Pittsfield Vacation Rentals

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Browse Select Pittsfield Vacation Homes

Our top choices for Pittsfield vacation homes

The Barnhouse - Country Charm 2 miles from Colgate, renovated century-old barn
Smart TV

The Barnhouse - Country Charm 2 miles from Colgate, renovated century-old barn

10.0 out of 10, Exceptional, (14)
"This place was perfect. Close to the college, easy to find, clean and well decorated."
The price is CA $186
CA $371 total
includes taxes & fees
Sep 3 - Sep 4
The Barnhouse - Country Charm 2 miles from Colgate, renovated century-old barn
2-bedroom Cozy Country Cottage with Meadow views, Peaceful area will inspire!
2 bedrooms, iron/ironing board, WiFi, bed sheets

2-bedroom Cozy Country Cottage with Meadow views, Peaceful area will inspire!

The price is CA $163
CA $292 total
includes taxes & fees
Sep 9 - Sep 10
2-bedroom Cozy Country Cottage with Meadow views, Peaceful area will inspire!
Game Day Getaway - Pool Table, Grill, 5 minutes from All Star Village
Dining

Game Day Getaway - Pool Table, Grill, 5 minutes from All Star Village

10.0 out of 10, Exceptional, (2)
"House was perfect for our stay. Very dog friendly and supper close to the All Star Village."
Game Day Getaway - Pool Table, Grill, 5 minutes from All Star Village
Charming Campsite in Hartwick, NY few miles from Cooperstown & area attractions
Outdoor dining

Charming Campsite in Hartwick, NY few miles from Cooperstown & area attractions

The price is CA $179
CA $236 total
includes taxes & fees
Aug 30 - Aug 31
Charming Campsite in Hartwick, NY few miles from Cooperstown & area attractions
*Oaks Creek Cottage*ON the Creek*3bd 2bath Sleeps6
Property grounds

*Oaks Creek Cottage*ON the Creek*3bd 2bath Sleeps6

10.0 out of 10, Exceptional, (1)
"What a beautiful cottage situated on a scenic creek!! Perfect for our circumstance and didn’t have to mess with the hassle of a million baseball kids and baseball parents."
The price is CA $276
CA $696 total
includes taxes & fees
Sep 8 - Sep 9
*Oaks Creek Cottage*ON the Creek*3bd 2bath Sleeps6
*NEW*Hops House-Sleeps10-8Mi.toCDP&15Mi.toASV
Fridge, microwave, oven, stovetop

*NEW*Hops House-Sleeps10-8Mi.toCDP&15Mi.toASV

10.0 out of 10, Exceptional, (1)
"Location and house filled all our needs "
The price is CA $379
CA $870 total
includes taxes & fees
Sep 10 - Sep 11
*NEW*Hops House-Sleeps10-8Mi.toCDP&15Mi.toASV
Kayak Home #7
Interior

Kayak Home #7

10.0 out of 10, Exceptional, (1)
The price is CA $453
CA $737 total
includes taxes & fees
Sep 19 - Sep 20
Kayak Home #7
Spacious Private Guest Suite near Colgate
Exterior

Spacious Private Guest Suite near Colgate

9.8 out of 10, Exceptional, (11)
"We enjoyed our stay, house was well maintained, comfortable and plenty of room for my husband, myself and my son. 5-10min from Colgate. Would love to stay here again! "
The price is CA $345
CA $483 total
includes taxes & fees
Aug 31 - Sep 1
Spacious Private Guest Suite near Colgate
Comfortable furnishings, central air conditioning, covered patio and outdoor lounge furniture
Fridge, microwave, oven, stovetop

Comfortable furnishings, central air conditioning, covered patio and outdoor lounge furniture

10.0 out of 10, Exceptional, (3)
"Comfortable and cozy place. Greatly enjoyed having baby necessities like play pen, fenced in back yard, etc! Melissa was easy to contact and such a pleasure to communicate with! Highly recommend staying here!"
Comfortable furnishings, central air conditioning, covered patio and outdoor lounge furniture
Comfy furnishings, nice yard, peaceful neighborhood
Fridge, microwave, oven, stovetop

