The Berkshires make for a special getaway to Massachusetts, surrounded by mountains and hills filled with lush verdant woodlands as you kick back and relax in your dog-friendly vacation rental. Pick a trail, any trail, and head out for a blood-pumping exploration through the Berkshires stunning scenery. The pet-friendly cabins in the Berkshires are nothing short of breathtaking, either, from a magical pond house surrounded by forest to whimsical luxury cottages, one of which has a unique tower loft, as if you were in a fairy tale. Just imagine your furry friend running through the fields and trees with you alongside them—it will be interesting to see who ends up more tired in the end! Luckily, with all of the extras provided at each of these pet-friendly rentals in Massachusetts, you’ll all have no trouble whatsoever getting comfortable at the end of each day to prep for the next day of outdoor adventures in and around the Berkshires.