Chalet holiday rentals in Bennington County
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Top-rated chalet rentals in Bennington County
Guests agree: these chalets are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for chalet rentals in Bennington County
Family-friendly chalet rentals
Chalet in Peru
4.88 out of 5 average rating, 57 reviewsBromley Aframe - King Master Bed, Wood Fireplace
11–18 Apr
Chalet in Manchester
4.99 out of 5 average rating, 85 reviewsHaus Nowak - spacious family-friendly retreat
14–21 May
Chalet in Wilmington
4.94 out of 5 average rating, 89 reviewsRustic Sunny Vermont Home near Mount Snow
9–16 Oct
Chalet in Wilmington
4.56 out of 5 average rating, 89 reviewsCozy House - Mount Snow, VT
4–11 Aug
Chalet in Londonderry
4.87 out of 5 average rating, 107 reviewsGorgeous Stratton view, great for families
13–20 Nov
Chalet in Peru
4.91 out of 5 average rating, 58 reviewsGetaway in Green Mountains
24–31 Aug
Chalet in Manchester Center
4.84 out of 5 average rating, 96 reviewsSummer forest cabin near AT/LT trailhead and town
9–16 May
Chalet in Winhall
4.79 out of 5 average rating, 71 reviewsBeautiful chalet for any season
29 Jan – 5 Feb
Luxury chalet rentals
Chalet in Winhall
4.98 out of 5 average rating, 54 reviewsMountain view chalet with hot tub & fire pit!
16–23 Apr
Chalet in Manchester
5.0 out of 5 average rating, 27 reviewsFranklin luxury Chalet w/ guest house
8–15 Nov
Chalet in Winhall
5.0 out of 5 average rating, 37 reviewsStylish Getaway w/ Hot Tub close to Stratton
2–9 Sep
Chalet in Winhall
4.87 out of 5 average rating, 63 reviewsSpacious Chalet W/ Endless Entertainment THE BARN
22–29 Jun
Chalet in Stratton
4.98 out of 5 average rating, 86 reviewsWooden Owl Lodge
15–22 Aug
Chalet in Dover
4.96 out of 5 average rating, 27 reviewsPrivate 6 bedroom Chalet 5min to Mt Snow
13–20 Apr
Chalet in Dover
4.98 out of 5 average rating, 42 reviewsA quintessential Vermont getaway
26 Aug – 2 Sep
Chalet in Dover
5.0 out of 5 average rating, 24 reviewsNew! Custom Chalet minutes from Mt Snow w/ Hottub
10–17 May
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