Pittsfield Vacation Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Pittsfield holiday rentals

Aerial view

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is RM564
RM1,476 total
includes taxes & fees
2 Mar - 3 Mar
The Suites at Killington Center
Exterior

Mountain Green Resort by Killington VR - 2 Bedrooms

Mountain Green Resort by Killington VR - 2 Bedrooms
2.0 star property
Killington
The price is RM1,189
RM3,126 total
includes taxes & fees
5 Mar - 6 Mar
Mountain Green Resort by Killington VR - 2 Bedrooms
Interior

Mountain Green 3G6

Mountain Green 3G6
3.0 star property
Killington
The price is RM3,427
RM5,069 total
includes taxes & fees
1 Mar - 2 Mar
Mountain Green 3G6
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (20 reviews)
"Great !"
United States
Raul
The price is RM790
RM1,059 total
includes taxes & fees
11 Mar - 12 Mar
Mountain Green
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 RM1,085
RM1,183 total
includes taxes & fees
1 Mar - 2 Mar
Robert Frost Mountain Cabins
Restaurant

Mountain Green Resort

Mountain Green Resort
4.0 star property
Killington
4.0 out of 10, (2 reviews)
"Clean room, elevator broken and not enough bathroom towels."
United States
Jing
The price is RM3,427
RM4,953 total
includes taxes & fees
1 Mar - 2 Mar
Mountain Green Resort
Private kitchen

Pico Mountain Condo F106 3 Bedroom Home

Pico Mountain Condo F106 3 Bedroom Home
3.0 star property
Killington
Pico Mountain Condo F106 3 Bedroom Home
Sauna

Sunrise Bear Ridge C4 4 Bedroom Condo

Sunrise Bear Ridge C4 4 Bedroom Condo
3.0 star property
Killington
The price is RM2,577
RM5,367 total
includes taxes & fees
5 Mar - 6 Mar
Sunrise Bear Ridge C4 4 Bedroom Condo
Dining

Fall Line Condo E1 1 Bedroom Condo

Fall Line Condo E1 1 Bedroom Condo
3.5 star property
Killington
Fall Line Condo E1 1 Bedroom Condo
Living area

Whitetail Chalet 4 Bedroom Home

Whitetail Chalet 4 Bedroom Home
3.0 star property
Killington
Whitetail Chalet 4 Bedroom Home
Private kitchen

Killington A-frame 2 Bedroom Home

Killington A-frame 2 Bedroom Home
3.0 star property
North Sherburne
Killington A-frame 2 Bedroom Home
Interior

Mountain Green Condo 3a2 1 Bedroom Condo

Mountain Green Condo 3a2 1 Bedroom Condo
3.5 star property
Killington
Mountain Green Condo 3a2 1 Bedroom Condo
Living area

Blue Haven 3 Bedroom Home

Blue Haven 3 Bedroom Home
3.0 star property
Killington
The price is RM1,808
RM4,372 total
includes taxes & fees
22 Mar - 23 Mar
Blue Haven 3 Bedroom Home
Pool

Mountain Green Condo 1a8 1 Bedroom Condo

Mountain Green Condo 1a8 1 Bedroom Condo
3.5 star property
Killington
Mountain Green Condo 1a8 1 Bedroom Condo
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

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

10/10 Excellent
"Nice front desk staff. Pretty good breakfast."
Michael 3-night trip
Posted 2 days ago
Comfort Inn Rutland - Killington

Find out more about Pittsfield

Search for holiday rentals in Pittsfield on Expedia.co.uk! 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 28 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. Pittsfield Town Hall and Roger Clark Memorial Central Library 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.