East Chatham Vacation Rentals

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Vacation Rentals in East Chatham

Lakeside Serenity! 4-bedroom house in charming Hinsdale next to Lake Ashmere.

10.0 out of 10, Exceptional, (2)
"This property was amazing! Very clean and spacious, perfect location for a nice peaceful getaway. Kendra was very communicative and made sure our stay was comfortable. 10/10 highly recommend you to stay here. "
The price is ¥41,225
¥67,054 total
includes taxes & fees
Jul 16 - Jul 17
Lakeside Serenity! 4-bedroom house in charming Hinsdale next to Lake Ashmere.

Deluxe Queen Room with 2 Queen Beds

2.0 star property
2.0 out of 10, (1)
"Wrote to them asking for early check in around 1pm for 3pm check in, no reply. Not a problem, early check in isn’t a guarantee. Get to the property 10 mins before check in and no one is there, wait around for 30 mins, no one there, no one answering in the app, no one picking up the phone. By 340 called Vrbo who canceled my reservation around 4pm the property called asked if I left, I said I did and booked somewhere else, no apology, no reasoning, just “ok” and hung up. Thankfully there was...
The price is ¥17,128
¥22,347 total
includes taxes & fees
Jul 6 - Jul 7
Deluxe Queen Room with 2 Queen Beds

Spacious 5-bedroom house in charming Lee with WiFi

The price is ¥68,367
¥123,954 total
includes taxes & fees
Jul 16 - Jul 17
Spacious 5-bedroom house in charming Lee with WiFi

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (38)
"The property was centrally located for skiing, and was a comfortable stay."
The price is ¥34,111
¥72,346 total
includes taxes & fees
Jul 30 - Jul 31
Cheerful 3-bedroom cottage with woodstove

Home in Great Barrington

9.8 out of 10, Exceptional, (21)
"Our family had a wonderful experience and stay. "
The price is ¥42,747
¥62,700 total
includes taxes & fees
Jul 15 - Jul 16
Home in Great Barrington

Great Barrington Get Away

9.4 out of 10, Exceptional, (23)
"Nice, cozy, clean house with character. Great location as we could walk to town. Would stay again for sure."
The price is ¥64,769
¥105,626 total
includes taxes & fees
Jul 14 - Jul 15
Great Barrington Get Away

Comfortable Berkshires retreat on mtn resort, SISO

9.6 out of 10, Exceptional, (4)
"Hosts were very responsiveHouse was clean and well maintainedExcellent locationOverall great stay"
The price is ¥23,173
¥69,598 total
includes taxes & fees
Jul 2 - Jul 3
Comfortable Berkshires retreat on mtn resort, SISO

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Very kinda hosts, and wonderful house."
The price is ¥86,070
¥158,296 total
includes taxes & fees
Jul 29 - Jul 30
Hancock Village Inn at Jiminy Peak

Near Tanglewood: Historic Summer Retreat

9.4 out of 10, Exceptional, (20)
"Nice home, spacious, clean, close to Jiminy Peak mountain (15mins)"
The price is ¥24,301
¥57,646 total
includes taxes & fees
Jul 6 - Jul 7
Near Tanglewood: Historic Summer Retreat

Historic Berkshires Home Near Tanglewood, Trails & Wineries

9.4 out of 10, Exceptional, (13)
"Of all the properties I have stayed at, this home is my favorite! Excited to be able to stay in a such a historical home in a rich historical area! Amanda was a wonderful host! Provided a comfortable stay. The home had all the necessities! The town has delicious places to eat. Grocery store is great! My hope is to return and spend more time here."
Historic Berkshires Home Near Tanglewood, Trails & Wineries

Enchanting Cottage, Come Enjoy Nature!

10.0 out of 10, Exceptional, (1)
"If you want TV, this isnt for you, but if you want a quiet place to check away and relax it fits the bill wonderfully"
The price is ¥57,571
¥130,642 total
includes taxes & fees
Jul 5 - Jul 6
Enchanting Cottage, Come Enjoy Nature!

NEW RENO Historic Creamery in Berkshires w/hot tub

The price is ¥29,362
¥68,759 total
includes taxes & fees
Jul 2 - Jul 3
NEW RENO Historic Creamery in Berkshires w/hot tub

Perfect House In Hillsdale, Brings Friends & Fam

8.6 out of 10, Excellent, (4)
"As a group of 10 friends, this house was everything we could have wanted. 5 bedrooms, a very large living room, and a dining table to fit all of us at once. Very close to Catamount, Hy’s Fried, Roe Jan brewery and more. Very clean for such an old house. "
The price is ¥28,496
¥74,830 total
includes taxes & fees
Jul 6 - Jul 7
Perfect House In Hillsdale, Brings Friends & Fam

Dreamy 6 Bedroom House, Come Enjoy Hillsdale!

9.0 out of 10, Wonderful, (2)
"Our family of 12 really enjoyed staying in this 5-bedroom historic house! It had everything we needed and we loved the decor. "
The price is ¥68,709
¥142,787 total
includes taxes & fees
Jul 5 - Jul 6
Dreamy 6 Bedroom House, Come Enjoy Hillsdale!

Majestic views Hot tub Firepit Games Sleeps 14

The price is ¥158,102
¥257,766 total
includes taxes & fees
Jul 18 - Jul 19
Majestic views Hot tub Firepit Games Sleeps 14

Glass Lake Cottage

The price is ¥47,857
¥97,216 total
includes taxes & fees
Jul 13 - Jul 14
Glass Lake Cottage

The Lakeshore House

The price is ¥70,155
¥111,855 total
includes taxes & fees
Jul 7 - Jul 8
The Lakeshore House

Treat yourself at the stunning June Farms Wellness Huts!

10.0 out of 10, Exceptional, (8)
"Most AMAZING!!!!Going back sooooon!!!"
The price is ¥38,084
¥54,256 total
includes taxes & fees
Jul 30 - Jul 31
Treat yourself at the stunning June Farms Wellness Huts!

Treat yourself at the stunning June Farms Wellness Huts!

10.0 out of 10, Exceptional, (8)
"June Farms is a hidden gem. We stayed there on an overnight trip. The grounds are beautiful and well maintained. We took an ATV tour w Michelle who gave us the grand tour and showed us all the properties and animals. The Pony Barn was open for pizzas, drinks top notch! It was dog park night and drew a fun crowd. Would def visit again!!!"
The price is ¥38,084
¥61,605 total
includes taxes & fees
Jul 27 - Jul 28
Treat yourself at the stunning June Farms Wellness Huts!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find a vacation rental in East Chatham?

Yes, we have vacation rentals close to popular local attractions in East Chatham, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that East Chatham has to offer?

Deluxe Queen Room with 2 Queen Beds: This vacation home rental outside of East Chatham is equipped with an outdoor pool, air-conditioning, and WiFi to help you feel comfortable during your stay.

How many vacation rentals will I find in East Chatham?

Expedia has 8 vacation rentals for your stay in East Chatham.

What can I see and do in East Chatham?

Meizinger Lake and Hand Hollow Conservation Area are a couple of lovely local spots to get outside and enjoy nature. Hand Hollow State Forest and The Mac-Haydn Theatre are a couple of places you'll find in the larger area.

What are vacation rentals like in East Chatham?

Vacation rentals are privately owned properties you can stay in for several days or longer in East Chatham. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.