South Chatham Vacation Rentals

1-42 of 87 rentals
USA Massachusetts South Chatham

Chatham Charm

$95 - $416  per night
NEW!
2 Bed | 1 Bath | Sleeps 5

South Chatham Sunshine

$89 - $721  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

The Harwich House

$89 - $519  per night
3D Tour
3 Bed | 1 Bath | Sleeps 6

Big Pine Cottage

$83 - $368  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

Harwich Port Perfection

$89 - $810  per night
3D Tour
3 Bed | 3.5 Bath | Sleeps 8

Harwich Tranquility

$300 - $634  per night
3D Tour
3 Bed | 3 Bath | Sleeps 6

Port Cottage

$118 - $383  per night
NEW!
2 Bed | 1 Bath | Sleeps 5

It's a Keeper

$172 - $709  per night
3D Tour
NEW!
4 Bed | 2 Bath | Sleeps 8

On The Water

$222 - $837  per night
3D Tour
4 Bed | 2.5 Bath | Sleeps 10

Montanarella Manor

$131 - $746  per night
3D Tour
NEW!
3 Bed | 2 Bath | Sleeps 6

Couple's Paradise by the Sea

$99 - $430  per night
3D Tour
1 Bed | 1 Bath | Sleeps 2

A Chatham Pearl on Oyster River

$92 - $874  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

The Sea Chest in The South of Chatham

$300 - $1,123  per night
3D Tour
4 Bed | 2 Bath | Sleeps 8

Welcome to Bob's Place

$126 - $554  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

Dennis Port Delight

$250 - $584  per night
3D Tour
3 Bed | 2 Bath | Sleeps 7

Brewster Serenity

$140 - $718  per night
3D Tour
4 Bed | 2 Bath | Sleeps 8

Brewster Beaches

$150 - $391  per night
3D Tour
1 Bed | 2 Bath | Sleeps 6

Crystal Lake Retreat

$125 - $943  per night
3D Tour
NEW!
4 Bed | 3.5 Bath | Sleeps 8

Dream in Orleans

$254 - $841  per night
3D Tour
4 Bed | 5 Bath | Sleeps 8

Orleans Oasis

$160 - $618  per night
3D Tour
4 Bed | 2 Bath | Sleeps 9

Nauset Beach Buddy

$81 - $383  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

SeaWind Guest Studio

$87 - $331  per night
3D Tour
1 Bed | 1 Bath | Sleeps 3

Nauset Beach Dream

$99 - $388  per night
3D Tour
3 Bed | 1 Bath | Sleeps 6

Nest on the Namequoit

$125 - $943  per night
3D Tour
4 Bed | 3 Bath | Sleeps 8

Beach Rose Guest Studio

$88 - $331  per night
3D Tour
1 Bed | 1 Bath | Sleeps 3

Cranberry Lane Retreat

$200 - $346  per night
3D Tour
2 Bed | 2 Bath | Sleeps 7

Seaside Cottage #1 - Coastal Haven

$100 - $377  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #14 - Irish Mist

$142 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #23a - Seagull's Nest

$193 - $402  per night
3D Tour
2 Bed | 1 Bath | Sleeps 6

Seaside Cottage #21 - The Chesapeake

$142 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #16 Beach Cottage

$135 - $458  per night
3D Tour
0 Bed | 1 Bath | Sleeps 3

Seaside Cottage #11a - The Rabbit Patch

$142 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #23 - Seagull's Rest

$135 - $277  per night
3D Tour
0 Bed | 1 Bath | Sleeps 2

Seaside Cottage #25 The Golf Shack

$142 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Stage Island House

$358 - $1,568  per night
3D Tour
5 Bed | 3.5 Bath | Sleeps 11

Seaside Cottage #11 - The Whale Watch

$142 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #7a - Rose Bud

$183 - $637  per night
0 Bed | 1 Bath | Sleeps 2

Seaside Cottage #1a - Seascape

$100 - $377  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #7 - The Rose Cottage

$150 - $510  per night
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #35 - The Bird House

$142 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4 (3 Adults Max)

Seaside Cottage #24 - The Lighthouse

$142 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #34 - The Duck House

$180 - $637  per night
1 Bed | 1 Bath | Sleeps 4
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