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Pittsfield Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Pittsfield holiday rentals

A small, dark-colored cabin with a porch and lights, surrounded by a grassy field and trees.

1. Welcoming 1-bedroom cabin in charming New Berlin perfect for getaway

Welcoming 1-bedroom cabin in charming New Berlin perfect for getaway
New Berlin
10.0 out of 10, Exceptional, (3 reviews)
"Very attentive and hospitable hosts. Beautiful property. Don't think twice, just book it."
United States
Eric
The price is HK$392
HK$790 total
includes taxes & fees
27 Oct - 28 Oct
Welcoming 1-bedroom cabin in charming New Berlin perfect for getaway
A sunroom with large windows, a round table, and two chairs.

2. Cooperstown All Star Village, or Cooperstown Dreams Park or Oneonta area

Cooperstown All Star Village, or Cooperstown Dreams Park or Oneonta area
Mt Vision
10.0 out of 10, Exceptional, (86 reviews)
"Ample living space for 2 families and tons of stuff for the non-baseball playing siblings along for the ride!Nice and clean and Very well stocked to accommodate."
United States
Stephen M.
The price is HK$1,567
HK$4,083 total
includes taxes & fees
27 Oct - 28 Oct
Cooperstown All Star Village, or Cooperstown Dreams Park or Oneonta area
A spacious living area with a wooden ceiling, a sectional sofa, a dining table with chairs, and a wood-burning stove.

3. Deck, Large Yard! Country Home in Mount Vision

Deck, Large Yard! Country Home in Mount Vision
3.0 star property
Mount Vision
The price is HK$1,129
HK$3,199 total
includes taxes & fees
25 Oct - 26 Oct
Deck, Large Yard! Country Home in Mount Vision
A modern kitchen with wooden cabinets, a central island with stools, a microwave, and a large window providing a view of the outdoors.

4. Parkside Manor*NEW* - Walk to Husky Park!8Mi.toCDP

Parkside Manor*NEW* - Walk to Husky Park!8Mi.toCDP
Hartwick
10.0 out of 10, Exceptional, (1 review)
"Clean & very convenient to Cooperstown Dreams Park. Linens being included was a huge plus! Family friendly yard & in house activities. Would rebook this house."
United States
Christina M.
The price is HK$1,961
HK$5,579 total
includes taxes & fees
25 Oct - 26 Oct
Parkside Manor*NEW* - Walk to Husky Park!8Mi.toCDP
A hallway with white walls, a wooden staircase, and a chandelier.

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

*NEW*Hops House-Sleeps10-8Mi.toCDP&15Mi.toASV
Hartwick
10.0 out of 10, Exceptional, (2 reviews)
"Location and house filled all our needs "
United States
Richard M.
The price is HK$1,176
HK$3,833 total
includes taxes & fees
28 Oct - 29 Oct
*NEW*Hops House-Sleeps10-8Mi.toCDP&15Mi.toASV
A narrow stone staircase leading to a door, flanked by walls with climbing plants and potted plants.

6. 1st Class Rentals Munson Manor VI at Chestnut 2nd Floor

1st Class Rentals Munson Manor VI at Chestnut 2nd Floor
West End
9.6 out of 10, Exceptional, (30 reviews)
"Pizza place next door is awesome! Great location"
United States
robert L.
The price is HK$1,168
HK$1,528 total
includes taxes & fees
30 Oct - 31 Oct
1st Class Rentals Munson Manor VI at Chestnut 2nd Floor
A room with a wooden ceiling, a large window, a dining table with chairs, and a wood-burning stove.

7. Deck, Large Yard! Country Home in Mount Vision

Deck, Large Yard! Country Home in Mount Vision
Mount Vision
The price is HK$807
HK$3,172 total
includes taxes & fees
2 Nov - 3 Nov
Deck, Large Yard! Country Home in Mount Vision
A wooden staircase with white railings leading to a second floor.

8. 1st Class Rentals The Thurman Munson House

1st Class Rentals The Thurman Munson House
3.5 star property
Cooperstown
10.0 out of 10, Exceptional, (1 review)
"The house was well maintained, clean, convenient and newly renovated. A great experience. "
United States
JEFF
The price is HK$5,164
HK$5,887 total
includes taxes & fees
2 Nov - 3 Nov
1st Class Rentals The Thurman Munson House
A room with two beds, a nightstand with a lamp, a window with curtains, and a wall-mounted air conditioner.

