filters

Search results; Over 1,000 homes in Chatham

Top guest favourite
Cabin in Chatham
The Upstate Cabin: A secluded getaway in the woods
2 bedrooms, 2 beds, 1 private bathroom
24–29 Aug
,
4.97 out of 5 average rating, 158 reviews
Top guest favourite
Tiny home in Chatham
Boutique TINY home+private HOT TUB-walk to Main St
1 bedroom, 1 queen bed
23–28 Aug
4.99 out of 5 average rating, 370 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
23–28 Aug
4.97 out of 5 average rating, 61 reviews
Top guest favourite
Loft in Chatham
unique 2000 sq ft 3 bedroom loft
3 bedrooms, 3 beds
9–14 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Chatham
'The Baker's Loft' 3BR Flat in Chatham Village, NY
3 bedrooms, 3 beds
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Luxe
Home in Chatham
Modern retreat, Catskill views from Pool & Hot Tub
5 bedrooms, 7 beds
22–27 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Home in Chatham
Modern Log Chalet-Sauna & Pond on 10 private acres
3 bedrooms, 6 beds
30 Aug – 4 Sept
4.87 out of 5 average rating, 31 reviews
Top guest favourite
Room in North Chatham
Arnold Farmhouse (Italianate - private bath)
1 queen bed
10–15 Aug
4.94 out of 5 average rating, 401 reviews
Top guest favourite
Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
1 king bed
30 Aug – 4 Sept
4.97 out of 5 average rating, 615 reviews
Top guest favourite
Flat in Town of Hillsdale
Serene Suite: Hudson & Berkshires, Walk to Brewery
1 bedroom, 1 queen bed
23–28 Aug
4.98 out of 5 average rating, 256 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
Top guest favourite
Guest house in Chatham
Tranquil Guest House, Chatham NY
2 bedrooms, 3 beds
1–6 Mar
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Guest house in Athens
Athens Cottage
2 bedrooms, 3 beds
20–25 Sept
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds
24–29 Aug
5.0 out of 5 average rating, 13 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
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
Home in Ghent
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
2 bedrooms, 2 queen beds
2–7 Nov
4.95 out of 5 average rating, 284 reviews
Guest favourite
Cottage in Ghent
Light, airy cottage with pool 10 min from Hudson
2 bedrooms, 3 beds
15–20 Aug
4.78 out of 5 average rating, 18 reviews