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Chatham Short Term Vacation Rentals(143)

143 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)
$700 - $971
per night
3 - 7 night min stay
  • 7 BR,
  • 4 BA,
  • Sleeps 11
3 - 7 night min stay
(10)
$275 - $1,015
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)
$1,500 - $1,800
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night min stay
(6)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night min stay
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
(8)
$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
$850 - $1,350
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night min stay
(7)
$200 - $279
per night
3 - 7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 5
3 - 7 night min stay
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
1 - 7 night min stay
1 Review
$214 - $286
per night
2 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 7 night min stay
(7)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
6 - 7 night min stay
  • 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
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night min stay
$200 - $400
per night
3 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night min stay
$286 - $514
per night
3 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
  • 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)
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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 Location, Ideal for Young Kids

5 of 5
My wife and I stayed here in August with our 2.5 year old. The location is ideal because it is only a 5 minute walk to the beach (when loaded down with kid accessories). Its also located on a quiet street (with a speed bump right in front of the house) so you can let the kids run around and play without much fear of traffic. You can tell the owner actually uses this home for their personal use because unlike other rentals we have had it had all of the beach necessities as well as cooking utensils like good pans and knives. Being so close the beach was huge with a little one as we were able to go to the beach quickly - and still get back for an afternoon nap, without wasting time in traffic or loading & unloading the car. It also allowed for pre-dinner walks on the beach or kayaking. We went out multiple times and the beach at Ridgevale is easy to access (at high tide) with calm water. The beach itself is also ideal for young kids because it is so calm with the tidal inlet available as well as the Sound. Jennifer has lots of good suggestions for places to go and eat - but we were so at home here, we only got to explore a handful. One tip - there are multiple "schoolhouse" ice cream shops one just up the road and another in Harwich - and they are both delicious. We loved our stay here and hope to return soon!
  • Submitted: Oct 8, 2014
  • Stayed: Aug 2014