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

Vacation Rentals in Pittsfield

Jeannies Dream Motel
Exterior

Jeannies Dream Motel

2.0 star property
5.6 out of 10, (19)
"Clean room "
The price is CA $95
CA $138 total
includes taxes & fees
Sep 12 - Sep 13
Jeannies Dream Motel
Quiet 2-bedroom country cabin with scenic views 3 miles from Norwich NY.
Interior

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.
⭐️Wildflower Country Cottage
Property grounds

⭐️Wildflower Country Cottage

10.0 out of 10, Exceptional, (69)
"It was an amazing stay. The cottage was cozy and warm very inviting. Will be heading back soon and amazing experience."
The price is CA $159
CA $271 total
includes taxes & fees
Sep 2 - Sep 3
⭐️Wildflower Country Cottage
Tiny house, loft bedroom, near the river, Cooperstown and Baseball hall of fame
2 bedrooms, iron/ironing board, WiFi, bed sheets

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
Charming 1-BR 2nd floor apartment in the heart of Cooperstown, NY- Full Kitchen
Marina

Charming 1-BR 2nd floor apartment in the heart of Cooperstown, NY- Full Kitchen

9.0 out of 10, Wonderful, (2)
"cozy is the watch word here, we had a great time location is great close to everything, "
The price is CA $365
CA $566 total
includes taxes & fees
Sep 1 - Sep 2
Charming 1-BR 2nd floor apartment in the heart of Cooperstown, NY- Full Kitchen
Located in Oneonta & Minutes from Cooperstown -- Perfect for Baseball Season!
Fridge, microwave, oven, stovetop

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
Property grounds

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

9.8 out of 10, Exceptional, (219)
"Amazing place to stay lived up to its name for sure"
Longview Cottage with views to compliment its name and close to cooperstown
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 $180
CA $237 total
includes taxes & fees
Aug 28 - Aug 29
Charming Campsite in Hartwick, NY few miles from Cooperstown & area attractions
BBQ Ready: Lakeside Milford Home w/ Paddleboat
Interior

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
Cozy studio with WiFi in charming Cooperstown
Exterior

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 Ommegang.
Beach

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

10.0 out of 10, Exceptional, (60)
"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 Ommegang.
Hotel Pratt in the heart of Cooperstown, New York **Baseball Central**
Exterior

Hotel Pratt in the heart of Cooperstown, New York **Baseball Central**

9.4 out of 10, Exceptional, (58)
"Excellent place to stay !"
The price is CA $227
CA $296 total
includes taxes & fees
Sep 3 - Sep 4
Hotel Pratt in the heart of Cooperstown, New York **Baseball Central**
Spacious 3-bedroom apartment with WiFi, AC in Richfield Spring
Fridge, microwave, oven, stovetop

Spacious 3-bedroom apartment with WiFi, AC in Richfield Spring

7.4 out of 10, Good, (3)
"The apartment was very clean and had clear instructions for check in and check out. We didnt have any problems during our stay. The diner next door was delicious and the staff there were very friendly. My kids enjoyed the park across the street and the ice cream at the gas station. We enjoyed having them within walking distance as well. The small village was so quiet and took a little while for us to get used to, as we are accustomed to a much larger population, but the scenery around the...
Spacious 3-bedroom apartment with WiFi, AC in Richfield Spring
Luxurious Lakefront Living With Amenities close to Cooperstown
Property grounds

Luxurious Lakefront Living With Amenities close to Cooperstown

10.0 out of 10, Exceptional, (214)
"The property was just like it was described! I would highly recommend this property to anyone!"
Luxurious Lakefront Living With Amenities close to Cooperstown
Goodyear Lake waterfront home sleeps 13. Near Dreams Park, Cooperstown.
Exterior

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.
Lakefront Home With Island View
Exterior

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

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

10.0 out of 10, Exceptional, (56)
"It was long weekend family get together. The owners were very accommodating and addressed all of our needs. The home was so warm and welcoming. Would certainly recommend this property to family and friends. "
10min. to CDP -- "Resort-Like-Property" -- Heated Pool -- 6min. to Coop-Village
StarField Cottage...The Perfect Cooperstown Dreams Park Getaway!
Dining

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!
Cooperstown - Walk everywhere! Cute Apartment. Steps away from HOF and Main St.
Fridge, microwave, oven, stovetop

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.
Luxurious Estate in Cooperstown, NY -3.2 miles from the Cooperstown Dreams Park
Outdoor spa tub

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
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsfield vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pittsfield vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pittsfield vacation rentals we have selected for you start as low as CA $95 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 vacation 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 vacation.

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. 

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Pittsfield?

Yes, we give you a choice of vacation rentals near top points of interest in Pittsfield, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Pittsfield?

Hotel Pratt- Cooperstown, NY- Baseball Central- Downtown-: Visitors like this Pittsfield vacation home rental. It is located on a lake and offers a patio, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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 larger area.

What are vacation rentals like in Pittsfield?

Vacation rentals are private properties you can stay in for a couple days or more in Pittsfield. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family gatherings.