Charming historic cottage on scenic road to Mt. Greylock
4.9
Outstanding(104 Reviews)Cottage in Lanesborough, MA
5 guests · 2 bedrooms · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Includes essentialsGarden, Kitchen or Kitchenette, Air conditioner and more
About this cottage rental
If you’ve driven by, you’ve wondered about the story of this beautiful stone building. Built in 1832 as a one-room schoolhouse – a function it served until 1950 -- this charming and historic building has been given new life as a guest house - since 1998.
PLEASE NOTE: It's an old building with an unusual layout, so please carefully read the description below.
Beautifully situated amidst horse farms on the scenic road to Mt Greylock. In the center of the Berkshires, 5 miles from Jiminy Peak ski area, 10 miles from South Williamstown, 15 miles from Tanglewood and Mass MoCA, and 20 miles from Jacob's Pillow. 5 miles to Pittsfield and the Berkshire Mall. Private garden. 5 acres of property in the back where horses graze, and alpacas, donkeys and other friendly animals next door.
Everything is provided: fully-furnished mostly with antiques. Bedspreads, linens, blankets, pillows, towels, iron and ironing board. SMALL KITCHEN with mini stove/oven, refrigerator, microwave, Keurig coffeemaker with assortment of coffee, tea and hot chocolate, pots and pans, dishes, cutlery, etc. Broadband internet and TV with Netflix, Hulu and other streaming options included.
There are 2 floors. The first floor is the old classroom with old desks. There is also a trundle bed which can be used as 2 twins. The bathroom is on the first floor. The 2nd floor is like a studio apartment - with a queen bed and a twin bed and the small kitchen. PLEASE NOTE: There is one bathroom, on first floor.
Ideal for a romantic getaway or for a family of 4-5. A fee of $25/night applies for additional adults after the first two (limit of 4 adults total). No extra charge for children. Please indicate the number of children in your message to us, but select 0 children in the pull-down menu so that you are not charged.
The Old Stone School is available to rent 12 months a year. Each season has it's benefits:
SPRING - Trees arise from winter sporing their fleeting Spring green color, daffodils, tulips, hiking trails are open, enjoy the warm weather after a long winter! Calves appear on the hill behind the schoolhouse.
SUMMER - Flowers blooming, berries to pick, outdoor activities nearby, culture everywhere - Tanglewood, Jacob's Pillow, Barrington Stage, Clark Art Museum, MassMoCA, Williams College Museum of Art, etc.
FALL - Enjoy the kaleidoscope of Fall colors covering the hills behind the schoolhouse. Hike Mt. Greylock - short and long hikes. Go the top and check out Bascom Lodge - a stop on the Appalachian Trail.
WINTER - Jiminy Peak is less than 10 mins. away.Ski or snow tube at Bousquet is 20 mins. away. Cross country Ski in the fields out back or go to Hilltop Orchards in Richmond or Notchview in Windsor.
PLEASE NOTE: It's an old building with an unusual layout, so please carefully read the description below.
Beautifully situated amidst horse farms on the scenic road to Mt Greylock. In the center of the Berkshires, 5 miles from Jiminy Peak ski area, 10 miles from South Williamstown, 15 miles from Tanglewood and Mass MoCA, and 20 miles from Jacob's Pillow. 5 miles to Pittsfield and the Berkshire Mall. Private garden. 5 acres of property in the back where horses graze, and alpacas, donkeys and other friendly animals next door.
Everything is provided: fully-furnished mostly with antiques. Bedspreads, linens, blankets, pillows, towels, iron and ironing board. SMALL KITCHEN with mini stove/oven, refrigerator, microwave, Keurig coffeemaker with assortment of coffee, tea and hot chocolate, pots and pans, dishes, cutlery, etc. Broadband internet and TV with Netflix, Hulu and other streaming options included.
There are 2 floors. The first floor is the old classroom with old desks. There is also a trundle bed which can be used as 2 twins. The bathroom is on the first floor. The 2nd floor is like a studio apartment - with a queen bed and a twin bed and the small kitchen. PLEASE NOTE: There is one bathroom, on first floor.
