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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
4–9 Aug
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4.93 out of 5 average rating, 102 reviews
Superhost
Home in Rindge
Lakefront Mid-Century Cottage with Sandy Beach
2 bedrooms, 3 beds, 1 bathroom
4–9 Aug
New place to stay
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, 8 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, 348 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, 127 reviews
Top guest favourite
Bed and breakfast in Rindge
Rindge Glass Flower Rm1 PvtRoom, PvtBath, King Bed
1 bedroom, 1 king bed, 1 bathroom
6–11 Aug
4.99 out of 5 average rating, 181 reviews
Top guest favourite
Flat in Jaffrey
Schoolhouse No. 1
1 bedroom, 2 beds, 1 bathroom
18–23 Aug
4.98 out of 5 average rating, 60 reviews
Guest favourite
Flat in Fitchburg
Cozy & Stylish 2BR • Quiet Fitchburg Getaway
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.9 out of 5 average rating, 21 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, 33 reviews
Top guest favourite
Home in Jaffrey
Squantum Place
3 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 51 reviews
Top guest favourite
Flat in New Ipswich
Quiet country apartment in farmland setting.
2 beds, 1 bathroom
5–10 Oct
4.96 out of 5 average rating, 141 reviews
Guest favourite
Cabin in New Salem
Rustic cabin with A/C at historic orchard & cidery
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 19 reviews
Guest favourite
Cottage in Gardner
Otter's Paradise
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.89 out of 5 average rating, 36 reviews
Guest favourite
Room in Fitchburg
Quiet corner of Fitchburg
2 beds, 1.5 bathrooms
17–22 Aug
4.94 out of 5 average rating, 390 reviews
Home in Templeton
Private 3br & basement 3bth near Trail golf & Lake
4 bedrooms, 5 beds, 3.5 bathrooms
18–23 Aug
New place to stay
Home in Jaffrey
John's Mountain Hideaway
3 bedrooms, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Guest house in Westminster
Guest House - 4 miles from Wachusett Mt.
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 505 reviews
Top guest favourite
Cottage in Westminster
Cottage @ Partridge Pond
3 bedrooms, 4 beds, 1.5 bathrooms
30 Sept – 5 Oct
4.99 out of 5 average rating, 90 reviews
Superhost
Home in Keene
Modern Downtown Escape HotTub Fire Pit Games 12ppl
3 bedrooms, 5 beds, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 204 reviews