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Vacation Rentals in Chatham

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Water Views! Luxury home, short walk to Hardings Beach. – Property 179305

  • Chatham rental - house, 5 bedrooms, sleeps 10, 3 bathrooms, 1 half bath, beach, near the ocean, air-conditioning
  • $5,500 - $7,000/week
  • Calendar Last Updated On: Oct 8, 2008
Prepare to feel spoiled in this wonderful, cape-style, 5 year old home. Just 2/10 of a mile from Hardings Beach, there are 180 degrees of water views to be enjoyed...

Secluded setting with ocean view-walk to beach – Property 152115

  • Chatham rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, beach, near the ocean, washing machine
  • $1,500 - $2,400/week
  • Calendar Last Updated On: Oct 8, 2008
Walk to Cockle Cove beach from this secluded double A-frame with a water view from the deck, with gas barbecue. The house sits on 2-acres of woods on a quiet private...

Spacious Chatham Condo, 2 baths, Walk to Ridgevale Beach – Property 108744

  • Chatham rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, air-conditioning
  • $800 - $1,400/week
  • Calendar Last Updated On: Oct 7, 2008
Lovely, newly renovated and very clean. Large two-full bath condo near Ridgevale Beach. Full kitchen and dining; private deck, air conditioning, comfortable...

SPACIOUS 5 BEDROOM HOME IN QUIET NEIGHBORHOOD – Property 155349

  • Chatham rental - house, 5 bedrooms, sleeps 14, 4 bathrooms, near the ocean, air-conditioning
  • $3,000 - $4,250/week
  • Calendar Last Updated On: Oct 7, 2008
5 bedroom home at the end of a quiet cul-de-sac in North Chatham. 4 baths, one with jacuzzi. 4000+ square feet of living space.

Chatham Antique Home - Walk to Lighthouse Beach 3 min - walk to Town 5 min – Property 184416

  • Chatham rental - cottage, 4 bedrooms, sleeps 7, 2 bathrooms, beach, downtown, washing machine
  • $4,000/week
  • Calendar Last Updated On: Oct 7, 2008
Welcome to Ivy Cottage, Located in one of the most desirable locations in Chatham MA, between Lighthouse Beach and Village. Enjoy your vacation in this charming...

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 - $800/week
  • Calendar Last Updated On: Oct 5, 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...

Lovely Cape in Top Neighborhood, Private Beach & Setting – Property 156662

  • Chatham rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, beach, near the ocean, air-conditioning
  • $4,000/week
  • Calendar Last Updated On: Oct 3, 2008
Tucked away in North Chatham's finest neighborhood, this three bedroom Cape is loaded with charm and amenities for a perfect vacation.

Great Oct deal $800/wk - Charming three bedroom, last house on dead end street – Property 186084

  • Chatham rental - house, 3 bedrooms, sleeps 6, 1 bathroom, beach, village, washing machine
  • $975/week
  • Calendar Last Updated On: Oct 5, 2008
.8 mile walk to Cockle Cove Beach. Nice yard in front and back, perfect for family games and relaxing. This is the perfect family get away!

“Right on the Golden Seashore and Water” – Property 187500

  • Chatham rental - condo, 2 bedrooms, sleeps 7, 2 bathrooms, beach, waterfront, washing machine
  • $800 - $3,200/week
  • Calendar Last Updated On: Sep 30, 2008
This bright, cheery, and immaculate condo is four steps away from the association private beach and Nantucket Sound. Enjoy unmatched, 180 degree spectacular,...

Renovated Cottage - Harding's Beach/Oyster River Area / Walk to Water – Property 113569

  • Chatham rental - cottage, 3 bedrooms, sleeps 6, 1 bathroom, beach, near the ocean, washing machine
  • $2,000 - $2,200/week
  • Calendar Last Updated On: Sep 30, 2008
This summer beach house was completely renovated. Renovations include, brand new kitchen with center island, new cabinets, new appliances, and new flooring...

Now Booking Fall in CHATHAM! – Property 140384

  • Chatham rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, beach, village, accept credit card
  • $500 - $2,200/week
  • Calendar Last Updated On: Sep 29, 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...

Spectacular Ocean View on Prime Acre: Quintessentially Perfect! – Property 106009

  • Chatham rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, near the ocean, waterfront, accept credit card
  • $1,200 - $3,400/week
  • Calendar Last Updated On: Oct 4, 2008
Our Home By-The-Sea is every bit as spectacular as its surroundings! Unquestioned Tranquility demands a great setting ... and we have it!

Awesome ocean-view of Ridgevale Beach Chatham, 133 seconds to beach! BOOKING 09! – Property 131613

  • Chatham rental - house, 4 bedrooms, sleeps 10, 2 bathrooms, 1 half bath, beach, near the ocean, accept credit card
  • $1,995 - $4,750/week
  • Calendar Last Updated On: Sep 28, 2008
South Chatham. Outstanding, Immaculate four bedroom home on a triple lot in highly desirable Bucks Creek. This house comfortably sleeps 10, but could accommodate 12.

'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 Cedar Street home near town and beaches – Property 154870

  • Chatham rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, beach, town, air-conditioning
  • $1,000 - $2,550/week
  • Calendar Last Updated On: Sep 28, 2008
Lovely updated 4BR home located on Cedar Street near the village and Oyster Pond. Perfect for weekend wedding stays as well as your summer vacation.

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...

New Listing - Gorgeous Chatham Home -- Walk to Cockle Cove beach! – Property 183769

  • Chatham rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, accept credit card
  • $800 - $2,000/week
  • Calendar Last Updated On: Sep 28, 2008
This lovely Chatham home enjoys a wonderful location on a private road in a family-oriented neighborhood. There is a large yard where the kids can play.

2009 Weeks Are Renting Now – Property 116155

  • Chatham rental - house, 5 bedrooms, sleeps 9, 1 bathroom, 2 half baths, beach, waterfront, washing machine
  • $3,000/week
  • Calendar Last Updated On: Sep 29, 2008
Classic, secluded waterfront home down private road in prestigious North Chatham. Overlooks Pleasant Bay and surrounding salt marsh.

Walk to Beach & Tennis from Family-Friendly Home in Quiet Neighborhood – Property 108036

  • Chatham rental - house, 3 bedrooms, sleeps 7, 1 bathroom, beach, near the ocean, washing machine
  • $850/week
  • Calendar Last Updated On: Sep 25, 2008
Family-friendly, 3 bedroom home, located in a quiet neighborhood within short walking distance (1/3 mile) to Forest Beach. Spacious kitchen/living area with...

*Chatham Classic* Sweeping Salt Waterviews* Thanksgiving By The Sea – Property 123592

  • Chatham rental - house, 4 bedrooms, sleeps 10, 3 bathrooms, 1 half bath, beach, waterfront, air-conditioning
  • $2,350 - $5,850/week
  • Calendar Last Updated On: Sep 25, 2008
Exceptional water views of Oyster River, Pond & Stetson's Cove. Spacious Cape Cod vacation home situated on peaceful cul-de-sac in desireable neighborhood.
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