House
10.0(65 Reviews)
2 Bedrooms
3 Guests
Oceanfront
Parking
Ocean View
Balcony/Terrace
US $470/Night
7 Nights - US $3,289
Chilmark Villa Rentals & Hotels
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Compare Villa in Chilmark
10.0
House
10.0(1 Review)
4 Bedrooms
8 Guests
- Balcony/Terrace
View
Air Conditioner
Internet
US $914/Night
7 Nights - US $6,398
House
1 Bedroom
3 Guests
- Parking
- Air Conditioner
- Internet
Laundry
US $1,403/Night
7 Nights - US $9,821
House
10.0(30 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $552/Night
7 Nights - US $3,865
US $1,895/Night
7 Nights - US $13,265
Cottage
10.0(10 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $472/Night
7 Nights - US $3,304
House
8.6(6 Reviews)
2 Bedrooms
4 Guests
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $345/Night
7 Nights - US $2,415
Cottage
10.0(5 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $420/Night
7 Nights - US $2,943
Cottage
10.0(1 Review)
2 Bedrooms
4 Guests
Kitchen- Air Conditioner
- Internet
Pet Friendly
US $1,163/Night
7 Nights - US $8,144
Cottage
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $358/Night
7 Nights - US $2,506
Apartment
9.6(22 Reviews)
1 Bedroom
2 Guests
- Parking
Pool- Ocean View
- Balcony/Terrace
US $444/Night
7 Nights - US $3,108
House
9.4(3 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $398/Night
7 Nights - US $2,784
Cottage
2 Bedrooms
6 Guests
- Internet
Child Friendly- Laundry
Bedding/Linens
US $574/Night
7 Nights - US $4,019
House
10.0(55 Reviews)
3 Bedrooms
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $957/Night
7 Nights - US $6,696
House
10.0(42 Reviews)
4 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $829/Night
7 Nights - US $5,806
House
10.0(28 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $383/Night
7 Nights - US $2,679
House
10.0(25 Reviews)
5 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $856/Night
7 Nights - US $5,989
House
10.0(18 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $652/Night
7 Nights - US $4,564
House
10.0(14 Reviews)
4 Bedrooms
10 Guests
- Oceanfront
Hot Tub- Parking
- Ocean View
US $1,285/Night
7 Nights - US $8,997
House
10.0(14 Reviews)
4 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,050/Night
7 Nights - US $7,353
House
10.0(10 Reviews)
4 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $1,398/Night
7 Nights - US $9,787
House
10.0(9 Reviews)
4 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,054/Night
7 Nights - US $7,378
House
10.0(6 Reviews)
4 Bedrooms
10 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $867/Night
7 Nights - US $6,072
House
10.0(5 Reviews)
4 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $942/Night
7 Nights - US $6,592
About Chilmark Villa on BedroomVillas
Looking for a high-end stay to make your next getaway unforgettable? Discover more than 118 vacation rentals in Chilmark that are perfect for your next trip. Whether you are traveling with a group, family, friends, or couples retreat in Chilmark, BedroomVillas has all types of rental options with top amenities, including indoor/outdoor/private swimming pools, Wi-Fi, hot tubs, self-catering, and more.
BedroomVillas offers high-end vacation rentals near Chilmark for travelers of all kinds, whether you are looking for a luxury home, beach houses, villa, resort, condo, cabin, cottage, RV rental, or pet friendly accommodation in Chilmark. BedroomVillas simplifies finding and comparing the best vacation rentals, matching you with top rental properties from different vacation rental websites. By comparing these rental properties, BedroomVillas helps you find the best deals in Chilmark. Luxury vacation home rental prices start from US $345 per night and affordable condos in Chilmark start from US $345 per night.
Villa: Explore Top Destinations
Frequently Asked Questions About Chilmark Rental Villas
What are the top rated Villa Rentals 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 Villa Rentals in Chilmark:
- Tucked Away on Tea Lane, Chilmark
- Menemsha Pond waterfront Available July 18-25, 2026 BOOK NOW!
- Quaint & Quiet Quitsa: 3-bedroom house with WiFi, AC in peaceful Chilmark
- Beautiful Chilmark beach house. Great screen porch. Fun house. Pet friendly.
- Luxe Chilmark Estate|Pool, BBQ & Pvt Quansoo Beach
- Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
- Stunning private family home - spectacular sunsets
- 5-bedroom, 3-bath house on 5 Acres in Chilmark
- Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach
- Walk to private beach from beautiful Abels Hill house
What is the rate per night for renting a villa near Chilmark?
At BedroomVillas, the average rental fee for standard villas in Chilmark is $2,438 per night. BedroomVillas has a large database of quality villas near Chilmark that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.
Do you have a villa in Chilmark that allows pets?
Yes, here are the top villas rentals in Chilmark that are pet friendly:
- Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.
- Hillside Oak
- Chilmark 1-bedroom Bunk house, WiFi, AC. Private Beach, Pets. No kitchen
- Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
Are there any rental villas in Chilmark that are suitable for families?
Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Chilmark to find what works for you.
Do your rental villas in Chilmark have indoor swimming pools?
Based on the 2026 data from our BedroomVillas site, there are more than 118 private swimming pools or villas with indoor pools in or near Chilmark.
Do the villas in Chilmark have hot tubs?
There are 118 villas in or near Chilmark that have hot tubs. The most popular places to stay with hot tubs include:See all holiday vacation rentals in Chilmark on BedroomVillas
Do you have luxury villas in Chilmark?
Most definitely! There are many luxury villas in Chilmark. Use our search filter to discover all of our luxury villas, and choose the one that matches your taste. Sorting by price is another way to find the most expensive villas in Chilmark.
