Pittsfield Vacation Rentals

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Check prices for these dates

Tonight
20 Jun - 21 Jun
Tomorrow
21 Jun - 22 Jun
This weekend
20 Jun - 22 Jun
Next weekend
27 Jun - 29 Jun

Vacation Rentals in Pittsfield

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (43)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Robert Frost Mountain Cabins
Pillow-top beds, individually decorated, individually furnished

Robert Frost Mountain Cabins

3.5 star property
10.0 out of 10, Exceptional, (40)
"Owners are super helpful and cinnamon rolls were yummy. Off the beaten path and lovely"
The price is RM1,186
RM1,293 total
includes taxes & fees
23 Jun - 24 Jun
Robert Frost Mountain Cabins
Mountain Green
Indoor pool

Mountain Green

2.0 star property
6.6 out of 10, (10)
"The condo was very cozy for a family of four and suited us perfectly. Beds were comfortable and condo was clean. "
The price is RM976
RM1,309 total
includes taxes & fees
21 Jun - 22 Jun
Mountain Green
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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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. Pittsfield is known for its bars and restaurants.

How many holiday rentals are there in Pittsfield?

Expedia has 39 holiday rentals for your stay in Pittsfield.

What can I see and do in Pittsfield?

While exploring the area, visit family-friendly sights like Killington Adventure Center, or get outside and enjoy nature at Green Mountain National Forest. Roger Clark Memorial Central Library and Pittsfield Town Hall are other places to visit while you're in town.

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 offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family gatherings.