The Best Airbnb Deals in
Chester, Vermont

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

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AirDNA Score: 100
$98/night

Private Hilltop farm apartment

1 bed
1 bath
4 guests
Average Price:  
$111
12% Cheaper
than normal
AirDNA Score: 79
$135/night

Beautiful 2 Bedrooms in Mountains w/ full kitchen

2 beds
2 baths
4 guests
Average Price:  
$164
18% Cheaper
than normal
AirDNA Score: 59
$350/night

Modern Farmhouse just minutes to Skiing & Golf

4 beds
2 baths
10 guests
Average Price:  
$505
31% Cheaper
than normal
AirDNA Score: 58
$195/night

Serenity! Cabin Retreat w/ Babbling Brook

2 beds
2.5 baths
6 guests
Average Price:  
$167
17% More
than normal
AirDNA Score: 48
$600/night

Amazing custom home on 40+ acres

5 beds
6 baths
10 guests
Average Price:  
$643
7% Cheaper
than normal
AirDNA Score: 39
$180/night

Comfort Dresser, converted 1799 cottage

1 bed
2 baths
10 guests
Average Price:  
$198
9% Cheaper
than normal
AirDNA Score: 36
$375/night

Historic Farm: Views & Quiet, Skiing/Golf, Dining

4 beds
2 baths
10 guests
Average Price:  
$386
3% Cheaper
than normal
AirDNA Score: 32
$450/night

Vermont Chalet on Williams River

4 beds
2 baths
8 guests
Average Price:  
$487
8% Cheaper
than normal
AirDNA Score: 21
$163/night

Historic Chester House 10-30 Mins to 5 Mountains!

4 beds
2 baths
7 guests
Average Price:  
$223
27% Cheaper
than normal
AirDNA Score: 21
$350/night

Okemo Green Mountain Getaway

4 beds
2 baths
9 guests
Average Price:  
$384
9% Cheaper
than normal
AirDNA Score: 15
$850/night

The Three Graces

6 beds
3 baths
12 guests
Average Price:  
$1088
22% Cheaper
than normal
AirDNA Score: 1
$350/night

Vermont Escape Ten Miles to Okemo! Indoor Hot Tub

5 beds
4.5 baths
6 guests
Average Price:  
$575
39% Cheaper
than normal