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Vacation Rentals in Chatham

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Beachfront, charming, well maintained old Cape bungalow on 2 acres. – Property 125739

  • Chatham rental - house, 5 bedrooms, sleeps 12, 2 bathrooms, 1 half bath, beach, waterfront, washing machine
  • $2,000 - $3,500/week
  • Calendar Last Updated On: Jul 26, 2008
Every room of this recently renovated 1915 Cape bungalow has a water view, either of Chatham Harbor, the new ocean break or a salt pond.

Chatham Ranch House..1/2 Mile to Jacknife Harbor beach – Property 190839

  • Chatham rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, near the ocean, air-conditioning
  • $1,300 - $1,600/week
  • Calendar Last Updated On: Jul 26, 2008
Recently renovated home in the beautiful River Bay section of Chatham, MA. Great location...1/2 mile to Pleasant Bay, 1/2 mile to School house pond for swimming.
SPECIAL OFFER! Fall Special Rate and Dinner Gift Cert. August 31 - October 31

Beautiful Centrally A/C'd, Updated Chatham Home – Property 186373

  • Chatham rental - house, 3 bedrooms, sleeps 8, 3 bathrooms, near the ocean, air-conditioning
  • $2,200 - $2,850/week
  • Calendar Last Updated On: Jul 25, 2008
Lovely, completely updated, centrally air-conditioned home located in desirable North Chatham. Just a quick drive to the Chatham Village or any of the great beaches...

'Upper Deck' at Ridgevale Beach - Walk to the Beach! – Property 195086

  • Chatham rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, beach, resort, washing machine
  • $1,250 - $2,650/week
  • Calendar Last Updated On: Jul 25, 2008
This 3 bedroom home sleeps 6 and includes 2 full baths, 2 living areas and 2 decks. An easy, 2/10ths of a mile walk to beautiful Ridgevale Beach on Nantucket Sound!

New Pictures on Secluded North Chatham Cape with Private Beach – Property 116155

  • Chatham rental - house, 5 bedrooms, sleeps 9, 1 bathroom, 2 half baths, beach, waterfront, washing machine
  • $1,600 - $2,600/week
  • Calendar Last Updated On: Jul 25, 2008
Classic, secluded waterfront home down private road in prestigious North Chatham. Overlooks Pleasant Bay and surrounding salt marsh.

Premier Chatham Harbor...5 Acre Estate with Oceanfront – Property 149800

  • Chatham rental - house, 7 bedrooms, sleeps 16, 5 bathrooms, beach, waterfront, air-conditioning
  • $4,900 - $12,500/week
  • Calendar Last Updated On: Jul 25, 2008
'Shore Acres'...a Seaside Elegant Historic Chatham Estate...a spectacular venue for family vacations, reunions, extended families, multiple generations, wedding...

Charming One Bedroom Cottage, Walk to Ocean Beach - Avail. All Seasons – Property 151010

  • Chatham rental - cottage, 1 bedroom, sleeps 2, 1 bathroom, beach, village, air-conditioning
  • $700 - $900/week
  • Calendar Last Updated On: Jul 25, 2008
Charming cottage - perfect for a couple or a couple with a newborn. One bedroom studio with complete kitchen and full bath. Relax on patio surrounded by flowering...

Gorgeous 2+BR Town home in Chatham Village – Property 179605

  • Chatham rental - townhome, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, beach, village, swimming pool
  • $2,400 - $2,800/week
  • Calendar Last Updated On: Jul 24, 2008
We are located in the center of Chatham and are within walking distance of great restaurants, shops, ice cream & coffee shops.

Waterview, near downtown, baseball, restaurant, bike trail – Property 181902

  • Chatham rental - house, 3 bedrooms, sleeps 6, 1 bathroom, 1 half bath, beach, air-conditioning
  • $2,000/week
  • Calendar Last Updated On: Jul 23, 2008
The property is located overlooking Oyster Pond (saltwater, with beach). Wake up in the morning and look at the water from your living room, out on the deck or from...

Hilltop Panoramic Views of Pleasant Bay – Property 106174

  • Chatham rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, beach, near the ocean, washing machine
  • $2,800/week
  • Calendar Last Updated On: Jul 22, 2008
This lovely four bedroom home is located in an estate area near the highest point in Chatham and just steps to Lovers Lake.

