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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
16–21 Aug
,
4.93 out of 5 average rating, 103 reviews
Superhost
Home in Rindge
Lakefront Mid-Century Cottage with Sandy Beach
2 bedrooms, 3 beds, 1 bathroom
13–18 Aug
New place to stay
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, 353 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, 9 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, 129 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, 34 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, 11 reviews
Apartment in Winchendon
Private 1st Floor Apt @ Winchendon Center Town
2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
4.61 out of 5 average rating, 61 reviews
Guest favourite
Home in Winchendon
Modern Waterfront Gem w/ Dock on Lake Monomonac
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.87 out of 5 average rating, 30 reviews
Top guest favourite
Tiny home in New Ipswich
Quaint, Historic Tiny Home
1 bedroom, 1 queen bed, 1 bathroom
15–20 Aug
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Bed and breakfast in Rindge
Rindge Glass Flower Rm1 PvtRoom, PvtBath, King Bed
1 bedroom, 1 king bed, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 182 reviews
Top guest favourite
Cabin in New Salem
Rustic cabin with A/C at historic orchard & cidery
1 bedroom, 2 beds, 1 bathroom
5–10 Sept
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Loft in Peterborough
Peaceful Mill with Waterfall - Home Away From Home
2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 262 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
Top guest favourite
Guest suite in Hubbardston
In-law Apartment, Full Kitchen, Near Mt Wachusetts
1 bedroom, 1 bed, 1 bathroom
14–19 Oct
4.98 out of 5 average rating, 218 reviews
Guest favourite
Flat in Fitchburg
Cozy & Stylish 2BR • Quiet Fitchburg Getaway
2 bedrooms, 3 beds, 1 bathroom
13–18 Aug
4.91 out of 5 average rating, 22 reviews
Top guest favourite
Cottage in Petersham
Cider House Cottage
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 254 reviews
Top guest favourite
Home in Ashburnham
Lake House with island and boats to cruise on!
3 bedrooms, 4 beds, 1 bathroom
27 Oct – 1 Nov
4.96 out of 5 average rating, 70 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, 94 reviews