80 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Berkshires Golf Vacation Rentals(80)

80 Results
  • 8 BR,
  • 5 BA,
  • Sleeps 14
(7)
$1,200 - $1,500
per night
2 night minimum stay
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
2 night minimum stay
(13)
$449 - $949
per night
1 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 15
1 - 4 night minimum stay
(19)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 night minimum stay
(8)
$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
  • 4 BR,
  • 3 BA,
  • Sleeps 9
1 Review
$995
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
2 Reviews
  • 4 BR,
  • 4 BA,
  • Sleeps 12
30 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 - 7 night minimum stay
$350 - $429
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(8)
$2,500 - $5,500
per month
28 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
28 night minimum stay
(33)
$1,300 - $1,321
per night
2 - 7 night minimum stay
  • 9 BR,
  • 6 BA,
  • Sleeps 20
2 - 7 night minimum stay
1 Review
$1,650 - $7,500
per month
7 - 90 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 90 night minimum stay
(4)
$167 - $425
per night
2 - 31 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
2 - 31 night minimum stay
(15)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 18
$50 - $325
per night
2 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
(17)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 30 night minimum stay
(11)
$100 - $193
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
(16)
$250
per night
2 - 7 night minimum stay
  • 2 BR,
  • Sleeps 4
2 - 7 night minimum stay
(20)
$490 - $564
per night
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
2 Reviews
$1,900 - $1,993
per night
2 - 7 night minimum stay
  • 14 BR,
  • 9 BA,
  • 2 HF BA,
  • Sleeps 30
2 - 7 night minimum stay
1 Review
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(8)
$1,400 - $1,429
per night
2 - 7 night minimum stay
  • 10 BR,
  • 7 BA,
  • 2 HF BA,
  • Sleeps 20
2 - 7 night minimum stay
$375 - $429
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
1 Review
$125
per night
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
$600 - $750
per night
2 - 7 night minimum stay
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 7 night minimum stay
2 Reviews
$150
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(20)
 

Recent Berkshires Reviews

Family Trip

5 of 5
Had a great weekend with family! Perfect location and plenty to do!
  • Submitted: Jan 13, 2015
  • Stayed: Jan 2015

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

This is the one!

5 of 5
I'm sorry for not responding sooner. Your home was the best vacation rental in which I have stayed today and I rent frequently in the Berkshires. I am going to want to stay there again for a week. The home was exactly what my wife and I needed for our family. Your instructions on what to do in the area really helped us out, and John was really wonderful as well. The grounds were beautiful. What can I say, I have finally found the right place.
  • Submitted: Dec 16, 2014
  • Stayed: Nov 2014