Pittsfield Vacation Rentals
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Vacation Rentals in Pittsfield
Spacious country home, beautiful sunsets, 40 acres
This vacation home is 11.5 mi (18.6 km) from Gifford Medical Center and 20.9 mi (33.6 km) from Silver Lake State Park.
Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen
With a stay at this vacation home in Bridgewater Corners, you'll be on a river, within a 15-minute drive of Killington Resort and Long Trail Brewing Company.
Spectacular 4 Bed Killington Home
When you stay at this vacation home in Killington, you'll be in the mountains, a 2-minute drive from Killington Resort and 8 minutes from Pico Mountain at Killington Ski Resort.
Slopeside Chalet - Ski to and from your home!
The price is $712 per night
$712
includes taxes & fees
$640 per night
Nov 17 - Nov 18
When you stay at this vacation home in Killington, you'll be in the mountains, just steps from Killington Resort and a 4-minute drive from Bear Mountain Quad Ski Lift.
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated
When you stay at this vacation home in Killington, you'll be in the mountains, just steps from Killington Resort and 15 minutes by foot from Sunrise Village Triple Ski Lift.
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail
With a stay at this vacation home in Killington (North Sherburne), you'll be within a 15-minute drive of Killington Resort and Pico Mountain at Killington Ski Resort.
Luxurious guest home with private art gallery in the heart of a historic village
With a stay at this vacation home in Brandon, you'll be within a 10-minute walk of Judith Reilly Gallery and Stephen A Douglas Birthplace.
Dog-friendly cabin with forest setting, woodstove & deck - near Killington
With a stay at this vacation home in Plymouth, you'll be within a 10-minute drive of Skyeship Express Gondola Stage I and Calvin Coolidge Homestead.
The Brandon Inn - King Room
The price is $198 per night
$198
includes taxes & fees
$183 per night
Nov 17 - Nov 18
A stay at this vacation home places you in the heart of Brandon, within a 10-minute walk of Judith Reilly Gallery and Stephen A Douglas Birthplace.
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
When you stay at this vacation home in Killington, you'll be in the mountains, a 2-minute drive from Killington Resort and 8 minutes from Pico Mountain at Killington Ski Resort.
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.
Pittsfield Vacation Rentals essential information
Accommodation | 473 Vacation Rentals |
---|---|
Lowest Price | $122 |
Highest Price | $712 |
Popular accommodation | Spacious country home, beautiful sunsets, 40 acres, Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen, Spectacular 4 Bed Killington Home, Slopeside Chalet - Ski to and from your home!, Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated, Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail, Luxurious guest home with private art gallery in the heart of a historic village, Dog-friendly cabin with forest setting, woodstove & deck - near Killington, The Brandon Inn - King Room, MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!, Private Mountain View minutes to Hiking, biking, golfing, skiing, snowboarding , Cozy Private Bedroom with Own Entrance - No Shower |