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Search results; Over 1,000 homes in Chatham

Top guest favourite

Home in Chatham

Spacious Pet Friendly Cape, Large Yard

4 bedrooms, 6 beds, 2.5 private bathrooms

29 Aug – 5 Sept

$6,709 SGD for 7 nights

,

4.95 out of 5 average rating, 101 reviews

Top guest favourite

Home in Chatham

Oceanfront Chatham Village Home

5 bedrooms, 8 beds

4–9 Oct

$6,777 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 102 reviews

Top guest favourite

Home in Chatham

Brand new, in-town Chatham home

3 bedrooms, 5 beds

5–10 Sept

$5,562 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 17 reviews

Luxe

Home in Chatham

Steps to Beach + Game Room + Porch | Coastal Haven

5 bedrooms, 10 beds

13–18 Sept

$13,056 SGD for 5 nights

4.88 out of 5 average rating, 56 reviews

Top guest favourite

Home in Chatham

No Pet Fee, Waterfront, Fenced Yard, Close to Town

5 bedrooms, 7 beds

27 Sept – 2 Oct

$4,045 SGD for 5 nights

4.98 out of 5 average rating, 62 reviews

Top guest favourite

Home in Chatham

The Chatham Bars White Foam House Steps From Beach

3 bedrooms, 4 beds

24–29 Oct

$4,988 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 29 reviews

Top guest favourite

Home in Chatham

Town Center-Steps to Shops-Walk To Beach-2026 Reno

2 bedrooms, 3 beds

22–27 Sept

$3,928 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 7 reviews

Home in Harwich

300ft to Red River Beach / Roof Deck / AC

3 bedrooms, 5 beds

19–24 Sept

$3,935 SGD for 5 nights

Free cancellation

New place to stay

Home in Chatham

All-New Coastal Luxury Near CBI & Beaches

3 bedrooms, 4 beds

16–23 Aug

$16,415 SGD for 7 nights

Pay $0 today

Free cancellation

Top guest favourite

Home in Chatham

Beachfront Charmer! Newly Renovated.

3 bedrooms, 5 beds

26–31 Oct

$2,393 SGD for 5 nights

4.97 out of 5 average rating, 116 reviews

Home in Chatham

Hydrangea Haven: Your Homey Chatham Getaway

2 bedrooms, 4 beds

22–29 Aug

Pay $0 today

Free cancellation

Superhost

Home in Chatham

Chatham Home overlooking Cranberry Bog

5 bedrooms, 5 beds

22–27 Aug

$8,338 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Home in Chatham

Chatham Family Vacation

3 bedrooms, 4 beds

12–17 Sept

$2,416 SGD for 5 nights

4.95 out of 5 average rating, 43 reviews

Top guest favourite

Home in Chatham

Meadow + Main

3 bedrooms, 5 beds

22–27 Sept

$5,814 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 17 reviews

Home in Chatham

IDEAL LOCATION. WATER VIEW,BEACH, WALK TO TOWN

3 bedrooms, 4 beds

29 Aug – 5 Sept

$10,455 SGD for 7 nights

Free cancellation

4.67 out of 5 average rating, 3 reviews

Home in Chatham

Spacious 2 family home! Plenty of room!

7 bedrooms, 9 beds

17–24 Aug

$8,379 SGD for 7 nights

Free cancellation

New place to stay

Home in Chatham

Three Chimneys

5 bedrooms, 5 beds

18–23 Jul

$7,044 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 3 reviews

Home in Chatham

Coastal Fun in Chatham – Your Cape Cod Escape

3 bedrooms, 5 beds

6–11 Sept

$3,640 SGD for 5 nights

Free cancellation

Top guest favourite

Home in Chatham

Newly Built Home | 5 Min Walk to Ridgevale Beach

3 bedrooms, 4 beds

20–25 Sept

$5,772 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 49 reviews