Pittsfield Holiday Rentals

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Holiday Rentals in Pittsfield

Jeannies Dream Motel

2.0 star property
5.4 out of 10, (23)
"Perfect little spot to stay while working in the area! Great price and the room was exactly what we needed."
Jeannies Dream Motel

Privacy land to play and cooperstown allstar village just 2.6 miles away

9.8 out of 10, Exceptional, (13)
"Super close to All Star Village. Beautiful yards. The home had everything we needed. It’s bigger in person than the photos seemed. Everything was easy, communication was great!"
Privacy land to play and cooperstown allstar village just 2.6 miles away

Longview Cottage with views to compliment its name and close to cooperstown

9.8 out of 10, Exceptional, (223)
"Amazing place to stay lived up to its name for sure"
Longview Cottage with views to compliment its name and close to cooperstown

Located in Oneonta & Minutes from Cooperstown -- Perfect for Baseball Season!

9.8 out of 10, Exceptional, (31)
"Great property, and great host!"
Located in Oneonta & Minutes from Cooperstown -- Perfect for Baseball Season!

A Lakeview Paradise

10.0 out of 10, Exceptional, (44)
"Beatiful house, beautiful view. Exceeded my high expectations. Would definitely stay there again. "
A Lakeview Paradise

Lovely 4 bedroom 3 bath farmhouse with pool, located in Cooperstown, NY

9.8 out of 10, Exceptional, (18)
"Anita was extremely responsive and the property was fantastic! A quick 12 minute drive to ASV."
Lovely 4 bedroom 3 bath farmhouse with pool, located in Cooperstown, NY

Lakefront Home With Island View

10.0 out of 10, Exceptional, (54)
"We loved our stay! It was the perfect house for our family. "
Lakefront Home With Island View

Luxurious Estate in Cooperstown, NY -3.2 miles from the Cooperstown Dreams Park

2.0 star property
10.0 out of 10, Exceptional, (1)
"This estate was perfect for us. Less than 5 minutes from dreams park. So many bedrooms it fit our party very comfortably. Julie and her husband really bailed us out. Our previous host double booked us and canceled 36hours before check in. We got ahold of julie who was able to get everything ready for us within 24h of our trip. We are very appreciative of all the effort that went into it. The hot tub was great for our kids. There was a fire pit on site and there is a separate company who stocks...
Luxurious Estate in Cooperstown, NY -3.2 miles from the Cooperstown Dreams Park

StarField Cottage...The Perfect Cooperstown Dreams Park Getaway!

9.8 out of 10, Exceptional, (79)
"The cottage was perfect for our family and a quick ride to Doubleday Field. We enjoyed our stay!"
StarField Cottage...The Perfect Cooperstown Dreams Park Getaway!

Coolis' Country Corner

10.0 out of 10, Exceptional, (154)
"Very easy check-in with ample parking & easy to understand cottage instructions!"
The price is NZ$426
includes taxes & fees
30 Oct - 31 Oct
Coolis' Country Corner

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

The price is NZ$295
includes taxes & fees
7 Oct - 8 Oct
Charming Campsite in Hartwick, NY few miles from Cooperstown & area attractions

Cooperstown Dreams Park and Baseball Hall of Fame are 3 miles away!

10.0 out of 10, Exceptional, (39)
"Great location! Close to the baseball fields and such a peaceful view! Comfy beds. It had everything we needed! "
Cooperstown Dreams Park and Baseball Hall of Fame are 3 miles away!

Lakefront, family friendly home -Baseball campers!

10.0 out of 10, Exceptional, (18)
"So homey and comfortable. Great location and so peaceful! Will definitely stay again!! "
Lakefront, family friendly home -Baseball campers!

Sunrise Lodge at Mt. Waiontha: An Outdoor Experience

10.0 out of 10, Exceptional, (75)
"Went there for baseball in cooperstown was a great place to stay very quiet. It had all the amenities you needed for your stay. Overall great place to stay. "
Sunrise Lodge at Mt. Waiontha: An Outdoor Experience

Breweries! Cross the road to Northway Brewing or stroll to Brewery Ommegang.

10.0 out of 10, Exceptional, (62)
"Have stayed here before with some family friends, and will continue to rent it every year. Plenty of personal space, but large group space as well. This house is perfect, and great location in cooperstown. "
Breweries! Cross the road to Northway Brewing or stroll to Brewery Ommegang.

Cozy three bedroom cottage on Lake Canadarago

9.2 out of 10, Wonderful, (38)
"Love the lake!"
Cozy three bedroom cottage on Lake Canadarago

Charming Full Bed & 2 Twin Bed cabin w/AC, Heat, WiFi in lovely Cooperstown,

10.0 out of 10, Exceptional, (11)
"Beautiful cabin and a great host "
Charming Full Bed & 2 Twin Bed cabin w/AC, Heat, WiFi in lovely Cooperstown,

10min. to CDP -- "Resort-Like-Property" -- Heated Pool -- 6min. to Coop-Village

10.0 out of 10, Exceptional, (56)
"Beautiful property, recently updated, responsive host who gives great recommendations, heated pool, a perfect fall weekend!"
10min. to CDP -- "Resort-Like-Property" -- Heated Pool -- 6min. to Coop-Village

Tiny house, loft bedroom, near the river, Cooperstown and Baseball hall of fame

10.0 out of 10, Exceptional, (37)
"The location of the property is perfect for a trip to Cooperstown. We also drove up to the Adirondacks, which was a little over an hour, but still close enough if you're exploring the southern part of the park. Plenty of room to play catch with our dog and overall very comfortable. "
Tiny house, loft bedroom, near the river, Cooperstown and Baseball hall of fame

Cozy Cottage On The Susquehanna River

10.0 out of 10, Exceptional, (28)
"The house was great and in a beautiful location! There was plenty of room in the house for all of our families! Our boys loved fishing on the dock and we even rented a canoe from the shop down the street for the day! "
Cozy Cottage On The Susquehanna River
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

Everything you need to know about Pittsfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsfield holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pittsfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pittsfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pittsfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pittsfield holiday rentals we have selected for you start as low as NZ$295 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pittsfield rentals

At Expedia, we put the best Pittsfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pittsfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Longview Cottage with views to compliment its name and close to cooperstown: This holiday home rental outside of Pittsfield is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and 1 hot tub.

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. Unadilla Motocross and Cooperstown All Star Village Fields 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.