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Search results; 346 homes in Winchendon

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Guest favourite
Home in Winchendon
Amazing Lakefront Home with Pool- Tatum's Place
5 bedrooms, 7 beds, 4 private bathrooms
12–17 Mar
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4.89 out of 5 average rating, 54 reviews
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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
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Guest favourite
Place to stay in Winchendon
Enjoy your stay in an Antique Home in a Toy Museum
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.9 out of 5 average rating, 105 reviews
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Guest favourite
Home in Winchendon
Fully Renovated Cottage
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
4.97 out of 5 average rating, 38 reviews
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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
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Superhost
Home in Rindge
Pine and Pond Retreat
3 bedrooms, 4 beds, 2 bathrooms
16–21 Sept
New place to stay
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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
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Guest favourite
Guest suite in Ashburnham
The Ginger Bed King and Queen Suite
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 207 reviews
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Top guest favourite
Bed and breakfast in Rindge
Rindge Glass Flower Rm1 PvtRoom, PvtBath, King Bed
1 bedroom, 1 king bed, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 186 reviews
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Guest favourite
Flat in Gardner
Main Street Sanctuary - Cozy, Whimsical Workspace
1 bedroom, 3 beds, 1 bathroom
30 Sept – 5 Oct
4.86 out of 5 average rating, 57 reviews
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Top guest favourite
Home in Rindge
The Crowcroft House
2 bedrooms, 2 king beds, 2 bathrooms
25–30 Sept
4.98 out of 5 average rating, 109 reviews
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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
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Top guest favourite
Home in Rindge
The Shoreline
5 bedrooms, 13 beds, 2.5 bathrooms
16–21 Sept
4.96 out of 5 average rating, 53 reviews
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Guest favourite
Cottage in Rindge
2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
2 bedrooms, 4 beds, 1.5 bathrooms
18–23 Oct
4.92 out of 5 average rating, 65 reviews
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Top guest favourite
Rooms in Hubbardston
Welcome to Plain View Farm!
2 bedrooms, 2 queen beds, 1.5 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 33 reviews
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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
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Top guest favourite
Home in Fitzwilliam
Lakefront Home | Near Monadnock
4 bedrooms, 5 beds, 1.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Home in Rindge
Brand New Outdoor Sauna and HotTub for Getaway
4 bedrooms, 7 beds, 2 bathrooms
17–22 Sept
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Home in Ashburnham
The Nutty Bird Lakehouse
2 bedrooms, 4 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 39 reviews