South Dennis Vacation Rentals

1-42 of 95 rentals
USA Massachusetts South Dennis

Bayside Cape Codder

$195 - $1,166  per night
3D Tour
3 Bed | 2 Bath | Sleeps 8

Sandpiper's Saltbox

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

Escape in Dennis

$119 - $622  per night
3D Tour
3 Bed | 2 Bath | Sleeps 7

Cape Cod Bliss

$307 - $2,196  per night
3D Tour
4 Bed | 3.5 Bath | Sleeps 8

Cape Escape

$101 - $302  per night
NEW!
3 Bed | 1 Bath | Sleeps 8

Seaside Cottage #24 - The Lighthouse

$136 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #34 - The Duck House

$158 - $637  per night
1 Bed | 1 Bath | Sleeps 4

The Rose Cottage

$144 - $510  per night
NEW!
1 Bed | 1 Bath | Sleeps 4

Seaside Cottage #25 The Golf Shack

$136 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #1 - Coastal Haven

$136 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #14 - Irish Mist

$136 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Rose Bud

$158 - $637  per night
NEW!
0 Bed | 1 Bath | Sleeps 2

Seaside Cottage #35 - The Bird House

$136 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4 (3 Adults Max)

Seaside Cottage #1a - Seascape

$136 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #16 Beach Cottage

$129 - $458  per night
0 Bed | 1 Bath | Sleeps 3

Seaside Cottage #11 - The Whale Watch

$136 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #11a - The Rabbit Patch

$136 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #23a - Seagull's Nest

$193 - $458  per night
3D Tour
2 Bed | 1 Bath | Sleeps 6

Seaside Cottage #21 - The Chesapeake

$136 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #23 - Seagull's Rest

$135 - $313  per night
3D Tour
0 Bed | 1 Bath | Sleeps 2

Seaside Cottage #29 - Stars & Stripes

$136 - $484  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Stage Island House

$312 - $1,568  per night
3D Tour
5 Bed | 3.5 Bath | Sleeps 11

The Rose Cottage/Rose Bud Master Unit

$281 - $1,135  per night
NEW!
2 Bed | 2 Bath | Sleeps 6

Seaside Cottage #1/1a - Coastal Haven/Seascape

$265 - $942  per night
2 Bed | 2 Bath | Sleeps 8

Seaside Cottage #23/23a - Seagull's Rest/Seagull's Nest

$275 - $1,107  per night
3D Tour
3 Bed | 2 Bath | Sleeps 8

Dennis Port Delight

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

Big Pine Cottage

$80 - $368  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

The Harwich House

$108 - $519  per night
3D Tour
3 Bed | 1 Bath | Sleeps 6

Harwich Port Perfection

$128 - $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

Brewster Beaches

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

Brewster Serenity

$117 - $718  per night
3D Tour
4 Bed | 2 Bath | Sleeps 8

Haven at Halfway Pond

$145 - $1,080  per night
3D Tour
3 Bed | 2.5 Bath | Sleeps 8

Captain's Quarters

$95 - $457  per night
3D Tour
NEW!
3 Bed | 1 Bath | Sleeps 6

Cape Escape

$89 - $589  per night
3D Tour
3 Bed | 1.5 Bath | Sleeps 6

Bayview Cottage

$100 - $399  per night
3D Tour
2 Bed | 1 Bath | Sleeps 6

Adrian's Cape Cottage

$109 - $428  per night
3D Tour
NEW!
2 Bed | 1 Bath | Sleeps 6

South Chatham Sunshine

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

Meet Me at the Cape

$89 - $454  per night
3 Bed | 1 Bath | Sleeps 6

"Sampsons Folly"

$164 - $2,538  per night
3D Tour
6 Bed | 6 Bath | Sleeps 14 (8 Adults Max)

Hyannis Hideaway

$101 - $533  per night
3D Tour
3 Bed | 2 Bath | Sleeps 7 (5 Adults Max)

Welcome to Bob's Place

$119 - $520  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4
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