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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
8–13 Aug
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4.93 out of 5 average rating, 102 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
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, 33 reviews
Top guest favourite
Bed and breakfast in Rindge
Rindge Glass Flower Rm1 PvtRoom, PvtBath, King Bed
1 bedroom, 1 king bed, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 181 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
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, 348 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
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
Apartment in Winchendon
Private 1st Floor Apt @ Winchendon Center Town
2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
4.6 out of 5 average rating, 60 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
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
Top guest favourite
Guest suite in Hubbardston
In-law Apartment, Full Kitchen, Near Mt Wachusetts
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 217 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
Top guest favourite
Flat in Dublin
Private Dublin apartment nestled in the woods
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.97 out of 5 average rating, 281 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 Rindge
Wake Up on the Water | Private Beach & Dock
3 bedrooms, 7 beds, 2 bathrooms
29 Aug – 3 Sept
4.94 out of 5 average rating, 53 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
Guest suite in Jaffrey
Relax with the View at the Farm at Woodbury Hill
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 92 reviews