9. Cozy 1-bedroom hotel room, Hamilton - 318 Chenango

Cozy 1-bedroom hotel room, Hamilton - 318 Chenango
Hamilton
9.4 out of 10, Exceptional, (3 reviews)
"The room was very clean. No bad smell at all. Staff was very nice. Good price. Excellent services. I will recommend it."
United States
Mercedes
The price is HK$931
HK$1,155 total
includes taxes & fees
2 Nov - 3 Nov
Cozy 1-bedroom hotel room, Hamilton - 318 Chenango
A deck with outdoor furniture and a covered table.

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

Cooperstown Hall of Fame, Dreams Park Baseball, Ommegang #1 Location in the area
Cooperstown
9.8 out of 10, Exceptional, (200 reviews)
"Great place and location."
United States
Matt M.
The price is HK$1,560
HK$2,028 total
includes taxes & fees
25 Oct - 26 Oct
Cooperstown Hall of Fame, Dreams Park Baseball, Ommegang #1 Location in the area
A two-story house with a porch, a covered front entrance, and a well-maintained lawn.

11. Spacious and comfy, king bed, double futon sofa, kitchen, near Colgate, 7 Oaks

Spacious and comfy, king bed, double futon sofa, kitchen, near Colgate, 7 Oaks
Hamilton
10.0 out of 10, Exceptional, (70 reviews)
"Great place"
United States
Dorothy M.
The price is HK$1,270
HK$2,012 total
includes taxes & fees
26 Oct - 27 Oct
Spacious and comfy, king bed, double futon sofa, kitchen, near Colgate, 7 Oaks
A living room with a sofa, yellow armchairs, a coffee table, and a TV.

12. The Barnhouse - Renovated Century-Old Barn , 2 Miles to Colgate

The Barnhouse - Renovated Century-Old Barn , 2 Miles to Colgate
Hamilton
10.0 out of 10, Exceptional, (33 reviews)
"Excellent property great location and very clean"
United States
Barri
The price is HK$1,403
HK$2,684 total
includes taxes & fees
28 Oct - 29 Oct
The Barnhouse - Renovated Century-Old Barn , 2 Miles to Colgate
A grassy area with wooden chairs and a table, surrounded by trees and a river.

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

*Oaks Creek Cottage*ON the Creek*3bd 2bath Sleeps6
Fly Creek
9.0 out of 10, Wonderful, (7 reviews)
"Oaks Creek Cottage met all our needs and expectations.the rooms were spacious and cozy. We loved the fire pit by the creek and enjoyed a sunny afternoon with drinks and books to read.The location was within a few miles of all our activities.We recommend the cottage. "
United States
Leila K.
The price is HK$1,569
HK$4,059 total
includes taxes & fees
25 Oct - 26 Oct
*Oaks Creek Cottage*ON the Creek*3bd 2bath Sleeps6
A modern living room with a large sofa, a flat-screen TV, and a bookshelf.

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

Turtle Cove*ON Oaks Creek!*Fish&Swim!
Fly Creek
10.0 out of 10, Exceptional, (2 reviews)
"The house was very clean, everything we needed was provided. It was a perfect house for our week long stay for our week in. Cooperstown. I would definitely recommend staying here! "
United States
Beth O.
The price is HK$1,567
HK$4,342 total
includes taxes & fees
12 Nov - 13 Nov
Turtle Cove*ON Oaks Creek!*Fish&Swim!
Two wooden crates stacked against a wall, one with a 'NY' logo and the other with a 'BILLS' logo.

