Search results; Over 1,000 homes in Dudley

Superhost
Cottage in Dudley
Cozy, 3BR lake-side retreat and outdoor oasis
3 bedrooms, 3 beds, 2 private bathrooms
1–8 Jul
,
4.85 out of 5 average rating, 52 reviews
Guest favourite
Flat in Dudley
Cozy Family Apartment
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
4.92 out of 5 average rating, 38 reviews
Guest favourite
Guest suite in Charlton
Baker Pond Hideaway
2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
4.86 out of 5 average rating, 433 reviews
Guest house in Thompson
Charming 2-Bedroom Barn Retreat on 20+ Acres
2 bedrooms, 4 beds, 1 bathroom
6–11 Jul
4.84 out of 5 average rating, 50 reviews
Top guest favourite
Guest suite in Thompson
Trees, pond, and wildlife in its entire splendor
3 bedrooms, 5 beds, 2 bathrooms
20–25 Jul
4.96 out of 5 average rating, 76 reviews
Top guest favourite
Flat in Thompson
Acoustical Haven: Unwind & Unplug
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.99 out of 5 average rating, 71 reviews
Guest favourite
Home in Webster
Family-friendly 5-BR Cozy Webster Home w/ Balcony
5 bedrooms, 8 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Woodstock
The Lakehouse Haven – Sunset views & Relaxation
3 bedrooms, 5 beds, 2.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 6 reviews
Home in Brimfield
Brookside Cabin retreat feet from Little Alum Lake
3 bedrooms, 4 beds, 1 bathroom
24–29 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Thompson
Meadowside: Perfect Location w/ Endless Recreation
1 bedroom, 1 king bed, 1.5 bathrooms
6–11 Jul
4.98 out of 5 average rating, 190 reviews
Guest favourite
Home in Webster
Point Pleasant - Mumford Cove
4 bedrooms, 5 beds, 2 bathrooms
4–9 Sept
4.93 out of 5 average rating, 40 reviews
Guest favourite
Home in Woodstock
Cedar Ridge: House
3 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
4.92 out of 5 average rating, 270 reviews
Place to stay in Woodstock
Hydrangea Guest Suite on Historic Woodstock Hill
2 bedrooms, 2 beds, 1 bathroom
1–6 Jul
Guest favourite
Home in Woodstock
The McClellan Mansion
6 bedrooms, 6 beds, 6 bathrooms
9–14 Aug
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Home in North Brookfield
Lake Lashaway Family Retreat with Dock and Kayaks
5 bedrooms, 9 beds, 2.5 bathrooms
6–11 Jul
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Sturbridge
4 Beds 2.5 Baths, Pond-view, Wooded Lot
4 bedrooms, 6 beds, 2.5 bathrooms
29 Jul – 3 Aug
4.6 out of 5 average rating, 193 reviews
Home in Putnam
Quintessential New England Home w/ Patio & Grill!
5 bedrooms, 7 beds, 2 bathrooms
6–11 Jul
4.9 out of 5 average rating, 31 reviews
Guest favourite
Home in Webster
Fully Renovated Waterfront Lake House w/ Docks
3 bedrooms, 5 beds, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Webster
Webster MA on the Lake 1 Bedroom.
1 bedroom, 2 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 48 reviews