Ideal for a romantic getaway or for a family of 4-5. A fee of $25/night applies for additional adults after the first two (limit of 4 adults total). No extra charge for children. Please indicate the number of children in your message to us, but select 0 children in the pull-down menu so that you are not charged.
The Old Stone School is available to rent 12 months a year. Each season has it's benefits:
SPRING - Trees arise from winter sporing their fleeting Spring green color, daffodils, tulips, hiking trails are open, enjoy the warm weather after a long winter! Calves appear on the hill behind the schoolhouse.
SUMMER - Flowers blooming, berries to pick, outdoor activities nearby, culture everywhere - Tanglewood, Jacob's Pillow, Barrington Stage, Clark Art Museum, MassMoCA, Williams College Museum of Art, etc.
FALL - Enjoy the kaleidoscope of Fall colors covering the hills behind the schoolhouse. Hike Mt. Greylock - short and long hikes. Go the top and check out Bascom Lodge - a stop on the Appalachian Trail.
WINTER - Jiminy Peak is less than 10 mins. away.Ski or snow tube at Bousquet is 20 mins. away. Cross country Ski in the fields out back or go to Hilltop Orchards in Richmond or Notchview in Windsor.
Amenities
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Parking
TV
Garden
Family friendly
Map of Lanesborough, MA
Reviews
4.9
Outstanding(104 Reviews)4.9
We were looking for a relaxing place for a weekend away, ending with a concert at Tanglewood...I came across the old school house, was immediately taken with it, and it did not disappoint. We thoroughly enjoyed our stay in this unique placec with close access to local hiking and biking options. Rich and Cheryl were gracious and flexible hosts.
4.9
I cannot compliment Cheryl enough. She thought of everything when decorating the old school from the chalkboard filled with notes from old students to the collection of books and desks. My sister and I had such an extraordinarily wonderful time staying at the school for five nights. It was unseasonably warm and Cheryl provided extra fans, fresh flowers and the friendliness every single day. Not often do you meet a host that you want to stay in contact with. The whole of the village was like that everywhere we stopped. The location was perfect. We drove just a few miles to a beautiful hike. The country road with the rescue ponies, alpacas and horses and wildflowers was perfect for an evening walk. The lake, the ice cream shops and farm stands, just magical.
Thank you so much.
Shannon
4.9
A great place in a great location with super-responsive and helpful owners! My partner is a teacher and she was entranced with the schoolroom, the history, and the old textbooks!
4.9
I adored my stay at The Stone School.
Rich and Cheryl were terrific hosts who had great suggestions for food and things to do. And the whole experience was easy to navigate.
Excellent marks for cleanliness, comfort, ease of parking, quiet & solitude, quaintness, local pleasures.
I found it perfect for myself and it would also be ideal for a couple (or perhaps a couple with one or two young children.) The bathroom is on the first floor with a modern sink and vanity; everything looks brand new, and there are plenty of linens and towels. The one drawback here is that it is a shared bathroom and the toilet has no door because of the way the building is constructed, which is why I say it's great for a single person or couple with small children. A very minor quibble for this charming place.
Though it's located directly on N. Main Street in Lanesborough, I was never bothered by noise - there is very little car traffic - and the whole atmosphere was quaint and relaxing.
Highly recommend and planning to go back soon.
4.9
I had a wonderful time. The lil stone house school is restored in a loving way! It feels homie and cosy and has a lot of stories to tell. The location is great for seeing museums or just go for a hike. Rich and Cheryl are on top with everything and very nice hosts!
4.9
What a lovely and unique experience it was to stay at the Stone School cottage. The accomodations were great as was the communication with our hosts. Very special. Thank you so much! :)
4.9
Our stay at this historic schoolhouse was terrific. The owner was very welcoming and helpful. We slept well there - as the two available large rooms up and down afforded flexible sleep areas. Beds comfy.
