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Search results; Over 1,000 homes in Wolfeboro

Cabin in Wolfeboro
Lakefront Relaxation - 2026 Summer Dates Now Open
3 bedrooms, 4 beds, 2 private bathrooms
22–29 Aug
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5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Wolfeboro
Surrounded by Recreation (1)
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Wolfeboro
Lakeside / Boat Launch / Ski / Motorsports / Kayak
3 bedrooms, 4 beds, 2 bathrooms
4–9 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Wolfeboro
Semi-Secluded Cape
3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
4.92 out of 5 average rating, 24 reviews
Home in Wolfeboro
Mountain Views & Animals near Winnipesaukee!
3 bedrooms, 4 beds, 2 bathrooms
11–16 Jul
4.88 out of 5 average rating, 208 reviews
Top guest favourite
Guest suite in Wolfeboro
Downtown, Cozy, Cute, and Convenient!
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
4.87 out of 5 average rating, 190 reviews
Guest favourite
Cabin in Wolfeboro
Three bedroom Cabin on Rust Pond (Beach)
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
4.91 out of 5 average rating, 11 reviews
Home in Wolfeboro
Cottage with beach access
2 bedrooms, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Wolfeboro
Your Home Away From Home
3 bedrooms, 6 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cottage in Wolfeboro
King’s Cottage PERFECTLY LOCATED!
3 bedrooms, 3 beds, 1 bathroom
17–22 Jul
4.99 out of 5 average rating, 80 reviews
Top guest favourite
Barn in Wolfeboro
The Barn at Crescent Lake
2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.96 out of 5 average rating, 122 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, 136 reviews
Guest favourite
Home in Wolfeboro
Wolfe House at Winni
3 bedrooms, 4 beds, 1.5 bathrooms
13–18 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in Wolfeboro
South of the border
3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 155 reviews
Top guest favourite
Rooms in Wolfeboro
Charming Wolfeboro 2 Bedroom Unit
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
4.93 out of 5 average rating, 186 reviews
Guest house in Wolfeboro
Carriage House by Downtown Wolfeboro & Lake Winni
1 bedroom, 1 bed, 1 bathroom
1–6 Jul
New place to stay
Home in Tuftonboro
Fox Trot Cottage
4 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
Top guest favourite
Cottage in Wolfeboro
Lake Winnie Cozy Cottage Getaway
4 bedrooms, 8 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 133 reviews
Top guest favourite
Cabin in Wolfeboro
Lakeside cabin on Rust Pond (CPA)
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 27 reviews