15. *Oaks Creek Manor*ON the Creek*Sleep7*4.6Miles-HOF

*Oaks Creek Manor*ON the Creek*Sleep7*4.6Miles-HOF
Fly Creek
10.0 out of 10, Exceptional, (4 reviews)
"This is an historic home with beautiful details and quirks that only older homes will have. It is a perfect location between Downtown Cooperstown and Cooperstown Dreams Park, which made it great for our baseball family. There is a lovely yard with a fire pit and a beautiful creek for fishing or just enjoying the view. The owners were very communicable and made sure to do everything to make our stay comfortable."
United States
Kristina M.
The price is HK$1,176
HK$3,835 total
includes taxes & fees
1 Nov - 2 Nov
*Oaks Creek Manor*ON the Creek*Sleep7*4.6Miles-HOF
A wooden deck with two chairs, a table, and an open book, overlooking a forested landscape.

16. Private Cabin Near Cooperstown All Star Village - 14 Acres, Views & Guest House

Private Cabin Near Cooperstown All Star Village - 14 Acres, Views & Guest House
Franklin
10.0 out of 10, Exceptional, (1 review)
"Clean house and host was in contact to make sure we had all we needed. Place was all set up for pets. Stayed with our son and daughter in law for a family weekend. It is up the mountain some. It does have a steeper driveway. Son and daughter in law enjoyed the screened in balcony to watch sunrise over the mountain in the morning."
United States
Denise W.
The price is HK$2,511
HK$4,090 total
includes taxes & fees
27 Oct - 28 Oct
Private Cabin Near Cooperstown All Star Village - 14 Acres, Views & Guest House
A living room with a dining table, sofa, and a flat-screen TV mounted on the wall.

17. Hawthorne Suite at The Grove on Lake Moraine

Hawthorne Suite at The Grove on Lake Moraine
Hamilton
The price is HK$2,260
HK$2,736 total
includes taxes & fees
25 Oct - 26 Oct
Hawthorne Suite at The Grove on Lake Moraine
A deck with outdoor furniture and a covered table.

18. 1st Class Rentals Cooperstown New 3 Bedroom House

1st Class Rentals Cooperstown New 3 Bedroom House
3.5 star property
Cooperstown
10.0 out of 10, Exceptional, (1 review)
"Fantastic place! Everything as advertised. "
United States
Douglas
The price is HK$3,331
HK$3,797 total
includes taxes & fees
8 Nov - 9 Nov
1st Class Rentals Cooperstown New 3 Bedroom House
A wooden deck leading to a house with a view of the lake, kayaks, and a red umbrella.

19. 5 Min to Colgate, Sleeps 8, Welcome Wine

5 Min to Colgate, Sleeps 8, Welcome Wine
Hamilton
10.0 out of 10, Exceptional, (10 reviews)
"Christian was a wonderful host and we enjoyed our visit. Great location and wonderful view of the lake."
United States
Eileen B.
The price is HK$1,372
HK$3,020 total
includes taxes & fees
16 Nov - 17 Nov
5 Min to Colgate, Sleeps 8, Welcome Wine
A spacious living area with a white sofa, wooden flooring, and a staircase leading to an upper level.

20. The Away Game, A home run for baseball families

The Away Game, A home run for baseball families
Portlandville
The price is HK$2,665
HK$3,475 total
includes taxes & fees
30 Oct - 31 Oct
The Away Game, A home run for baseball families
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

Lake View Motel

Lake View Motel

8/10 Good
"Odd location perched on a side of hill. Parking is poor. Motel is old. You get an idea how it was to stay at a motel in the 70:s. Internet was weak. Why can't a room have a real coffee maker.if your a city person you'll love it you're in the country near Cooperstown it's right a busy little country Road need to be careful when turning left into the property. Don't want to be negative but just stating the facts."
melody 2-night trip
Posted 3 hours ago
Lake View Motel

Find out more about Pittsfield

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Look no further and take a look at our great range of rental properties in Pittsfield!

Frequently asked questions

Can I find a holiday rental in Pittsfield?

Yes, there are holiday rentals close to the most popular sights in Pittsfield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pittsfield has to offer?

Cooperstown Dreams Park and Baseball Hall of Fame are 3 miles away!: This holiday home rental outside of Pittsfield offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Pittsfield?

While exploring the area, visit family-friendly sights like National Baseball Hall of Fame, or get outside and enjoy nature at Cooperstown Dreams Park. Cooperstown All Star Village Fields and State University of New York-Oneonta are a couple of places you'll find in the wider area.

What are holiday rentals like in Pittsfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pittsfield. Holiday rentals feature extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.