The kitchen was well equipped and the amenities such as foil, plastic wrap, tea, a Keurig machine, extra paper plates etc made our stay very convenient.
The history of the place is fascinating.
Many thanks!
4.9
This charming converted schoolhouse is well-supplied for the present day while reminding you of a bygone age. It's set among beautiful rural woods and pastures, private, but with ideal access to local attractions south, like Stockbridge and Lenox or north, like Williamstown and North Adams. The owners are extremely helpful and friendly, and they also simply allow you to enjoy your stay. A great place!
4.9
The Old Stone School was a truly exceptional place to stay - and the owners were also delightful people, willing to help and refer us to interesting places. We stayed two nights - it was big for the two of us, but decorated nicely and with a full downstairs that has all sorts of ephemera from the old schoolhouse days. Would stay again next time we are out at Tanglewood.
Heads up - the bathroom is on the first floor, the bedroom on the second. Minor inconvenience, but not possible to change it within the building structure. Don't let this deter you! It is a magical place. And we will visit again.
4.9
First time staying in a school house! The upstairs living quarters are akin to a large studio apartment--nicely appointed and well laid out. The hosts, Cheryl and Rich are very welcoming too!
4.9
A great unique place to stay!
4.9
Had a great timr
4.9
Our short stay at the Stone School Cottage was wonderful. Rich was very responsive to a minor issue we had with the TV. The cottage was exactly as listed with an unusual layout (bathroom downstairs from the living area) but it wasn't a problem. It's located within a short distance of a lot of activities, restaurants, etc. We'll definitely stay again if we're back in the area.
4.9
We love the stone school - awesome location, great property and wonderful hosts! This is our second year coming and we'll be back next year!
4.9
We stayed with our 3 kids (2, 5, 7). The owners had a safety gate for our little ones and they enjoyed playing with all the toys and the actual school to play school in! We all slept upstairs (we brought a travel crib) with the older two children sharing the upstairs day bed (there are more beds downstairs but the kids preferred being with us). Having the kitchen and dining table was very convenient and the cottage had nice touches like soft towels and a well stocked coffee machine. The location is great for skiing. It’s under 10 mins to Jiminy and there are restaurants, a country store, and a coffee shop very close by. The owners are super helpful, flexible, and communicative.
4.9
The house was very clean, thoughtfully decorated and filled with history. The host was very responsive and made us feel welcome. There were a plenty of toys for my two kids to play with; they were never bored inside the house. The kitchen had everything you needed which my wife and I appreciated. Agreeing with with the prior reviewer that it was a perfect central base for exploring the Berkshire area. Overall, it was a special, unique experience.
4.9
This is a unique property that is well worth looking at!
4.9
Wonderful former schoolhouse, filled with interesting antique finds, furniture and decor - brought into the 21st century with care and a sensitive balance between preservation of historic character and modern conveniences to make our stay both comfortable and special. Rich was the perfect host, communicative and helpful but unobtrusive and respectful of our privacy. The location was a perfect central base for our weeklong exploration of the surrounding Berkshire region!
4.9
We stayed at this property Sept 9 - 11th, and it was wonderful! Staying in a historical building that is certainly beloved by the community was a unique experience. You can sit and read all about the history of the school which is also provided. The home was extremely clean and the owners put special touches like fresh cut flowers in all the rooms and it is beautifully decorated and welcoming. The setting is perfect near a horse farm and just a few minutes from Mt. Greylock which we hiked on Saturday. The owner is so nice and checks in to make sure you have everything you need. We will definitely stay there again, and I highly recommend this property.
4.9
Quiet, lovingly restored and designed, the loft-like space above the charming schoolroom in this historic stone building is a wonderful base for exploring the Berkshires. The hosts have thought of every comfort. Truly a gem.
4.9
Could not have been better - convenience to Lenox and Williamstown, privacy, great hosts. Good to be cool on a humid weekend.
