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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 9 Farmstay in Pittsfield with updated reviews, rates, and availability.

Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail
Property grounds

Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail

10.0 out of 10, Exceptional, (60)
"Our large group loved our stay at the Farmhouse. The location was great, it made for an easy commute to the slopes at Killington. We all fit in the house comfortably and appreciated the receptiveness and communication of the hosts. Would recommend!! "
Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail
Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres
Deck

Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres

10.0 out of 10, Exceptional, (12)
"Great house, plenty of space for our group. Enjoyed using the little hill out back for the kids to play in the snow. 15-20 min from Killington. Close to Long Trail Brewery. "
Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!
The farmhouse, built 1860s, renovated 2001, improvements added 2021.

Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!

10.0 out of 10, Exceptional, (28)
"What an inviting home. Our children and their cousins loved the place and enjoyed our in-laws having dinner (quality kitchenware) with us, enough room for 9 people. We enjoyed Billings Farm, Ben & Jerry’s, teaching our children to ski at Okema, and remembering my husband’s childhood in Woodstock. "
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!
Red Clover Inn Farmhouse-5 bedroom near Killington
dining area with gorgeous views of backyard and seating for 10

Red Clover Inn Farmhouse-5 bedroom near Killington

10.0 out of 10, Exceptional, (1)
"Just as represented. Great stay."
Red Clover Inn Farmhouse-5 bedroom near Killington
Authentic farmhouse for those who love cozy, quirky, historical imperfection
Living area

Authentic farmhouse for those who love cozy, quirky, historical imperfection

10.0 out of 10, Exceptional, (2)
"We had a large family holiday gathering and needed extra space, this spot was perfect! Convenient to I-89, easy check in, wonderful communication and flexibility from the host, and a fabulous kitchen for extra holiday meal prep! We will definitely keep this location in mind for future stays!"
The price is AED 859
AED 2,234 total
includes taxes & fees
3 Mar - 4 Mar
Authentic farmhouse for those who love cozy, quirky, historical imperfection
Country house minutes from Killington and Okemo
Exterior

Country house minutes from Killington and Okemo

10.0 out of 10, Exceptional, (5)
"Our family loved this wonderful home. Even more perfect than the pictures! The house is so cozy and the expansive layout enabled the grownups to enjoy the game room, fireplace, and hot tub while the kiddos napped. Marielba and her family are the best hosts we have ever stayed with - so thoughtful and communicative. We felt not simply welcomed, but cared for. We stayed for 10 days to ski at Killington/Pico and Okemo, each just minutes away. And we loved exploring picturesque Woodstock. We...
Country house minutes from Killington and Okemo
Zen Box Farm offers a one-of-a-kind experience that blends rustic charm, modern comfort all together
This is a one-bedroom main house with one full bath.

Zen Box Farm offers a one-of-a-kind experience that blends rustic charm, modern comfort all together

Zen Box Farm offers a one-of-a-kind experience that blends rustic charm, modern comfort all together
'Simple Sage' Historic VT Farmhouse - mountain view - remodeled
Exterior

'Simple Sage' Historic VT Farmhouse - mountain view - remodeled

'Simple Sage' Historic VT Farmhouse - mountain view - remodeled
House- Near Woodstock VT
Miscellaneous

House- Near Woodstock VT

2.0 star property
House- Near Woodstock VT
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Pittsfield

Cozy Loft for two with Hot Tub & Mtn Views
"This cute and cozy loft was perfect in every way!" JV

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (230)
"Great stay in the mountains. Listing is exactly as advertised. Jeff was great "
Cozy Loft for two with Hot Tub & Mtn Views
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

8.4 out of 10, Very Good, (27)
"It’s a great location, and the unit is well updated, but being able to lock it while you’re away skiing the whole day is pretty important. When I reached out to the property manager about this, and also a disgusting towel left near the toilet on arrival, the response was basically oh no! That’s awful! We’ve told someone.. aaaand nothing ever happened about either thing. These issues weren’t insurmountable, but doing nothing at all about them just left a terrible impression."
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.