Search results; Over 1,000 places in Chatham

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Guest favorite
Tiny home in Chatham
Boutique TINY home+private hot tub-walk to Main St
2 guests1 bedroom1 bed1 bath
Jun 12 – 17
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Jun 12 – 17
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R28,721 ZAR for 5 nights
for 5 nights

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Top guest favorite
Tiny home in Chatham
Stag Haus | Luxe Hideaway w/HOT TUB +Walk to Town
Free cancellation
May 26 – 31
R26,981 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 399 reviews
Guest favorite
Home in Chatham
Chatham Villg Walk to Main. 100% Smoke/Animal Free
2 beds
Jun 2 – 7
R13,926 ZAR for 5 nights
for 5 nights
4.89 out of 5 average rating, 183 reviews
Guest favorite
Apartment in Chatham
Kinderhaus Loft in Chatham, NY
1 bed
May 16 – 21
R18,767 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 13 reviews
Top guest favorite
Room in North Chatham
Stay with SusanHosting for 12 years,
Charming Eyebrow Colonial North Chatham, NY
May 18 – 23
R15,123 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 530 reviews
Guest favorite
Apartment in Chatham
Boutique Apt 1-BR in Historic Chatham Landmark
Free cancellation
Jun 4 – 9
R16,209 ZAR for 5 nights
for 5 nights
4.77 out of 5 average rating, 13 reviews
Guest favorite
Guesthouse in Chatham
Tranquil Guest House, Chatham NY
3 beds
May 15 – 20
R29,375 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 26 reviews
Top guest favorite
Tiny home in Chatham
Tiny House, Big Adventure on 70 acres
Free cancellation
May 26 – 31
R18,375 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 240 reviews
Guest favorite
Room in North Chatham
Stay with VickiLibrarian,
Arnold Farmhouse (Italianate - private bath)
May 18 – 23
R10,552 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 333 reviews
Top guest favorite
Apartment in East Chatham
Bennett Abode
Free cancellation
May 22 – 27
R11,010 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 115 reviews
Guest favorite
Apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
Free cancellation
May 21 – 26
R25,784 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 43 reviews
Guest favorite
Home in Chatham
Country house on Indian Creek
6 beds
May 19 – 24
R23,826 ZAR for 5 nights
for 5 nights
4.89 out of 5 average rating, 170 reviews
Top guest favorite
Apartment in Chatham
Cute Modern Victorian Suite in the village
4 beds
May 15 – 20
R24,805 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 44 reviews
Top guest favorite
Guesthouse in Chatham
Charming Cabin Studio Amid the Hudson Valley
1 king bed
May 18 – 23
R18,619 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 49 reviews
Guest favorite
Home in Chatham
Pet-friendly. Private. Host leans left. F Trump.
3 beds
May 18 – 23
R20,344 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 233 reviews
Top guest favorite
Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
Free cancellation
Sep 12 – 17
R11,173 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 255 reviews
Guest favorite
Room in Hudson
Stay with MichaelMolinski photography,
Unique one-bedroom within a working photo studio!
May 18 – 23
R8,899 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 201 reviews
Guest favorite
Home in Ghent
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
Free cancellation
May 27 – Jun 1
R23,716 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 243 reviews
Top guest favorite
Home in Old Chatham
The Red House
Free cancellation
Sep 11 – 16
R23,391 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 44 reviews