4.9
I loved it. It is a very special place. We used it as a base for a cultural weekend. For Museums we went to Mass MoCA in North Adams, and the Clark in Williamstown. We also saw a dance performance at Jacobs Pillow, and on Saturday we saw the BSO at Tanglewood.
I pulled a hamstring the day before we left, so I was not up for hiking. However, Mt. Greylock started at the end of the road that we were on, and the Pittsfield state forest was only a short ride away, as was Jiminy peak, where in the past we hiked in all these locations.
Just a great place, and I will be looking to go there again next summer.
4.9
We had a great stay at the stone school house! Fun to look around and see the history of the place and read about some of the students who have come back to visit.
4.9
We loved it. Pretty country location. Clean. Attentive hosts. Charming building.
4.9
Sweet! Interesting! Historical!
We had a great stay at the stone school house! Fun to look around and see the history of the place and read about some of the students who have come back to visit.
4.9
Charming. Attention to detail.
We loved it. Pretty country location. Clean. Attentive hosts. Charming building.
4.9
Loved this!
4.9
Nice Getaway and Unique Space
Loved this!
4.9
We enjoyed our stay mostly we occupied the upstairs. Bathroom downstairs shower and toilet area a bit small. Stairs getting down we’re negotiable but a little tricky at night. Overall accommodations were as specified in Vrbo website. We were only hoping there would be less traffic outside of the house during the day. Farm tractors nearby at times. Owners were always very available checked on us periodically. They were very friendly and also left us with a nice bottle of wine. Sleeping at night was lovely with the windows open temperatures were perfect. Waking up to the sounds of neighing horses or roosters in the background. We would recommend for a couple getting away for a long weekend as we did.
4.9
Stone house
We enjoyed our stay mostly we occupied the upstairs. Bathroom downstairs shower and toilet area a bit small. Stairs getting down we’re negotiable but a little tricky at night. Overall accommodations were as specified in Vrbo website. We were only hoping there would be less traffic outside of the house during the day. Farm tractors nearby at times. Owners were always very available checked on us periodically. They were very friendly and also left us with a nice bottle of wine. Sleeping at night was lovely with the windows open temperatures were perfect. Waking up to the sounds of neighing horses or roosters in the background. We would recommend for a couple getting away for a long weekend as we did.
4.9
Our family of four (2 adults, 2 teens) had a great stay. We loved the old school house, and the decor was so charming with information on the school's history and related decor--unique and fun! Hosts made lots of effort to make sure all the things you might need were there (place to charge devices from all the beds, for example). And they were very responsive, both before and during the stay. The kitchen and main sleeping area is upstairs, bathroom is downstairs, which was fine for us but could be an issue. Easy 10-15 minute drive to Jiminy Peak. Definitely would stay here again!
4.9
Loved the history
Our family of four (2 adults, 2 teens) had a great stay. We loved the old school house, and the decor was so charming with information on the school's history and related decor--unique and fun! Hosts made lots of effort to make sure all the things you might need were there (place to charge devices from all the beds, for example). And they were very responsive, both before and during the stay. The kitchen and main sleeping area is upstairs, bathroom is downstairs, which was fine for us but could be an issue. Easy 10-15 minute drive to Jiminy Peak. Definitely would stay here again!
4.9
Excellent stay!
The Stone school was very interesting and cozy. Great spot for access to the mountain. Good communication with the owners, we hope to stay again in the future. Thank you!
4.9
I stayed for two nights mid January 2022. It was cold and snowy, and while I enjoy the outdoors in the other three seasons, I was not interested in taking advantage of the beauty of the Berkshires in that weather. Thankfully the schoolhouse had everything I needed to enjoy a totally relaxing visit. The downstairs is like a trip back in time, but also a lovely place to hang out with huge, gorgeous windows letting in the winter light, a comfy day bed, and a desk. Upstairs is like it’s own large studio apartment and a good place to get comfy with some takeout and tv. If you’re looking for a surprisingly roomy spot for a quiet getaway, I’d highly recommend the school house.
