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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
10–17 Sept
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4.85 out of 5 average rating, 52 reviews
Guest favourite
Flat in Dudley
Cozy Family Apartment
4.92 out of 5 average rating, 39 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Guest favourite
Guest suite in Charlton
Baker Pond Hideaway
4.86 out of 5 average rating, 433 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
Home in Southbridge
Modern Quiet Cabin Retreat
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
8–13 Jul
Flat in Dudley
웃❤️유 PRIVATE STUDIO - SAFE GORGEOUS HIDEOUT
4.82 out of 5 average rating, 556 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Guest favourite
Home in Putnam
Calm & Cozy House in a Quiet Corner
4.78 out of 5 average rating, 275 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Jul
Guest favourite
Farm stay in Southbridge
High Grass Farm
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 4 beds, 1 bathroom
29 Sept – 4 Oct
Guest favourite
Home in Brimfield
Brookside Cabin retreat feet from Little Alum Lake
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 1 bathroom
26–31 Jul
Top guest favourite
Cottage in Sturbridge
Cozy Cottage on Cedar Lake- "Cottage Cheeze"
4.92 out of 5 average rating, 181 reviews, 2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
Top guest favourite
Home in Eastford
Small town charm in Eastford
5.0 out of 5 average rating, 53 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Jul – 4 Aug
Guest favourite
Home in Webster
Fully Renovated Waterfront Lake House w/ Docks
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 5 beds, 1 bathroom
27 Aug – 1 Sept
Guest favourite
Home in Woodstock
Country Lake Oasis
4.93 out of 5 average rating, 60 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Jul
Top guest favourite
Guest house in Brooklyn
Historic Railroad Caboose - Unique CT Farm Escape
5.0 out of 5 average rating, 66 reviews, 1 bedroom, 3 beds, 1 bathroom
2–7 Aug
Guest favourite
Cabin in Webster
The Camp
4.9 out of 5 average rating, 178 reviews, 1 bedroom, 4 beds, 1 bathroom
27 Aug – 1 Sept
Guest house in Thompson
Cute Connecticut Cottage
New place to stay, 4 bedrooms, 4 beds, 1.5 bathrooms
12–17 Jul
Guest favourite
Home in Woodstock
Cedar Ridge: House
4.92 out of 5 average rating, 272 reviews, 3 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
Guest favourite
Home in Woodstock
Charming country village home.
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 2 bathrooms
11–16 Jul
Top guest favourite
Home in Woodstock
The Lakehouse Haven – Sunset views & Relaxation
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Guest suite in Thompson
Meadowside: Perfect Location w/ Endless Recreation
4.98 out of 5 average rating, 190 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
24–29 Jul