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Chatham Short Term Vacation Rentals(123)

123 Results
$650 - $1,000
per night
2 - 7 night min stay
  • 5 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 10
2 - 7 night min stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night min stay
(12)
$500 - $771
per night
3 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
3 - 7 night min stay
(5)
$899 - $1,299
per night
4 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 night min stay
(4)
$675 - $829
per night
3 - 7 night min stay
  • 7 BR,
  • 4 BA,
  • Sleeps 11
3 - 7 night min stay
(10)
$290 - $880
per night
2 - 3 night min stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 11
2 - 3 night min stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
3 - 4 night min stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night min stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
(8)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night min stay
(5)
$300 - $371
per night
3 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night min stay
2 Reviews
$1,200 - $2,400
per week
7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
7 night min stay
$1,900 - $2,900
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
$200 - $279
per night
3 - 7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 5
3 - 7 night min stay
(5)
$850 - $1,350
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night min stay
(7)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
1 - 7 night min stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(7)
$271 - $350
per night
2 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
2 - 7 night min stay
(10)
$250 - $328
per night
3 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
(9)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night min stay
1 Review
$170 - $328
per night
2 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night min stay
(3)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night min stay
$214 - $286
per night
2 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 7 night min stay
(7)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 7 night min stay
2 Reviews
$286 - $514
per night
3 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
4 - 7 night min stay
1 Review
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
(5)
$1,800 - $2,700
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(7)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night min stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
(6)
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Recent Chatham Reviews

Great time at the beautiful Windmill!!!

5 of 5
Great Vacation is if you stay at nice, quiet, relaxing place with a beautiful views! That is exactly what we had in the small Windmill house. We planned our vacation last minute and were very fortunes to be able book this rustic house. It located in residential quiet neighborhood about 10 min from downtown Chatham. We asked for dates from Saturday to Sunday which is unusual dates for house rental. But the owner Tsedale was very accommodating because it was at the end of the season. She gave us all necessary information about house and some links for to do activities. When we arrived we just loved the location and house with Beautiful view on the Crown bay. We rented a kayak and discover small islands in the area. Private beach, swing chair under the tree. I did so many beautiful pictures. Every night we would have fire in the fire pit and enjoy beautiful stars, glass of wine, marshmallows and chocolate made our nights unforgettable. We would love to come back for another vacation. Defiantly recommend. Charles & Natalya
  • Submitted: Jan 24, 2015
  • Stayed: Aug 2014

Perfect place to stay for vacation

5 of 5
We rented the house for the weekend for our daughter's sweet-16 birthday celebration. The ranch-style house was clean, well maintained and tastefully decorated - like an upscale hotel. Location was perfect - Forest Beach was walkable for the 6 girls we hosted; Harding's Beach was a short drive and a little further on the girls were in downtown Chatham for shopping and eating. The owners communicated frequently prior to the rental weekend and provided written recommendations for activities, restaurants and attractions all in a binder in the pristine kitchen. Once you see the place you will understand why this house is such a sought after rental. That weekend stay inspired us to rent it again for 2 weeks in the summer.
  • Submitted: Dec 2, 2014
  • Stayed: Jun 2014

Great trip

5 of 5
Great location, well equipped, clean and nicely presented property exactly as shown in photos. Booking and check in were very easy due to helpful, responsive owner/manager.
  • Submitted: Oct 19, 2014
  • Stayed: Jul 2014