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Search results; Over 1,000 homes in Ossipee

Guest favourite
Apartment in Ossipee
Ossipee Lake Waterfront Condo
4 bedrooms, 6 beds, 3.5 private bathrooms
24–29 Aug
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4.93 out of 5 average rating, 80 reviews
Top guest favourite
Home in Ossipee
Private lakefront escape on Ossipee Lake.
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
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Tiny home in Ossipee
The Monroe - Lake Access Tiny Home in the Woods
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Home in Ossipee
The Tinker Bell on Ossipee Lake
4.96 out of 5 average rating, 23 reviews, 5 bedrooms, 8 beds, 3 bathrooms
3–8 Oct
Top guest favourite
Home in Ossipee
Charming Waterfront Home, Private Beach, Fire Pit
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 1 bathroom
21–27 May
Guest favourite
Cottage in Center Ossipee
Center Ossipee Pet-Friendly Cottage w/ Dock!
4.94 out of 5 average rating, 32 reviews, 3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Home in Ossipee
Lake House in Ossipee
5.0 out of 5 average rating, 4 reviews, 5 bedrooms, 6 beds, 3 bathrooms
29 Aug – 5 Sept
Top guest favourite
Cabin in Ossipee
Cozy Mountain Cabin for Quiet Getaway
4.97 out of 5 average rating, 37 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Home in Ossipee
Heaven on the Water
4.94 out of 5 average rating, 16 reviews, 3 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
Top guest favourite
Home in Wakefield
Heart of the Lakes Region- Pine River Pond
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
19–24 Jul
Guest favourite
Home in Ossipee
Cassie Cove Cottage on Ossipee Lake
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 8 beds, 2 bathrooms
13–18 Sept
Top guest favourite
Cottage in Ossipee
Peaceful Ossipee Lake Cottage Private Beach/Dock
5.0 out of 5 average rating, 47 reviews, 2 bedrooms, 5 beds, 1 bathroom
30 Aug – 4 Sept
Cottage in Ossipee
Forest Glen
2 bedrooms, 6 beds, 1 bathroom
10–16 Aug
Home in Freedom
“The Treehouse” - Private Beach Access - Sleeps 10
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Home in Tuftonboro
Aspen Cottage - Charming Cottage with Beach Access
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
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Cabin in Ossipee
Private Cabin on the Riverbend
4.99 out of 5 average rating, 174 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Aug
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Home in Freedom
Cozy 3-bdrm - Ossipee Lake access, Ski, Shop, Hike
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 7 beds, 2 bathrooms
9–14 Sept
Top guest favourite
Home in Ossipee
Ossipee Lake house
4.73 out of 5 average rating, 11 reviews, 3 bedrooms, 5 beds, 1 bathroom
22–27 Aug
Top guest favourite
Room in Wolfeboro
K&V Farm B&B: Omi Room, Breakfast included
5.0 out of 5 average rating, 85 reviews, 1 queen bed, 1.5 bathrooms
19–24 Mar