4.9
Like a cozy time machine
I stayed for two nights mid January 2022. It was cold and snowy, and while I enjoy the outdoors in the other three seasons, I was not interested in taking advantage of the beauty of the Berkshires in that weather. Thankfully the schoolhouse had everything I needed to enjoy a totally relaxing visit. The downstairs is like a trip back in time, but also a lovely place to hang out with huge, gorgeous windows letting in the winter light, a comfy day bed, and a desk. Upstairs is like it’s own large studio apartment and a good place to get comfy with some takeout and tv. If you’re looking for a surprisingly roomy spot for a quiet getaway, I’d highly recommend the school house.
4.9
This is such a wonderful place to stay--the location is unbelievable, the building is fascinating and homey, and the owners couldn't be more responsive.
4.9
Truly magical
This is such a wonderful place to stay--the location is unbelievable, the building is fascinating and homey, and the owners couldn't be more responsive.
4.9
The Stone School Cottage was an incredible find - beautiful, comfortable, well-appointed, super clean, and the softest bath towels I’ve ever encountered. Located on the road to Mt. Greylock, this gem was close enough to town to make grabbing essentials super convenient, but far enough out to provide the peace and quiet we were looking for. The farm down the street, with its collection of rescue animals (donkeys and alpacas and horses!), was an added bonus. Hosts Rich and Cheryl were just a text away. Really loved our weekend here.
4.9
Perfect mountain escape
The Stone School Cottage was an incredible find - beautiful, comfortable, well-appointed, super clean, and the softest bath towels I’ve ever encountered. Located on the road to Mt. Greylock, this gem was close enough to town to make grabbing essentials super convenient, but far enough out to provide the peace and quiet we were looking for. The farm down the street, with its collection of rescue animals (donkeys and alpacas and horses!), was an added bonus. Hosts Rich and Cheryl were just a text away. Really loved our weekend here.
4.9
A unique experience worth exploring
The other reviewers are spot-on when they say this school-converted-cottage takes you back in time. If you want to feel like you’re staying in small town America and you’ve been spoilt by the comforts of the city, you’ll love this place. It has everything you need for a weekend getaway. Rich communicated really well and made our check-in/check-out process really smooth. He also offered a late check out as there was no one else checking-in after us. We never really had issues during our stay.
FAQs
How much does this cottage cost compared to others in Lanesborough?
The average price for a rental in Lanesborough is $533 per night. This rental is $209 less expensive than the average.
Is parking included with this cottage?
Yes, parking is listed as an amenity at Charming historic cottage on scenic road to Mt. Greylock. For more information, we encourage you to contact the property about where to park.
Is there a pool at this cottage?
We didn’t find pool listed as an amenity for this cottage. It may be worth double checking if a pool is important for your stay.
Is Charming historic cottage on scenic road to Mt. Greylock pet friendly?
Unfortunately, this cottage is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Charming historic cottage on scenic road to Mt. Greylock?
We found 7 amenities for this rental. This includes air conditioner, kitchen or kitchenette, internet / wifi, parking, and tv.
Explore similar vacation rentals in Lanesborough
Explore all rentals in Lanesborough
Vacation Village in the Berkshires
Resort
in Hancock1 sofa bed, 1 queen bed
Garden · Pool · Kitchen or Kitchenette
Nestled in Lanesborough, this Resort is perfect for your next vacation. Enjoy Vacation Village in the Berkshires's top-rated amenities, including Air conditioner, Fireplace and Internet / Wifi, and more.
$$$$
Vacation Village in the Berkshires
Apartment
in WilliamstownGarden · Pool · Kitchen or Kitchenette
Experience vacation in Lanesborough with our Apartment, Vacation Village in the Berkshires. Enjoy amenities such as Air conditioner, Fireplace and Internet / Wifi, and more.
