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Vacation Homes in Pittsfield Station

Chic Pittsfield Home With A View!

8.2 out of 10, Very Good, (11)
"Great view from the property, lovely house and yard. Coiuldn't have been a better stay. "
Chic Pittsfield Home With A View!

Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield!

10.0 out of 10, Exceptional, (3)
"It was a convenient location for visiting Tanglewood and the kitchen is perfect for packing picnics. Lovely neighborhood too!"
Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield!

Spacious Historic Home in the Berkshires!

9.8 out of 10, Exceptional, (12)
"Beautiful house with lots of character mixed with modern amenities. It was everything we hoped it would be, and more!"
Spacious Historic Home in the Berkshires!

Solomon Ely Homestead - Charming Pittsfield Stay

2.0 star property
10.0 out of 10, Exceptional, (1)
"Thank you. You have a lovely place."
Solomon Ely Homestead - Charming Pittsfield Stay

Cape Home In the Beautiful Berkshires - Near Lenox & Bousquet

10.0 out of 10, Exceptional, (1)
"The warmth and hospitality was amazing! The hosts were gracious and very helpful. This is a great location for summer and winter activities. The house is large, bedrooms sized very nicely. The dining room was a constant gathering for us during our stay, large windows and lots of sun, just off the enclosed porch. Heads-up the kitchen is aged but functional, and the main downstairs bathroom was original-not what we are used to. Overall, a beautiful house with nice touches like new hand...
Cape Home In the Beautiful Berkshires - Near Lenox & Bousquet

Elegant Pittsfield Home Near Downtown & Skiing!

9.8 out of 10, Exceptional, (19)
"Very good rental experience and nice, clean and functional home."
Elegant Pittsfield Home Near Downtown & Skiing!

3-bedroom house in beautiful Berkshires, close to amenities!

$287 nightly
The price is $321
Aug 27 - Aug 28
Total with taxes and fees
3-bedroom house in beautiful Berkshires, close to amenities!

Grand Berkshire Manor By Evergreen Home

Grand Berkshire Manor By Evergreen Home

Berkshire Ski House / Pittsfield

Berkshire Ski House / Pittsfield

A Cozy 100 yr old New England Berkshires Dutch Colonial. Long term available.

A Cozy 100 yr old New England Berkshires Dutch Colonial. Long term available.
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 Station Hotel Reviews

Find out more about Pittsfield Station

Find out more about Pittsfield Station

What types of Vacation Homes can I find in Pittsfield Station?

At Expedia, you’ll find great Pittsfield Station Vacation Homes for your family vacation, business trip, romantic weekend break, and more. If you’re planning a vacation with kids, try using the traveler experience filter to select “Family-friendly” Pittsfield Station Vacation Homes. Or, if you’re traveling for work, you can check the “Business-friendly” box to find business-oriented places to stay in Pittsfield Station. While you’re making your decision, you can use our map facility to view your shortlisted properties and their distance from Pittsfield Station, or nearby places of interest. There are great places to stay for every budget, so if you need cheap Vacation Homes in Pittsfield Station, use our simple search function to help you secure a great deal.

How much do Vacation Homes cost in Pittsfield Station?

The price per night for Pittsfield Station Vacation Homes in 2025 can start from as low as *. The cost of Vacation Homes varies depending on a number of factors: the dates of your stay, the exact location of the accommodation, and whether there are any special events taking place near Pittsfield Station, to name just three. When there’s a high demand for rooms in Pittsfield Station, this can cause prices to increase, whereas traveling during a quieter time of the year can mean lower prices. Booking through Expedia can help you find some of the best deals for cheap Vacation Homes in Pittsfield Station, so you can sleep easy without going over your budget.

How to find the best deals on Pittsfield Station Vacation Homes?

Expedia’s search function can help you find some of the best deals on Pittsfield Station Vacation Homes. You can select a minimum and maximum price per night according to your budget, and filter by guest ratings and star ratings to ensure you find the right Vacation Homes for your needs. Changing the sort order according to price can also help you to view cheap Vacation Homes in Pittsfield Station at a glance, and you can combine this with our own picks to highlight some of the best available offers. Don’t forget, if you’re an Expedia Rewards member, you can use the “Member Prices” filter to make extra savings on your booking.

Why should I choose Expedia to book Pittsfield Station Vacation Homes?

Booking with Expedia allows you to browse a wide selection of places to stay in Pittsfield Station, complete with search filters that make it easy to locate Vacation Homes that best meet your specific requirements. Our clear and easy-to-use search function makes it effortless to compare amenities, prices, property types, neighborhoods, and much more. At Expedia, you can also find flights, car rental, and activities, and you can combine your bookings for greater savings. Plus, Expedia Rewards members accrue points on all eligible purchases. Build your points total to gain discounts on subsequent bookings in the future. Membership is free, so go ahead and join.

What is the cancellation policy on booking Pittsfield Station Vacation Homes?

At Expedia, we understand that plans change, and the good news is you can cancel many bookings for Pittsfield Station Vacation Homes with a full refund, depending on the rules and restrictions. For example, some Vacation Homes may not give refunds if you cancel your booking within 24 or 48 hours of your arrival date, and some bookings are non-refundable. Be sure to view the policies provided by the Pittsfield Station Vacation Homes, and confirm the exact cancellation window on your selected location’s details page. If free cancellation is important to you, you can filter for the “Fully refundable” payment type when you search for your Vacation Homes.

*Prices and availability are subject to change. Additional terms may apply