Pittsfield Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Pittsfield vacation rentals

Studio | Exterior

Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo

Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo
2.0 star property
Killington
The price is ₩181,202
₩476,214 total
includes taxes & fees
Mar 30 - Mar 31
Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo
Aerial view

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is ₩145,977
₩493,028 total
includes taxes & fees
Apr 1 - Apr 2
The Suites at Killington Center
Interior

Killington Center 531

Killington Center 531
3.5 star property
Killington
The price is ₩207,028
₩427,226 total
includes taxes & fees
Mar 31 - Apr 1
Killington Center 531
Exterior

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (40 reviews)
"Ammazing,would go again!"
United States
Joseph
The price is ₩421,611
₩459,556 total
includes taxes & fees
Mar 30 - Mar 31
Robert Frost Mountain Cabins
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (23 reviews)
"I enjoy the location "
United States
troy
The price is ₩288,630
₩387,184 total
includes taxes & fees
Apr 12 - Apr 13
Mountain Green
House, Multiple Beds (Winter Lore) | Interior

Winter Lore

Winter Lore
3.0 star property
Rutland
Winter Lore
Interior

Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country

Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
2.0 star property
Killington
The price is ₩330,942
₩563,531 total
includes taxes & fees
Apr 2 - Apr 3
Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
House, 6 Bedrooms | Living area

Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
The price is ₩323,870
₩1,196,632 total
includes taxes & fees
Mar 30 - Mar 31
Breakaway House by Killington Vacation Rentals
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

North Star Lodge and Resort

North Star Lodge and Resort

10/10 Excellent
"We just stayed one night at this hotel. The room was just outdated but pretty clean. We did notice on the morning there were two beers from the night before. They also have an outdoor heated pool that we didn't get to check out because it was raining but you can see Killington from the pool on clearer days."
Candace 1-night trip
Posted 11 hours ago
North Star Lodge and Resort

Find out more about Pittsfield

Search for Vacation rentals in Pittsfield on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Pittsfield using one of the methods below:

  • View our selection of featured Vacation rentals in Pittsfield
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  • Enter your travel dates to view the best deals on Vacation rentals in Pittsfield while they last

Look no further and take a look at our great range of rental properties in Pittsfield!

Frequently asked questions

Can I find a vacation rental in Pittsfield?

Yes, there are vacation rentals close to popular sights in Pittsfield, or you can choose a more remote option if you're looking for relaxation. Pittsfield is known for its bars and restaurants.

How many vacation rentals are there in Pittsfield?

Expedia has 28 vacation 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 vacation rentals like in Pittsfield?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Pittsfield. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a small group gathering.