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Search results; Over 1,000 homes in Ossipee

Guest favourite
Cabin in Ossipee
Cozy Cabin Retreat just off Lake Ossipee
2 bedrooms, 2 beds, 1 private bathroom
12–17 Aug
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4.91 out of 5 average rating, 100 reviews
Top guest favourite
Tiny home in Ossipee
The Monroe - Lake Access Tiny Home in the Woods
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Ossipee
Private lakefront escape on Ossipee Lake.
3 bedrooms, 4 queen beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Wolfeboro
Tranquil Pondside Retreat
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 137 reviews
Top guest favourite
Guest house in Wakefield
Peaceful Summertime Retreat: Private Horse Farm
1 bedroom, 2 queen beds, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 97 reviews
Top guest favourite
Cabin in Ossipee
Private Cabin on the Riverbend
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 175 reviews
Guest favourite
Cottage in Center Ossipee
Center Ossipee Pet-Friendly Cottage w/ Dock!
3 bedrooms, 3 double beds, 1 bathroom
30 Aug – 4 Sept
4.94 out of 5 average rating, 32 reviews
Top guest favourite
Home in Ossipee
The Tinker Bell on Ossipee Lake
5 bedrooms, 8 beds, 3 bathrooms
3–8 Oct
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Cabin in Ossipee
Cozy Mountain Cabin for Quiet Getaway
2 bedrooms, 2 queen beds, 1 bathroom
29 Aug – 3 Sept
4.97 out of 5 average rating, 37 reviews
Guest favourite
Home in Ossipee
Heaven on the Water
3 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
4.94 out of 5 average rating, 16 reviews
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
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, 9 reviews
Top guest favourite
Cottage in Ossipee
Peaceful Ossipee Lake Cottage Private Beach/Dock
2 bedrooms, 5 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Home in Wakefield
Cozy Lakefront Log Cabin•Year Round Family Retreat
3 bedrooms, 8 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Wakefield
Boutique Lakefront Cabin/ King Beds/ Pet Friendly
3 bedrooms, 3 king beds, 2 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 70 reviews
Top guest favourite
Guest suite in Tuftonboro
New-Adorable Spacious "Garden Cape" Guest Suite
1 bedroom, 1 queen bed, 1 bathroom
20–25 Jul
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Cabin in West Ossipee
Cluck's Cabin-Lakes/Mt Wash Valley
3 bedrooms, 4 beds, 1 bathroom
22–27 Aug
4.99 out of 5 average rating, 121 reviews
Top guest favourite
Home in Freedom
Perfect Family Getaway On Lake Ossipee
4 bedrooms, 6 beds, 3 bathrooms
6–11 Sept
4.98 out of 5 average rating, 117 reviews