Holiday Homes in Pittsfield
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Pittsfield holiday homes
Charming Farmhouse on a working farm.
Charming Farmhouse on a working farm.Pittsfield
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great and I enjoyed my stay."
Justin S.
The price is €138
includes taxes & fees
9 Aug - 10 Aug
Eagle's Peak Cottage
Eagle's Peak CottagePleasantville
9.2 out of 10, Wonderful, (34 reviews)
"The place was clean and comfortable. It was exactly what we were looking for and we intend to stay there again. "
JAMES G.
The price is €126
includes taxes & fees
5 Aug - 6 Aug
Lovely King Ensuite bungalow
Lovely King Ensuite bungalowClarendon
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend! Went with 2 young children and my wife. Had more than enough space for our needs and very well kept."
Kenneth
The price is €142
includes taxes & fees
5 Aug - 6 Aug
River view getaway
River view getawayWarren
9.8 out of 10, Exceptional, (49 reviews)
"It was a great place to stay!"
Lindsey F.
The price is €250
includes taxes & fees
10 Aug - 11 Aug
Stay in our immaculate newly remodeled and cozy home in Old Order Amish country
Stay in our immaculate newly remodeled and cozy home in Old Order Amish countrySpartansburg
10.0 out of 10, Exceptional, (2 reviews)
"Amazing"
Jensen M.
The price is €151
includes taxes & fees
10 Aug - 11 Aug
Charming 3-Bedroom Vacation Retreat Near Historical Downtown & Nature Escapes
Charming 3-Bedroom Vacation Retreat Near Historical Downtown & Nature EscapesWarren
9.6 out of 10, Exceptional, (5 reviews)
"House was beautiful and well maintained, very welcoming. The host was easy to communicate with and checked in to see if we needed anything or had any issues. Would absolutely book again in the future! "
Jill M.
The price is €339
includes taxes & fees
10 Aug - 11 Aug
The Refined Retreat
The Refined RetreatCeloron
9.8 out of 10, Exceptional, (21 reviews)
" wonderful place to stay "
Christopher R.
The price is €284
includes taxes & fees
10 Aug - 11 Aug
Modern Farmhouse | Firepit | Stocked Trout Stream | 2 Suites
Modern Farmhouse | Firepit | Stocked Trout Stream | 2 SuitesAshville
10.0 out of 10, Exceptional, (2 reviews)
"This was a beautiful house!! Very clean and had everything we needed and more! The hosts were very helpful and communicated very quickly! I highly recommend staying in this house!"
Janson D.
The price is €615
includes taxes & fees
2 Aug - 3 Aug
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.
Find holiday rentals that suit your style
Apartments
Condos
Save an average of 15% on thousands of hotels when you're signed in
Top Pittsfield Hotel Reviews
Chautauqua Harbor Hotel - Jamestown
10/10 Excellent
Find out more about Pittsfield
Pittsfield Holiday Homes information
Number of reviews | 133 |
|---|---|
Accommodation | 123 Holiday Homes |
Lowest Price | €126 |
Highest Price | €1,127 |