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: 94
$175/night

Tiny Vermont Cabin!

1 bed
1 bath
2 guests
Average Price:  
$192
9% Cheaper
than normal
AirDNA Score: 65
$899/night

Mountain Bliss: Spacious Retreat Near Killington

5 beds
3 baths
15 guests
Average Price:  
$1445
38% Cheaper
than normal
AirDNA Score: 63
$241/night

Killington area home - 4-seasons & hot tub

3 beds
2.5 baths
15 guests
Average Price:  
$350
31% Cheaper
than normal
AirDNA Score: 63
$645/night

Luxury Heart of VT Green Mountains

4 beds
3.5 baths
8 guests
Average Price:  
$689
6% Cheaper
than normal
AirDNA Score: 62
$336/night

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

5 beds
2.5 baths
13 guests
Average Price:  
$451
25% 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:  
$254
11% Cheaper
than normal
AirDNA Score: 51
$1200/night

Relaxing retreat with lots of land near Killington

4 beds
3 baths
12 guests
Average Price:  
$1129
6% More
than normal
AirDNA Score: 48
$350/night

Killington ski house with amazing mountain views

4 beds
2 baths
7 guests
Average Price:  
$574
39% Cheaper
than normal
AirDNA Score: 48
$375/night

Killington family friendly all season house

5 beds
2 baths
12 guests
Average Price:  
$618
39% Cheaper
than normal
AirDNA Score: 43
$451/night

Silver Spring Chalet 20 min to Killington Slopes

3 beds
3 baths
11 guests
Average Price:  
$828
46% Cheaper
than normal
AirDNA Score: 41
$125/night

1 Bedroom Condo near Killington

1 bed
1 bath
4 guests
Average Price:  
$123
2% More
than normal
AirDNA Score: 38
$375/night

Beautiful Mountain Log Cabin with Scenic Views

3 beds
2 baths
8 guests
Average Price:  
$497
25% Cheaper
than normal
AirDNA Score: 37
$290/night

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

4 beds
2.5 baths
10 guests
Average Price:  
$404
28% Cheaper
than normal
AirDNA Score: 32
$140/night

Killington/PICO Ski House Hot Tub & Fast Wifi

3 beds
2 baths
8 guests
Average Price:  
$313
55% Cheaper
than normal
AirDNA Score: 29
$850/night

Large house with fireplace, hot tub

5 beds
3 baths
16 guests
Average Price:  
$678
25% More
than normal
AirDNA Score: 28
$344/night

Secluded cozy getaway pet friendly home Hawk

3 beds
2 baths
6 guests
Average Price:  
$497
31% Cheaper
than normal
AirDNA Score: 24
$350/night

Gorgeous Classic Vermont Ski Chalet With FirePlace

4 beds
2 baths
8 guests
Average Price:  
$543
36% Cheaper
than normal