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Book the best chalets in Pittsfield
Take a break from reality and kick back in a Pittsfield chalet on your next vacation. Stay right in the middle of all the action, but feel like you’re miles away. Be as active or as relaxed as you want. Your chalet is truly yours. No one can tell you what to do on your chalet stay—and it’s the best way to enjoy a getaway.
Get the most from your chalet stay
You’ll make incredible new memories at chalets in Pittsfield. They look great in your photos, with sunning backdrops and cozy touches like fireplaces and exposed beam ceilings. Wake up to light streaming through your big picture window and admire your incredible view. Don’t just look at the great outdoors, though. Get out there and experience all that Pittsfield has to offer.
Bring the whole group, because you’ll find plenty of space to spread out at Pittsfield chalet houses. Whether you use all those bedrooms for the kids or for your crazy crew, you can settle in quickly thanks to chalets’ convenient amenities. Whip up a meal in no time in the kitchen or kitchenette, or whip out your phone to call for delivery. Cozy up to the fire, or fire up the blender for some drinks. When you’ve got a chalet, it’s going to be good day.
Accommodation | 27 Chalets |
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Lowest Price | $101 |
Highest Price | $135 |
Popular accommodation | "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo, South View Chalet!, Kilbourne Lodge︙Mid-Century Chalet @ Killington Rd - Pet & Family Friendly, Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4, 8BR 5Bath, spa, pool table, convenient spot 2 mi to lifts, 1/2 mi to restaurants, Tree Top Home with Hot Tub Near Killington & Okemo, Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt. , Mountain View Home Minutes to Killington & Okemo, BearHaus- New Reno, Hot Tub, FirePit, Location |