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:  
$184
5% Cheaper
than normal
AirDNA Score: 63
$645/night

Luxury Heart of VT Green Mountains

4 beds
3.5 baths
8 guests
Average Price:  
$707
9% Cheaper
than normal
AirDNA Score: 58
$165/night

A million-dollar view near Killington on 60 acres.

4 beds
1.5 baths
8 guests
Average Price:  
$224
26% Cheaper
than normal
AirDNA Score: 53
$249/night

Four season Killington/Pico area chalet

3 beds
1.5 baths
6 guests
Average Price:  
$396
37% Cheaper
than normal
AirDNA Score: 48
$350/night

Killington ski house with amazing mountain views

4 beds
2 baths
8 guests
Average Price:  
$501
30% Cheaper
than normal
AirDNA Score: 48
$350/night

Killington family friendly all season house

5 beds
2 baths
12 guests
Average Price:  
$571
39% Cheaper
than normal
AirDNA Score: 43
$403/night

Silver Spring Chalet Large 4 bedroom, Pittsfield VT, 20 min to Killington Slopes

4 beds
3 baths
11 guests
Average Price:  
$587
31% Cheaper
than normal
AirDNA Score: 38
$350/night

Beautiful Mountain Log Cabin with Scenic Views

3 beds
2 baths
8 guests
Average Price:  
$539
35% Cheaper
than normal
AirDNA Score: 37
$245/night

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

4 beds
2.5 baths
10 guests
Average Price:  
$372
34% Cheaper
than normal
AirDNA Score: 31
$673/night

Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington

3 beds
2 baths
12 guests
Average Price:  
$777
13% Cheaper
than normal
AirDNA Score: 29
$700/night

Large 5 Bdrm House with Hot Tub

5 beds
3 baths
16 guests
Average Price:  
$857
18% Cheaper
than normal
AirDNA Score: 28
$260/night

Perfect secluded cozy getaway home Hawk Landing

3 beds
2 baths
8 guests
Average Price:  
$392
34% Cheaper
than normal
AirDNA Score: 24
$350/night

GORGEOUS Classic Vermont Ski Chalet With FirePlace

4 beds
2 baths
8 guests
Average Price:  
$684
49% Cheaper
than normal