Chilmark Villa
New
House
3 Bedrooms
3 Baths
8 Guests
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
AU $5,150/Night
7 Nights - AU $36,052
House
10.0(1 Review)
1 Bedroom
4 Baths
8 Guests
3336.81 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly
Child Friendly
AU $1,272/Night
7 Nights - AU $8,907
House
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
Parking
Air Conditioner
Internet
AU $1,953/Night
7 Nights - AU $13,673
New
House
5 Bedrooms
5 Baths
12 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $3,904/Night
7 Nights - AU $27,326
House
9.0(1 Review)
1 Bedroom
2 Baths
8 Guests
1679.17 ft²
- Fireplace/Heating
Pool- Balcony/Terrace
View
AU $2,638/Night
7 Nights - AU $18,468
New
House
4 Bedrooms
5 Baths
8 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $3,375/Night
7 Nights - AU $23,628
House
8.6(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
796.53 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
AU $1,043/Night
7 Nights - AU $7,299
House
10.0(57 Reviews)
2 Bedrooms
1 Bath
3 Guests
480 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $729/Night
7 Nights - AU $5,105
House
4 Bedrooms
3 Baths
10 Guests
2400.35 ft²
- Oceanfront
Spa- Fireplace/Heating
- Ocean View
AU $672/Night
7 Nights - AU $4,707
House
10.0(29 Reviews)
2 Bedrooms
2 Baths
4 Guests
880 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $573/Night
7 Nights - AU $4,012
Cottage
10.0(27 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $451/Night
7 Nights - AU $3,158
Cottage
10.0(9 Reviews)
2 Bedrooms
1 Bath
5 Guests
1800 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
AU $575/Night
7 Nights - AU $4,028
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
Menemsha
Waskosim's Rock Reservation
Menemsha Beach
Menemsha Blues Charters
Chilmark Chocolates
Lucy Vincent Beach
Squibnocket Pond
Frequently Asked Questions About Chilmark Rental Villas
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:
- House in Chilmark/Menemsha, Martha's Vineyard w/Private Beach, Sunset View.
- Menemsha Home Fully Renovated w/Amazing Waterview's of Vineyard Sound
- Walk to Beach, Kayak from Backyard Dock, Ocean & Squibnocket Pond Views
- Classic Modern House on its Own Point of Land with Astounding Views
- 3 Bedroom House with Guest Cottage on 3 Acres off Middle Road
- Light Open Vacation Home, Sweeping Waterviews, Hill Top, Private
- Post and Beam home with westward views of the ocean and sunsets
- Lovely Chilmark home on Abel's Hill with private beach, pond, tennis, and trails
- Pet-Friendly Historic Chilmark House
- Peaceful Chilmark Farmhouse by Menemsha Beach
2. How many Villas are available in Chilmark?
Currently, the total number of properties listed by RBO in 2026 is over 128 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.
More Rentals You May Like Near Chilmark
House
10.0(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
AU $544/Night
7 Nights - AU $3,806
Cottage
10.0(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $950/Night
7 Nights - AU $6,649
House
9.6(32 Reviews)
2 Bedrooms
2 Baths
5 Guests
1400 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $972/Night
7 Nights - AU $6,804
Apartment
9.6(21 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
AU $641/Night
7 Nights - AU $4,484
New
Cottage
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
AU $498/Night
7 Nights - AU $3,489
House
10.0(52 Reviews)
4 Bedrooms
2 Baths
8 Guests
1800 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
AU $1,143/Night
7 Nights - AU $8,001
House
10.0(42 Reviews)
4 Bedrooms
4 Baths
8 Guests
2100 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
AU $2,910/Night
7 Nights - AU $20,372
House
10.0(31 Reviews)
3 Bedrooms
2 Baths
10 Guests
2000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $1,267/Night
7 Nights - AU $8,872
House
10.0(28 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
AU $700/Night
7 Nights - AU $4,903
House
10.0(26 Reviews)
4 Bedrooms
3 Baths
8 Guests
2400 ft²
Private Pool- Oceanfront
- Fireplace/Heating
- Pool
AU $2,197/Night
7 Nights - AU $15,375
House
10.0(25 Reviews)
5 Bedrooms
3 Baths
10 Guests
3000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $2,133/Night
7 Nights - AU $14,929
House
10.0(24 Reviews)
3 Bedrooms
1 Bath
6 Guests
2000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $835/Night
7 Nights - AU $5,846
