26 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Berkshires Pet Friendly House Rentals(26)

26 Results
  • 4 BR,
  • 5 BA,
  • Sleeps 8
3 night minimum stay
  • 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
$1,650 - $7,500
per month
7 - 90 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 90 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 11
3 night minimum stay
(4)
$100 - $193
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
(16)
$490 - $564
per night
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
2 Reviews
$375 - $429
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
$150 - $225
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 11
2 night minimum stay
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
1 Review
$750
per night
2 - 7 night minimum stay
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 7 night minimum stay
2 Reviews
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 night minimum stay
$175
per night
5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
5 night minimum stay
(6)
$325 - $350
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(15)
11 more choices from the HomeAway Network
$185 - $350
per night
3 - 30 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
3 - 30 night minimum stay
(11)
$757 - $800
per night
2 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
2 - 7 night minimum stay
(7)
  • 2 BR,
  • 4 BA,
  • Sleeps 5
2 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night minimum stay
(4)
$170 - $195
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
$1,350 - $1,650
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(9)
$300 - $500
per night
3 - 30 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 12
3 - 30 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
  • 6 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
1 Review
  • 2 BR,
  • 1 BA,
  • Sleeps 4
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
 

Recent Berkshires Reviews

A wonderful pet friendly family retreat

4 of 5
We enjoyed this spacious home as a base for skiing at Jiminy peak and enjoying local berkshire attractions such as The Berkshire Theatre and Herman Melville's house. The home is bigger than it appears from the photos and has lots of charm. Our family of 5 and a dog were very comfortable and enjoyed sitting by the fireplace together as well as having some privacy. The house was clean and well maintained and the owner was accessible and responded quickly to emails. The house was well stocked with most appliances - the only things we could suggest to add/bring along would be a full sized coffee pot and a DVD player.
  • Submitted: Dec 30, 2014
  • Stayed: Dec 2014

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

peaceful retreat!

5 of 5
We had three families in our group and had plenty of room to sleep, play, eat and for kids to play (in and out--our weather was gorgeous!). The house is very private; a beautiful property. Heather made a great suggestion which was to bring everything you need as far as food goes because the closest grocery is not that close! ;-) We found beautiful hiking trails at the Hand Conservation and all around had a great time in a perfectly cozy and well equipped place to unwind! WiFi was a great bonus! Accessible for our three parties traveling from downstate, upstate and MA. We would definitely return!
  • Submitted: Oct 17, 2014
  • Stayed: Oct 2014