Search For Vacation Homes in Pittsfield
Featured Vacation Homes in Pittsfield
Sunrise Mountain Village by RedAwning
180 W Glade Rd. Killington VT
Book a stay at this golf vacation home in Killington. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Killington Resort and Sunrise Village Triple ...
Pond View Cabin
23 Sugarhouse Lane Rutland VT
Book a stay at this golf vacation home in Rutland. Enjoy free parking and laundry facilities. Popular attractions Hathaway Farm and Lefferts Pond are located ...
Colony Club C12
193 Schoolhouse Road Killington VT
Book a stay at this golf vacation home in Killington. Enjoy free parking, in-room fireplaces, and an outdoor pool. Popular attractions Killington Resort and ...
Beechwood Home
90 Beechwood Farm Road Rutland VT
Book a stay at this golf vacation home in Rutland. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Green Mountain Rock Climbing Center ...
Viewmont Chalet
479 Roundabout Rd. Killington VT
Book a stay at this golf vacation home in Killington. Enjoy free parking and a garden. Popular attractions Killington Resort and Skyeship Express Gondola Stage ...
Hemlock Ridge 1D
Hemlock Ridge Road 1D Killington VT
Book a stay at this golf vacation home in Killington. Enjoy free WiFi and free parking. Popular attractions Killington Resort and Black Dog Sports are located ...
The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home
563 Rim Rd Killington VT
Book a stay at this golf vacation home in Killington. Enjoy free WiFi, a garden, and a pool table. Popular attractions Killington Resort and Skyeship Express ...
Dean Hill Chalet
895 Dean Hill Road Killington VT
Book a stay at this golf vacation home in Killington. Enjoy free parking, a fitness center, and laundry facilities. Popular attractions Killington Resort and ...
Breakaway House by Killington Vacation Rentals
48 Tanglewood Drive, Unit B Killington VT
Book a stay at this golf vacation home in Killington. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Killington Resort and Killington ...
The Tanglewood Lodge: Amazing Ski Home For Groups. Hot Tub. Close To Killington Resort! 4 Bedroom Home
694 Tanglewood Dr Killington VT
Book a stay at this golf vacation home in Killington. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Killington Resort and Killington ...
Forest Mountain Escape: Beautiful Mountaintop Escape In Mendon, Vt. 20 Min To Killington/14 To Pico. 4 Bedroom Home
377 Rose Hill Rutland VT
Book a stay at this golf vacation home in Rutland. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions McLaughlin Falls and 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.
Can't find what you're looking for? Check out these other accommodation options...
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
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.
Travel to Pittsfield & Explore
More Ways to Travel: Pittsfield
Heading to Pittsfield? Explore Pittsfield with Expedia's Travel Guides to find the best hotels, vacation packages, car rental deals and more!