Pittsfield Vacation Rentals
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Vacation Rentals in Pittsfield
Killington area home - 4-seasons & hot tub. Sleeps 12+
Killington area home - 4-seasons & hot tub. Sleeps 12+
9.8 out of 10, Exceptional, 109 reviews
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, 449 reviews
Cozy Loft for two with Hot Tub
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, 194 reviews
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Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
9.0 out of 10, Wonderful, 32 reviews
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, 175 reviews
Killington Center Inn & Suites by Killington VR - Studios
Killington Center Inn & Suites by Killington VR - Studios
10.0 out of 10, Exceptional, 1 review
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
8.8 out of 10, Excellent, 38 reviews
The Swirl Suite at Killington: Brand New Remodeled 1 BR/2BA Suite 142
The Swirl Suite at Killington: Brand New Remodeled 1 BR/2BA Suite 142
10.0 out of 10, Exceptional, 7 reviews
Luxurious Secluded Cottage Massage Studio on Site
Luxurious Secluded Cottage Massage Studio on Site
10.0 out of 10, Exceptional, 35 reviews
The price is ¥25,554
¥37,476 total
includes taxes & fees
Jun 9 - Jun 10
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
9.8 out of 10, Exceptional, 27 reviews
Stetson Hollow Cabin by Stetson Brook
Stetson Hollow Cabin by Stetson Brook
9.8 out of 10, Exceptional, 123 reviews
The price is ¥37,169
¥71,068 total
includes taxes & fees
Jun 6 - Jun 7
Doc's Lake house 1st floor, 2 bedroom apartment
Doc's Lake house 1st floor, 2 bedroom apartment
10.0 out of 10, Exceptional, 55 reviews
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
8.6 out of 10, Excellent, 7 reviews
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
10.0 out of 10, Exceptional, 12 reviews
edgemont 3 bedrooms wood fireplace updated baths ski home on shuttle sleeps 8
edgemont 3 bedrooms wood fireplace updated baths ski home on shuttle sleeps 8
9.4 out of 10, Exceptional, 56 reviews
Rustic home with a private hot tub, fireplace, cable, & washer/dryer
Rustic home with a private hot tub, fireplace, cable, & washer/dryer
9.6 out of 10, Exceptional, 46 reviews
Classic Vermont Cabin on 2.5 acres Lake Frontage
Classic Vermont Cabin on 2.5 acres Lake Frontage
9.8 out of 10, Exceptional, 92 reviews
Location! Location! 1BR/1BA Steps to Mountain. 3E3
Location! Location! 1BR/1BA Steps to Mountain. 3E3
9.4 out of 10, Exceptional, 12 reviews
Dog-friendly, lakefront home with large yard, firepit, canoe, and fireplace
Dog-friendly, lakefront home with large yard, firepit, canoe, and fireplace
9.6 out of 10, Exceptional, 4 reviews
Roomy farmhouse with private hot tub, firepit, pool table, sunroom, & woodstove
Roomy farmhouse with private hot tub, firepit, pool table, sunroom, & woodstove
8.8 out of 10, Excellent, 18 reviews
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.
Other types of properties in Pittsfield you may be interested in
Killington area home - 4-seasons & hot tub. Sleeps 12+
Killington area home - 4-seasons & hot tub. Sleeps 12+
9.8 out of 10, Exceptional, 109 reviews
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
7.4 out of 10, Good, 1,000 reviews
The price is ¥21,462
¥23,607 total
includes taxes & fees
Jun 18 - Jun 19
Comfort Inn Trolley Square
Comfort Inn Trolley Square
8.0 out of 10, Very Good, 1,004 reviews
The price is ¥21,922
¥24,114 total
includes taxes & fees
Jun 16 - Jun 17
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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Recent reviews of Pittsfield propertiesExpedia verified reviews
5/5 Excellent
Comfortable and Clean
"Very comfortable bed, very clean room, fresh coffee in the morning, beautiful view of the river. Check-in was smooth and they kept in touch with us prior to arrival."
A verified traveler stayed at The Shire Woodstock
Posted 1 day ago