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Search results; Over 1,000 homes in Wolfeboro

Top guest favourite
Home in Wolfeboro
Peaceful Winnipesaukee Retreat | Walking Trails
2 bedrooms, 6 beds, 2 private bathrooms
7–12 Sept
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4.99 out of 5 average rating, 78 reviews
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Bungalow in Wolfeboro
2 Bedroom Guest Cottage. Close to town
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 107 reviews
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Home in Wolfeboro
Semi-Secluded Cape
3 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
4.94 out of 5 average rating, 34 reviews
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Cottage in Wolfeboro
Cozy Wolfeboro Getaway | Lake, Ski & Fireplace
4 bedrooms, 8 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 143 reviews
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Home in Wolfeboro
Wolfe House at Winni
3 bedrooms, 4 beds, 1.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Wolfeboro
Gram's House
4 bedrooms, 6 beds, 3.5 bathrooms
20–25 Sept
4.83 out of 5 average rating, 18 reviews
Top guest favourite
Home in Wolfeboro
Lakeside Getaway - Lake Access/PrivateDock/Firepit
5 bedrooms, 10 beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 26 reviews
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Rooms in Wolfeboro
Charming Wolfeboro 2 Bedroom Unit
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.93 out of 5 average rating, 196 reviews
Guest favourite
Cabin in Wolfeboro
South of the border
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 164 reviews
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Home in Wolfeboro
Lakefront Winnipesaukee Home
5 bedrooms, 7 beds, 3.5 bathrooms
8–13 Sept
4.94 out of 5 average rating, 71 reviews
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Guest suite in Wolfeboro
Downtown, Cozy, Cute, and Convenient!
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.88 out of 5 average rating, 205 reviews
Guest favourite
Cottage in Wolfeboro
🌟Winni Cottage beach, dock, kayaks, SUP & more! 🌈🍸
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Sept
4.9 out of 5 average rating, 94 reviews
Guest favourite
Home in Wolfeboro
Lakefront Home Recently Built - Prime Spot
7 bedrooms, 11 beds, 4 bathrooms
4–9 Sept
4.95 out of 5 average rating, 20 reviews
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Home in Wolfeboro
Luxury Lakehouse| Sunsets| Cen. Air| Private Dock
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.99 out of 5 average rating, 75 reviews
Guest favourite
Home in Wolfeboro
Cozy Wolfeboro Retreat - Close to Lake; Netflix
4 bedrooms, 7 beds, 4 bathrooms
21–26 Sept
4.87 out of 5 average rating, 45 reviews
Home in Wolfeboro
Oldest Summer Resort in America. Games, Mtn Biking
3 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 3 reviews
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Flat in Wolfeboro
Surrounded by Recreation (2)
2 bedrooms, 3 beds, 1 bathroom
9–14 Sept
4.86 out of 5 average rating, 111 reviews
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Apartment in Wolfeboro
Elegant condo on the water in downtown Wolfeboro!
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 258 reviews
Top guest favourite
Barn in Wolfeboro
The Barn at Crescent Lake
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 130 reviews