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Berkshires Vacation Rentals with Parking Included(84)

84 Results
  • 8 BR,
  • 5 BA,
  • Sleeps 14
(5)
$449 - $949
per night
2 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 15
(16)
5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(4)
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
  • 3 BR,
  • 2 BA,
  • Sleeps 7
5 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
  • 9 BR,
  • 6 BA,
  • Sleeps 22
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(4)
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(4)
3 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 18
(3)
  • 5 BR,
  • 3 BA,
  • Sleeps 12
(15)
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(6)
2 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
(15)
$600 - $1,000
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
(5)
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(3)
2 - 30 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
(8)
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 14
1 Review
2 - 7 night minimum stay
  • 14 BR,
  • 9 BA,
  • 2 HF BA,
  • Sleeps 32
1 Review
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
1 Review
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
1 Review
2 - 7 night minimum stay
  • 10 BR,
  • 7 BA,
  • 2 HF BA,
  • Sleeps 24
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
  • 3 BR,
  • 2 BA,
  • Sleeps 9
2 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 12
$200 - $275
per night
2 - 7 night minimum stay
  • 2 BR,
  • Sleeps 4
(20)
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(17)
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
(16)
 

Recent Berkshires Reviews

A Perfect Stay!

5 of 5
We had a great time at William's home on Copake Lake. We spent the week with our 4 year old son. We had so much fun swimming, fishing, canoeing and playing in the grass. The area is beautiful. We ate at Crossroads in Hillsdale 2 times and loved it. We also ate in Hudson and in Great Barrington. If you go with children I recommend a visit to the Hawthorne Valley Farm. We saw piglets that were only 3 days old. William's home is beautiful and spacious. Nothing is missing. We cooked great meals on the grill and ate outside on the porch for most of our meals. And we slept great!
  • Submitted: Aug 25, 2014
  • Stayed: Aug 2014

Perfect Family Summer Getaway

5 of 5
My family and I rent a cabin almost every summer, usually in Woodstock. This was our first trip to Copake, didn't know what to expect. It Was Gorgeous. Better than the photos. The house itself is incredibly well stocked - from kitchen utensils, pots, condiments, spices, to bathroom towels, detergent, toilet paper, etc. We have found most rentals skimp on these items. My husband is a serious cook and was so pleased with the kitchen space. The living room and kitchen are bright and airy with soaring ceilings, modern, pretty furniture in great condition - nothing shabby, tv/cable/internet/cd system with great cd collection. Room is lined with large windows overlooking the deck. The Deck! Lots of privacy. Flower troughs spilling over with blooms, great deck chairs, chaise lounge on lower deck level where we enjoyed cocktails at sunset, umbrella and dining table where we had every meal, all overlooking the lake. The Lake! The views are incredible, you are literally on top of the lake, steps leading down beautifully yet naturally landscaped grounds, down to your private, small dock. 2 kayaks and a large rowboat were supplied. You can boat around the entire island, absolutely serene and lovely. The entire family took the rowboat just across the water to a small white sand beach, had the whole place to ourselves, swam and and sunned. The area is very quiet and peaceful, no rowdy vacationers (a few motorboats, but rare and not disruptive). The surrounding countryside is gorgeous, timeless. We hiked up to Bash Bish Falls and swam beneath the waterfall, had picnic at the top of the mountain, went to farmers markets and sheep farms, bought locally grown veggies and fruits, even had the nicest grass-fed beef farmer who actually meet us in person in town to sell us his beef for our bbq that evening! Took our kids to a fantastic, classic drive in movie theater about a half hour away, took a short drive to beautiful Hudson, a quintessential old New York town on the Hudson River. I can go on and on. Whether you're looking for a romantic getaway, or a fun filled family vacation, this was probably the best trip we've ever had upstate. Also, Tony was so gracious, calling me back immediately after I texted about Wi-Fi problems. Very considerate and personable owners, couldn't have asked for a nicer experience. Thank you so much, Tony! We'd love to come back!
  • Submitted: Aug 22, 2014
  • Stayed: Aug 2014

Perfect family getaway

5 of 5
This was the perfect summer getaway for our family. The house was spacious, yet cozy and comfortably accommodated three couples and an infant. Each couple had their own room and bathroom, and enough privacy (even the one in the loft space). The living space was great, kitchen had everything we needed and the pool was clean, well-maintained and perfect for the sunny days. We spent almost every meal on the large deck, dining outdoors and grilling. The view from this house, located atop a hill, was fantastic. You could see for miles across farmlands towards the mountains. The location of the house was also great. It felt secluded and private. It was a short or moderate drive to cute towns like Hudson and Great Barrington, farms/farmers markets, grocery stores, shops, hikes, etc. Also, it was just under a three hour drive from NYC. Alan was a lovely host, checking in with us periodically to ensure we had everything we needed and that we were enjoying our vacation. Our family could not have asked for a better experience for our summer getaway, and we will certainly be returning again!
  • Submitted: Aug 21, 2014
  • Stayed: Aug 2014