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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
11–16 Jul
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4.97 out of 5 average rating, 157 reviews
Top guest favourite
Cabin in Chatham
A-Frame + Private Hot Tub + Walk to Main St
1 bedroom, 1 queen bed
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Serviced apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
3 bedrooms, 3 beds
26–31 Jul
4.97 out of 5 average rating, 60 reviews
Top guest favourite
Tiny home in Chatham
Romantic-Private-Western Tiny Cabin w/HOT TUB
1 bed
31 Jul – 5 Aug
5.0 out of 5 average rating, 97 reviews
Top guest favourite
Guest house in Chatham
Tranquil Guest House, Chatham NY
2 bedrooms, 3 beds
11–16 Jul
4.94 out of 5 average rating, 52 reviews
Guest favourite
Home in Chatham
Writer's Retreat in the Woods
2 bedrooms, 2 queen beds
11–16 Jul
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Loft in Chatham
unique 2000 sq ft 3 bedroom loft
3 bedrooms, 3 beds
10–15 Jul
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, 15 reviews
Guest favourite
Flat in Chatham
'The Baker's Loft' 3BR Flat in Chatham Village, NY
3 bedrooms, 3 beds
10–15 Jul
5.0 out of 5 average rating, 5 reviews
Luxe
Home in Chatham
Modern retreat, Catskill views from Pool & Hot Tub
5 bedrooms, 7 beds
14–19 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Ghent
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
2 bedrooms, 2 queen beds
8–13 Aug
4.96 out of 5 average rating, 281 reviews
Top guest favourite
Home in Chatham
Modern Log Chalet-Sauna & Pond on 10 private acres
3 bedrooms, 6 beds
2–7 Aug
4.86 out of 5 average rating, 28 reviews
Guest favourite
Home in Valatie
Hennett Hideaway: Spacious Home w Hot Tub & Pool
4 bedrooms, 8 beds
8–13 Aug
4.88 out of 5 average rating, 16 reviews
Top guest favourite
Home in Town of Hillsdale
Gorgeous Mountain Views Retreat: Family & Nature
4 bedrooms, 5 beds
12–17 Jul
4.97 out of 5 average rating, 77 reviews
Top guest favourite
Cabin in Canaan
Newly Renovated Cabin in the Country
3 bedrooms, 3 beds
12–17 Jul
4.97 out of 5 average rating, 187 reviews
Guest favourite
Home in Hudson
The Cistern House - charming farmhouse in Hudson
4 bedrooms, 4 beds
26–31 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Old Chatham
Monk's Bunk, Old Chatham
3 bedrooms, 6 beds
1–6 Nov
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
1 king bed
19–24 Jul
4.97 out of 5 average rating, 601 reviews
Top guest favourite
Home in Hudson
Rushing Rapids Cottage – a birdwatcher's paradise
2 bedrooms, 3 beds
29 Jul – 3 Aug
4.96 out of 5 average rating, 409 reviews