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Book Online or call HomeAway Booking Assistance 888-829-7076
Book Online or call HomeAway Booking Assistance 888-829-7076

Book your fall trip to the Berkshires now! Hillside Retreat with a View

Bedrooms 3
Half Baths1
Property type house
Minimum Stay 3 nights


Half Baths
Minimum Stay
3 nights

About the property

Three bedrooms, 1.5 bathrooms, sleeps 6; a pack-n-play is available.

NOW TAKING FALL and WINTER RESERVATIONS - a beautiful time to be in the Berkshires. Stay in this hillside home, our family's cherished place since 1940. It was renovated in 2008 for vacation rental, after our parents move. Two acres of lawn and field surround the house. Views of the neighborhood and distant mountains can be seen from anywhere on the property. The house is located between Lee and Lenox, off Route 20, central to the wide array of activities that the Berkshires offer throughout the year. In winter, Butternut Ski Basin is just 1/2 hour away, a great place for family skiing. Tanglewood is within 5 miles, Laurel Lake (swimming, boating, fishing) is 1/2 mile away. Shops and restaurants on Main Street are within walking distance (1 mile). Other Berkshire attractions such as the Norman Rockwell Museum, Jacob's Pillow Dance Festival, Daniel Chester French studio, Edith Wharton's The Mount are all within ten miles. Winter skiing is within 20 miles, and fall foliage viewing abounds anywhere. Come, enjoy!

The kitchen and bath were completely renovated in 2008, with new fixtures and appliances, including Bosch washer and dryer. The house is equipped with Wi-Fi, a television in the living room, and one in the master bedroom.

There are three rooms downstairs: eat-in kitchen with a pantry; dining room, living room and a 1/2 bath. The second floor has three bedrooms and a full bath, shower only (no tub).

There is a comfortable, open porch that overlooks the hillside where lovely sunsets can be viewed. The hill continues behind the house into the Town Forest and walking trails are nearby on Golden HIll Rd. We would love to share this home with you and your family.

The surroundings.......: The house is located at 75 Circular Avenue in Lee. This street is off Route 20 (Laurel St), between Lee and Lenox. It is central to the many cultural and outdoor activities that the Berkshires offer. Laurel Lake is within 1/2 mile, and Tanglewood is within 5 miles. You can walk to Main St. and downtown Lee (1 mile), where there are many shops and restaurants. Backroads for fall foliage viewing abound - and winter skiing areas are within 10 miles.

More Details

Ann Letendre
Member since: 2008
Speaks: english
Response time:
Within a few days
Response rate:
Calendar last updated:
February 16, 2017

About Ann Letendre

This house is our family home, which our parents purchased in 1940. They spent 70 years together here, raising six children. My father was a local teacher and coach, my mother a local newspaper reporter and author. The house is now owned by the six children. Because the house is such a special place to all of us, we wanted to keep it in the family so that family and friends can continue to enjoy it. Come visit us!

Ann Letendre purchased this house in 1940

Guestbook comments from the owner

Thank you so much! We had the best weekend ever!! We loved the house and the town of Lee. Thank you so much for everything!
Dec 2012
  • 1 of 8


