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Private Homes

Come enjoy a stay a beautiful private home and enjoy all the amenities that these Berkshire retreats have to offer. Perfect for family gatherings and close friends. Stay close to the mountain in a relaxed atmosphere. choose from a weekend, a weekly or a season long escape.  

Guide to Amenities

Bar
Entertainment
Exercise Room
Fireplace
Game Room
Hot Tub
Indoor Pool
Jacuzzi
Kid Friendly
Kitchen
Pets Allowed
Private Bath
Refrigerator
Restaurant
Sauna
TV in Room
Wireless Internet
West Stockbridge MA
917-209-0926
Amenities
Wireless InternetTV in RoomKitchenKid FriendlyFireplace
Mid-Week / Non-Holiday: $275-$475
Weekend / Holiday: $275-$550
$8 Off most Weekends / $3 Off on Holidays
Midweek Ski & Stay $60 (4+ person min.)
Distance to Mountain: 10 Miles
Number of Rooms: 5
1840 farmhouse on 26 acres, 2 living rooms, 5 bedrooms, sleeps 12! Fireplace. Eat-in Kitchen with Dining room for 12, Washer / Dryer, Walk to town. Midweek Ski & Stay Special Package $60 per-person per-night (minimum of 4 people). This per-person price includes a lift ticket voucher valid Mon. - Fri. (excluding holiday periods) for each person staying in the home.
71 Undermountain Road South Egremont MA 01236
413-528-4373
Amenities
FireplaceKid FriendlyKitchenPrivate BathRefrigeratorTV in RoomWireless Internet
Monthly Rental: $4000
Distance to Mountain: 10
Number of Rooms: 3
Charming, newly renovated & furnished cottage sleeps 6 people. Fabulous new kitchen, two bathrooms, laundry room, living/dining room, 3 bedrooms & attached garage. Wood stove in living room. 2.5hrs from NYC & 2hrs from Boston. 3 acres, surrounded by approximately 125 acres of conserved land. Views of Jug End mtn & sweeping views to the E & S. Property is bordered by the AT. Great Barrington, Lenox & Pittsfield are 10-20 min.
Prospect Hill Road POB 1207 Stockbridge MA 01262
413-298-3333
Amenities
Wireless InternetTV in RoomRefrigeratorPrivate BathPets AllowedKitchenKid Friendly
MID-WEEK / NON HOLIDAY: $150-$195
WEEKEND & HOLIDAY: $175-$225
Distance to Mountain: 7 Miles
Number of Rooms: 2
Located on 2-acres w/ mtn views. Offering comfort, privacy & elegance. 2-Bedroom suite is perfect for a family, 2-couples, or a girl’s weekend. 1-Bedroom suite is pet friendly. Suites are large, airy & have microwave, toaster oven, coffee maker, dishes & linens.
Steals and Deals
$25 Lift Tix
Ski with a Pro
Ski & Stay from $45 / Day
Upgrade to Season Pass
Tubing $18