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Search results; 533 homes in Winchendon

Top guest favourite
Place to stay in Winchendon
Enjoy your stay in an Antique Home in a Toy Museum
4.93 out of 5 average rating, 100 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Cabin in Winchendon
The little house on Mirror Pond
4.97 out of 5 average rating, 119 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Winchendon
Fully Renovated Cottage
5.0 out of 5 average rating, 28 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
Apartment in Winchendon
Private 1st Floor Apt @ Winchendon Center Town
4.58 out of 5 average rating, 55 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Jul
Guest favourite
Home in Winchendon
Waterfront home 2 bedrooms withdeck beach and dock
4.81 out of 5 average rating, 339 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Jul
Top guest favourite
Bed and breakfast in Rindge
Rindge Glass Flower Rm1 PvtRoom, PvtBath, King Bed
4.99 out of 5 average rating, 178 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Jul
Top guest favourite
Guest suite in Ashburnham
The Ginger Bed King Suite
4.98 out of 5 average rating, 529 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Jul
Superhost
Home in Winchendon
Lakeview getaway @ Tatum's Place
2 bedrooms, 3 beds, 1 bathroom
12–17 Mar
Guest favourite
Cabin in Rindge
Cabin & Sauna on Lake Monomonac
4.87 out of 5 average rating, 38 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
Guest favourite
Home in Rindge
Waterfront escape
4.95 out of 5 average rating, 110 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
9–14 Aug
Top guest favourite
Home in Jaffrey
Squantum Place
4.98 out of 5 average rating, 46 reviews, 3 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
Top guest favourite
Flat in Jaffrey
Schoolhouse No. 1
4.98 out of 5 average rating, 57 reviews, 1 bedroom, 2 beds, 1 bathroom
11–16 Jul
Guest favourite
Home in Phillipston
Wild Blueberry Farmhouse: Nature & Sports!
4.93 out of 5 average rating, 15 reviews, 3 bedrooms, 7 beds, 2 bathrooms
4–9 Jul
Top guest favourite
Home in Jaffrey
Willow Falls Home ~Hot tub & Waterfront
4.98 out of 5 average rating, 104 reviews, 3 bedrooms, 3 beds, 3 bathrooms
22–27 Aug
Top guest favourite
Loft in Peterborough
Peaceful Mill with Waterfall - Home Away From Home
5.0 out of 5 average rating, 248 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–9 Jul
Home in Templeton
Private 3br & basement 3bth near Trail golf & Lake
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Superhost
Flat in Athol
Quiet Athol stay|Feels like home
4.77 out of 5 average rating, 26 reviews, 2 bedrooms, 4 beds, 1 bathroom
14–19 Aug
Superhost
Home in Winchendon
The Perfect Spot at the Lake @ Tatum's Place
4.63 out of 5 average rating, 8 reviews, 3 bedrooms, 6 beds, 3 bathrooms
7–12 Sept