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Search results; 352 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
5–10 Aug
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4.93 out of 5 average rating, 102 reviews
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Home in Rindge
Lakefront Mid-Century Cottage with Sandy Beach
2 bedrooms, 3 beds, 1 bathroom
5–10 Aug
New place to stay
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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
Home in Winchendon
Fully Renovated Cottage
2 bedrooms, 2 beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 33 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, 8 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
Apartment in Winchendon
Private 1st Floor Apt @ Winchendon Center Town
2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
4.59 out of 5 average rating, 59 reviews
Guest favourite
Home in Ashburnham
Cozy, year-round Lakefront Retreat.
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Tiny home in New Ipswich
Quaint, Historic Tiny Home
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 54 reviews
Superhost
Home in Ashburnham
Tranquil Family Friendly Lakefront Retreat
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.62 out of 5 average rating, 146 reviews
Top guest favourite
Guest house in Peterborough
Dunboy House: A Bright & Playful Retreat
1 bedroom, 2 beds, 1.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Room in Wilton
River Room overlooking the waterfall
1 queen bed, 1 bathroom
16–21 Aug
4.91 out of 5 average rating, 346 reviews
Top guest favourite
Cottage in Orange
Lake House with view of mountain
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.99 out of 5 average rating, 93 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
Top guest favourite
Home in Rindge
Cottage Cove lakefront home
3 bedrooms, 6 beds, 1 bathroom
21–26 Sept
4.98 out of 5 average rating, 52 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
Guest house in Wilton
Cottage beside a waterfall
1 bedroom, 1 queen bed, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 686 reviews
Top guest favourite
Tiny home in Greenfield
New Solar Cabin w/ outhouse, by Woodland Stream
1 bedroom, 1 bed, 1 bathroom
8–13 Aug
4.97 out of 5 average rating, 66 reviews