This post is my way of getting you to help me plan a weekend getaway to the Berkshires this summer. Now the in-laws (Remember them? Visiting in June?) want to take a trip and meet up with the Boston friends. So we’re talking about renting a house for about 10 people. Kids and dogs included. Oy.
I’ve been to the Berkshires maybe twice in my life. Charming area. I don’t know a thing about the individual towns so I just started by researching houses.
Here’s what I came up with. Most are “pets considered” and price isn’t much of an issue since we’re splitting it with a gazillion people.
Does anyone know the Berkshires? Your input would be much appreciated! Thank you!
Click on photos for more info.
Ok, this church is already all booked up, but I just had to post it anyway. Look at it! The idea of living in a church or schoolhouse is appealing enough, but what a magnificent renovation they’ve done! I’m completely jealous.
Hancock. 2200 square foot converted barn. Fieldstone fireplace, Vermont casting woodstove, vaulted ceilings, wide plank floors, furnished with antiques and collectibles. Screened porch. Heated in-ground pool. Yeah, the perfect place for young children and untrained dogs! Near Jiminy Peak and Williamstown.
Sandisfield. Another stone fireplace and Vermont Castings stove in this house. It has a deck and screened porch which leads out to 2.5 wooded acres. Plus, it has a tennis and basketball court. Unfortunately, I haven’t been on a tennis court since the time I sprained my ankle playing in high school. Dangerous sport, that.
Stockbridge. Post and beam with cathedral ceilings on 2 acres. Stream runs under deck. Adjacent to 200 acres watershed conservation area.
Dalton. This cottage is situated on the edge of a thousand acre farm. Direct access to hiking and mountain biking trails, the farm offers educational programming, vegetables and horseback riding lessons.
New Marlborough. Updated historical school house and an original part of the Sisson Farmstead. Filled with antiques. Wrap around screened-in porch. Sits on one acre right next to a babbling river.
Great Barrington. Secluded hilltop Adirondack-style carriage house. 1 mile from downtown Great Barrington, 1/2 mile to Appalachian Trail. Walking trail through woods on property. Wrap-around deck. Screened-in porch. Air-conditioning. DSL hi-speed wireless, Satellite TV/DVD. Large stone fireplace. Antique furnishings and fixtures throughout. This is the only one that says “Pets Welcome” and not “Pets Considered”, so this may be the place!
Berkshires.com
Berkshires.org
Chamber of Commerce
Berkshire Web
8 Comments
How cool would that church be for a wedding?
Great Barrington is much more NYC/Hippie Friendly.
Stockbridge is gorgeous. My Dad used to own a bar there.
My suggestion would be to get a place within walking distance to a village. Packing that army into a car (or cars) is going to be a hassle.
I think you want to stay near either Great Barrington or Stockbridge…the other towns are pretty but there’s nothing going on in them. That bottom listing looks perfect.
Ok, so it’s GB or Stockbridge and the last listing if it’s still available by the time the in-laws get their act together!
Thanks!
I would strongly recommend GB over Stockbridge. More dining options, and Stockbridge in the summer is touristy – i.e. tourbus tourists to the Norman Rockwell museum – so unless that’s your object, GB will do much better.
You might also want to look into rentals in neighboring CT and NY, for example in Hillsdale, NY or Lakeville, CT.
Note that farther north and east prices are lower (e.g. Lee, Lenox, North Adams).
Thanks RG!
[…] our little vacation romp in The Berkshires last weekend. I followed the advice of readers from a previous post and booked this place in Great Barrington. Actually, it was in Housatonic, which is outside of […]