Chilmark Rentals By Owner

There are a lot of options in Chilmark. If you plan on staying in the Chilmark area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Chilmark:

• Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice
• Walk to private beach from beautiful Abels Hill house
• Spectacular Newly Renovated Home in Menemsha
• Vintage 1920s House W/Beach Path & Glorious Sunset Water Views
• Secluded house in the woods with deck, streamside firepit, Vincent Beach nearby
• House in Chilmark/Menemsha, Martha's Vineyard w/Private Beach, Sunset View.
• Classic Modern House on its Own Point of Land with Astounding Views
• 3 Bedroom House with Guest Cottage on 3 Acres off Middle Road
• Walk to Beach, Kayak from Backyard Dock, Ocean & Squibnocket Pond Views
• Spectacular Oceanfront, 4 BR/4 bath, Hottub, Private Beach, Tennis, AC, WiFi

There are many large, family-friendly vacation homes available in Chilmark; however, here are the most popular family rentals listed on our site:

• Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
• Hillside Oak
• Chilmark 1-bedroom Bunk house, WiFi, AC. Private Beach, Pets. No kitchen
• Menemsha Home Fully Renovated w/Amazing Waterview's of Vineyard Sound

Yes, there are 99 self-catering vacation homes in Chilmark that have hot tubs, swimming pools, & other amenities.

There are more than 99 luxury villas and vacation homes in or near Chilmark. Filter by price to compare find the most expensive places to stay on Piratecovecottages.

Yes, there are 99 pet friendly vacation homes and places to stays that are available in or near Chilmark that you may consider.