107 places

Guest favorite
Tiny home in Chatham
HunnyHAUS: Deluxe TINY*private spa*walk to town
3 min walk
May 5 – 10
4.99 out of 5 average rating, 307 reviews
Guest favorite
Apartment in Chatham
Private Victorian Guest Suite - Chatham Village
3 min walk
Apr 20 – 25
5.0 out of 5 average rating, 8 reviews
Guest favorite
Home in Chatham
2BR Chatham Vlg Home Wi-fi Park@Door Keyless 55"TV
3 min walk
Apr 28 – May 3
4.9 out of 5 average rating, 145 reviews
Guest favorite
Tiny home in Chatham
Sugar Shack - 300 square feet of pure sweetness.
3 min walk
Apr 28 – May 3
4.99 out of 5 average rating, 270 reviews
Guest favorite
Apartment in Chatham
Spacious serviced apartment in Chatham landmark
3 min walk
Apr 30 – May 5
4.96 out of 5 average rating, 24 reviews
Home in Chatham
Little Yellow House
6 min drive
Apr 26 – May 1
5.0 out of 5 average rating, 3 reviews
Loft in Chatham
unique 2000 sq ft 3 bedroom loft
1 min walk
Apr 19 – 24
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Chatham
Pet-friendly, Chatham, NY. No neighbors in sight.
5 min drive
Apr 26 – May 1
4.88 out of 5 average rating, 191 reviews
Guest favorite
Home in Chatham
Cozy Chatham Retreat
3 min drive
Apr 25 – 30
5.0 out of 5 average rating, 8 reviews
Guest favorite
Farm stay in Valatie
Farm Stay at Kinderhook Farm
9 min drive
Jun 3 – 8
5.0 out of 5 average rating, 40 reviews
Guest favorite
Apartment in Chatham
Cute Modern Victorian Suite in the village
14 min walk
Apr 20 – 25
5.0 out of 5 average rating, 31 reviews
Guest favorite
Home in Chatham
Hilltop studio apartment on 100 acres near village
3 min drive
Apr 24 – 29
4.98 out of 5 average rating, 96 reviews
Home in Chatham
Renovated Chatham Home ~ Half Mi to Downtown!
11 min walk
Apr 21 – 26
5.0 out of 5 average rating, 3 reviews
Guest favorite
Tiny home in Chatham
Tiny House on 70 Private Acres in Hudson Valley
15 min drive
Apr 28 – May 3
4.99 out of 5 average rating, 181 reviews
Guest favorite
Home in Ghent
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
14 min drive
Apr 29 – May 4
4.96 out of 5 average rating, 213 reviews
Guest favorite
Home in Ghent
Cozy Country Cape House | Close to Hudson
7 min drive
Apr 25 – 30
5.0 out of 5 average rating, 31 reviews
Guest favorite
Cabin in Chatham
The Upstate Cabin: A secluded getaway in the woods
16 min drive
Apr 20 – 25
4.98 out of 5 average rating, 102 reviews
Guest favorite
Home in Old Chatham
Post and Beam Hilltop Sanctuary
9 min drive
Apr 24 – 29
5.0 out of 5 average rating, 12 reviews