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
May 11 – 16
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May 11 – 16
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R23,600 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 25 – 30
R27,144 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 397 reviews
Guest favorite
Home in Chatham
Chatham Vilg Walk to Main. 100% Stocked/ SmokeFree
2 beds
May 5 – 10
R13,739 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 181 reviews
Top guest favorite
Tiny home in Chatham
Top-Rated Tiny House on 70 acres
2 queen beds
May 1 – 6
R18,895 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 238 reviews
Guest favorite
Apartment in Chatham
Boutique Apt 1-BR in Historic Chatham Landmark
1 bed
May 1 – 6
R16,507 ZAR for 5 nights
for 5 nights
4.77 out of 5 average rating, 13 reviews
Guest favorite
Home in Chatham
Country house on Indian Creek
6 beds
May 4 – 9
R25,482 ZAR for 5 nights
for 5 nights
4.89 out of 5 average rating, 169 reviews
Top guest favorite
Guesthouse in Chatham
Charming Cabin Studio Amid the Hudson Valley
1 king bed
May 1 – 6
R20,352 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 48 reviews
Guest favorite
Home in Chatham
Pet-friendly, Chatham, NY. No neighbors in sight.
3 beds
May 18 – 23
R20,718 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 233 reviews
Guest favorite
Apartment in Chatham
Kinderhaus Loft in Chatham, NY
1 bed
May 4 – 9
R19,152 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 13 reviews
Top guest favorite
Home in Old Chatham
The Red House
Free cancellation
Sep 11 – 16
R23,821 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 43 reviews
Guest favorite
Apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
Free cancellation
May 21 – 26
R26,257 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 43 reviews
Guest favorite
Room in North Chatham
Stay with VickiLibrarian,
Arnold Farmhouse (Italianate - private bath)
May 4 – 9
R10,746 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 330 reviews
Guest favorite
Home in Chatham
Cozy Chatham Retreat
Free cancellation
May 29 – Jun 3
R24,818 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 20 reviews
Top guest favorite
Apartment in East Chatham
Bennett Abode
Free cancellation
Jun 22 – 27
R11,766 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 115 reviews
Superhost
Home in Chatham
Chatham Farmhouse Hudson Valley
3 beds
May 5 – 10
R28,917 ZAR for 5 nights
for 5 nights
Guest favorite
Guesthouse in Chatham
Tranquil Guest House, Chatham NY
Free cancellation
May 1 – 6
R30,091 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 25 reviews
Superhost
Home in Chatham
Chatham Craftsman Retreat
Free cancellation
Jun 28 – Jul 3
R22,158 ZAR for 5 nights
for 5 nights
New place to stay
Home in Chatham
Serene Farmhouse Villa | Pool | Hot Tub | Grill
Free cancellation
Jul 6 – 11
R73,943 ZAR for 5 nights
for 5 nights
New place to stay
Home in Chatham
Beautiful Lake/Mountain Views. Bright Sunlit Home
Free cancellation
May 28 – Jun 2
R45,980 ZAR for 5 nights
for 5 nights
New place to stay