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Historic Red Schoolhouse featured in the 2015 Home & Garden TV Special

Bedrooms 1
Property type house
Minimum Stay 3 nights

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Minimum Stay
3 nights


Pittsfield House Rental Photos and Description

House, 1 Bedroom + Convertible sofa in great room , 1 Bath, (Sleeps 2-4)

Comfortable, quiet home in Pittsfield minutes from Tanglewood, Berkshire Theatre Festivals and other year round attractions. Oldest one room school house in New England and listed as a U.S. National Historic Place. Built in 1825 and rebuilt 1843 after a fire it has been used continually by the community until being converted to a private residence in 1985. The home was completely renovated in 2010 with glass and tile bathroom and updates throughout the 1000 square foot interior located in the middle of an acre wooded lot on a quiet mountain road. The bedroom with a queen sized bed is in the upstairs loft. The ground floor has the bathroom, a fully equipped kitchen, the original blackboard, very large windows, a great room with dining table for eight, gas ceramic stove, sofa and TV/DVD entertainment center. The sofa can be converted to a queen size bed for guests or kids or to sleep in front the fireplace in the winter. The wooded lot is fenced in for pet safety with a pond and running brook on the two sides. The stone patio has a dining table and chairs for four, charcoal grill, Adirondack chairs and hammock under the trees near the fire pit.

Keywords: house, berkshire, pet, friendly, schoolhouse, historic

More Details
  • children welcome
  • non smoking only
  • pets considered

Bob Clydesdale
Member since: 2006
Speaks: english
Response time:
Within a few days
Response rate:
Calendar last updated:
November 26, 2016
Call Owner

About Bob Clydesdale

Bob and Karen Clydesdale bought Morewood from the city in the 1980s while living in the Berkshires. Karen spent three years converting the building from the dirt up with new wide plank floors to the new roof to drag it into the 21st century while preserving the historical exterior and enhancing the grounds and interior ambiance.

Bob Clydesdale purchased this house in 1985

Why Bob Clydesdale chose Berkshires

Morewood School is located in the center of Berkshire County with a long historical connection to the old Pittsfield families such as the Morewoods, Holmes and Melvilles. The new interior and preserved exterior provides an uncommon comfort level and access to the year round attractions of Western Mass.

What makes this house unique

Minutes to Tanglewood, Jacob's Pillow, Shaker Village, Norman Rockwell Museum, Shakespeare and Berkshire Theatre Festivals, Berkshire Opera House, Pittsfield Country Club, Cranwell Golf Course and Spa, Baseball Museum, Wahconah Baseball Park, Lenox and Great Barrington antique shopping, fine dining throughout the County, boating and fishing on many lakes. Located at the base of Bousquet Mountain ski resort and a short drive to Jiminy Peak and other down hill and cross country ski areas. Located two hours from Boston and NYC and only eight miles north of the last exit on the Mass Turnpike, Morewood is the perfect Berkshire vacation spot.

Guestbook comments from the owner

For those who visit the Berkshires from Germany I offer a review in our language. After a fall visit I decided to try a winter month. Well, who could guess that it would snow so much and be so cold in February. The cottage has welcomed me with a warmth and from the first moment I felt at home. It has been lovingly restored. The kitchen is well equipped and had comfortable bed linen and warm blankets in the loft. The location is ideal for exploring the area and the supermarket is not far away. Although I was alone in this adorable house, my stay was great and I plan to another one month there. Minor problems with the very cold weather were quickly is fixed. It's beautiful!
Feb 2015
  • 1 of 9


Wonderful! 4.9/5 -
(22 traveler reviews)

Historic Red Schoolhouse featured in the 2015 Home & Garden TV Special
average rating of 4.8636365 based on 31 reviews
Annandale, NJ

Good but not great second stay

  • 3 of 5

We came back for a second stay at the Old Schoolhouse after having a wonderful stay in July 2016. Our second stay was good but not great. We had a couple of issues that we reported to the owners - the dishwasher wasn't working. After calling the owners, we did, after much hassle get it going, but the following night the dishwasher again failed to start. This required us to hand wash all dishes the morning of our departure, where the water ran cold part way through (owner sent out someone after we left and reported they found no problem - just strange to have that happen). Not a big deal to hand wash dishes, but you do hope to have everything working when you pay a fairly high amount (so far, no partial refund that I have requested). Stairs up to the bed room are rather slippery which caused our dog to take a couple of tumbles. I have reported this to the owner also.

  • Submitted: Oct 14, 2016
  • Stayed: Sep 2016
  • Source: VRBO, from HomeAway
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Annandale, NJ

Wonderful stay, wonderful converted school house

  • 5 of 5

Just returned from a 4 night stay at this historic school house. What was most impressive was the amount of space in the kitchen/great room area. We were able to spread out our gear without feeling in any way cluttered. The loft was small but comfortable, and even in the midst of Summer the window and floor fan worked like a charm, keeping the whole house cool. While the arial view of the property makes it seem like the house is near to a busy road, it is, but we couldn't hear anything at night (and we are sticklers for wanting no traffic noise when we are away). A great stay and we will be back!

  • Submitted: Aug 2, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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Astoria, NY

Charming Renovated Schoolhouse

  • 4 of 5

We had been thinking about staying at the Schoolhouse for years, and finally visited this summer. We were very glad we did as it is comfortable and well located for excursions in the Berkshires.

Everything was clean and there is a well-equipped large kitchen area. The interior has high ceilings, making the interior more spacious than expected. Our dog was quite happy with the fenced in yard area and the shading from the trees kept it cool during a hot weekend.

