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Search results; 792 homes in Windsor

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Top guest favourite
Cabin in Windsor
*Amazing Mountain Views* log cabin w/ pool+firepit
3 bedrooms, 6 beds, 2 private bathrooms
19–24 Sept
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5.0 out of 5 average rating, 37 reviews
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Home in Windsor
Large, Comfy Family House w/ Lake & Beach access
5 bedrooms, 8 beds, 2.5 bathrooms
24–29 Oct
4.77 out of 5 average rating, 64 reviews
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Home in Windsor
Outdoor Playground on Lake and Close to Skiing
4 bedrooms, 7 beds, 2 bathrooms
12–17 Oct
4.84 out of 5 average rating, 92 reviews
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Home in Windsor
Spacious Family Lake and Ski House
5 bedrooms, 10 beds, 3 bathrooms
12–17 Oct
4.62 out of 5 average rating, 97 reviews
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Home in Windsor
Rustic Updated Cozy Lake House! Close to skiing!
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.77 out of 5 average rating, 57 reviews
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Top guest favourite
Cabin in Stoddard
Waterfront Cabin on Beautiful Highland Lake!
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.83 out of 5 average rating, 276 reviews
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Top guest favourite
Home in Stoddard
Modern Lakefront Home
5 bedrooms, 13 beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 19 reviews
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Cabin in Hillsboro
Hillsborough NH, where Fall is Epic!
3 bedrooms, 6 beds, 1 bathroom
4–9 Oct
4.72 out of 5 average rating, 64 reviews
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Top guest favourite
Flat in Hillsboro
"Country Comfort" in Hillsborough, NH.
2 bedrooms, 2 king beds, 1 bathroom
31 Oct – 7 Nov
5.0 out of 5 average rating, 66 reviews
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Guest favourite
Home in Washington
Enjoy peaceful surroundings at Hummingbird House
2 bedrooms, 2 beds, 2 bathrooms
18–23 Sept
4.95 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Hillsborough
Emerald Lake Beach & Ski House
3 bedrooms, 5 beds, 1.5 bathrooms
13–18 Oct
4.97 out of 5 average rating, 37 reviews
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Guest favourite
Home in Stoddard
Rustic Charm in Stoddard – Lakeside Escape
2 bedrooms, 3 beds, 1 bathroom
23–28 Oct
4.94 out of 5 average rating, 16 reviews
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Top guest favourite
Chalet in Bradford
360 MTN Views • Pool• Pickleball • Golf • Firepit
8 bedrooms, 9 beds, 8.5 bathrooms
25–30 Sept
5.0 out of 5 average rating, 39 reviews
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Guest favourite
Home in Hillsborough
Modern Chalet with Lake Access, Kayaking
3 bedrooms, 3 queen beds, 2 bathrooms
21–26 Sept
4.88 out of 5 average rating, 41 reviews
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Guest favourite
Home in Antrim
Franklin Pierce Lake Escape
2 bedrooms, 2 beds, 1 bathroom
18–23 Sept
4.86 out of 5 average rating, 7 reviews
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Top guest favourite
Cabin in Stoddard
Rocky Ledge: Cozy Pet-Friendly 3BR Log Cabin
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.92 out of 5 average rating, 162 reviews
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Top guest favourite
Cabin in Lempster
Peaceful lake/mountain house & close to skiing
3 bedrooms, 7 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 40 reviews
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Guest favourite
Chalet in Stoddard
Highland Haus | Cozy 70s Aframe | Lake Access
3 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 329 reviews
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Home in Hillsborough
Family Friendly, Hot Tub, King Beds Just Renovated
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
New place to stay