Vacation Rentals in Chatham
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'Chatham Breeze' - That's what we call it! – Property 208441
- Chatham rental - house, 4 bedrooms, sleeps 10, 2 bathrooms, 1 half bath, downtown, near the ocean, air-conditioning
- $2,200 - $3,000/week
- Calendar Last Updated On: Sep 28, 2008
Our lovely Chatham home features cathedral ceilings in the living/kitchen/dining area, with nautical accents throughout. It also has two master bedrooms.
Charming Chatham Vacation Home Walk to Beach & Tennis – Property 125545
- Chatham rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, beach, near the ocean, air-conditioning
- Calendar Last Updated On: Sep 28, 2008
This charming house is located on a landscaped, level lot on a quiet lane 4/10 mile from Forest Beach on Nantucket Sound. The house has a lovely bedroom with a...
Charming Historic Home in the Heart of Old Village – Property 144182
- Chatham rental - cottage, 4 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, beach, village, accept credit card
- Calendar Last Updated On: Sep 22, 2008
The award-winning restoration of this historic 1850s-era sea captain’s cottage was featured in the Spring 2005 issue of Home Remodeling Cape Cod and the Islands.
Charming, quaint Cape Cod cottage on quiet road, near Cockle Cove Beach. – Property 178391
- Chatham rental - cottage, 2 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, air-conditioning
- $900 - $1,400/week
- Calendar Last Updated On: Sep 14, 2008
Cranberry Way cottage is a delightful and charming 2 BR, 2 BA Cape Cod cottage on a no-outlet street on a large lot with much privacy, and is within easy walking...
Oyster Pond Sea Captain's Compound! – Property 180757
- Chatham rental - house, 4 bedrooms, sleeps 14, 6 bathrooms, 1 half bath, beach, air-conditioning
- $8,000/week
- Calendar Last Updated On: Sep 14, 2008
Located on the Corner of Queen Anne Rd. and Oyster Pond Lane, you park your car and enjoy the relaxing atmosphere of being close to town, but not on top of it!!!
Charming Chatham, Cape Cod Vacation Home- 2 min. Walk to Beach-Ocean View – Property 219439
- Chatham rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, beach, near the ocean, air-conditioning
- Calendar Last Updated On: Sep 14, 2008
Chatham is one of only 12 spots recently listed as the most desirable places in the US to visit by the Trust for Historic Preservation, the only town on Cape Cod to...
Oceanfront Windmill, a Unique Chatham Hideaway – Property 106124
- Chatham rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, near the ocean, waterfront, tennis
- $1,500 - $3,600/week
- Calendar Last Updated On: Sep 14, 2008
On the elbow of Cape Cod, in the historic town of Chatham, stands an old restored windmill that rents seasonally, monthly, or weekly.
Old Village Home, 5 min. walk to Beach & Downtown – Property 121737
- Chatham rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, near the ocean, town, air-conditioning
- $1,750 - $2,950/week
- Calendar Last Updated On: Aug 30, 2008
Private Cape style home in historical Old Village near Shore Rd. Newly redone inside & out with several new appliances and mattresses.
Pleasant Bay: Bright and Airy Cape at Chatham / Harwich Line – Property 188362
- Chatham rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, 1 half bath, beach, near the ocean, tennis
- $1,300 - $1,400/week
- Calendar Last Updated On: Aug 24, 2008
Indian Summer on the Cape - the best time of the year! Plan now to spend an invigorating weekend biking, sailing, jogging, or just reading!
Former Chatham Bed and Breakfast – Property 187253
- Chatham rental - house, 5 bedrooms, sleeps 12, 5 bathrooms, beach, village, air-conditioning
- $2,200/week
- Calendar Last Updated On: Aug 10, 2008
This lovingly restored Greek Victorian former bed and breakfast has 5+ bedrooms and 5 full baths. Sleeps 12. Local lore has it that this property was floated over...
Charming Cape Cod home, approx. 1 mile to beach & 1 mile to downtown Chatham – Property 179227
- Chatham rental - house, 4 bedrooms, sleeps 10, 2 bathrooms, beach, downtown, air-conditioning
- $1,900 - $3,300/week
- Calendar Last Updated On: Jul 14, 2008
This beautiful home with charming updated décor has central air conditioning, a well-equipped kitchen with stainless steel appliances, wood burning fireplace, 4...
Antique, Quiet, Elegant, Spacious, Charming – Property 159112
- Chatham rental - farmhouse, 5 bedrooms, sleeps 10, 2 bathrooms, 1 half bath, near the ocean, rural, washing machine
- Calendar Last Updated On: Jul 12, 2008
Located in Chathamport on two and a half acres of land, three miles from downtown Chatham, 10 minutes walk to a warm water bay beach, golf, fishing, shopping are...
Old Harbor Road – Property 204332
- Chatham rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, beach, downtown, washing machine
- $1,500/week
- Calendar Last Updated On: Jul 10, 2008
Every town has one -- that big antique house that is just steps away from Main Street. There's always something going on there -- a family barbecue in the backyard,...
Chatham Waterview Home Rental – Property 160634
- Chatham rental - house, 3 bedrooms, sleeps 10, 3 bathrooms, 1 half bath, near the ocean, waterfront, fishing
- $3,500/week
- Calendar Last Updated On: Jun 27, 2008
Enjoy fabulous salt water views of Oyster Pond. This is a 3 bedroom with a basement apartment for extra sleeping. Spacious home sits at the end of a quiet road and...
In-town Location - Walking Distance to Everything – Property 111928
- Chatham rental - townhome, 3 bedrooms, sleeps 6, 1 bathroom, 1 half bath, beach, town, accept credit card
- Calendar Last Updated On: Mar 31, 2008
The Isaac Bea Young is a Greek revival home that takes center stage @ 727 Main Street, Chatham.
Location is everything that this home offers.
Our Great Gatsby Estate Sand in Your Shoes! – Property 105247
- Chatham rental - estate, 9 bedrooms, sleeps 19, 4 bathrooms, beach, near the ocean, washing machine
- Calendar Last Updated On: Dec 17, 2007
Southwesterly ocean breezes flow over this family estate sitting on 1.3 acres in Chatham overlooking Nantucket Sound. 9 bedrooms, 4 baths, 2 outdoor showers, double...
Adorable Chatham Cape Cod Beach House/lady of the sea – Property 163374
- Chatham rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, beach, resort, air-conditioning
- $3,400/week
- Calendar Last Updated On: Dec 16, 2007
Adorable Chatham Cape Cod Beach house across from Chatham Baseball field. Come watch the Chatham A's play and put your child in a fun baseball camp, walk to town and...






