Communicating with Bob (the owner) was very easy, and there is a notebook of instructions and suggestion at the schoolhouse that we found helpful.

We are looking forward to returning soon!

  • Submitted: Jul 25, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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Comfortable and well equipped

  • 5 of 5

We had the pleasure of spending an extended stay at Morewood this winter. If you go to the Home and Garden site, you will see a video that describes the property better than we can. The place was "as advertised" in the video. Everything functioned perfectly, the location is private, convenient and safe. The place was clean when we arrived. The kitchen was especially important to us since we cooked in most of the time. We found it well equipped and easy to work in, and the appliances are up to date and work fine. The modern bathroom lacks a tub, but the walk in shower is very spacious and the water pressure and hot water are quite adequate. We found it helpful that the linens and towels were provided as well as soap, a hair dryer, etc. A washer and dryer are also provided and they work well. Heat is provided by a gas faux wood stove that keeps the place comfortable when it is cold out. Guests leave essentials like dish detergent, laundry detergent, sugar, salt, food wraps, some herbs, etc which is convenient especially for shorter stays. Mr. Clydesdale is readily accessible by phone and email in case you need his assistance, and he is a pleasure to deal with.

Pittsfield itself is not a vacation destination, of course, but it is convenient to the Berkshire attractions. One possible drawback for some guests may be that the main bedroom area is upstairs in a loft. If you don't like the idea of going up and down stairs in the middle of the night, you can use the very comfortable convertible sofa in the main room that has a good air mattress that's easy to use.

We are planning to return to Morewood and encourage anyone who is looking for a home away from home experience in the Berkshires to consider staying there.

  • Submitted: Mar 15, 2016
  • Stayed: Jan 2016
  • Source: VRBO, from HomeAway
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We Love the Red Schoolhouse

  • 5 of 5

The Red Schoolhouse has become a home away from home for us. We are lucky enough to be originally from the Berkshires, so we enjoy visiting the area to catch up with friends and family. We have made it our tradition to stay at the schoolhouse for Christmas, and we look forward to it every year. This year was the first that it was warm enough to take advantage of the outside area during our stay. We loved having a fire by the flowing river. The inside was crisp and clean, as usual. One of our favorite aspects of the schoolhouse is the convenience. It feels like a private getaway, but we're so close to everything! My grandma has always been a member at the Country Club of Pittsfield, so we can walk to and from dinner at the club with her. It's also just a three minute drive to mom and dad's, and our favorite downtown restaurants are just down the street. Plus, our dog loves it!

We're so grateful to the owners, the Clydesdales, for sharing their home with us. Thanks Bob and Karen! You guys are tremendous hosts!

  • Submitted: Jan 1, 2016
  • Stayed: Dec 2015
  • Source: VRBO, from HomeAway
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Reunion with Friends

  • 5 of 5

I recently stayed at the Morehead House for a reunion with my two college roommates. It was everything we expected and more! I loved the décor – it was very warm and welcoming. We probably spent more time actually in the house than most guests and we found it very relaxing and it met all of our needs. The sofa converts into a bed (air mattress), which was very comfortable, and we brought another air mattress - space was not an issue. I highly recommend this property – well maintained and in close proximity to downtown Pittsfield and Lenox where we had dinner each evening.

  • Submitted: Nov 1, 2015
  • Stayed: Oct 2015
  • Source: VRBO, from HomeAway
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Nearest Point of Interest
Morewood School since 1843
Nearest Point of Interest
Berkshire Country Club
Nearest Point of Interest
Berkshire Life Insurance Estate
Nearest Point of Interest
Morewood Pond
Car: necessary

Take the back road short cut to the Tanglewood parking lot past the winding river through the hills and valleys. Berkshires have long been known as a cultural destination. Now, longtime arts and culture heavyweights like Tanglewood in Lenox and MASS MoCA in North Adams are being joined by an explosion of smaller galleries, and the shops and services that come along with them. Meanwhile, the food scene plays to the area’s strengths — farm-fresh produce, artisanal cheeses and pasture-raised meats. Farmers’ markets from tiny to huge take over parking lots and fields on weekend mornings.


Rates & Availability

Pittsfield House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly * Event
My Standard Rate
3 night minimum stay

Additional information about rental rates

Cleaning $125

Owner's Cancellation Policy

100% refund if canceled at least 30 days before arrival date.
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Available arrival
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Pittsfield House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 1000 sq. ft.
Location Type:
  • Mountain View ...
  • Rural ...
  • Away From It All
  • Family
  • Historic
  • Tourist Attractions
  • Air Conditioning
  • Broadband Access ...
  • Clothes Dryer ...
  • Fireplace ...
  • Gas Fireplace
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Parking Off Street
  • Parking for RV/Boat/Trailer
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 1 Bathroom
  • Bathroom 1 -
  • Newly installed bathroom with glass shower, tile floors and electric heater
  • 1 Bedroom, Sleeps 4
  • Queen size Beds (1), Sleep Sofa (1)
  • CD Player
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television ...
  • Deck / Patio ...
  • Outdoor Grill ...
  • children welcome
  • non smoking only
  • pets considered
  • cinemas
  • live theater
  • museums
  • restaurants
Leisure Activities:
  • antiquing
  • shopping
  • sight seeing
  • sledding
  • wildlife viewing
Sports & Adventure Activities:
  • cross country skiing
  • cycling
  • fishing
  • golf
  • hiking
  • hunting
  • mountain biking
  • skiing
  • snowboarding
  • swimming
Fire pit on patio using old marble blocks from Lee quarry. Complete privacy. Fenced yard for pet use on deep lot away from the residential road.

Learn more about this vacation rental at the owner's website:

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