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Search results; Over 1,000 homes in Ossipee

Cottage in Ossipee
5 Bedroom Cottage overlooking Ossipee Lake
5 bedrooms, 8 beds, 2 private bathrooms
25–30 Aug
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4.86 out of 5 average rating, 64 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
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, 7 reviews
Top guest favourite
Tiny home in Ossipee
The Monroe - Lake Access Tiny Home in the Woods
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Ossipee
Cozy Mountain Cabin for Quiet Getaway
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 39 reviews
Guest favourite
Home in Ossipee
Cassie Cove Cottage on Ossipee Lake
3 bedrooms, 8 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 7 reviews
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, 13 reviews
Top guest favourite
Cottage in Ossipee
Peaceful Ossipee Lake Cottage Private Beach/Dock
2 bedrooms, 4 beds, 1 bathroom
14–20 Sept
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Cabin in Ossipee
Private Cabin on the Riverbend
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 179 reviews
Guest favourite
Home in Ossipee
Ossipee Lake house
3 bedrooms, 5 beds, 1 bathroom
22–27 Aug
4.73 out of 5 average rating, 11 reviews
Cottage in Ossipee
Pine Forest Cottage 1 bunk
2 bedrooms, 5 beds, 1 bathroom
23–28 Aug
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
Top guest favourite
Tent in Tuftonboro
Lava Rock
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 53 reviews
Guest favourite
Cabin in New Durham
The Bronze Moose Waterfront Retreat | Hot Tub
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Freedom
Cozy 3-bdrm - Ossipee Lake access, Ski, Shop, Hike
3 bedrooms, 7 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Ossipee
The Ossipee Overlook | Spacious and Stunning Views
3 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
4.95 out of 5 average rating, 21 reviews
Cabin in Wakefield
Camp Avalon - Historic Waterfront, 3 cabins
5 bedrooms, 8 beds, 4.5 bathrooms
9–14 Sept
Top guest favourite
Cabin in Parsonsfield
Riverfront cabin between Portland & White Mtns.
2 bedrooms, 3 beds, 1 bathroom
30 Oct – 4 Nov
4.96 out of 5 average rating, 281 reviews
Top guest favourite
Home in Freedom
Lakefront, Private Dock/Beach, Fall, Winter Sports
3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 6 reviews