South Chatham Vacation Rentals

1-42 of 55 rentals
USA Massachusetts South Chatham

South Chatham Sunshine

$130 - $567  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

Pond's Edge Retreat

$217 - $541  per night
3D Tour
4 Bed | 2.5 Bath | Sleeps 8

Chatham Charm

$94 - $324  per night
3D Tour
2 Bed | 1 Bath | Sleeps 6

The Harwich House

$80 - $470  per night
3D Tour
3 Bed | 1 Bath | Sleeps 6

Harwich Port Perfection

$80 - $750  per night
3D Tour
3 Bed | 3.5 Bath | Sleeps 8

Big Pine Cottage

$58 - $330  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

Harwich Tranquility

$300 - $542  per night
3D Tour
3 Bed | 3 Bath | Sleeps 6

Port Cottage

$58 - $327  per night
2 Bed | 1 Bath | Sleeps 5

Couple's Paradise by the Sea

$98 - $315  per night
3D Tour
1 Bed | 1 Bath | Sleeps 2

It's a Keeper

$166 - $527  per night
3D Tour
4 Bed | 2 Bath | Sleeps 8

On The Water

$222 - $707  per night
3D Tour
4 Bed | 2.5 Bath | Sleeps 10

A Chatham Pearl on Oyster River

$80 - $624  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

The Sea Chest in The South of Chatham

$300 - $665  per night
3D Tour
4 Bed | 2 Bath | Sleeps 8

Welcome to Bob's Place

$111 - $406  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

Summer Cottage

$142 - $371  per night
3D Tour
NEW!
4 Bed | 2 Bath | Sleeps 8

Bungalow Retreat

$60 - $151  per night
3D Tour
0 Bed | 1 Bath | Sleeps 2

Beachside Dream

$90 - $227  per night
3D Tour
NEW!
2 Bed | 1 Bath | Sleeps 4

Dennis Port Delight

$250 - $431  per night
3D Tour
3 Bed | 2 Bath | Sleeps 7

Ocean Edge Retreat

$134 - $343  per night
3D Tour
NEW!
1 Bed | 2 Bath | Sleeps 6

Rail Trail Cottage

$170 - $463  per night
3D Tour
2 Bed | 2 Bath | Sleeps 4

Brewster Beaches

$150 - $310  per night
3D Tour
1 Bed | 2 Bath | Sleeps 6

Brewster Serenity

$103 - $573  per night
3D Tour
4 Bed | 2 Bath | Sleeps 8

Orleans Oasis

$132 - $453  per night
3D Tour
4 Bed | 2 Bath | Sleeps 9

Dream in Orleans

$217 - $617  per night
3D Tour
4 Bed | 5 Bath | Sleeps 8

Beach Rose Guest Studio

$70 - $249  per night
3D Tour
1 Bed | 1 Bath | Sleeps 3

Nest on the Namequoit

$132 - $691  per night
3D Tour
4 Bed | 3 Bath | Sleeps 8

Cranberry Lane Retreat

$207 - $310  per night
3D Tour
2 Bed | 2 Bath | Sleeps 7

SeaWind Guest Studio

$89 - $249  per night
3D Tour
1 Bed | 1 Bath | Sleeps 3

Nauset Beach Buddy

$69 - $293  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

Nauset Beach Dream

$93 - $350  per night
3D Tour
3 Bed | 1 Bath | Sleeps 6

Seaside Cottage #1a - Seascape

$91 - $289  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #23 - Seagull's Rest

$140 - $242  per night
3D Tour
0 Bed | 1 Bath | Sleeps 2

Seaside Cottage #1 - Coastal Haven

$91 - $312  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #34 - The Duck House

$136 - $488  per night
1 Bed | 1 Bath | Sleeps 4

Seaside Cottage #21 - The Chesapeake

$111 - $371  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #24 - The Lighthouse

$111 - $371  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #14 - Irish Mist

$146 - $371  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #23a - Seagull's Nest

$193 - $370  per night
3D Tour
2 Bed | 1 Bath | Sleeps 6

Seaside Cottage #25 The Golf Shack

$111 - $371  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #11 - The Whale Watch

$111 - $371  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #11a - The Rabbit Patch

$111 - $371  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #7 - The Rose Cottage

$183 - $488  per night
0 Bed | 1 Bath | Sleeps 4
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