South Chatham Vacation Rentals

1-42 of 66 rentals
USA Massachusetts South Chatham

South Chatham Sunshine

$101 - $760  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

Bayside Beauty

$112 - $437  per night
3D Tour
1 Bed | 1.5 Bath | Sleeps 5

Haven at Halfway Pond

$196 - $874  per night
3D Tour
3 Bed | 2.5 Bath | Sleeps 8

Easy Eastham

$120 - $711  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

Bayside Cape Codder

$205 - $1,139  per night
3D Tour
3 Bed | 2 Bath | Sleeps 8

Bayside Retreat

$100 - $507  per night
3D Tour
2 Bed | 1 Bath | Sleeps 5

Monarch Haven

$197 - $737  per night
3D Tour
3 Bed | 1 Bath | Sleeps 6

Pine Grove Cottage

$74 - $422  per night
2 Bed | 1 Bath | Sleeps 4

Beach Rose Guest Studio

$91 - $331  per night
3D Tour
1 Bed | 1 Bath | Sleeps 3

Seaside Cottage #23a - Seagull's Nest

$119 - $357  per night
2 Bed | 1 Bath | Sleeps 6

Seaside Cottage #25 The Golf Shack

$98 - $409  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Whale Song

$139 - $505  per night
NEW!
3 Bed | 1 Bath | Sleeps 6

Seaside Cottage #11 - The Whale Watch

$99 - $397  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Sandpiper Cottage

$157 - $649  per night
3 Bed | 2 Bath | Sleeps 6

On The Water

$222 - $1,026  per night
3D Tour
4 Bed | 2.5 Bath | Sleeps 10

Chic Antique in Wellfleet Village

$124 - $979  per night
3D Tour
4 Bed | 3 Bath | Sleeps 10

Nauset Beach Dream

$93 - $481  per night
3D Tour
3 Bed | 1 Bath | Sleeps 6

SeaWind Guest Studio

$91 - $331  per night
3D Tour
1 Bed | 1 Bath | Sleeps 3

Seaside Cottage #11a - The Rabbit Patch

$99 - $397  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Meet Me at the Cape

$89 - $364  per night
3 Bed | 1 Bath | Sleeps 6

Sandpiper's Saltbox

$219 - $1,021  per night
3D Tour
4 Bed | 2 Bath | Sleeps 8

Nauset Beach Buddy

$87 - $359  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

Seaside Cottage #16 Beach Cottage

$95 - $409  per night
0 Bed | 1 Bath | Sleeps 3

Couple's Paradise by the Sea

$115 - $430  per night
3D Tour
1 Bed | 1 Bath | Sleeps 2

Seaside Cottage #1a - Seascape

$98 - $383  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #23 - Seagull's Rest

$79 - $235  per night
0 Bed | 1 Bath | Sleeps 2

Cape Escape

$96 - $441  per night
3D Tour
3 Bed | 1.5 Bath | Sleeps 6

Dream in Orleans

$226 - $841  per night
3D Tour
4 Bed | 5 Bath | Sleeps 8

Seaside Cottage #24 - The Lighthouse

$98 - $409  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #14 - Irish Mist

$96 - $412  per night
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #34 - The Duck House

$101 - $423  per night
1 Bed | 1 Bath | Sleeps 4

Seaside Cottage #35 - The Bird House

$95 - $409  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4 (3 Adults Max)

Hyannis Hideaway

$102 - $533  per night
3D Tour
3 Bed | 2 Bath | Sleeps 7 (5 Adults Max)

Escape in Dennis

$119 - $602  per night
3D Tour
3 Bed | 2 Bath | Sleeps 7

Captain Jacks

$102 - $522  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

Seaside Cottage #21 - The Chesapeake

$97 - $417  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #1 - Coastal Haven

$98 - $383  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Nest on the Namequoit

$128 - $943  per night
3D Tour
4 Bed | 3 Bath | Sleeps 8

"Sampsons Folly"

$164 - $2,143  per night
3D Tour
6 Bed | 6 Bath | Sleeps 14 (8 Adults Max)

Harwich Port Perfection

$153 - $849  per night
3D Tour
3 Bed | 3.5 Bath | Sleeps 8

A Chatham Pearl on Oyster River

$100 - $874  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

Brewster Serenity

$114 - $761  per night
3D Tour
4 Bed | 2 Bath | Sleeps 8
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