Bennington, Vermont Vacation Rentals

NEW! Woodsy Cabin w/ Fire Pit ~8 Mi to Mount Snow

05355, Wardsboro

Cabin | 0 Sleeps

$255 per day

Two Bedroom Chalet, Charming, Quiet, River Front

05343, Jamaica

Chalet | 0 Sleeps

$185 per day

GREENSPRING Spacious townhouse <br>A/C / 100mg WiFi / FREE winter mountain shuttle

05356, West Dover

Private Vacation Home | 0 Sleeps

$503 per day

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

05363, Wilmington

Cabin | 0 Sleeps

$133 per day

Best Location on Stratton Mountain!!

05155, Stratton

Condo | 0 Sleeps

$900 per day

Mt. Snow ski home-Cozy Family home with WiFi

05363, Wilmington

Private Vacation Home | 0 Sleeps

$298 per day

Change of colors, apple picking, hiking & canoeing - Stay with us this fall!

05363, Wilmington

Agritourism | 0 Sleeps

$625 per day

Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East

01339, Charlemont

Cabin | 0 Sleeps

$363 per day

Newly Designed Chalet w/Views, Minutes to Stratton

05343, Jamaica

Chalet | 0 Sleeps

$459 per day

Guest House with stunning views from wrap-around deck

05251, Dorset

Guest House | 0 Sleeps

$225 per day