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Search results; Over 1,000 homes in Ossipee

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Top guest favourite
Cabin in Ossipee
Cozy Mountain Cabin for Quiet Getaway
2 bedrooms, 2 beds, 1 private bathroom
20–25 Oct
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4.98 out of 5 average rating, 44 reviews
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Top guest favourite
Home in Ossipee
Private lakefront escape on Ossipee Lake.
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Ossipee
The Tinker Bell on Ossipee Lake
5 bedrooms, 8 beds, 3 bathrooms
12–17 Oct
4.96 out of 5 average rating, 26 reviews
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Top guest favourite
Home in Ossipee
Charming Waterfront Home, Private Beach, Fire Pit
3 bedrooms, 4 beds, 1 bathroom
21–27 May
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Cottage in Ossipee
Peaceful Ossipee Lake Cottage Private Beach/Dock
2 bedrooms, 4 beds, 1 bathroom
20–25 May
5.0 out of 5 average rating, 54 reviews
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Guest favourite
Home in Ossipee
Cassie Cove Cottage on Ossipee Lake
3 bedrooms, 8 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 8 reviews
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Home in Ossipee
Waterfront Cottage - beach/dock, mountain views!
3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Aug
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Superhost
Tiny home in Ossipee
Lafayette-Lake Access Tiny Home in the Woods
1 bedroom, 1 bed, 1 bathroom
1–6 Jun
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Tiny home in Ossipee
The Monroe - Lake Access Tiny Home in the Woods
1 bedroom, 2 beds, 1 bathroom
20–25 Apr
5.0 out of 5 average rating, 26 reviews
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Cottage in Ossipee
Pine Forest Cottage
2 bedrooms, 5 beds, 1 bathroom
14–19 May
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Guest favourite
Chalet in Freedom
Spacious Freedom Chalet w/ lake access & home gym
3 bedrooms, 5 beds, 1.5 bathrooms
1–6 Oct
4.86 out of 5 average rating, 37 reviews
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Top guest favourite
Home in Wolfeboro
Semi-Secluded Cape
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.95 out of 5 average rating, 37 reviews
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Guest favourite
Home in Ossipee
Heaven on the Water
3 bedrooms, 7 beds, 2 bathrooms
11–16 Oct
4.94 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Wakefield
Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
4 bedrooms, 12 beds, 2 bathrooms
4–9 Oct
4.98 out of 5 average rating, 210 reviews
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Top guest favourite
Home in Freedom
Lakefront, Private Dock/Beach, Allergy Free House
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 9 reviews
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Home in Ossipee
Welcome to The Water’s Edge at Broad Bay!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Moultonborough
NEW! Modern Barrel Getaway | HOT TUB & Game Room
5 bedrooms, 7 beds, 2.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 32 reviews
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Cabin in Wakefield
Storybook Pines
6 bedrooms, 23 beds, 6 bathrooms
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Cabin in Wakefield
Riverside Log Cabin Sanbornville NH
3 bedrooms, 6 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 125 reviews