Compare Vacation Rentals & Rent By Owner Homes in Chilmark, Massachusetts, USA
About Chilmark Vacation Rentals
With more than 117 Chilmark vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Chilmark.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Chilmark, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Chilmark. Places to stay near Chilmark are 959.3 ft² on average, with prices averaging US $1,744 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Chilmark with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Chilmark, MA
Chilmark Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Chilmark?
- Classic, upscale Chilmark farmhouse and PRIVATE BEACH KEY
- Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
- Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice
- 10 minutes walk to Lucy Vincent Beach
- 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
- Menemsha Harbor - Davis House
- Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
How many Rentbyowner vacation rentals are available in Chilmark?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 117 in the Chilmark area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Chilmark.
