Charming Cottages in Lee, MA for Your Perfect Getaway

Ashintully Cottage in spectacular setting
Cottage
Tyringham, Massachusetts, USA

This bright cottage sits between Ashintully Gardens (landscaped public gardens with winding brook, fountain, paths and hiking trails to the stunning ruins of Ashintully) and the McLennan Reservation on Round Mountain, 1000 acres of wooded hiking trails and the largest beaver dam in Berkshire County. The land around the cottage is under conservation restriction and there are plenty of places to hike and explore. You can hear the bells of a nearby monastery. Also very close to the Appalachian trail, several lakes and ponds, and the Tyringham Cobble, and a driveable distance from Bartholomew's Cobble, Monument Mountain, the Ice Glen, Bash Bish Falls, Beartown State Forest and Mt Greylock. Close to Lee with restaurants and outlet mall, and Lenox, Stockbridge, and Great Barrington. 20 min drive to Tanglewood Music Festival, Berkshire Theatre Festival, Jacobs Pillow, Shakespeare and Company, Chesterwood, The Mount, Naumkeg, the Norman Rockwell Museum, and more. An hour from the Hancock Shaker Village, Williamstown Theatre Festival, and Mass MOCA.

Guest Reviews:

- "Beautiful property. Cozy cottage home built in 1700’s. Gardens across are so restful …." - "The cottage is full of character and comfort. The location is beautiful and peaceful. Wish I could have stayed longer! Looking forward to visiting again. The owner went above and beyond to help make the stay an enjoyable one. Communication and helpful tips were much appreciated. Highly recommend this property! Thanks again for a wonderful trip."

The Blue Jay - a New England Cottage
Cottage
Lee, Massachusetts, USA

Come stay at our cozy Blue Jay Cottage in the Berkshires. Quiet and intimate, it is an idyllic setting for your next romantic escape or weekend with friends! The Blue Jay features a fully renovated kitchen and new appliances, free in-unit washer and dryer, and a spacious private back deck with a tranquil view of the garden. Free off-street parking. From lake swimming in the summer, leaf peeping in the fall, skiing in the winter, and hiking all year round the possibilities are endless!

Guest Reviews:

- "Stayed a few days meeting up with some old highschool friends. great spot , well maintained!" - "What a beautiful and generously appointed cottage! I found everything I needed (and more!) The beds were cozy, the kitchen immaculate, and the bathroom, perfect! Thank you!" - "Rained the entire time we were there and the Bluejay was the perfect place to do just that. From the more than adequately stocked items in this small home to the wonderfully enriching choice of reading material ,a beautiful view and privacy. The Bluejay did not disappoint. Seeing fireflies again was bonus! Thank you Miss Alice for your hospitality."

Enchanted Cottage On Babbling Brook
Cottage
Tyringham, Massachusetts, USA

This turn of the century cottage is located on a 130 acre farm, it has total privacy and beautiful surrounding. The house is stocked with linens. Three and a half baths, three full bedrooms, kitchen, living room, dining room, screened in porch, a deck, and washer/dryer. The house is across the brook and up a stone staircase (30 steps) from the parking area. We can make the option available to unload your baggage on the driveway to the main house in order to circumvent the steps (details available). You will be just across the street from the Ashintully Gardens of 150 acres and McLennon Reservation of 450 acres. Near Tyringham Cobble, state forests (Beartown and October Mountain) and the Appalachian Trail. Short drive to Great Barrington, Stockbridge, Tanglewood, Jacob's Pillow, and Kripalu. Visit the Bidwell house, Naumkeg, Mission House, Shaker Village, Norman Rockwell Museum, or one of many other sites right in the neighborhood. Over 100 restaurants in Great Barrington alone. Farm stands and shopping (i.e Berkshire Co-Op and Guido's Market) close by if you want to cook in the fully equipped kitchen. Great place for nature lovers, music lovers, foodies, sightseeing aficionados, or someone looking for peace and quiet and a nice place to sit.

The master bedroom is nice and airy and has an outside deck. The second bedroom is slightly smaller but gets good light. The third bedroom is on the lower level and affords privacy.

Kitchen is 10' x 20' including breakfast seating area
Dining room is 10' x 15' and seats 6 comfortably
The living room is the largest room in the house and connects to a front door foyer.
Master bedroom is 14' x 20' with a fireplace and a king sized bed, it adjoins the outside deck
Second bedroom is 10' x 12' with a full sized bed
Third bedroom is 10' x 14' with a full sized bed

The property is very well manageable.

The driveway to the main house circumvents the 30 stone steps up from Main Road, and you can park very close to the cottage for loading and unloading. The house is great, but what is outside your door is magical. Tyringham Valley is one of the most scenic towns in the Berkshires. You are only steps away from Ashintully Gardens with its blend of majestic manicured beauty and spectacular wild forested mountain side land. Hikes of McLennon Reservation available are accessible by foot from the house.

The cottage is near the Appalachian Trail, and the town swimming pond. We can suggest hikes, cycling routes, swimming holes, or walks and will share our many guide books and maps here. Their is a pool on the owner’s property which can only be used with the host’s permission.

