filters

Search results; 358 homes in Winchendon

Photo 1 of 29
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
27 Sept – 2 Oct
,
4.9 out of 5 average rating, 105 reviews
Photo 1 of 9
Superhost
Home in Winchendon
Waterfront home 2 bedrooms withdeck beach and dock
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.79 out of 5 average rating, 363 reviews
Photo 1 of 16
Apartment in Winchendon
Private 1st Floor Apt @ Winchendon Center Town
2 bedrooms, 2 beds, 1 bathroom
11–16 Oct
4.63 out of 5 average rating, 64 reviews
Photo 1 of 27
Superhost
Home in Rindge
Pine and Pond Retreat
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
New place to stay
Photo 1 of 29
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, 136 reviews
Photo 1 of 23
Guest favourite
Home in Winchendon
Fully Renovated Cottage
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
4.97 out of 5 average rating, 39 reviews
Photo 1 of 24
Guest favourite
Home in Winchendon
Modern Waterfront Gem w/ Dock on Lake Monomonac
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.88 out of 5 average rating, 32 reviews
Photo 1 of 22
Superhost
Home in Ashburnham
Tranquil Family Friendly Lakefront Retreat
4 bedrooms, 5 beds, 3 bathrooms
25–30 Sept
4.63 out of 5 average rating, 147 reviews
Photo 1 of 29
Guest favourite
Home in Rindge
Lakefront Mid-Century Cottage with Sandy Beach
2 bedrooms, 3 beds, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Guest favourite
Home in Winchendon
Amazing Lakefront Home with Pool- Tatum's Place
5 bedrooms, 7 beds, 4 bathrooms
12–17 Mar
4.89 out of 5 average rating, 54 reviews
Photo 1 of 29
Home in Ashburnham
Walk to Cushing Academy | Sleeps 10
4 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept
New place to stay
Photo 1 of 15
Guest favourite
Home in Winchendon
Lake Monomonac Cottage with Private Beach & Dock
1 bedroom, 1 queen bed, 1 bathroom
26 Sept – 3 Oct
5.0 out of 5 average rating, 16 reviews
Photo 1 of 29
Top guest favourite
Home in Ashburnham
Escape to the Lake!
3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 70 reviews
Photo 1 of 29
Top guest favourite
Bed and breakfast in Rindge
Rindge Glass Flower Rm 2: Pvt Room&Bath Queen Bed
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 101 reviews
Photo 1 of 29
Guest favourite
Cabin in Rindge
Cabin & Sauna on Lake Monomonac
1 bedroom, 3 beds, 1 bathroom
12–17 Oct
4.96 out of 5 average rating, 67 reviews
Photo 1 of 29
Top guest favourite
Home in Mason
Whittier farm house at Barrett Hill Farm
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 21 reviews
Photo 1 of 29
Guest favourite
Home in Rindge
Wake Up on the Water | Private Beach & Dock
3 bedrooms, 7 beds, 2 bathrooms
18–23 Sept
4.95 out of 5 average rating, 58 reviews
Photo 1 of 26
Top guest favourite
Home in Sterling
Stunning Sterling Sanctuary: Unwind on the Water!
3 bedrooms, 5 beds, 1.5 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 38 reviews
Photo 1 of 29
Top guest favourite
Home in Ashburnham
Charming carriage house in woods with lake access
3 bedrooms, 7 beds, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 30 reviews