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Chatham Vacation Rentals(172)

172 Results
$650 - $714
per night
2 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night minimum stay
(12)
$500 - $771
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
3 - 7 night minimum stay
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
(8)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
2 - 7 night minimum stay
(5)
$200 - $257
per night
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
(7)
$675 - $829
per night
3 - 7 night minimum stay
  • 7 BR,
  • 4 BA,
  • Sleeps 11
3 - 7 night minimum stay
(10)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night minimum stay
(11)
$180 - $314
per night
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
(15)
$300 - $571
per night
2 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 9
2 - 7 night minimum stay
(22)
$180 - $300
per night
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
(17)
$2,800 - $3,300
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 12
7 night minimum stay
(15)
$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 8
2 - 7 night minimum stay
$2,900 - $4,900
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
7 night minimum stay
(6)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
(6)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 14 night minimum stay
(5)
$300 - $371
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(7)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
(8)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(3)
$3,600
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
2 Reviews
$850 - $1,350
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
(6)
$150 - $279
per night
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 5
3 - 7 night minimum stay
(5)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(7)
$271 - $350
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
2 - 7 night minimum stay
(10)
$250 - $328
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(9)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
1 Review
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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

A Great Place to Stay in Chatham

5 of 5
We are long time Chatham vacationers and repeat renters of both the Striper and Bluefish properties for many years. For our family, the cottages are perfectly located to beaches, lighthouse, and town. A lot of trails/paths/quiet roads right here for all of our walkers, bikers, and runners to enjoy. We really like the clean, bright, roomy, open living spaces - a great place to convene and chill out after a long day on the beach or on the water. The owners are very responsive and care about their customers and provide the essentials for your Chatham getaway.
  • Submitted: Nov 10, 2014
  • Stayed: Aug 2014