Entire home
Stylish 5 bed/5 bath Hilltop Manor + Cottage - EV charger - Amazing location!!
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Reviews
9.8 out of 10
Exceptional
5 bedrooms5 bathroomsSleeps 11339.1 sq m
Popular amenities
Explore the area
Stockbridge, MA
- Place, Berkshire Botanical Garden1 min drive
- Place, Housatonic River2 min drive
- Place, Naumkeag Museum3 min drive
- Airport, Pittsfield, MA (PSF-Pittsfield Municipal)21 min drive
Rooms & beds
5 bedrooms (sleeps 11)
5 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Spaces
Deck or patio
Porch or lanai
Kitchen
Garden
About this property
Stylish 5 bed/5 bath Hilltop Manor + Cottage - EV charger - Amazing location!!
*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.*
*Beyond the north side of the property lies the turnpike, so there is some road noise. We rarely notice it, especially inside the house, but we want to point this out to those who are sensitive to traffic noise.*
Room/bed breakdown:
Main House - Downstairs:
Room 1: 1 queen
Main House - Upstairs:
Room 2: 1 king
Room 3: 2 twins
Room 4: 2 twins + 1 twin mattress in loft
Guest Cottage (should you choose to add it on) - Upstairs:
Room 5: 1 queen
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.
*Beyond the north side of the property lies the turnpike, so there is some road noise. We rarely notice it, especially inside the house, but we want to point this out to those who are sensitive to traffic noise.*
Room/bed breakdown:
Main House - Downstairs:
Room 1: 1 queen
Main House - Upstairs:
Room 2: 1 king
Room 3: 2 twins
Room 4: 2 twins + 1 twin mattress in loft
Guest Cottage (should you choose to add it on) - Upstairs:
Room 5: 1 queen
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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10.0 out of 10, Exceptional, (5 reviews)
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
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
We should mention
This property does not have any lifts
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 Lenox Arts Center are also worth visiting.
Stockbridge, MA
What's nearby
- Berkshire Botanical Garden - 1 min drive - 1.5 km
- Housatonic River - 2 min drive - 3.2 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
Getting around
Restaurants
- McDonald's - 13 min drive
- The Red Lion Inn - 5 min drive
- Stockbridge Coffee And Tea - 5 min drive
- The Red Lion Inn - 5 min drive
- Six Depot Roastery and Cafe - 7 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.0/10
Cleanliness
9.2/10
Check-in
9.2/10
Communication
8.8/10
Location
9.0/10
Listing accuracy
Reviews
17 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Nov 2025
10/10 Excellent
Gabriella A.
17 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gabriella A.
Stayed 2 nights in Nov 2025
10/10 Excellent
Harold R.
28 December 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Harold R.
Stayed 4 nights in Dec 2025
10/10 Excellent
Dave F.
14 December 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Dave F.
Stayed 4 nights in Nov 2025
10/10 Excellent
Lauren Z.
24 February 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely Antique Home in the Berkshires
Lauren Z.
Stayed 7 nights in Feb 2025
10/10 Excellent
Candace S.
27 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Candace S.
Stayed 2 nights in Jul 2025
10/10 Excellent
Alyssa R.
8 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Alyssa R.
Stayed 7 nights in Jun 2023
10/10 Excellent
Blythe B.
15 August 2023
Disliked: Cleanliness, check-in, communication, location, listing accuracy
Great house, great location!
Blythe B.
Stayed 6 nights in Aug 2023
8/10 Good
Pamela K.
2 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pamela K.
Stayed 3 nights in Oct 2025
About the host
Hosted by Property Manager/Owner
Languages:
English, Spanish
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