Chalet vacation rentals in Rutland County
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Top-rated chalet rentals in Rutland County
Guests agree: these chalets are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Rutland County chalet rentals
Family-friendly chalet rentals
Chalet in Granville
4.81 out of 5 average rating, 79 reviewsHilltop Chalet on 20 rolling acres
Jun 16 – 23
Chalet in Ludlow
4.76 out of 5 average rating, 118 reviewsCharming Lakefront House
Jan 10 – 17
Chalet in Stockbridge
4.85 out of 5 average rating, 75 reviewsPrivate House - Hot Tub, Steam Room, Fireplace
Sep 28 – Oct 5
Chalet in Ludlow
4.78 out of 5 average rating, 65 reviewsMountain Chalet with a HOT TUB
Sep 19 – 26
Chalet in Mount Holly
4.96 out of 5 average rating, 142 reviewsCharming Summit View Chalet near Okemo and Lakes
Jan 16 – 23
Chalet in Ludlow
4.96 out of 5 average rating, 111 reviewsOkemo Ski Chalet with Hot Tub
May 7 – 14
Chalet in Castleton
4.68 out of 5 average rating, 25 reviewsEckley Point Lake House
Dec 3 – 10
Chalet in Killington
4.91 out of 5 average rating, 23 reviewsLuxury stay in private, EV charging, Hot Tub Opt.
Sep 22 – 29
Luxury chalet rentals
Chalet in Stockbridge
4.96 out of 5 average rating, 24 reviewsOff grid Eco-chalet; private mtn 360 view
Jul 17 – 24
Chalet in Killington
5.0 out of 5 average rating, 42 reviewsBearHaus- New Reno, Hot Tub, FirePit, Location
Nov 4 – 11
Chalet in Killington
4.86 out of 5 average rating, 69 reviewsWest Park Chalet at Killington
Jun 6 – 13
Chalet in Killington
5.0 out of 5 average rating, 8 reviewsPRIME location w/HOT TUB! Gut Renovated 6 BR Home!
Apr 1 – 8
Chalet in Killington
4.98 out of 5 average rating, 50 reviewsChateau Charmaine
Jan 22 – 29
Chalet in Killington
4.97 out of 5 average rating, 70 reviews5BR, 4BA -WALK Downtown-2min to MTN
Apr 7 – 14
Chalet in Plymouth
4.96 out of 5 average rating, 67 reviewsOZ- 6BR Ski Chalet Between Killington & Okemo
Feb 4 – 11
Chalet in Mount Holly
4.92 out of 5 average rating, 61 reviewsOkemo FLEX cancellation Hot Tub Fireplace Billiard
Jun 2 – 9
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