The Best Airbnb Deals in
Pittsfield, Vermont

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Pittsfield, Vermont. Enter your travel dates to find the best deals!

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AirDNA Score: 65
$1250/night

4-Season Retreat (Pittsfield) near Killington

5 beds
3 baths
15 guests
Average Price:  
$1477
15% Cheaper
than normal
AirDNA Score: 63
$238/night

Killington area home - 4-seasons & hot tub

3 beds
2.5 baths
15 guests
Average Price:  
$363
34% Cheaper
than normal
AirDNA Score: 62
$325/night

Vermont Friends & Family Home!!! Ski, Hike, Bike

5 beds
2.5 baths
13 guests
Average Price:  
$432
25% Cheaper
than normal
AirDNA Score: 59
$236/night

Clear River Inn - 2 Bedroom Suite

2 beds
1 bath
6 guests
Average Price:  
$355
34% Cheaper
than normal
AirDNA Score: 58
$225/night

A million-dollar view near Killington on 60 acres.

4 beds
1.5 baths
8 guests
Average Price:  
$238
5% Cheaper
than normal
AirDNA Score: 51
$850/night

Relaxing retreat with lots of land near Killington

4 beds
3 baths
12 guests
Average Price:  
$1118
24% Cheaper
than normal
AirDNA Score: 48
$350/night

Killington ski house with amazing mountain views

4 beds
2 baths
7 guests
Average Price:  
$649
46% Cheaper
than normal
AirDNA Score: 48
$525/night

Killington family friendly all season house

5 beds
2 baths
12 guests
Average Price:  
$659
20% Cheaper
than normal
AirDNA Score: 43
$582/night

Silver Spring Chalet 20 min to Killington Slopes

4 beds
3 baths
11 guests
Average Price:  
$739
21% Cheaper
than normal
AirDNA Score: 38
$300/night

Beautiful Mountain Log Cabin with Scenic Views

3 beds
2 baths
8 guests
Average Price:  
$494
39% Cheaper
than normal
AirDNA Score: 37
$220/night

Green MT Views Min''s away from Killington w Sauna!

4 beds
2.5 baths
10 guests
Average Price:  
$448
51% Cheaper
than normal
AirDNA Score: 32
$140/night

Killington/PICO Ski House Hot Tub & Fast Wifi

3 beds
2 baths
8 guests
Average Price:  
$298
53% Cheaper
than normal
AirDNA Score: 29
$850/night

Large house with fireplace, hot tub

5 beds
3 baths
16 guests
Average Price:  
$731
16% More
than normal
AirDNA Score: 24
$350/night

GORGEOUS Classic Vermont Ski Chalet With FirePlace

4 beds
2 baths
8 guests
Average Price:  
$726
52% Cheaper
than normal