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Search results; Over 1,000 homes in Ossipee

Guest favourite
Home in Ossipee
Quaint Ossipee Home
3 bedrooms, 4 beds, 1 private bathroom
8–13 Sept
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4.94 out of 5 average rating, 71 reviews
Top guest favourite
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
Private lakefront escape on Ossipee Lake.
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 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 Wolfeboro
Tranquil Pondside Retreat
4.99 out of 5 average rating, 137 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
Top guest favourite
Guest house in Wakefield
Peaceful Summertime Retreat: Private Horse Farm
4.99 out of 5 average rating, 97 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Sept
Top guest favourite
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
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
Cozy Lakefront Log Cabin•Year Round Family Retreat
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 8 beds, 2 bathrooms
13–18 Sept
Top guest favourite
Home in Wakefield
Boutique Lakefront Cabin/ King Beds/ Pet Friendly
5.0 out of 5 average rating, 70 reviews, 3 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 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
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
Villa in Ossipee
Lakeport Villa
1 bedroom, 4 beds, 1 bathroom
30 Aug – 4 Sept
Home in Freedom
Lakefront, Private Dock/Beach, Fall, Winter Sports
3 bedrooms, 4 beds, 2 bathrooms
22–28 Aug
Top guest favourite
Guest suite in Tuftonboro
New-Adorable Spacious "Garden Cape" Guest Suite
5.0 out of 5 average rating, 73 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Guest favourite
Home in Ossipee
The Ossipee Overlook | Spacious and Stunning Views
4.94 out of 5 average rating, 18 reviews, 3 bedrooms, 3 beds, 2 bathrooms
25–30 Jul
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
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
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