Chilmark Villa
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $3,654/Night
For 7 Nights US $25,581
3336.81 ft²
8 Guests
1 Bedroom
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $914/Night
For 7 Nights US $6,398
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Parking
- Air Conditioner
US $1,403/Night
For 7 Nights US $9,821
12 Guests
5 Bedrooms
5 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $2,666/Night
For 7 Nights US $18,660
1679.17 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,895/Night
For 7 Nights US $13,265
8 Guests
4 Bedrooms
5 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $2,232/Night
For 7 Nights US $15,621
796.53 ft²
4 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $749/Night
For 7 Nights US $5,243
480 ft²
3 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $343/Night
For 7 Nights US $2,398
2400.35 ft²
10 Guests
4 Bedrooms
3 Bathrooms
House
- Oceanfront
- Spa
- Fireplace/Heating
US $483/Night
For 7 Nights US $3,381
880 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $410/Night
For 7 Nights US $2,867
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
US $324/Night
For 7 Nights US $2,268
1800 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Ocean View
- Balcony/Terrace
US $447/Night
For 7 Nights US $3,128
Why Choose Rent By Owner for your Chilmark Villa?
What makes our Villa 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 Villa
What's our booking process?
Our platform allows you to browse a curated selection of villa. 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 Villa Amenities
What amenities can you expect?
Our Villa 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
Menemsha Beach
Menemsha Blues Charters
Chilmark Chocolates
Lucy Vincent Beach
Squibnocket Pond
Chilmark Villa Frequently Asked Questions
1. What are the top Villas 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 Villas in Chilmark:
- 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
- Cool, Mid-Century House - Lucy Vincent Beach and Pool!n
- 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
2. How many Villas are available in Chilmark?
Currently, the total number of properties listed by RBO in 2026 is over 123 in the Chilmark area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Villas in Chilmark.
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4 Guests
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1 Bathroom
Ocean View
House
- Fireplace/Heating
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US $5,784/Night
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