filters

Search results; Over 1,000 homes in Spencertown

Photo 1 of 29
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
,
4.97 out of 5 average rating, 35 reviews
Photo 1 of 29
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
Photo 1 of 26
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
Photo 1 of 28
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
Photo 1 of 29
Luxe
Home in Chatham
Modern retreat, Catskill views from Pool & Hot Tub
5 bedrooms, 7 beds, 4.5 bathrooms
22–27 Sept
5.0 out of 5 average rating, 36 reviews
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 29
Guest favourite
Cabin in Austerlitz
Pond & Hot Tub! Airy Hudson Valley Escape
3 bedrooms, 8 beds, 3 bathrooms
18–23 Sept
5.0 out of 5 average rating, 13 reviews
Photo 1 of 29
Guest favourite
Home in Austerlitz
Berkshires Retreat | Fireplace + Near Catamount
6 bedrooms, 9 beds, 3.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 10 reviews
Photo 1 of 28
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
Photo 1 of 29
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
Photo 1 of 21
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
Photo 1 of 29
Top guest favourite
Farm stay in Valatie
Hudson Valley Working Farm Stay
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Sept
4.99 out of 5 average rating, 71 reviews
Photo 1 of 29
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, 88 reviews
Photo 1 of 29
Top guest favourite
Cabin in Austerlitz
Cabin w/hot tub/fire pit/hiking/skiing!
4 bedrooms, 7 beds, 3 bathrooms
19–24 Sept
4.93 out of 5 average rating, 46 reviews
Photo 1 of 26
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
Photo 1 of 6
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
Photo 1 of 29
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
Photo 1 of 29
Top guest favourite
Home in Canaan
Secluded Mountain and Lake View in Canaan, NY
3 bedrooms, 3 beds, 3.5 bathrooms
28 Sept – 3 Oct
4.95 out of 5 average rating, 44 reviews