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15 Windy Hill Way Chatham, MA 02633 rental details
$15,000** - $18,000/wk

Vacation in your private heated and saltwater pool or hot tub. Built in 2008, this stunning property with a Farmer's Porch and 3 ...

Windy Hill Way, Chatham

5 Bedrooms   5/1 Baths   Sleeps 10

Cape Cod Rental ID#: RO38451

(**) shoulder season rates may fall between weekly in-season and weekly off-season rates.

65 Moonpenny Lane Chatham, MA 02633 rental details
$12,000** - $16,000/wk

Tennis anyone? This beautiful, brand new construction with 8 bedrooms, can sleep 20 with 3 kings, 2 queens, 5 twins and 8 doubles ...

Moonpenny Lane, Chatham

8 Bedrooms   8/2 Baths   Sleeps 20

Cape Cod Rental ID#: RO28398

(**) shoulder season rates may fall between weekly in-season and weekly off-season rates.

340 Whidah Road North Chatham, MA 02650 rental details
$8,000** - $13,000/wk

Waterfront! Enjoy your Chatham vacation at this stunning, newly redecorated 5 bedroom 4 and 1 half bath home in North Chatham. ...

Whidah Road, North Chatham

5 Bedrooms   4/1 Baths   Sleeps 12

Cape Cod Rental ID#: RO34947

(**) shoulder season rates may fall between weekly in-season and weekly off-season rates.

121 Stage Island Road Chatham, MA 02633 rental details
$9,000** - $12,000/wk

Beautiful views, gorgeous landscaping, lush green lawns and a pool on highly sought after Stage Island Road! Spend your vacation ...

Stage Island Road, Chatham

3 Bedrooms   3/1 Baths   Sleeps 8

Cape Cod Rental ID#: RO35777

(**) shoulder season rates may fall between weekly in-season and weekly off-season rates.

26 Whiteleys Way West Chatham, MA 02669 rental details
$5,500** - $9,250/wk

Private pool! Vacation near the beach in this charming 4 bedroom (King/king/queen/two twins/a trundle) and 4.5 bath home with ...

Whiteleys Way, West Chatham

4 Bedrooms   4/1 Baths   Sleeps 11

*Pet Friendly Rental! Click the paw for details.

Cape Cod Rental ID#: RO32380

(**) shoulder season rates may fall between weekly in-season and weekly off-season rates.

54 Snow Inn Road Harwich Port, MA 02646 rental details
$3,875** - $9,000/wk

Turn-of-the-century captain's homes on picturesque Wychmere Harbor, features panoramic water views, deeded harbor access, and a ...

Snow Inn Road, Harwich Port

6 Bedrooms   4 Baths   Sleeps 14

Cape Cod Rental ID#: RO16208

(**) shoulder season rates may fall between weekly in-season and weekly off-season rates.

216 Main Street Chatham, MA 02633 rental details
$5,250** - $9,000/wk

Beautifully renovated in 2020, this historic Chatham home is steps away from the Lighthouse Beach. Bright and airy, the open 1st ...

Main Street, Chatham

5 Bedrooms   2/1 Baths   Sleeps 10

Cape Cod Rental ID#: RO2977

(**) shoulder season rates may fall between weekly in-season and weekly off-season rates.

411 Stage Harbor Road - Main House ,Main Chatham, MA 02633 rental details
$5,900** - $8,300/wk

Spend your quintessential Cape Cod vacation, in a beautifully renovated 1862 Farm House on Stage Harbor Road! Lush grasses and ...

Stage Harbor Road - Main House ,Main, Chatham

6 Bedrooms   6/1 Baths   Sleeps 13

Cape Cod Rental ID#: RO34797

(**) shoulder season rates may fall between weekly in-season and weekly off-season rates.

50 Nantucket Drive Chatham, MA 02659 rental details
$3,600** - $7,900/wk

Steps from Ridgevale Beach! Enjoy spectacular and expansive water views in this beautifully appointed 3 bedroom (king, 2 twins, ...

Nantucket Drive, Chatham

3 Bedrooms   3/1 Baths   Sleeps 7

Cape Cod Rental ID#: RO16232

(**) shoulder season rates may fall between weekly in-season and weekly off-season rates.

61 School Street Chatham, MA 02633 rental details
$5,200** - $7,200/wk

Popular School Street! Charming, new construction with attention to detail! This stunning 4 bedroom home offers 2 twins, 2 queens, ...

School Street, Chatham

4 Bedrooms   3/1 Baths   Sleeps 8

Cape Cod Rental ID#: RO33717

(**) shoulder season rates may fall between weekly in-season and weekly off-season rates.

10 Sea Mist Lane South Chatham, MA 02659 rental details
$4,500** - $6,600/wk

Spectacular endless ocean views and amazing sunsets! This very special home has clear sweeping views of Nantucket Sound from ...

Sea Mist Lane, South Chatham

4 Bedrooms   3 Baths   Sleeps 10

Cape Cod Rental ID#: RO34825

(**) shoulder season rates may fall between weekly in-season and weekly off-season rates.

190 Bridge Street Chatham, MA 02633 rental details
$4,500** - $6,500/wk

The Yellow House on the Hill is one of Chatham's treasures. Charming antique home with gorgeous views of Stage Harbor. Sweeping ...

Bridge Street, Chatham

7 Bedrooms   3/2 Baths   Sleeps 13

Cape Cod Rental ID#: RO2686

(**) shoulder season rates may fall between weekly in-season and weekly off-season rates.

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