$$$$
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Cabin
in Pittsfield5 guests · 2 bedrooms · 1 bath
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Indulge in a peaceful retreat at A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything, our elegant Cabin in Lanesborough. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Start earning One Key rewards
Berkshire Lake Beauty-Modern Amenities On The Lake
House
in Pittsfield14 guests · 5 bedrooms · 4 baths
Garden · Kitchen or Kitchenette · Air conditioner
This House in Lanesborough, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
$$$$
Club Wyndham Bentley Brook
Resort
in Hancock1 sofa bed, 3 queen beds
Pool · Kitchen or Kitchenette · Air conditioner
This inviting Resort in Lanesborough can fit your needs for many types of vacations, at $202 per night.
$$$$
Hearts Desire is a furnished whole house in a small, colorful garden center.
House
in Lanesborough6 guests · 3 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner
Indulge in a peaceful retreat at Hearts Desire is a furnished whole house in a small, colorful garden center., our elegant House in Lanesborough. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Start earning One Key rewards
19th c. Barn in the Berkshires
House
in Cheshire9 guests · 4 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
Discover the beauty of Lanesborough with a stay at 19th c. Barn in the Berkshires, a top rated House with amenities such as Air conditioner, Fireplace and Internet / Wifi, and more.
$$$$
Jiminy Peak Mountain Resort
Resort
in Hancock1 sofa bed, 1 king bed
Ski in / Ski out · Pool · Kitchen or Kitchenette
The best choice in Lanesborough for Resort, for $202 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Start earning One Key rewards
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
House
in Hancock10 guests · 4 bedrooms · 3 baths
Ski in / Ski out · Garden · Pool
Discover the beauty of Lanesborough with a stay at Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Mountainside Condo @ Jiminy Peak in the Berkshires
House
in HancockPool · Kitchen or Kitchenette · Air conditioner
Nestled in Lanesborough, this House is perfect for your next vacation. Enjoy Mountainside Condo @ Jiminy Peak in the Berkshires's top-rated amenities, including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Huge Beautiful House-2 families-16 Acres -Low rates- 2 min from Jiminy Peak
House
in Hancock10 guests · 4 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
Are you ready to indulge in a relaxing getaway? Our House in Lanesborough has everything you need for a rejuvenating stay. Treat yourself to Huge Beautiful House-2 families-16 Acres -Low rates- 2 min from Jiminy Peak's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
Start earning One Key rewards
Wildlife Lakeside Cottage
House
in Lanesborough6 guests · 3 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
Nestled in Lanesborough, this House is perfect for your next vacation. Enjoy Wildlife Lakeside Cottage's top-rated amenities, including Air conditioner, Internet / Wifi and Laundry, and more.
$$$$
Lakeside Berkshires Home Near Hiking and Skiing!
House
in LanesboroughKitchen or Kitchenette · Internet / Wifi · Parking
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Lanesborough, at $112 per night for your next great vacation.
$$$$
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
House
in Pittsfield10 guests · 4 bedrooms · 4 baths
Garden · Kitchen or Kitchenette · Air conditioner
This inviting House in Lanesborough can fit your needs for many types of vacations, at $1,110 per night.
$$$$
Start earning One Key rewards
Ski season is here!
Apartment
in Hancock6 guests · 2 bedrooms · 2 baths
Ski in / Ski out · Pool · Kitchen or Kitchenette
Soak up the beauty of Lanesborough in our Apartment, Ski season is here!. With a range of amenities such as Air conditioner, Dishwasher and Fireplace, you'll feel right at home.
$$$$
Jiminy Peak Mountainside Getaway in the Berkshires
House
in HancockPool · Kitchen or Kitchenette · Air conditioner
Business stays, family stays, couples stay, getaway vacation, and rental in Lanesborough at Jiminy Peak Mountainside Getaway in the Berkshires for $202 for your next trip.
$$$$
Casa Do Lago--Waterfront Home With Private Dock On Pontoosuc Lake
House
in Pittsfield14 guests · 5 bedrooms · 4 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Experience the best of Lanesborough with this House available for $1,502. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Cozy Mountain Cabin on Resort Property in Cultural Berkshire
House
in HancockSki in / Ski out · Garden · Pool
This attractive House in Lanesborough, $202 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Perfect family getaway spot! Free standing private 4 BR home on Jiminy Peak.
