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Compare 8 Farmstay in Pittsfield with updated reviews, rates, and availability.

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, (26)
"This is the perfect place to stay if you want to explore Woodstock, Vermont! Centrally located to all you want to see & do; this property is big enough for a family or group of friends and cozy enough for a couple. The host couldn’t be nicer or more attentive! "
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!
Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres
Deck

Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres

9.8 out of 10, Exceptional, (7)
"Wonderful stay at this charming house! Plenty of room for two families and a grandma. Centrally located, surrounded by neautoful views and close to downtown Woodstock. Managers were great and left us a lovely note and some choice food. If youve got extended family and are in the area its a lovely stay. "
Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres
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, (58)
"We booked this house for our friends & family to stay for our wedding and the place was perfect! It was clean and had more than enough space to house multiple family & friend groups. The hot tub & living room areas were wonderful. Our wedding cake was even baked in their kitchen!"
Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail
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 SAR 879
SAR 2,296 total
includes taxes & fees
7 Jan - 8 January 2025
Authentic farmhouse for those who love cozy, quirky, historical imperfection
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
'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
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
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

Killington area home - 4-seasons & hot tub. Sleeps 12+
Here's the main living area - dining is up on the left

Killington area home - 4-seasons & hot tub. Sleeps 12+

9.8 out of 10, Exceptional, (114)
"Had a great stay in the perfect ski house "
Killington area home - 4-seasons & hot tub. Sleeps 12+
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 Loft for two with Hot Tub
"This cute and cozy loft was perfect in every way!" JV

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (222)
"We had the best time at Jeff’s perfect cozy ‘little loft’! It exceeded expectations! We especially enjoyed the hot tub after long days of skiing!"
Cozy Loft for two with Hot Tub
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.