Comfy furnishings, nice yard, peaceful neighborhood

10.0 out of 10, Exceptional, (11)
"The best. So close to all star village, couldn’t be happier with the whole transaction!"
The price is CA $310
CA $683 total
includes taxes & fees
Sep 9 - Sep 10
Comfy furnishings, nice yard, peaceful neighborhood
1st Class Rentals Cooperstown New 3 Bedroom House
Exterior

1st Class Rentals Cooperstown New 3 Bedroom House

3.5 star property
10.0 out of 10, Exceptional, (1)
"Fantastic place! Everything as advertised. "
The price is CA $896
CA $1,021 total
includes taxes & fees
Sep 11 - Sep 12
1st Class Rentals Cooperstown New 3 Bedroom House
Scenic CountryHouse on 122 acres
Fridge, microwave, oven, stovetop

Scenic CountryHouse on 122 acres

10.0 out of 10, Exceptional, (1)
"Pulled in a 1am, slept and out again by 9am. Beds comfy, everyone had fresh linens, very clean. Only little worry was getting out of the parking area with trucks and trailers. The road isn’t busy, but people fly. "
The price is CA $837
CA $1,196 total
includes taxes & fees
Sep 8 - Sep 9
Scenic CountryHouse on 122 acres
Bearberry Suite @Cooperstown Lodge-3mi to CDP+Pool
Fridge, microwave, oven, stovetop

Bearberry Suite @Cooperstown Lodge-3mi to CDP+Pool

The price is CA $379
CA $870 total
includes taxes & fees
Sep 8 - Sep 9
Bearberry Suite @Cooperstown Lodge-3mi to CDP+Pool
Turtle Cove*ON Oaks Creek!*Fish&Swim!
Smart TV, books

Turtle Cove*ON Oaks Creek!*Fish&Swim!

The price is CA $276
CA $740 total
includes taxes & fees
Sep 2 - Sep 3
Turtle Cove*ON Oaks Creek!*Fish&Swim!
1st Class Rentals The Thurman Munson House
House, 5 Bedrooms, Patio | Interior

1st Class Rentals The Thurman Munson House

3.5 star property
10.0 out of 10, Exceptional, (1)
"The house was well maintained, clean, convenient and newly renovated. A great experience. "
The price is CA $908
CA $1,036 total
includes taxes & fees
Sep 10 - Sep 11
1st Class Rentals The Thurman Munson House
Cozy Home Heart of the Village Near Golf & Colgate
Fridge, microwave, oven, stovetop

Cozy Home Heart of the Village Near Golf & Colgate

10.0 out of 10, Exceptional, (21)
"Home was perfect for our family gathering for Colgate graduation week. Easy check in and check out and outstanding communication with the owners. Thank you!"
The price is CA $2,755
CA $3,710 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Home Heart of the Village Near Golf & Colgate
*NEW*Christmas in Cooperstown-2 KINGS! EV Charger
TV, books

*NEW*Christmas in Cooperstown-2 KINGS! EV Charger

The price is CA $379
CA $870 total
includes taxes & fees
Sep 10 - Sep 11
*NEW*Christmas in Cooperstown-2 KINGS! EV Charger
Cooperstown Hall of Fame, Dreams Park Baseball, Ommegang #1 Location in the area
Outdoor dining

Cooperstown Hall of Fame, Dreams Park Baseball, Ommegang #1 Location in the area

10.0 out of 10, Exceptional, (153)
"My husband and our pup enjoyed our trip to Cooperstown - the house was convenient to Baseball HOF, Fenimore Farm and restaurants. Dave was very responsive and the house was very clean and comfortable. "
The price is CA $261
CA $339 total
includes taxes & fees
Sep 7 - Sep 8
Cooperstown Hall of Fame, Dreams Park Baseball, Ommegang #1 Location in the area
Doyle House - Near Cooperstown Dreams Park
Exterior

Doyle House - Near Cooperstown Dreams Park

9.4 out of 10, Exceptional, (17)
"Charles was so amazing at keeping in touch with any questions we had and he even sent us a list of everything to do in the area. The house was absolutely adorable with a rustic feel."
Doyle House - Near Cooperstown Dreams Park
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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Top Pittsfield Hotel Reviews

Find out more about Pittsfield

Find out more about Pittsfield

Pittsfield Vacation Homes information

Number of reviews
719
Accommodation
502 Vacation Homes
Lowest Price
CA $186
Highest Price
CA $276

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