Pittsfield Holiday Rentals

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Holiday Rentals in Pittsfield

Jeannies Dream Motel

2.0 star property
5.8 out of 10, (21)
"Perfect little spot to stay while working in the area! Great price and the room was exactly what we needed."
The price is AU$152
includes taxes & fees
12 Sept - 13 Sept
Jeannies Dream Motel

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

The price is AU$264
includes taxes & fees
3 Sept - 4 Sept
Charming Campsite in Hartwick, NY few miles from Cooperstown & area attractions

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

9.8 out of 10, Exceptional, (30)
"Great property, and great host!"
Located in Oneonta & Minutes from Cooperstown -- Perfect for Baseball Season!

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

9.8 out of 10, Exceptional, (221)
"Amazing place to stay lived up to its name for sure"
Longview Cottage with views to compliment its name and close to cooperstown

Sunrise Lodge at Mt. Waiontha: An Outdoor Experience

10.0 out of 10, Exceptional, (74)
"We stayed here for a few days while our son competed at Cooperstown and it was a great location and space for our family."
Sunrise Lodge at Mt. Waiontha: An Outdoor Experience

Lakefront Home With Island View

10.0 out of 10, Exceptional, (52)
"The cottage was excellent - clean, well appointed, with a beautiful view. "
Lakefront Home With Island View

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

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

10.0 out of 10, Exceptional, (39)
"Stayed for baseball tournament. Easy to get to and beautiful location."
Cooperstown Dreams Park and Baseball Hall of Fame are 3 miles away!

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

9.8 out of 10, Exceptional, (79)
"The host and his dog, Shoog, are very friendly and helpful! The cottage was clean and well stocked. Cottage is close Cooperstown and the area is very nice."
StarField Cottage...The Perfect Cooperstown Dreams Park Getaway!

Cozy studio with WiFi in charming Cooperstown

8.8 out of 10, Excellent, (3)
"Beautiful property. Cozy unit, bigger than it looks from the pictures."
Cozy studio with WiFi in charming Cooperstown

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

10.0 out of 10, Exceptional, (61)
"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.

Timber Lodge- New Lake House near Cooperstown, NY

10.0 out of 10, Exceptional, (28)
"Highly recommend. It's a beautiful house and we had a great stay!"
Timber Lodge- New Lake House near Cooperstown, NY

A Lakeview Paradise

10.0 out of 10, Exceptional, (44)
"We came for our son’s baseball tournament at Dreams Park. The location of this property was great in terms of ease to get to everything. Place was spacious and comfortable and welcome basket was a nice added touch!"
A Lakeview Paradise

Lakefront Serenity in the Catskills near All Star Village

10.0 out of 10, Exceptional, (22)
"This my family’s second Memorial Day weekend in this house. We gather to play games and spend quality time together and this house is perfect for that. The weather was rainy so we couldn’t enjoy water activities on the pond but we still had a wonderful long weekend. We also love the proximity to Delhi and Cooperstown. "
Lakefront Serenity in the Catskills near All Star Village

Quiet 2-bedroom country cabin with scenic views 3 miles from Norwich NY.

10.0 out of 10, Exceptional, (3)
"Very nice the host was excellent!"
Quiet 2-bedroom country cabin with scenic views 3 miles from Norwich NY.

Luxurious Lakefront Living With Amenities close to Cooperstown

10.0 out of 10, Exceptional, (215)
"The property was just like it was described! I would highly recommend this property to anyone!"
Luxurious Lakefront Living With Amenities close to Cooperstown

BBQ Ready: Lakeside Milford Home w/ Paddleboat

9.8 out of 10, Exceptional, (36)
"This was my 5th stay. The host is a wonderful person, the property is amazing, its kid friendly, truely a rare gem. You wont be disappointed no matter what time of year you go!"
BBQ Ready: Lakeside Milford Home w/ Paddleboat

Goodyear Lake waterfront home sleeps 13. Near Dreams Park, Cooperstown.

10.0 out of 10, Exceptional, (3)
"The house was great! Very clean, quiet, right on the lake with an amazing view. We loved the game room and the bunk room was awesome."
Goodyear Lake waterfront home sleeps 13. Near Dreams Park, Cooperstown.

Cooperstown - Walk everywhere! Cute Apartment. Steps away from HOF and Main St.

9.8 out of 10, Exceptional, (72)
"Great amenities for our week in Cooperstown!"
Cooperstown - Walk everywhere! Cute Apartment. Steps away from HOF and Main St.

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
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 favourite 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 depend 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 AU$152 per night. Entering your travel dates in the search wizard might find you 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?

Tiny house, loft bedroom, near the river, Cooperstown and Baseball hall of fame: This holiday home rental outside of Pittsfield is located on a river, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.