Entire home
Stylish 5 bed/5 bath Hilltop Manor + Cottage - Amazing location!! 4mi Tanglewood
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Reviews
10 out of 10
Exceptional
5 bedrooms 5 bathrooms Sleeps 11
Popular amenities
Explore the area
Stockbridge, MA
- Berkshire Botanical Garden1 min drive
- Norman Rockwell Museum3 min drive
- National Shrine of the Divine Mercy4 min drive
- Pittsfield, MA (PSF-Pittsfield Municipal)23 min drive
Rooms & beds
5 bedrooms (sleeps 11)
5 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Spaces
About this property
Stylish 5 bed/5 bath Hilltop Manor + Cottage - Amazing location!! 4mi Tanglewood
*This listing is for the 4-bedroom, 4-bath house. The 1-bedroom, 1-bath guest cottage with full kitchen is available for an additional $200/night.*
Just minutes to Tanglewood! This recently renovated historic homestead in Stockbridge has it all: a Revolutionary-era 4-bed, 4-bath Colonial home and 1-bed, 1-bath detached guesthouse that sit on a 9+ acre hill with an impressive view of Monument Mountain, a gentle-sloping lawn, abundant woods, and a gentle stream.
A spacious and luxurious retreat for family and friends, the main house offers multiple living spaces with an open kitchen and living room with wood-burning stove, library, billiard room, den/TV room with games and puzzles, and an attached greenhouse with a far infrared sauna that seats 5. An old house lover’s dream, it boasts ultra-wide-plank floors, three fireplaces, wrought iron rim locks, thumb latches, strap hinges, and heavy brass door knobs on hand-planed doors.
The guesthouse with full kitchen is an adorable wooden cottage that feels bright, open, and spacious with its double-high living room. The space was crafted out of a former barn by a local carpenter and has modern amenities alongside its rustic charm. While it is closely-sited to the main home, there is ample privacy with a separate parking spot, walkway, landscaping, and a private deck. It is the perfect place for hosting extended family and visitors, to be used as a writer’s sanctuary, or for a bridal suite. Everyone who steps inside adores it!
Come experience the best the Berkshires has to offer! Take a walk or a bike ride to the Berkshire Botanical Garden or Naumkeag - or drive a few minutes to downtown Stockbridge, Stockbridge Bowl, Norman Rockwell Museum, Tanglewood, downtown Lenox, West Stockbridge, and Great Barrington.
Just minutes to Tanglewood! This recently renovated historic homestead in Stockbridge has it all: a Revolutionary-era 4-bed, 4-bath Colonial home and 1-bed, 1-bath detached guesthouse that sit on a 9+ acre hill with an impressive view of Monument Mountain, a gentle-sloping lawn, abundant woods, and a gentle stream.
A spacious and luxurious retreat for family and friends, the main house offers multiple living spaces with an open kitchen and living room with wood-burning stove, library, billiard room, den/TV room with games and puzzles, and an attached greenhouse with a far infrared sauna that seats 5. An old house lover’s dream, it boasts ultra-wide-plank floors, three fireplaces, wrought iron rim locks, thumb latches, strap hinges, and heavy brass door knobs on hand-planed doors.
The guesthouse with full kitchen is an adorable wooden cottage that feels bright, open, and spacious with its double-high living room. The space was crafted out of a former barn by a local carpenter and has modern amenities alongside its rustic charm. While it is closely-sited to the main home, there is ample privacy with a separate parking spot, walkway, landscaping, and a private deck. It is the perfect place for hosting extended family and visitors, to be used as a writer’s sanctuary, or for a bridal suite. Everyone who steps inside adores it!
Come experience the best the Berkshires has to offer! Take a walk or a bike ride to the Berkshire Botanical Garden or Naumkeag - or drive a few minutes to downtown Stockbridge, Stockbridge Bowl, Norman Rockwell Museum, Tanglewood, downtown Lenox, West Stockbridge, and Great Barrington.
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Amenities
Washing machine
Dryer
Pet-friendly
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Smoking
Smoking is not permitted
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
About the area
Stockbridge
Stockbridge is home to this holiday home. The area's natural beauty can be seen at Monument Mountain and Fairfield Brook WMA, while Tanglewood Music Center and Norman Rockwell Museum are cultural highlights. Berkshire Botanical Garden and Hoffman's Pottery are also worth visiting.
Stockbridge, MA
What's nearby
- Berkshire Botanical Garden - 1 min drive - 1.5 km
- Naumkeag Museum - 3 min drive - 2.9 km
- Norman Rockwell Museum - 3 min drive - 3.2 km
- National Shrine of the Divine Mercy - 4 min drive - 3.2 km
- Tanglewood Music Center - 10 min drive - 8.9 km
Getting around
Restaurants
- McDonald's - 13 min drive
- The Red Lion Inn - 5 min drive
- Stockbridge Coffee And Tea - 5 min drive
- Pleasant and Main - 9 min drive
- McCafé - 13 min drive
Frequently asked questions
About the host
Hosted by Property Manager/Owner

Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests
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