What are the top rated Ski Chalet Rentals in Martha's Vineyard?

There are a lot of options in Martha's Vineyard. If you plan on staying in the Martha's Vineyard area, consider making a reservation for a few nights at one of these properties as these have been rated the top Ski Chalet Rentals in Martha's Vineyard: <a href="/property/in-town-certified-national-historic-oak-bluffs-property/HA-121105302" class="class="static-page-link"">In-Town Certified National Historic Oak Bluffs Property -</a> <a href="/property/new-construction-edgartown-home-with-ac-new-furnishings-o-d-shower-bike-path/HA-321373337" class="class="static-page-link"">New construction Edgartown home with AC, new furnishings, o/d shower, bike path.</a> <a href="/property/on-hgtv-new-w-hot-tub-bocce-court-ac-walk-to-town-beach/HA-3211073659" class="class="static-page-link"">On HGTV! New w/Hot Tub, Bocce Court, AC, WALK to Town &amp; Beach!</a> <a href="/property/marthas-vineyard-edgartown-cottage-easy-walk-to-village-outdoor-shower-linen/HA-321750898" class="class="static-page-link"">Marthas Vineyard Edgartown Cottage - Easy walk to village, outdoor shower, linen</a> <a href="/property/quaint-martha-s-vineyard-guest-cottage-edgartown-walk-to-restaurants-and-shops/HA-321751228" class="class="static-page-link"">Quaint Martha&#39;s Vineyard Guest Cottage -Edgartown-walk to restaurants and shops</a> <a href="/property/idyllic-vineyard-house-in-desirable-katama-edgartown-walk-bike-to-town-beaches/HA-1214984329" class="class="static-page-link"">Idyllic Vineyard House in Desirable Katama/Edgartown – Walk/Bike to Town/Beaches</a> <a href="/property/arrowsmith-cottage-oak-bluffs-1-mi-to-eastville-point-beach-via-bike-path/HA-3211419926" class="class="static-page-link"">Arrowsmith Cottage - Oak Bluffs - 1 mi to Eastville Point Beach via bike path.</a> <a href="/property/private-meadow-view-family-retreat-4-br-ac-large-yard-tennis-on-bike-path/HA-1213931831" class="class="static-page-link"">Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path</a> <a href="/property/multiple-ensuites-central-air-perfect-location/HA-321828062" class="class="static-page-link"">Multiple Ensuites, Central Air, Perfect Location</a> <a href="/property/charming-clean-and-well-maintained-home-walking-distance-to-town-and-beach/HA-321510854" class="class="static-page-link"">Charming, Clean And Well Maintained Home Walking Distance To Town And Beach</a>

Which is the best ski chalet in Martha's Vineyard?

There are many ski chalets available in Martha's Vineyard; however, here are the most popular ski chalets listed in Martha's Vineyard: Beautifully handcrafted arts and craft style carriage house chalet Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026! Islander's Retreat The Christopher, The Edgartown Collection Light-Filled Romantic Cottage Close to Village, Beach, Bike Path, Nature Trails

What is the best time to book a ski chalet near Martha's Vineyard?

Execstays offers availability throughout the year, but you can book pre-Christmas, mid-January, or before and after the school break at Easter are the best times for renting in Martha's Vineyard.

What are the most family-friendly ski chalets Martha's Vineyard?

At Execstays most of our ski chalets are perfect for families. Check out the complete list of ski chalets in Martha's Vineyard to find what works for you.