Lake Est (Kosher option)
6 bedrooms, 11 beds, 5.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Cabin in Woodbury
The Cozy Cabin By The Brook
3 bedrooms, 3 beds, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Cottage in Woodbury
The serenity farm cottage
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.89 out of 5 average rating, 28 reviews
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Home in Woodbury
2 homes in one (in-law design) w/salt water pool
3 bedrooms, 4 beds, 3.5 bathrooms
21–26 Sept
4.7 out of 5 average rating, 43 reviews
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Superhost
Home in Woodbury
Renovated Connecticut Country House sleeps 14!
4 bedrooms, 8 beds, 3 bathrooms
20–25 Sept
4.91 out of 5 average rating, 58 reviews
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Guest favourite
Cabin in Woodbury
Cozy Cabin By The Brook One
1 bedroom, 1 double bed, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Woodbury
Ferris House: Private 19th Century Home
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Sept
4.94 out of 5 average rating, 107 reviews
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Top guest favourite
Farm stay in Woodbury
Historic Country Getaway with Field & Garden Views
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 44 reviews
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Guest favourite
Villa in Woodbury
Luxurious Litchfield County Summer Estate
4 bedrooms, 5 beds, 2.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 16 reviews
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Guest favourite
Home in Watertown
Historic Litchfield County Home
5 bedrooms, 6 beds, 3.5 bathrooms
22–27 Sept
4.88 out of 5 average rating, 33 reviews
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Guest favourite
Cabin in Bethlehem
Swim, fish, kayak & RELAX!
3 bedrooms, 5 beds, 1 bathroom
11–16 Oct
4.92 out of 5 average rating, 49 reviews
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Superhost
Home in Southbury
Cozy Nature Retreat at Chateau Madeux
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
4.88 out of 5 average rating, 68 reviews
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Guest favourite
Home in Bethlehem
Nature’s Nest: Cozy Woodland Escape for Friends
3 bedrooms, 3 beds, 2.5 bathrooms
23–28 Sept
4.96 out of 5 average rating, 23 reviews
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Top guest favourite
Home in Roxbury
Twilight Dreams Farm
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 70 reviews
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Guest suite in Southbury
Watch Hill Hideaway - Unit B
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.74 out of 5 average rating, 65 reviews