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Search results; Over 1,000 homes in Dudley

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Superhost
Cottage in Dudley
Cozy, 3BR lake-side retreat and outdoor oasis
3 bedrooms, 3 beds, 2 private bathrooms
3–10 Oct
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4.85 out of 5 average rating, 54 reviews
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Superhost
Flat in Dudley
웃❤️유 PRIVATE STUDIO - SAFE GORGEOUS HIDEOUT
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.82 out of 5 average rating, 574 reviews
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Guest favourite
Guest suite in Charlton
Baker Pond Hideaway
2 bedrooms, 2 beds, 1 bathroom
25–30 Oct
4.85 out of 5 average rating, 443 reviews
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Guest favourite
Farm stay in Thompson
SteamPunk Bunk House and Intergalactic Way Station
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 269 reviews
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Guest favourite
Home in Webster
Point Pleasant - Mumford Cove
4 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
4.9 out of 5 average rating, 49 reviews
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Superhost
Flat in Dudley
Cozy Family Apartment
2 bedrooms, 3 beds, 1 bathroom
21–26 Oct
4.78 out of 5 average rating, 64 reviews
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Guest favourite
Guest suite in Woodstock
Woodstock Suite
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.88 out of 5 average rating, 26 reviews
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Guest favourite
Treehouse in Thompson
The Tree House at Underhill Hollow
2 bedrooms, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 451 reviews
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Guest favourite
Farm stay in Southbridge
High Grass Farm
3 bedrooms, 4 beds, 1 bathroom
8–13 Dec
5.0 out of 5 average rating, 22 reviews
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Flat in Dudley
Cuddly in Dudley
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
New place to stay
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Apartment in Dudley
Modern 2BR | Central, Clean & Transit-Connected
3 bedrooms, 3 queen beds, 1 bathroom
22–27 Feb
5.0 out of 5 average rating, 5 reviews
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Superhost
Barn in Thompson
Charming Barn Loft with Modern Comforts
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
4.89 out of 5 average rating, 28 reviews
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Top guest favourite
Guest suite in Thompson
Meadowside: Perfect Location w/ Endless Recreation
1 bedroom, 1 king bed, 1.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 198 reviews
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Top guest favourite
Guest house in Thompson
Cute Connecticut Cottage
4 bedrooms, 4 beds, 1.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 10 reviews
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Home in Holland
Pine Point: 3BR, 2BA, Private Dock & Kayaks!
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
New place to stay
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Guest favourite
Cottage in Webster
The Heron Cottage on Webster Lake!
2 bedrooms, 4 beds, 1 bathroom
20–26 Sept
4.93 out of 5 average rating, 27 reviews
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Guest favourite
Home in Webster
Webster Lake - One Home / Two Apartments
4 bedrooms, 6 beds, 3 bathrooms
23–28 Sept
4.93 out of 5 average rating, 40 reviews
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Guest favourite
Home in Woodstock
Cedar Ridge: House
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.92 out of 5 average rating, 278 reviews
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Superhost
Island in Glocester
Rustic Private Island Cabin on Lake
3 bedrooms, 8 beds, WC
20–25 Sept
4.83 out of 5 average rating, 172 reviews