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Search results; Over 1,000 homes in Ancramdale

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Guest favourite
Home in Town of Ancram
Breathtaking Views of Secluded Paradise
5 bedrooms, 8 beds, 3.5 private bathrooms
30 Sept – 5 Oct
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4.94 out of 5 average rating, 118 reviews
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Top guest favourite
Home in Millerton
The House in a Beautiful Small Upstate Town
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.97 out of 5 average rating, 263 reviews
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Guest favourite
Home in Pine Plains
Silo-country home steeped with delicious touches.
5 bedrooms, 9 beds, 2.5 bathrooms
3–8 Sept
4.96 out of 5 average rating, 57 reviews
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Top guest favourite
Home in Copake
Bright/Spacious Getaway at foot of the Berkshires
4 bedrooms, 4 queen beds, 3 bathrooms
15–20 Sept
4.96 out of 5 average rating, 112 reviews
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Top guest favourite
Home in Red Hook
End summer on 120 acres, Hot Tub, River & Firepit
3 bedrooms, 6 beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 43 reviews
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Top guest favourite
Cabin in Mount Washington
Chic Cabin in the Berkshires, Mountain getaway!
4 bedrooms, 6 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Home in Copake
Private Waterfront Retreat in Charming Copake
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Pine Plains
Family home with pond
5 bedrooms, 5 beds, 4.5 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 25 reviews
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Top guest favourite
Home in Copake
New gorgeous design-Hottub+Views+Fireplace nr Ski
7 bedrooms, 9 beds, 5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Cottage in Pine Plains
Patchin Mills Quaint Country Cottage
2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 170 reviews
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Top guest favourite
Home in Town of Ancram
Grandma's country house. Skiing / Fishing/ Hiking
3 bedrooms, 4 beds, 2 bathrooms
5–10 Sept
4.98 out of 5 average rating, 40 reviews
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Top guest favourite
Home in Red Hook
Bee Kind Cottage
3 bedrooms, 1 queen bed, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Stanfordville
Hilltop Hideaway- fire pit, hot tub, mountain view
3 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 36 reviews
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Home in Town of Ancram
House on the hill
3 bedrooms, 1 king bed, 2 bathrooms
2–8 Sept
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Top guest favourite
Home in Town of Ancram
Kayak or Swim? Your Choice When Your On The Lake
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.99 out of 5 average rating, 173 reviews
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Top guest favourite
Home in Egremont
Luxury Berkshire Retreat, Pool+Hot Tub, Sleeps 18
6 bedrooms, 11 beds, 6 bathrooms
18–23 Oct
4.97 out of 5 average rating, 68 reviews
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Home in Canaan
Peaceful Hillside Cottage
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Copake Falls
Berkshires dream house
4 bedrooms, 10 beds, 2 bathrooms
8–13 Sept
4.88 out of 5 average rating, 48 reviews
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Guest favourite
Home in Rhinebeck
Lush Retreat Near Rhinebeck
3 bedrooms, 4 beds, 1.5 bathrooms
6–11 Sept
4.93 out of 5 average rating, 61 reviews