Pittsfield Vacation Rentals
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Our top choices for Pittsfield vacation homes

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
9.2 out of 10, Wonderful, (38)

Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak
9.8 out of 10, Exceptional, (75)

Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town
Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town
10.0 out of 10, Exceptional, (54)

104 Two Queen Bed Standard Hotel Room outdoor heated pool
104 Two Queen Bed Standard Hotel Room outdoor heated pool
8.6 out of 10, Excellent, (27)
The price is CA $144
CA $218 total
includes taxes & fees
Aug 24 - Aug 25

Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms
Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms
10.0 out of 10, Exceptional, (16)

Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola
Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
9.6 out of 10, Exceptional, (25)

Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen
Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen
10.0 out of 10, Exceptional, (109)
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

Brandon Inn
10/10 Excellent
Find out more about Pittsfield
Find out more about Pittsfield
Pittsfield Vacation Homes information
Number of reviews | 557 |
---|---|
Accommodation | 664 Vacation Homes |
Lowest Price | CA $81 |
Highest Price | CA $201 |
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