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Chatham Vacation Rentals with Air Conditioning(381)

381 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night minimum stay
(12)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
(8)
$450 - $800
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
3 - 7 night minimum stay
(5)
$2,800 - $3,300
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 12
7 night minimum stay
(15)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
(13)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night minimum stay
(10)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
(11)
$250 - $400
per night
2 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 9
2 - 7 night minimum stay
(20)
$180 - $410
per night
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night minimum stay
(12)
$171 - $500
per night
3 - 8 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
3 - 8 night minimum stay
(11)
$1,495 - $2,995
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 11
7 night minimum stay
(22)
$356 - $1,285
per night
3 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 16
3 - 7 night minimum stay
(54)
$250 - $570
per night
2 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(22)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
2 - 7 night minimum stay
(4)
$356 - $1,285
per night
3 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 7 night minimum stay
(12)
$1,500 - $2,500
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
1 Review
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night minimum stay
(5)
  • 4 BR,
  • 4 BA,
  • Sleeps 10
7 night minimum stay
(6)
$300 - $500
per night
3 - 4 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 4 night minimum stay
(7)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
2 Reviews
$286
per night
1 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
1 - 7 night minimum stay
(5)
$400 - $700
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
2 Reviews
  • 9 BR,
  • 5 BA,
  • Sleeps 20
2 - 7 night minimum stay
(13)
  • 9 BR,
  • 5 BA,
  • Sleeps 20
2 - 7 night minimum stay
(12)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(13)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 11
3 - 7 night minimum stay
1 Review
$500 - $714
per night
3 - 7 night minimum stay
  • 4 BR,
  • Sleeps 10
3 - 7 night minimum stay
(4)
$11,500 - $14,000
per week
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 7
7 - 14 night minimum stay
$2,214
per night
5 - 7 night minimum stay
  • 6 BR,
  • 6 BA,
  • Sleeps 12
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
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Recent Chatham Reviews

An Exceptional Property

5 of 5
We keep returning to this property year after year because we LOVE LOVE LOVE it! It is the highlight of our year! So much space and comfort, and such beautiful surroundings, it takes your breath away. An exceptional property. Highly recommended!
  • Submitted: Sep 27, 2014
  • Stayed: Aug 2014

Our Wonderful Cape Cod Vacation

5 of 5
We have decided that we are going to spend a week (or more?) on Cape Cod every summer from here on out. This was our first trip to this terrific place. Even though our large group made enough memories in one week to last a lifetime, we want more!! It's not easy to get family from all over the country to travel far and want to do it again. What wonderful family time we had at this special place - so comfortable, clean, impressively stocked and well thought out. The beds were comfy, the amenities perfect, the water view delightful, and the property was spacious enough inside and out to gather or to spread out. We loved the ocean harbor view from the deck, the national seashore beaches, fishing for stripers & blues, kayaking, biking, games in the yard, peaceful walks, and swimming at incredible Hardings Beach! All in all, wonderful! We have found our new go-to place!
  • Submitted: Sep 24, 2014
  • Stayed: Jul 2014

Classic New England Retreat

5 of 5
Our group of 10 ladies were completely at home in this lovely, meticulously groomed home. Everything was more than we could have hoped for......from the updated kitchen and baths to the stately parlor areas and grand master bedrooms. This home is easy to access from the main part of Chatham in a very quiet neighborhood. Close to shopping and great restaurants. I cannot imagine that anyone would not find it comfortable and inviting. Rather than feeling like a 'rental', it feels like visiting a dear friend in a tranquil setting. The owner is a dream to work with....available to answer any questions or concerns. No amenities are lacking. Bring your toothbrush and settle in. We all want to return.
  • Submitted: Sep 22, 2014
  • Stayed: Sep 2014