Inside the Most Expensive Summer Rental on Martha’s Vineyard

Martha’s Vineyard has long been a popular summer getaway for high-profile vacationers, including Oprah Winfrey, the Obamas, Larry David, and Bill Gates. This year, the most expensive rental to ever hit the island will cost you an eye-watering $1 million per month. 

Located at 18 Point Inner Way, overlooking the picturesque Menemsha Pond, the roughly five-acre waterfront compound is available to rent for four consecutive weeks between May and July and September and October. Nestled within the pastoral town of Chilmark, one of New England’s priciest ZIP codes, the sprawling contemporary compound has a whopping 11 bedrooms and 13 bathrooms split between the main house and two additional residences, including a writer’s cottage.

Floor-to-ceiling windows flood the main house with natural light.

Bob Gothard/ Wallace & Co. Sotheby’s International Realty

“The lush green surroundings, invigorating coastal breezes, and overall sense of serenity make it an attractive destination for those in search of an escape,” notes the listing, which is held by Tom Wallace of Wallace & Co. Sotheby’s International Realty.

To justify the hefty price tag, the coastal estate offers a slew of amenities. Inside the main house, which was originally built in 2012, you’ll find two top-of-the-line chef’s kitchens, a home theater with massaging recliners, a sauna and steam room, and a 30-foot indoor pool. There’s also a large water-facing deck with a built-in grill, a pizza oven, a fire pit, a wooden bar, and an outdoor dining area for up to 24 guests. Of course, sweeping views are a given.

The five-acre compound can be rented for $1 million a month.

Bob Gothard/ Wallace & Co. Sotheby’s International Realty

In addition to the residence, the grounds also include an entertainment building, which holds an indoor basketball court with a professional shooting machine as well as a large fitness studio with Technogym and Peloton equipment. Down below, there’s a six-car garage equipped with Porsche and Tesla charging stations.

Outside, there are plenty of recreational activities to keep everyone busy. The tennis court can also be used for pickleball; there’s a cedar jungle gym for the kids; and seafarers will appreciate the home’s 115-foot private deep-water dock that’s nicely stocked with paddle boards and kayaks. Even better, guests can choose between three boats to cruise around on the pond, including a swanky 55-foot Novamarine BS160 that was custom-made in Italy. Also in the fleet are a Mastercraft X26 ideal for water skiing or wakeboarding and a 26-foot Zodiac Open 7.0 speed boat if you’re in the mood for something quicker to zip around in.

Click here to see more photos of 18 Point Inner Way.

Andrew Azoulay/ Wallace & Co. Sotheby’s International Realty

Source: Vacation Home -


18 Point Inner Way in Photos

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