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Majestic Mountain Side Sheffield/Great Barrington/SKI

Photo gallery for Majestic Mountain Side Sheffield/Great Barrington/SKI

30 ft ceilings with huge dining area
Living area
Exterior
front foyer entrance
handicap front entryway

Reviews

10 out of 10, Loved by Guests
Top 10% based on
4 bedrooms2+ bathroomsSleeps 85100 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Parking available
  • Barbecue grill

Explore the area

View in a map
Sheffield, MA
  • Place, Lime Kiln Farm Wildlife Sanctuary
    ‪11 min walk‬
  • Place, Housatonic River
    ‪18 min walk‬
  • Place, Tanglewood Music Center
    ‪37 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪42 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Toilet

Spaces

Kitchen

About this property

Majestic Mountain Side Sheffield/Great Barrington/SKI




Luxurious 5,100 SQ. FT. Mountain Retreat with Winery History

Description:
Welcome to your new favorite vacation home! This stunning 5,100 sq. ft. property offers the perfect blend of luxury, comfort, and breathtaking mountain views. Whether you're planning a family getaway, a group retreat, or a peaceful escape, this home has everything you need to create lifelong memories.


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Main Features:

Spacious Living Areas:

30-ft ceilings and a 24-ft wall of kitchen cabinets

Huge granite island (11 ft. x 70 in.) with seating for 4

Large sectional sofa seating up to 6 with additional chairs

Dining options: 2 large tables (seats 6 each), a pub table (seats 4), and kitchen island seating


Sleeping Arrangements:

Primary Suite: King bed, luxurious linens, private deck with mountain views, and an all-new white-and-gold bathroom with soaking tub, large shower, and double vanity.

Guest Bedroom: Queen bed with fresh linens and access to a full bath.

Loft Bedroom: Spacious with a queen bed and ample storage.

Loft Area: Additional queen bed and sleeping space, perfect for adults or older kids.


Entertainment:

Loft gaming area with an adult card table (seats 6) and a kids' table with games.


Fully Equipped Kitchen:

Complete with everything you need: spices, foil, zip locks, and more!


Outdoor Amenities:
Table and 6 chairs, grill and fire pit, (weather permitting)

Situated on a 2-acre property with a 1-acre vineyard.

Enjoy a glass of wine or coffee on the private deck overlooking the serene mountain views.



This Luxurious property also has a guest house. Incase you need additional space. It is a Large 1 bedroom apartment attached to the Left side of the property. Ask us about the Black Bear Bungalow!

Location Highlights:

Sheffield: 1 mile

Great Barrington: 5 miles (restaurants, shopping, and Big Y & Guido’s grocery stores)

Ski Resorts: 10 miles to Catamount and Butternut



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House Rules:

1. No Smoking: Absolutely no smoking indoors.


2. No Pets: This is a pet-free home due to allergies.


3. No Parties: This is a family retreat, not a party house.




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Escape to this peaceful, luxurious retreat and experience mountain living at its finest. Book now for an unforgettable stay!
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

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Children

Children allowed: ages 3-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Please start a load of towels in the washer
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
Property Registration Number C0510832670

About the neighborhood

Sheffield

Located in Sheffield, this vacation home is in the mountains. Lime Kiln Farm Wildlife Sanctuary and Drury Preserve reflect the area's natural beauty and area attractions include Mahaiwe Performing Arts Center and Harney and Sons Tea Tasting Room. Take in the nearby slopes with skiing, or check out other outdoor activities such as sledding.
View more Vacation Homes in SheffieldOpens in a new window
Map
Sheffield, MA

What's nearby

  • Lime Kiln Farm Wildlife Sanctuary - 11 min walk - 1.0 km
  • Housatonic River - 18 min walk - 1.5 km
  • Lime Rock Park - 22 min drive - 27.5 km
  • National Shrine of the Divine Mercy - 28 min drive - 30.0 km
  • Tanglewood Music Center - 37 min drive - 41.6 km

Getting around

  • Pittsfield, MA (PSF-Pittsfield Municipal) - 40 min drive

Restaurants

  • ‪Dunkin' - ‬8 min drive
  • ‪McDonald's - ‬9 min drive
  • ‪Café Rena - ‬10 min drive
  • ‪The Southfield Store - ‬17 min drive
  • ‪ILSE Coffee - ‬7 min drive

Frequently asked questions

Is Majestic Mountain Side Sheffield/Great Barrington/SKI pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Majestic Mountain Side Sheffield/Great Barrington/SKI?

As of Apr 2, 2026, prices found for a 1-night stay for 2 adults at Majestic Mountain Side Sheffield/Great Barrington/SKI on Apr 10, 2026 start from $622, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

Where is Majestic Mountain Side Sheffield/Great Barrington/SKI located?

Offering ski-in/ski-out access, this vacation home in Sheffield is in the mountains, within a 15-minute walk of Housatonic River and Lime Kiln Farm Wildlife Sanctuary, and close to winter activities such as sledding. Drury Preserve and Thom Reed UFO Monument Park are also within 3 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 5 out of 5 reviews
Rating 8 - Good. 0 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jessie E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family meeting place

The house was a perfect place for our family to spend time together. There was so much space, and the location was nice and central for exploring several Berkshire towns.
Stayed 4 nights in Mar 2025
Verified

10/10 Excellent

Stephen A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great experience overall. Extremely clean home, great kitchen and responsive host. Thank you!
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Randi B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family of 6 adults enjoyed our stay. One of the best equipped kitchens of any place we have rented. Spacious living area, nice bathrooms and great location. We enjoyed the fire pit, corn hole and pool table amenities. Karen is a terrific host and very communicative with directions.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Kim N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is amazing beautifully decorated The kitchen is equipped like a gourmet kitchen My daughter and I like to cook and it had everything you could ever needThe rooms are beautiful The beds are so comfortable Everyone had plenty of room The host was very communicative Her husband is super nice We got to meet him We had a great time relaxing and popping over to the close ski area I can not say enough good things about this house I highly recommend if you are needing a rental in the area
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Екатерина

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spacious home, perfect for a family stay

This is an awesome home, full of light and air, very spacious and nicely furnished. My daughter liked horses motifs in home decor :)The property used to be a winery, remodeled into a house with two spacious wings. There's everything you may for your stay.
Stayed 3 nights in Dec 2024

About the host

Hosted by Karen, 843-338-0117

Host profile image

What makes this property unique

This is a fabulous barndominium

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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