Chilmark Resorts
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- Pet Friendly
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- Pet Friendly
Cottage
- Air Conditioner
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- Security/Safety
Why Choose Rent By Owner for your Chilmark Resorts?
What makes our Resorts special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Chilmark
How to Book Your Chilmark Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Chilmark
Common Resorts Amenities
What amenities can you expect?
Our Resorts are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Chilmark, MA
Dukes County
Fulling Mill Brook Preserve
The Yard
Waskosim's Rock Reservation
Menemsha Beach
Menemsha Blues Charters
Menemsha
Chilmark Chocolates
Lucy Vincent Beach
Squibnocket Pond
Frequently Asked Questions About Chilmark Resorts
1. What are the top Resorts in Chilmark?
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 Resorts in Chilmark:
- Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches
- Secluded house in the woods with deck, streamside firepit, Vincent Beach nearby
- House in Chilmark/Menemsha, Martha's Vineyard w/Private Beach, Sunset View.
- Menemsha Home Fully Renovated w/Amazing Waterview's of Vineyard Sound
- 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
- Light Open Vacation Home, Sweeping Waterviews, Hill Top, Private
- Post and Beam home with westward views of the ocean and sunsets
2. How many Resorts are available in Chilmark?
Currently, the total number of properties listed by RBO in 2026 is over 118 in the Chilmark area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Chilmark.
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