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Chatham Vacation Rentals

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[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
Management: Verified Plus owner
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 1
Min stay:3
2 bedrooms, plus sleeping loft, 1 full bathroom, 1 outdoor hot watershower, sleeps 6/8 Pretty, sunny cottage down private country road. Enjoy the serenity of ...
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    $1,200 - $1,700
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Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 2
Description will be posted soon. Policy: Pets not allowed, Smoking not allowed Minimum Stay: 7 Check-In: 3:00-5:00pm Check-Out: 10:00am
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    $950 - $1,250
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Management: Professional
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 2
Fun, Unique Beach House just 250 Yards from Nantucket Sound in Chatham!Located on a quiet dead end road, this casual 2 story home has much tooffer! Main Level ...
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Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 10
Bathrooms: 2
1xK, 1xQ, 2xT, Qss, 1xFuton..*** Walk to Chatham Center 3/10 mile from this three bedroom, one and one half bath home. Home features large family room, bonus ...
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Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 6
Bathrooms: 2
1xQ, 2xT, Trundle. Walk to Chatham Village, Chatham Bars Inn, and more! Charming 2 bedroom 1.5 bath home in tranquil neighborhood. This home will be ...
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Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 1
Three tenths of a mile to Forest Beach. Beach home with 4 bedrooms and 2 baths. Maximum occupancy 8. Beds are 2 Kings and 4 Twins. No smoking and no ...
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    $1,900
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Management: Professional
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 3
This exquisitely furnished charming Cape house is located on the ocean side of Shore Road-with an easy walk to Chatham's beaches,Fish Pier,lighthouse,town ...
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    $8,300
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Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 8
Bathrooms: 1
F This Beautiful and tastefully decorated two-family home is available individually or together depending on your vacation needs. One side sleeps 8 and the ...
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    $2,650
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Management: Professional
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 3
Delightful four bedroom, twp bath home with panoramic views of Chatham, Pleasant Bay and National Seashore . Enjoy this charming home with enclosed sunroom, ...
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    $2,200
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Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 7
Bathrooms: 2
2xQ, 3X This great family home includes deeded rights to Emery Pond which is just a short walk away or just a bit further you will find Whites Pond which has ...
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    $1,800
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Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
1xQ, 2xT, 1xSs NEW Hard Wood Floors!! and a NEW LOW PRICE!! Just a few minutes walk to Cockle Cove Beach. This adorable Cape Cod Condo has two bedrooms and ...
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    $875
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Management: Professional
Property: Rental Home
Bedrooms: 1, sleeps 10
Bathrooms: 4
Spacious 4BR/4.5BA home located in the Eastwood Ho area of Chatham bringing the water to the forefront of your stay with expansive views from every room. ...
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Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 2
This 3 bedroom, 2 bath home is located in a quiet neighborhood within a short distance to Cockle Cove and Ridgevale Beaches in Chatham. A comfortable ranch ...
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Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 2
West Chatham listing! Charming ranch style home conveniently located to shopping, Main Street Chatham, and approximately .5 mile to Nantucket Sound. Main ...
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Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 4
Bathrooms: 1
Genuine 2 bedroom 2 bath Cape Cod cottage! Well maintained and convenient to Hardings Beach in Chatham. Enjoy your meals or just relax and read your book ...
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Chatham Vacation Rental Advice
Posted by CT-Travler, Mar 13, 2008
Bringing the kids to a Chatham A's Baseball can be fun. I remember going to games when I was younger and went up to Chatham for summer vacation!! ... more
Posted by TimesTwo, Jan 11, 2009
... the beach and at our rental but we did go out a few evenings and my kids enjoyed mini golf and go karts at a place in S. Yarmouth. The name escapes me right now but it also had batting and soccer cages and a game room, enough to keep ... more
Posted by Alanm, Jun 14, 2009
Traffic on Saturday is quite bad. Just like yours, all weekly rentals turn over on Saturday. Plus you have the weekenders coming. The only way to "beat" it is to leave early (like 6 AM) or after 5 PM. ... more
Posted by forgotmypword, Jun 14, 2009
... before heading for my Truro rental) ... I didn't leave home until nearly noon. Boston was ok. We slowed at the lane drop. We had a mile back-up at the bridge. I was expecting much worse. The lack of a rotary at the bridge really improved things. Normally I ... more
Posted by katieebee109, Jun 14, 2009
... always suggest that starting your vacation early is always better Leave around 5-6AM after the bridge or when you get to your town stop for breakfast, get your beach pass, do you food shopping (if necessary) or just relax on the beach and by noon you are already in vacation mode!! Then ... more
Posted by biancat, May 29, 2009
... We dont move into our rental house until 2pm - any suggestions on what we could do for a morning. We are near a nice beach -so we could just chill out. Dont want to get stuck in traffic too much. What time is the Chatham parade - afternoon or evening??? Where ... more
Posted by fussyguest, May 30, 2009
... time to get to your rental. Chatham Village Market is nearby, you might pick up a few things there before your vacation really starts! From downtown, you can walk to the Lighthouse Beach or to Oyster Pond. Your morning between 11:30 and 2:30 will fill up very quickly ... more
Posted by brooklyn32, May 30, 2009
... legs - maybe drive past your rental just so ... ... smaller markets closer to your rental - they just won't have the huge selection or low prices. Depending on how long that takes you you may have time for the beach or your first lobster roll of the trip - but I find ... more
Posted by hillss97, May 23, 2009
... re interested in spending our vacation in Chatham MA. orig we were looking at 5 days in a hotel. If we got a rental deal we'd consider 7 days. What would you suggest and where are good places to consider? Are rentals going quickly or sitting with the current ... more
Posted by CapeCodCharlie, May 23, 2009
That depends on when you want to go, how many in your family and what you are looking for. There's lots of "good places". A week when you could find a good variety of rental cottages is Sst. July 4. ... more
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns