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Search results; 353 homes in Winchendon

Top guest favourite
Place to stay in Winchendon
Enjoy your stay in an Antique Home in a Toy Museum
3 bedrooms, 3 beds, 2 private bathrooms
1–6 Aug
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4.93 out of 5 average rating, 102 reviews
Superhost
Home in Winchendon
Waterfront home 2 bedrooms withdeck beach and dock
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.8 out of 5 average rating, 343 reviews
Guest favourite
Home in Winchendon
Lake Monomonac Cottage with Private Beach & Dock
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Winchendon
Fully Renovated Cottage
2 bedrooms, 2 beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Cabin in Winchendon
The little house on Mirror Pond
2 bedrooms, 2 queen beds, 1.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 126 reviews
Guest favourite
Home in Winchendon
Modern Waterfront Gem w/ Dock on Lake Monomonac
2 bedrooms, 3 beds, 1 bathroom
8–15 Aug
4.87 out of 5 average rating, 30 reviews
Top guest favourite
Flat in New Salem
New England Escape
2 bedrooms, 2 double beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 73 reviews
Home in Jaffrey
John's Mountain Hideaway
3 bedrooms, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Jaffrey
Schoolhouse No. 1
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Home in Ashburnham
Escape to the Lake!
3 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 67 reviews
Guest favourite
Guest house in Gardner
Eagleview Guesthouse
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Cottage in Orange
The Film Shack: A Sweetwater Stay
5 bedrooms, 6 beds, 2 bathrooms
25–30 Aug
4.91 out of 5 average rating, 149 reviews
Top guest favourite
Bed and breakfast in Rindge
Rindge Glass Flower Rm1 PvtRoom, PvtBath, King Bed
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
4.99 out of 5 average rating, 181 reviews
Guest favourite
Flat in Orange
Lakefront Orange Vacation Rental - Pet Friendly!
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Cottage in Westminster
Cottage @ Partridge Pond
3 bedrooms, 4 beds, 1.5 bathrooms
24–29 Oct
4.99 out of 5 average rating, 89 reviews
Guest favourite
Cottage in Gardner
Otter's Paradise
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
4.88 out of 5 average rating, 33 reviews
Top guest favourite
Guest suite in Hubbardston
In-law Apartment, Full Kitchen, Near Mt Wachusetts
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 215 reviews
Guest favourite
Cottage in Rindge
Lakefront Escape•HOT TUB•Fishing •Swimming•Boats
2 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
4.79 out of 5 average rating, 77 reviews
Top guest favourite
Loft in Peterborough
Peaceful Mill with Waterfall - Home Away From Home
2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 256 reviews