Lee House Accommodation and Amenities

Property Type:
  • house
Accommodation Type:
  • Guest House
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 1200 sq. ft.
Location Type:
  • Beach ...
  • Lake
  • Mountain
  • Mountain View ...
  • Town
  • Village
  • Budget
  • Family
  • Alarm Clock
  • Basic Soaps
  • Broadband Access
  • Clothes Dryer
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Laundry Soap
  • Local Activities Guide
  • Local Maps
  • Paper Towels
  • Parking
  • Toilet Paper
  • Washing Machine
  • 4 Ring Stove
  • Coffee Maker
  • Cooking Utensils
  • Grill
  • Kitchen ...
  • Lobster Pot
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Child's Highchair
  • Dining Room
  • seating for 6 people
  • 1 Bathroom
  • 1 Half Bath
  • Bathroom 1 - toilet , shower , second floor
    Bathroom 2 - toilet , first floor, powder room only
  • Bathrooms are both newly renovated. The full bathroom is shower only, no tub.
  • 3 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 king , airy, 3 windows
    Bedroom 2 - 1 queen
    Bedroom 3 - 2 twin/ single
  • Master BR is air-conditioned. Pack-n-Play is available for toddlers. Lovely views from all three bedrooms.
  • Books
  • DVD Player
  • Piano
  • Radio
  • Satellite / Cable
  • Television
  • Outdoor Grill
  • Outdoor Grill Gas
  • Porch / Veranda
  • Unscreened Porch / Veranda
  • 4 garden chairs
  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets not allowed ...
  • autumn foliage
  • botanical garden
  • cinemas
  • forests
  • library
  • live theater
  • museums
  • pond
  • restaurants
Leisure Activities:
  • antiquing
  • bird watching
  • horseback riding
  • outlet shopping
  • scenic drives
  • sight seeing
  • sledding
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • golf privileges optional
  • hiking
  • mountain biking
  • mountain climbing
  • sailing
  • ski lift privileges
  • skiing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
We can provide sheets and towels, and make up the beds for you for an extra fee, depending on the number of people. Rates are $10 per bed.


Exceptional! 5/5 -
(11 traveler reviews)

Book your fall trip to the Berkshires now! Hillside Retreat with a View
average rating of 5.0 based on 19 reviews

Couldn't have been happier with Berkshires gem!

  • 5 of 5

First of all, Ann was a complete pleassure to communicate with throughout the rental process. Second, the house, itself, and its location were exactly what we were looking for -- peaceful, with great views, and walk to town (a little TOO close to the great ice cream place, though!). Super convenient for all Berkshires excursions, culture, outlets, restaurants, hiking. 100% satisfied. Thanks, Ann!

  • Submitted: Aug 25, 2015
  • Stayed: Jul 2015
  • Source: HomeAway
Owner's Response: Thanks much, Liz - and we had a perfect guest likewise!
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Medford, MA

Beautiful, Comfortable and Cozy With Great Amenities

  • 5 of 5

We just spent a week vacationing in this house and it was great. The house really has everything you could want/need and is well-maintained with loving care. It had comfortable beds and furniture, a charming front porch, a kitchen stocked with all the items you need to use for cooking, washer/dryer, refrigerator, etc., plus a high chair and pack n' play for our one-year old daughter. It was nice having the space and being able to make ourselves feel at home. The house is high up on a hill and surrounded by trees and woods which is scenic. The only downside, I think, is if it were winter and the leaves had fallen we would see route 20 more easily and that road is pretty busy - so it would feel less secluded. The location was very convenient, though, right up the road from Lenox, near the Lee outlets and downtown Lee. We really enjoyed ourselves.

  • Submitted: Sep 9, 2014
  • Stayed: Aug 2014
  • Source: VRBO, from HomeAway
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Lovely stay in the beautiful Berkshires!

  • 5 of 5

What a charming home set in the hillside! I am a big fan of Norman Rockwell and this lovely home had all the character that is displayed in his paintings! The Norman Rockwell museum is in the area. All the rooms are accurately depicted on the website, My family felt right at home here and particulately enjoyed the views from the front porch.

It was very enjoyable reading about the history of Lee and some of the family's stories in the book written by the original owner.

It is very close to the town. We will be returning!

  • Submitted: May 9, 2014
  • Stayed: Apr 2014
  • Source: HomeAway
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Cambridge, MA

Perfect place for Berkshires getaway

  • 5 of 5

The Coach House is the prefect place to stay for a Berkshires getaway. The house is only minutes from Tanglewood, Jacob's Pillow and great food, even though we spent much of our time just hanging out on the front porch. We hope to be back soon!

  • Submitted: Sep 5, 2013
  • Stayed: Aug 2013
  • Source: HomeAway
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Boston, MA

Comfortable stay, convenient to everything!

