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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Pittsfield holiday rentals

Condo, 1 Queen Bed with Sofa bed (Pinnacle F21) | Pool | Indoor pool, outdoor pool

Pinnacle F21

Pinnacle F21
3.5 star property
Killington
The price is Rp3.773.080
Rp10.120.516 total
includes taxes & fees
27 Jun - 28 Jun
Pinnacle F21
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (25 reviews)
"I enjoy the location "
United States
troy
The price is Rp1.058.290
Rp3.645.205 total
includes taxes & fees
17 Jun - 18 Jun
Mountain Green
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 Rp3.189.568
Rp13.170.181 total
includes taxes & fees
17 Jun - 18 Jun
Breakaway House by Killington Vacation Rentals
Exterior

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (41 reviews)
"Very nice place great owner"
United States
Joe
The price is Rp4.940.811
Rp5.385.484 total
includes taxes & fees
24 Jun - 25 Jun
Robert Frost Mountain Cabins
Apartment, Multiple Beds (Colony Club C12) | Interior

Colony Club C12

Colony Club C12
3.5 star property
Killington
The price is Rp4.325.069
Rp11.597.447 total
includes taxes & fees
27 Jun - 28 Jun
Colony Club C12
House, 3 Bedrooms | Living area | Smart TV

Blue Haven 3 Bedroom Home

Blue Haven 3 Bedroom Home
3.0 star property
Killington
The price is Rp7.672.070
Rp19.143.974 total
includes taxes & fees
30 Jun - 1 Jul
Blue Haven 3 Bedroom Home
Condo, 1 King Bed with Sofa bed (Pinnacle E08) | Interior

Pinnacle E08

Pinnacle E08
3.5 star property
Killington
Pinnacle E08
Condo, Multiple Beds (Whiffletree C2) | Property grounds

Whiffletree C2

Whiffletree C2
3.5 star property
Killington
4.0 out of 10, (1 review)
"It would be good if they informed you that the unit is a walkout basement unit. Also out key code did not work when we arrived. Answering service gave us the cleaning peoples code that only worked once. day 2 we had to call and get a third code. "
United States
Gregory
The price is Rp2.871.160
Rp7.592.557 total
includes taxes & fees
27 Jun - 28 Jun
Whiffletree C2
Apartment (Trail Creek 05) | Interior

Trail Creek 05

Trail Creek 05
3.5 star property
Killington
10.0 out of 10, Exceptional, (2 reviews)
"I ended up getting changed to another property trail creek 80. I wish I could give 10 stars! This place is amazing! Clean quiet spacious and so much more. I want to already book this same place for next years Spartan race!! Thank you for having an amazing property "
United States
Kimberly
The price is Rp3.062.633
Rp7.237.944 total
includes taxes & fees
27 Jun - 28 Jun
Trail Creek 05
House, Multiple Beds (Hemlock Ridge 6A) | Interior

Hemlock Ridge 6A

Hemlock Ridge 6A
3.5 star property
Killington
8.0 out of 10, Very good, (1 review)
"Everything was good except minor confusion with the lock code. But response was quick, and the issue was resolved."
United States
Leonid
The price is Rp4.325.069
Rp10.889.087 total
includes taxes & fees
27 Jun - 28 Jun
Hemlock Ridge 6A
Condo, 1 King Bed (Pinnacle C16) | Interior

Pinnacle C16

Pinnacle C16
3.0 star property
Killington
8.8 out of 10, Excellent, (3 reviews)
"Ski trip - warm, cozy, quiet, 2 min ride on free shuttle bus to base."
United States
Steve
The price is Rp2.907.818
Rp8.080.617 total
includes taxes & fees
26 Jun - 27 Jun
Pinnacle C16
Condo, 1 Queen Bed with Sofa bed (Pinnacle E15) | Interior

Pinnacle E15

Pinnacle E15
3.5 star property
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Great location and close to restaurants in Killington. "
United States
Kevin
The price is Rp2.190.072
Rp6.222.411 total
includes taxes & fees
27 Jun - 28 Jun
Pinnacle E15
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

On The River Inn

On The River Inn

8/10 Good
"The place was fairly clean but definitely needs updating. Nice property and great tavern"
Barbara 1-night trip
Posted 11 hours ago
On The River Inn

Find out more about Pittsfield

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

  • View our selection of featured holiday rentals in Pittsfield
  • Use the map to find apartments and other holiday homes in the Pittsfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday 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 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 26 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.