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Search results; Over 1,000 homes in Spencertown

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Top guest favourite
Cabin in Spencertown
Wake Up in the Woods · A Cozy Fall Escape
3 bedrooms, 4 beds, 2 private bathrooms
25–30 Sept
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4.97 out of 5 average rating, 35 reviews
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Top guest favourite
Home in Chatham
spencertown farm house
5 bedrooms, 8 beds, 2.5 bathrooms
20–25 Sept
4.97 out of 5 average rating, 88 reviews
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Guest favourite
Home in Chatham
Writer's Retreat in the Woods
2 bedrooms, 2 queen beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 48 reviews
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Guest favourite
Home in Chatham
Modern compound w/Catskill views and heated pool
5 bedrooms, 6 beds, 4.5 bathrooms
13–18 Oct
4.96 out of 5 average rating, 57 reviews
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Top guest favourite
Home in Chatham
Modern Log Chalet-Sauna & Pond on 10 private acres
3 bedrooms, 6 beds, 2.5 bathrooms
12–17 Oct
4.89 out of 5 average rating, 35 reviews
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Guest favourite
Home in Chatham
Beautiful Lake/Mountain Views. Bright Sunlit Home
4 bedrooms, 9 beds, 3.5 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 18 reviews
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Luxe
Home in Chatham
Modern retreat, Catskill views from Pool & Hot Tub
5 bedrooms, 7 beds, 4.5 bathrooms
24–29 Sept
5.0 out of 5 average rating, 36 reviews
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Guest favourite
Cabin in Austerlitz
Pond & Hot Tub! Airy Hudson Valley Escape
3 bedrooms, 8 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Guest suite in Spencertown
Cozy farmhouse near Chatham, Hudson, Berkshires
1 bedroom, 2 beds, 1 bathroom
20–25 Nov
4.94 out of 5 average rating, 81 reviews
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Top guest favourite
Guest house in Athens
Athens Cottage
2 bedrooms, 3 beds, 1 bathroom
14–19 Nov
4.98 out of 5 average rating, 89 reviews
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Top guest favourite
Cabin in East Nassau
Fall Foliage Luxury Cabin & View Autumn Adventures
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 109 reviews
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Top guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
2 bedrooms, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 37 reviews
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Top guest favourite
Rooms in Town of Hillsdale
Bellwether on Main, Passive House & AAC
2 bedrooms, 2 queen beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Cabin in Austerlitz
Cabin w/hot tub/fire pit/hiking/skiing!
4 bedrooms, 7 beds, 3 bathrooms
28 Sept – 3 Oct
4.93 out of 5 average rating, 46 reviews
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Guest favourite
Villa in Hudson
Mountain-View Retreat @ Hudson
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.94 out of 5 average rating, 82 reviews
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Guest favourite
Home in Egremont
Luxury Berkshire Retreat, Pool+Hot Tub, Sleeps 18
6 bedrooms, 11 beds, 6 bathrooms
15–20 Nov
4.94 out of 5 average rating, 71 reviews
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Top guest favourite
Home in Ghent
Luxe Retreat+Sauna+HotTub & Swimming on 12 acres
4 bedrooms, 6 beds, 2 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 135 reviews
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Top guest favourite
Home in Hudson
Chic Hudson Farmhouse w/ Fireplace & Porch
3 bedrooms, 3 beds, 1.5 bathrooms
21–27 Sept
4.98 out of 5 average rating, 125 reviews
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Top guest favourite
Tiny home in Chatham
Sugar Shack | Romantic Tiny Home + Hot Tub
1 bedroom, 1 queen bed, 1 bathroom
27 Oct – 1 Nov
4.99 out of 5 average rating, 515 reviews