House
in Hancock12 guests · 4 bedrooms · 3 baths
Ski in / Ski out · Pool · Kitchen or Kitchenette
Looking for a House in Lanesborough, this House for $1,659 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Start earning One Key rewards
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
Apartment
in Hancock10 guests · 3 bedrooms · 2 baths
Ski in / Ski out · Pool · Kitchen or Kitchenette
When traveling to Lanesborough, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $787 per night.
$$$$
Family-Friendly Hancock Home Walk to Slopes!
House
in HancockPool · Pets allowed · Kitchen or Kitchenette
Discover the beauty of Lanesborough with a stay at Family-Friendly Hancock Home Walk to Slopes!, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Start earning One Key rewards
Lakeside Home With Pool-Completely Renovated
House
in Pittsfield16 guests · 6 bedrooms · 5 baths
Garden · Pool · Kitchen or Kitchenette
Discover the beauty of Lanesborough with a stay at Lakeside Home With Pool-Completely Renovated, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Mountainside Condo @ Jiminy Peak in the Berkshires, Massachusetts Lodging Tax
House
in Hancock6 guests · 2 bedrooms · 4 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Enjoy the best of Lanesborough in our House, Mountainside Condo @ Jiminy Peak in the Berkshires, Massachusetts Lodging Tax. A stunning property with amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
New to VacationRenter
Lake Views and Dock Access - Pittsfield Cottage!
House
in PittsfieldKitchen or Kitchenette · Air conditioner · Internet / Wifi
The best choice in Lanesborough for House, for $124 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Start earning One Key rewards
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
Apartment
in Hancock9 guests · 3 bedrooms · 2 baths
Ski in / Ski out · Pool · Kitchen or Kitchenette
Discover the beauty of Lanesborough with a stay at SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2, a top rated Apartment with amenities such as Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury
Apartment hotel
in HancockSki in / Ski out · Pool · Kitchen or Kitchenette
Looking for a Apartment hotel in Lanesborough, this Apartment hotel for $202 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Mountainside: Large 3-level Jiminy Peak Home
Apartment
in Hancock8 guests · 4 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Internet / Wifi
Experience the best of Lanesborough with this Apartment available for $1,021. This property is equipped with amenities including Dishwasher, Fireplace and Internet / Wifi, and more.
$$$$
6BR Berkshire Bliss - 38 Acres of nature - minutes from Jiminy Peak Ski Resort
House
in Lanesborough14 guests · 6 bedrooms · 5 baths
Garden · Kitchen or Kitchenette · Internet / Wifi
Are you ready to indulge in a relaxing getaway? Our House in Lanesborough has everything you need for a rejuvenating stay. Treat yourself to 6BR Berkshire Bliss - 38 Acres of nature - minutes from Jiminy Peak Ski Resort's exceptional amenities, such as Dishwasher, Fireplace and Internet / Wifi.
$$$$
Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort
House
in HancockGarden · Pool · Pets allowed
House in Lanesborough, for $202 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
$$$$
Start earning One Key rewards
Wyndham Bentley Brook at Jiminy Peak
Apartment
in Hancock8 guests · 2 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
The best choice in Lanesborough for Apartment, for $1,084 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Lanesborough travel inspiration
Read our blogGuides
Top Things to Do in Miami: From Beaches to Culture
Guides
The Best Things to Do in Orlando: Attractions, Food, and Family Fun
Guides
Things to Do in Galveston, Texas
Guides
Top Things to Do in Myrtle Beach
Guides
Ski Trip Packing List: What to Bring Skiing or Snowboarding
Trends
VacationRenter Holiday Travel Trends 2023
Featured Rentals
Architectural Vacation Rentals: Experience the Beauty of Unique Properties
Featured Rentals
Sustainable and Eco-Friendly Vacation Rentals Around the World