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Search results; Over 1,000 homes in Dudley

Superhost
Flat in Dudley
웃❤️유 PRIVATE STUDIO - SAFE GORGEOUS HIDEOUT
1 bedroom, 2 beds, 1 private bathroom
18–23 Oct
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4.82 out of 5 average rating, 573 reviews
Flat in Dudley
Cuddly in Dudley
1 bedroom, 2 beds
26 Sept – 1 Oct
New place to stay
Superhost
Cottage in Dudley
Cozy, 3BR lake-side retreat and outdoor oasis
3 bedrooms, 3 beds
3–10 Oct
4.85 out of 5 average rating, 54 reviews
Guest favourite
Flat in Dudley
Cozy Family Apartment
2 bedrooms, 3 beds
18–23 Oct
4.85 out of 5 average rating, 61 reviews
Guest favourite
Guest suite in Charlton
Baker Pond Hideaway
2 bedrooms, 2 beds
14–19 Sept
4.85 out of 5 average rating, 442 reviews
Guest favourite
Home in Webster
Point Pleasant - Mumford Cove
4 bedrooms, 5 beds
28 Sept – 3 Oct
4.9 out of 5 average rating, 48 reviews
Superhost
Home in Webster
Family-Friendly 3-BR Cozy Webster Home w/Balcony
3 bedrooms, 6 beds
13–18 Sept
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Farm stay in Sutton
Stevenson Farm / Way Back Home
6 bedrooms, 7 beds
16–21 Sept
4.94 out of 5 average rating, 54 reviews
Top guest favourite
Guest house in Thompson
Cute Connecticut Cottage
4 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Webster
Family-friendly 5-BR Cozy Webster Home w/ Balcony
5 bedrooms, 8 beds
31 Dec – 5 Jan
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Woodstock
Cedar Ridge: House
3 bedrooms, 4 beds
14–19 Sept
4.92 out of 5 average rating, 278 reviews
Guest favourite
Home in Woodstock
Secluded 2 Acre Lake Front Home!
4 bedrooms, 4 beds
29 Sept – 4 Oct
4.85 out of 5 average rating, 139 reviews
Guest favourite
Home in Southbridge
Charming Cape--Kid & Dog Friendly 🐾
3 bedrooms, 3 beds
4–9 Oct
4.93 out of 5 average rating, 430 reviews
Top guest favourite
Home in Webster
The Big Lake Life
3 bedrooms, 11 beds
19–25 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Treehouse in Thompson
The Tree House at Underhill Hollow
2 bedrooms, 2 beds
26 Sept – 1 Oct
4.96 out of 5 average rating, 451 reviews
Superhost
Home in Webster
Little Lake Life
2 bedrooms, 3 beds
6–11 Oct
Guest favourite
Cottage in Woodstock
Lakefront Cottage Complete with Kayaks!
5 bedrooms, 9 beds
13–18 Sept
4.89 out of 5 average rating, 115 reviews
Home in Holland
Lakefront Retreat Close to Sturbridge & Brimfield
3 bedrooms, 9 beds
20–25 Sept
New place to stay
Guest favourite
Home in Webster
Webster Lake - One Home / Two Apartments
4 bedrooms, 6 beds
22–27 Sept
4.93 out of 5 average rating, 40 reviews