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Chatham Vacation Home Rentals with Parking Included(324)

324 Results
$650 - $829
per night
3 - 7 night minimum stay
  • 7 BR,
  • 4 BA,
  • Sleeps 11
3 - 7 night minimum stay
(10)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night minimum stay
(12)
$450 - $771
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
3 - 7 night minimum stay
(5)
  • 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)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night minimum stay
(11)
$356 - $1,285
per night
3 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 16
3 - 7 night minimum stay
(54)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
(12)
$300 - $571
per night
2 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 9
2 - 7 night minimum stay
(21)
$250 - $570
per night
2 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(22)
  • 9 BR,
  • 5 BA,
  • Sleeps 20
2 - 7 night minimum stay
(12)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night minimum stay
(5)
$1,495 - $2,995
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(17)
$1,500 - $2,500
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
1 Review
$2,900 - $5,500
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
7 night minimum stay
(6)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night minimum stay
2 Reviews
$400 - $700
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(4)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night minimum stay
(12)
$500 - $714
per night
3 - 7 night minimum stay
  • 4 BR,
  • Sleeps 10
3 - 7 night minimum stay
(4)
$2,800 - $3,300
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 12
7 night minimum stay
(15)
$1,495 - $2,995
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 11
7 night minimum stay
(22)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(13)
$499 - $1,285
per night
3 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 7 night minimum stay
(12)
$300 - $500
per night
3 - 4 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 4 night minimum stay
(8)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
2 Reviews
$1,700 - $3,800
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
1 Review
$11,500 - $13,500
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 7
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(7)
$550 - $1,129
per night
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 - 7 night minimum stay
(5)
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Recent Chatham Reviews

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

Great House in Perfect Location

5 of 5
This was the perfect location for our friend's destination wedding at the Chatham Bars Inn. The house is conveniently located walking distance to downtown Chatham, and is even more charming than the pictures convey! The house has been beautifully remodeled and the location right on the pond is so picturesque! We made a big brunch for the groom-to-be the morning of the wedding and were extremely impressed with how stocked the kitchen was with every tool and appliance we possibly needed, plus service for 10 people. Comfy couches and chairs throughout the first floor were perfect for watching movies or sipping coffee. There are also lovely outdoor tables in the front yard and back yard (that we sadly could not use due to rain), but it would be amazing in the summer sunshine. Linda was very communicative before and during our visit, and made the logistics a breeze. Highly recommended!!
  • Submitted: Nov 6, 2014
  • Stayed: Oct 2014

Our Family Tradition

5 of 5
Five years ago on a late night internet search, I came across the Home-by-the-Sea in Chatham and it seemed "too good to be true!" How could this vacation rental in such a desirable location with so many amenities be so reasonably priced? As soon as I inquired, I was contacted by the owner, who was so accommodating and helpful that I couldn't resist! I still remember walking into the house for the first time and thinking WOW... we found a gem... this isn't just a house, it's a home! Now, we have just returned from our fifth visit to "our home away from home" in Chatham and I have to say that it is a major highlight of our year! Four generations of our family descend on the house in early October every year and it accommodates us all! Whether you just want to sit on the deck and enjoy the sea breezes and view, play outside in the yard, go to the dock and bird watch, plays games, watch movies or cook a great meal... it is all there for you. Not to mention that any question you have is answered in the extensive information and literature that is available to you. We have made so many treasured memories in this place and our yearly visit has really become a family tradition. My personal favorite place to go is the dock at the end of the property. Any time of day it is so beautiful and peaceful. Last year, we brought a kayak and had great fun exploring the salt marsh and even got out to the sound. The beach is within walking distance and the path that leads to the Stage Harbor Lighthouse is not to be missed. It's really a walking meditation! I remember that before we came that first time, the owner sent us a three page detailed email about all the great things to do, things to see and places to eat in Chatham and beyond. Slowly over the years, we have done many of those things and added some of our own. We really can't say enough about the Home-by-the-Sea....it is a treasure! Many THANKS to the caring owners for sharing it with us!
  • Submitted: Oct 29, 2014
  • Stayed: Oct 2014