Secluded Surfside Nantucket Vacation Rental on Private Estate with Garden Access
Tucked within a serene five-acre estate surrounded by 25 acres of conservation land, this recently renovated 5-bedroom Nantucket vacation rental offers a truly unique and peaceful retreat. Located in the highly sought-after Surfside area, the guest house provides easy access to Surfside beaches (less than 5 minutes by bike), gourmet grocery shops, and downtown Nantucket via nearby island bike paths.
Set apart from the main residence with over an acre of privacy between them, the guest house overlooks the estate’s professionally managed 5,000-square-foot organic gardens—visible from the king bedroom’s private balcony, the back patio, and the south-facing dining deck. Guests can also enjoy a side lounging patio with views of conservation land and a wrap-around front porch, creating the perfect setup for outdoor living and relaxation.
This Nantucket rental sleeps nine and includes access to on-property trails that lead to secluded south shore beaches in just ten minutes. As part of this distinctive estate, guests are invited to explore and enjoy the celebrated gardens, which provide complimentary seasonal vegetable harvests from June through the bounty of fall—potentially through Thanksgiving. Garden spaces are open for shared enjoyment and can be reserved for exclusive use.
Estate residents also have the option to rent a versatile on-site function barn separately for gatherings and events. The main residence, which sleeps twelve, is also available for rent for larger groups or multigenerational vacations.
This is one of the most exceptional and private vacation rentals on Nantucket, offering the rare combination of natural beauty, thoughtful luxury, and proximity to everything Surfside has to offer.
A recently renovated kitchen with an adjacent breakfast bar, wet bar and dining room. Plenty of coffee making options. A powder room. A sliding glass door from the dining room opens to the back deck, patio and nearby outdoor shower. There’s a comfortable living room with access to the spacious veranda. A door off the front hallway leads downstairs to a washer/dryer/folding station.
There’s a 4K television with Sonos soundbar in the living room with leading movie subscriptions through Apple TV (e.g., iTune Movies, AppleTV+, Prime Video, Netflix, Disney+). Movie purchases are on us to build the property library. A Sonos One in the kitchen can be taken outside when dining alfresco.
The kitchen has an iPad to control the Sonos speakers and has property instructions with information such as how to tour the gardens with our vegetable gardener and advice on local beaches and trails. The iPad also has links to island weather, tides, trail maps, yoga and pilates classes, public golf, festivals, camps, restaurants and daily emails with island news.
June 2025
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July 2025
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August 2025
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$13.5K
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September 2025
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Published rates do not include local & state taxes, which are currently 11.7%. A community impact fee of 3% may also apply to some rental properties per local regulations. These tax rates are all subject to change.
Rates & availability are subject to change, please contact a Lee Real Estate agent to confirm.