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Search results; Over 1,000 homes in Chatham

Guest favourite
Home in Chatham
Walk to Main Chatham Villg Fully stocked Priv Park
2 bedrooms, 2 beds, 1 private bathroom
27 Sept – 4 Oct
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4.87 out of 5 average rating, 219 reviews
Top guest favourite
Tiny home in Chatham
Boutique TINY home+private HOT TUB-walk to Main St
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.99 out of 5 average rating, 373 reviews
Top guest favourite
Tiny home in Chatham
Romantic-Private-Western Tiny Cabin w/HOT TUB
1 bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 103 reviews
Guest favourite
Serviced apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
3 bedrooms, 3 beds
9–14 Sept
4.97 out of 5 average rating, 61 reviews
Top guest favourite
Home in Chatham
Modern Log Chalet-Sauna & Pond on 10 private acres
3 bedrooms, 6 beds
30 Aug – 4 Sept
4.88 out of 5 average rating, 32 reviews
Guest favourite
Flat in Chatham
Chatham Village Library Flat
2 bedrooms, 3 beds
28 Aug – 2 Sept
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Farm stay in Chatham
Cozy, Charming Cabin Studio in Prime Hudson Valley
1 bedroom, 1 king bed
24–29 Aug
4.99 out of 5 average rating, 80 reviews
Top guest favourite
Flat in Chatham
'The Baker's Loft' 3BR Flat in Chatham Village, NY
3 bedrooms, 3 beds
19–24 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Old Chatham
Monk's Bunk, Old Chatham
3 bedrooms, 6 beds
1–6 Sept
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Chatham
Beautiful Lake/Mountain Views. Bright Sunlit Home
4 bedrooms, 9 beds
26–31 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Loft in Chatham
unique 2000 sq ft 3 bedroom loft
3 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Niverville
Cozy Lakeside Retreat
2 bedrooms, 2 queen beds
13–18 Sept
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
1 queen bed
23–28 Aug
4.94 out of 5 average rating, 405 reviews
Guest favourite
Townhouse in Hudson
Chic Hot Tub Escape | PetFriendly | Hudson, NY
2 bedrooms, 2 beds
13–18 Sept
4.94 out of 5 average rating, 108 reviews
Top guest favourite
Cabin in Chatham
The Upstate Cabin: A secluded getaway in the woods
2 bedrooms, 2 queen beds
8–13 Sept
4.97 out of 5 average rating, 158 reviews
Top guest favourite
Cabin in Canaan
Newly Renovated Cabin in the Country
3 bedrooms, 3 beds
23–28 Aug
4.96 out of 5 average rating, 192 reviews
Top guest favourite
Home in New Lebanon
The old sawmill from 1771
1 bedroom, 2 beds
4–9 Sept
4.99 out of 5 average rating, 384 reviews
Top guest favourite
Home in Austerlitz
Private cottage close to shopping, dining, skiing.
3 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Guest house in Stuyvesant
The Falls at Lindenwald Cottage
1 bedroom, 2 beds
7–12 Sept
5.0 out of 5 average rating, 72 reviews