13 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Barns
Cabins
Cottages
Estates
Farmhouses
Homes
Lodges
Boats
Bungalows
Castles
Chalets
Condos
Hotels
Studios
Townhomes
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

13 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Berkshires Cottage Rentals(13)

13 Results
$195 - $225
per night
5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(6)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 - 7 night minimum stay
$2,500 - $5,500
per month
28 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
28 night minimum stay
(33)
$250
per night
2 - 7 night minimum stay
  • 2 BR,
  • Sleeps 4
2 - 7 night minimum stay
(20)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
1 Review
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(8)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
(6)
$125
per night
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
$150
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(20)
$180
per night
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
1 Review
$140 - $230
per night
1 - 2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 5
1 - 2 night minimum stay
(5)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
 

Recent Berkshires Reviews

The Perfect Cozy Cottage.

5 of 5
We were looking for the perfect cottage away from everything and this cottage was a hidden gem that had everything we needed. Our host, Fran was wonderful and very helpful at answering all of our questions. We can tell she loves doing what she does and making sure her guests had everything they need from activity brochures to menus for ideas on what to do and eat within the surrounding area. As soon as we walked through the doors, we were both in awe and just felt right at home. The movie selection was amazing and even had more available by request – loved it, especially if you planned on staying in on a cold snowy night. The cottage was even more beautiful in person than what is posted on the site – it’s stunning and well maintained all around. Thank you for being so accommodating and going out of your way to make sure we had the perfect weekend. We’ll definitely have to return again when the weather is warmer so we can use the deck for breakfast and explore more around the area. Thank you again for all your help. Adeeb (NY) & Maiya (NE)
  • Submitted: Jan 10, 2015
  • Stayed: Jan 2015

A relaxing weekend in a beautiful home!!

5 of 5
This home is a perfect escape, located steps away from beautiful Robinson Pond, and about 20 miles from Great Barrington, MA in the Berkshires. The kitchen and bathroom are brand new and so pretty - kitchen is fully-equipped with everything you could possibly need. The large open kitchen/dining/living area is so comfortable and perfectly decorated. The place was spotless and the owners clearly went out of their way to provide all the comforts of home including fresh, soft bedding and towels, games and a great sound system for our iPod. We went with another couple and had a great time watching Netflix shows on the Roku system, sat by the pond in the evening around the firepit, and spent the day in Great Barrington and Lenox, Mass. Both are great towns for shopping and eating - we loved Gypsy Joynt for lunch - a very unique place with a huge delicious menu! Breakfast and lunch at Dad's Copake Diner just 5 minutes away from the house was also really good - a cute 50's themed diner. The house is so nice and comfy that it was tempting to just stay inside and chill, but we were so glad to have explored these towns and get to know the Berkshires a bit. We highly recommend this house for two couples or a family - room for two in each bedroom plus a sleeper in the living room. We will definitely be back for a repeat visit!!
  • Submitted: Nov 9, 2014
  • Stayed: Nov 2014

Perfect technology free winter getaway!

5 of 5
We stayed 3 nights at the Robinson Pond getaway, deciding to make it a "technology free stay" with no cell phones and no TV or internet. The house has TV and internet, but we didn't use these. It had snowed right before our arrival and a bit during our stay, so a nice deep quite had descended on the pond for which we were very grateful. Katherine was excellent with communication and a couple of documents were provided to us at booking. She sent an email with picture of the plowed driveway so we knew that we wouldn't have any problems parking. We had the upstairs unit (downstairs can be rented for an additional fee). The master bed was comfy. The kitchen was very well appointed (which we took advantage of for nearly every meal). Leather couches and a nice futon were used for lounging and reading and snuggling with our 6 month old baby boy. They had plenty of wood and kindling for their wood stove that is in the fireplace. During the last night of our stay, the entire community lost water due to a burst water main. I contacted the owners who then told me that they could bring over 5 gallon buckets of water so we could flush the toilets. Luckily we were about to go to sleep and we didn't need them to do this, but I thought that it was really nice that they were prepared to help us out anyway that they could. We are hoping to be able to get back to Robinson Pond to stay with them again during the summer so we can experience the water! My wife would love to take advantage of their canoes!
  • Submitted: Feb 20, 2014
  • Stayed: Feb 2014