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              Results Found: 34
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              A Little Inn on Pleasant Bay
              A Little Inn on Pleasant Bay

              A beautiful boutique Inn between Chatham & Orleans with spectacular water views, a small beach, a dock for swimming, and a sumptuous European Breakfast served overlooking Pleasant Bay.

              • 654 South Orleans Road
                Orleans MA 02653
              • (508) 255-0780
              Captain's House Inn
              Captain's House Inn
              • 369 Old Harbor Road
                Chatham MA 02633
              • (508) 945-0127
              Chatham Bars Inn
              Chatham Bars Inn
              • 297 Shore Road
                Chatham MA 02633
              • (508) 945-0096
              Chatham Gables Inn
              Chatham Gables Inn
              • 364 Old Harbor Road
                Chatham MA 02633
              • (508) 945-5859
              Chatham Guest Rooms
              Chatham Guest Rooms
              • 1409 Main Street
                Chatham MA 02633
              • (508) 945-1660
              Chatham Highlander Village Inn
              Chatham Highlander Village Inn
              • 946 Main Street
                Chatham MA 02633
              • (508) 945-9038
              Chatham Inn
              Chatham Inn

              Relais and Chateaux boutique hotel in Chatham. Located on the quiet outskirts of the village within easy walking distance of beaches, shop, galleries and fine dining.

              • 359 Main Street
                Chatham MA 02633
              • (508) 945-9232
              Chatham Motel
              Chatham Motel
              • 1487 Main Street
                Chatham MA 02633
              • (508) 945-2630
              Chatham Seafarer
              Chatham Seafarer
              • 2079 Main Street
                Chatham MA 02633
              • (508) 432-1739
              Chatham Seaside Cottages
              Chatham Seaside Cottages
              • 439 Ridgevale Road
                S Chatham MA 02659
              • (508) 237-2601
              Chatham Tides
              Chatham Tides

              Tucked away on the shores of Nantucket Sound, Chatham Tides beachfront rooms and townhouses embody classic New England and Cape Cod charm.

              • 394 Pleasant St.
                South Chatham MA 02659
              • (508) 432-0379
              Chatham Vacation Rentals
              Chatham Vacation Rentals
              • 1291 Main Street at The Cornfield Marketplace
                Chatham MA 02633
              • (508) 945-9877
              Chatham Village Vacation Properties, ...
              Chatham Village Vacation Properties, LLC
              • 214 Stage Island Rd
                Chatham MA 02633
              • (860) 913-6772
              Chatham Wayside Inn
              Chatham Wayside Inn

              A beautiful inn set right in the heart of Main Street Chatham

              • 512 Main Street
                Chatham MA 02633
              • (508) 945-5550
              Del Mar Vacations
              Del Mar Vacations
              • 24 S Orleans MA
                Orleans MA 02653
              • (508) 247-0395
              Discovery Maps
              Discovery Maps
              • 255 Old Wharf Road
                Wellfleet MA 02667
              • (508) 214-0272
              Ed Fox Art
              Ed Fox Art
              • 15 Park Avenue #306
                Hull MA 02045
              • (781) 925-3300
              Hawthorne, The
              Hawthorne, The
              • 196 Shore Road
                Chatham MA 02633
              • (508) 945-0372
              John C. Ricotta & Associates, Inc. Real Estate Sales & Rentals
              John C. Ricotta & Associates, Inc. Real Estate Sales & Rentals
              • 1181 Main Street
                Chatham MA 02633
              • (508) 945-5000
              Maps of Antiquity
              Maps of Antiquity
              • 1409 Main Street
                Chatham MA 02633
              • (508) 945-1660
              Metters Cottages
              Metters Cottages
              • 94 Chatharbor Lane
                South Chatham MA 02659
              • (508) 432-3535
              New England Vacation Rentals
              New England Vacation Rentals

              New England Vacation Rentals is a Professional Vacation Rental and Property Management Company on Cape Cod. "Memories Are Made In Our Homes"!

              • 1455 Main Street
                Chatham MA 02633
              • (508) 432-0900
              Old Harbor Inn
              Old Harbor Inn
              • 22 Old Harbor Road
                Chatham MA 02633
              • (508) 945-4434
              Our Great Gatsby/Olde Forge Realty
              Our Great Gatsby/Olde Forge Realty
              • 161 Bayview Road
                South Chatham MA 02659
              • (781) 828-2809
              Pilgrim Village
              Pilgrim Village
              • 1370 Main Street
                Chatham MA 02633
              • (508) 945-0041
              Pine Acres Realty
              Pine Acres Realty
              • 938 Main Street
                Chatham MA 02633
              • (508) 945-1186
              Pine Shore Cottages
              Pine Shore Cottages
              • 1370 Main Street
                Chatham MA 02633
              • (508) 945-0041
              Pleasant Bay Village Resort
              Pleasant Bay Village Resort

              Pleasant Bay Village is a stunning property with award winning landscaping, beautiful accommodations, heated pool, hot tub, free WIFI, and is located just 5 minutes from Chatham center.

              • PO Box 722 1191 Orleans Road
                Chatham MA 02633
              • (508) 945-1133
              Pleasant Forest Shores
              Pleasant Forest Shores

              Six Swedish Stuga's / cottages, rented FRI-FRI, priced VERY reasonably!

              • 259 Pleasant Street
                S Chatham MA 02659
              • (508) 432-4592
              Pretty Picky Properties
              Pretty Picky Properties
              • 101 Depot Road
                Chatham MA 02633
              • (508) 945-0565
              Queen Anne Inn
              Queen Anne Inn

              Relaxing Pleasures!
              Hidden behind full high growing hedges and mature trees, a green “island” of tranquility, a sparkling pool under towering trees, a cooling shade on hot summer days.

              • 70 Queen Anne Road 70 Queen Anne Road
                Chatham MA 02633
              • (508) 945-0394
              Surfside Motor Inn
              Surfside Motor Inn
              • 25 Holway Street
                Chatham MA 02633
              • (508) 945-9757
              WeNeedaVacation.com
              WeNeedaVacation.com

              It's Family. It's Tradition. It's Relaxation. Get back to Cape Cod and find your ideal vacation rental without any booking fees.

              • 15 Cape Lane
                Brewster MA 02631
              • (774) 323-3911
              Wequassett Resort & Golf Club
              Wequassett Resort & Golf Club
              • 2173 Route 28
                Harwich MA 02645
              • (508) 432-5400
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            Chatham Chamber of Commerce  PO Box 793, Chatham, MA 02633  800.715.5567  chamber@chathaminfo.com

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