Guest Reviews:

- "The cottage is spacious and extremely cozy. The grounds are beautiful -- much more than we anticipated. The host is delightful and welcoming. We had a great time and will definitely come back in the future."

2 Bedroom/2 Bath Vacation Rental in the Berkshires
Cottage
Lee, Massachusetts, USA

Enjoy the tranquility and comfort of a four-season country getaway. This newly renovated luxury vacation rental is housed in a 200 year old Carriage House situated on 32 pastoral acres with total privacy and separate entrance. Tucked away between Lenox and Stockbridge, the quaint little town of Lee is only minutes from the Berkshires’ most famous attractions including Tanglewood Music Festival, Jacobs Pillow, Shakespeare & Company and Barrington Stage. A spacious 2 bedroom / 2 bath 875 sq. foot unit features newly decorated furniture throughout. Your private parking space is only feet away from the French doors leading into your full service, eat-in kitchen. The oversized, sunny living room connects to a secluded outdoor garden patio with tables, chairs, umbrella and BBQ. The master bedroom with its Queen bed and the guest bedroom with twin beds is ideal for a couple, a family or a 2 couple setting.

Come relax and enjoy the comforts and conveniences of home with cable, wifi, heat & air-conditioning, washer / dryer, a fully stocked kitchen including dishes, glasses, utensils, dishwasher, microwave, garbage disposal coffee pot & toaster. Linens and towels provided as well for bedrooms and bathrooms.

The Berkshires is the ideal getaway offering cultural events, fine-dining, outdoor activities, shops, antiques, theatre and so much more and the Carriage House puts you right in the center of it all!

Amenities:

Bedding/Linens • Balcony/Terrace • Parking • Laundry • Other • Air Conditioner • Wellness Facilities • Kitchen • Barbecue/Outdoor Cooking • Fireplace/Heating • Internet • Tv

Charming Renovated Berkshire Home
Cottage

Welcome to Prospect Place! Our charming renovated home is set upon a hilltop overlooking downtown Lee, "The Gateway to the Berkshires." The house is in the heart of the Berkshires and central to just about everything. It is a a short drive to Tanglewood, the Berkshire Theater Festival, Jacobs Pillow and the Berkshire Outlet Mall. Golf, tennis, skiing, swimming, and spas are just minutes away. It is a perfect spot for relaxation, culture, sports, a girls weekend, and family gatherings.

The space
Take in the mountain / town views from the front wrap-around porch, or enjoy dinner and cocktails on the private back deck. The kitchen is newly renovated with granite counters, all new cabinets/appliances with a slider to the back deck and open to a charming sitting room. There is a formal dining room and a front family room with distant views. The new addition features a first floor master bedroom, bathroom with shower (also accessible from the hall) and laundry closet. The second floor has a newly renovated bathroom with shower and three bedrooms.

Both the local manager who lives within 10 minutes from the house and the owner are available by phone at any hour for questions or concerns.

Guest access
Guests will have access to all living spaces in the house.

Amenities:

Dryer • Sound system • Hot water • Essentials • Iron • TV with standard cable • Hangers • Hair dryer • Shampoo • Washer

Lee Cottages on the Map

Compare the Best Cottages in Lee – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Ashintully Cottage in spectacular setting Tyringham, Massachusetts, USA 359 10.0 38 Click here
The Blue Jay - a New England Cottage Lee, Massachusetts, USA 200 9.8 6 Click here
Enchanted Cottage On Babbling Brook Tyringham, Massachusetts, USA 509 10.0 2 Click here
2 Bedroom/2 Bath Vacation Rental in the Berkshires Lee, Massachusetts, USA 206 1 Click here
Charming Renovated Berkshire Home Lee 300 9.98 1 Click here

Note: The prices for each Cottages in Lee do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Family-friendly cottages in Lee include:

  • Ashintully Cottage in spectacular setting.- Review Count: 38, Rating: 10.0
  • The Blue Jay - a New England Cottage.- Review Count: 6, Rating: 9.8
  • 2 Bedroom/2 Bath Vacation Rental in the Berkshires.- Review Count: 0, Rating: 0.0

Cottages in Lee offering on-site parking include:

  • Ashintully Cottage in spectacular setting.- Review Count: 38, Rating: 10.0
  • Enchanted Cottage On Babbling Brook.- Review Count: 2, Rating: 10.0
  • 2 Bedroom/2 Bath Vacation Rental in the Berkshires.- Review Count: 0, Rating: 0.0

Some of the best Cottages in Lee are:

  • Ashintully Cottage in spectacular setting.- Review Count: 38, Rating: 10.0
  • The Blue Jay - a New England Cottage.- Review Count: 6, Rating: 9.8
  • Enchanted Cottage On Babbling Brook.- Review Count: 2, Rating: 10.0

Some of the popular Cottages in Lee are:

  • Ashintully Cottage in spectacular setting.- Review Count: 38, Rating: 10.0
  • The Blue Jay - a New England Cottage.- Review Count: 6, Rating: 9.8
  • Enchanted Cottage On Babbling Brook.- Review Count: 2, Rating: 10.0