  • 5 of 5

We had a lovely week at the Coach House in late September. The house really is on top of a hill - and offers terrific views and amazing sunsets. We found everything we needed and went grocery shopping down the street to cooked almost every meal at "home".

We traveled with our two young children (1 and 4), who really enjoyed playing in the yard and woods. The house really is close to everything and we took several little trips to the nearby Berkshire Museum, Shaker Village, Stockbridge, Lenox and Great Barrington. We found great sandwiches at the Housatonic Deli in Lee and had terrific pizza at Baba Louie's in Great Barrington.

The beds were very comfortable and we all slept well during the crisp New England nights. The stairs were a bit steep for our little ones to climb up and down, so we had to carry them (oh my aching back!). Also, this is an old house, so the hardwood floors creak a lot. We must have looked like FBI agents, trying to strategically maneuver the creaks so as not to wake the children.

The owner and her family are so warm and hospitable - such a pleasure to deal with. We hope to come back and stay with you again. Thank you!

  • Submitted: Oct 3, 2012
  • Stayed: Sep 2012
  • Source: HomeAway
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  • 5 of 5

We spent New Years weekend at Coach House and were so happy with the house and dealing with the owners. Everything was just as described and we greatly appreciated the fantastic kitchen as we mostly cooked the whole weekend. It was also wonderful to be a short walk from town. Lee was such a perfect location for friends from Boston and New York to meet each other and celebrate the new year. Thanks for such a comfortable and lovely place to have this reunion!

  • Submitted: Jan 3, 2012
  • Stayed: Dec 2011
  • Source: HomeAway
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Nearest Airport
45 Miles
Bradley International Airport, Windsor CT
Nearest Barpub
1 Miles
Sports Bar
Nearest Golf
1.5 Miles
Greenock Country Club
Nearest Train
30 Miles
Springfield, MA
Nearest Motorway
2 Miles
Interstate 90
Nearest Restaurant
1 Miles
Several - Main Street Lee
Nearest Ski
15 Miles
Buttenut Ski Basin - Great Barrington
Nearest Beach
1 Miles
Sandy Beach, Laurel Lake
Car: recommended

This lovely 1940 newly-renovated home is located on Circular Ave, off Route 20, between Lee and Lenox. There is easy access to the wonderful array of year-round cultural and recreational offerings. The home sits on a quiet hill surrounded by over two acres of lawn and field, and borders a Town Forest. Winter ski areas are within 20 miles. Tanglewood is within 5 miles. Edith Wharton's The Mount is within 3 miles. The Norman Rockwell Museum and Jacob's Pillow Dance Festival are within 10 miles, and Kripalu within 3 miles. The Museum of Modern Art (MOMA) and the Clark art museum are a 45 minute drive. The Berkshires also offer excellent summer theatre, as well as the Shakespeare summer festival. There is great hiking at October Mountain (5 miles) or Mount Greylock (12 miles). This wonderful area offers a wide range of experiences, from simple relaxation on the porch or an evening at Tanglewood in summer, to great hiking in the fall and skiing in winter.

Other Activities: Tanglewood, Jacob's Pillow Dance Festival, Norman Rockwell Museum, The Mount, Daniel Chester French Studio

Golf: Greenock Country Club, a public golf course facility, is located in Lee, and is a 5-minute drive from Coach House. Greenock is a lovely course, surrounded by mountain views.

Ski: Coach House is within 20 minutes of Butternut Basin, a wonderful family ski area, especially for beginning skiers. We are also within 20 minutes of Bousquets in Pittsfield, and 45 minutes to Jiminy Peak. This house on the hill offers lovely winter views! We would be pleased to welcome you to Coach House.


Rates & Availability

Lee House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
Fall-Winter 2016
Sep 11 2016 - Mar 31 2017
3 night minimum stay
My Standard Rate
3 night minimum stay

Additional information about rental rates

We do have a no pets, no smoking policy.

Owner's Cancellation Policy

  • 50% refund if canceled at least 7 days before arrival date.
  • 100% refund if canceled at least 14 days before arrival date.
Enter dates for accurate pricing
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