Brand new 2+ BR town house In Chatham Village – Property 130334

  • Chatham rental - townhome, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, beach, village, swimming pool
  • $2,400 - $2,800/week
  • Calendar Last Updated On: Jul 22, 2008
We are located in the center of Chatham and are within walking distance of great restaurants, shops, ice cream & coffee shops.

Lighthouse/South Beach Area, Contemporary Beach Houses, Water Views – Property 106047

  • Chatham rental - house, 4 bedrooms, sleeps 16, 2 bathrooms, beach, town, washing machine
  • $1,000 - $2,100/week
  • Calendar Last Updated On: Jul 22, 2008
Contemporary two family beach house on Morris Island, Chatham. Two 2-bedroom units available. One unit has vaulted ceilings, skylights, deck, sleeps 8: one queen,...

Former Chatham Bed and Breakfast – Property 187253

  • Chatham rental - house, 5 bedrooms, sleeps 12, 5 bathrooms, beach, village, air-conditioning
  • $2,200 - $2,800/week
  • Calendar Last Updated On: Jul 24, 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...

September is Still Available...Chatham's Best Month! – Property 136873

  • Chatham rental - house, 2 bedrooms, sleeps 6, beach, near the ocean, washing machine
  • $2,500/week
  • Calendar Last Updated On: Jul 22, 2008
Enjoy views and 4-minute walks to the beach from this newly-renovated Cape Cod gem. This new rental sits across from 8 acres of bog, and amid conservation and...

Labor Day Weekend Special - SAT, SUN, MON for $600!! – Property 140384

  • Chatham rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, beach, village, accept credit card
  • $500 - $2,200/week
  • Calendar Last Updated On: Jul 22, 2008
This charming Chatham home is just a short walk from a beautiful, sandy, family-friendly Pleasant St. Beach on Nantucket Sound, and a short drive to historic...

Spacious 5 bedroom gorgeous new home – Property 155349

  • Chatham rental - house, 5 bedrooms, sleeps 12, 4 bathrooms, near the ocean, air-conditioning
  • $3,000 - $3,800/week
  • Calendar Last Updated On: Jul 22, 2008
September and October are beautiful months to visit the Cape, too!. 5 bedroom home at the end of a quiet cul-de-sac in North Chatham.

Barcliff Beachhouse - Walk to Town and Beach – Property 194312

  • Chatham rental - farmhouse, 4 bedrooms, sleeps 10, 1 bathroom, 1 half bath, beach, downtown, internet access
  • $2,800/week
  • Calendar Last Updated On: Jul 24, 2008
This 100 yr old farmhouse has a huge private yard and is walking distance to town and the beach. Terrific backyard for all kinds of outdoor games, baseball,...

Charming 2 bedroom Cottage, Walk to Town & Beach – Property 106107

  • Chatham rental - house, 2 bedrooms, sleeps 4, 1 bathroom, 1 half bath, beach, downtown, washing machine
  • $1,200 - $1,800/week
  • Calendar Last Updated On: Jul 21, 2008
Charming Cape-style 2 bedroom bungalow. Located just off Main Street on Beases By Way in quaint Chatham village with close proximity to Oyster Pond beach (0.2...

6-8 min walk to one of Cape Cods most desirable beaches from this Chatham house! – Property 169267

  • Chatham rental - house, 3 bedrooms, sleeps 8, 1 bathroom, beach, near the ocean, air-conditioning
  • $1,000 - $2,800/week
  • Calendar Last Updated On: Jul 21, 2008
Newly remodeled, & refurnished attractively decorated, clean, 1 story Cape house. Ample parking. Located on quiet street. 6-8 minute walk to Ridgevale Beach .

Charming Cape – Property 187081

  • Chatham rental - house, 4 bedrooms, sleeps 7, 2 bathrooms, downtown, near the ocean, washing machine
  • $1,950/week
  • Calendar Last Updated On: Jul 21, 2008
Charming cape , on dead end street to Oyster river,short distance to Hardings beach and close to town. Large wrap around 44' deck to outside shower ,overlooking...
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