Unimaginably Beautiful Frank Benson’s 18 Acre Oceanfront Farmhouse Tennis Estate
Discover the magic of Wooster Farm, an enchanting historic property with a storied past and breathtaking charm. Once the residence of renowned American painter Frank W. Benson, this stunning center-chimney white clapboard farmhouse promises an unforgettable escape and a perfect setting for weddings.
Watch a two-minute video covering the whole property: https://vimeo.com/1090097094/81c3e06d82
The main house comfortably accommodates up to 13 guests, while the separate "Honeymoon Cottage," perfect for four, can be rented for $3,500 a week. The property has been thoughtfully updated to be ADA-compliant, featuring a spacious downstairs master bedroom with a King bed, wheelchair access, and a large, modern ADA-qualified bathroom.
Imagine creating memories in the enormous post & beam barn that once served as Benson's art studio, where the walls still bear traces of his iconic brushstrokes. Venture down to the long pier and float for a day of boating or swimming, or explore the two private beaches perfect for picnics, sea glass hunting, and admiring stunning sunsets. For tennis enthusiasts, the property boasts a unique clay tennis court with ocean views and refreshing breezes. Enjoy the serene waterfront setting, watch sailboats and lobster boats glide across Penobscot Bay, and let the tranquil ambiance captivate you. Take scenic bike rides along the coast, or embark on a boating adventure to fully appreciate the breathtaking surroundings.
Whether you’re looking for adventure or tranquility, Wooster Farm has it all. Revel in the beauty of the 530' waterfront with a deep-water granite pier/ramp & float system, and a boathouse. Ride bicycles, gather mussels and wildflowers, or simply relax and reconnect with nature. This idyllic retreat is a children's paradise, a place where they can indulge in summer dreams.
Wooster Farm also makes an exceptional wedding venue, offering a picturesque and romantic backdrop for your special day. Experience the beauty and charm of this historic property, as many couples have before. Take a look at these stunning weddings held at Wooster Farm:
• Rebecca and Pete's Island Wedding https://www.jaimeemorse.com/north-haven-maine-island-wedding-rebecca-and-pete/ • Elegant Estate Microwedding https://www.alannahogan.com/stories/elegant-estate-microwedding-wooster-farm-north-haven-maine
Don't miss the chance to experience this extraordinary haven. Our renters return year after year, drawn by the irresistible allure of Wooster Farm. Read more about its captivating charm in the cover article from Maine Home & Design, April 2013.
Read the Maine Home & Design article here: https://mainehomedesign.com/features/2072-dreamy-days-at-wooster-farm/
Keywords: Historic 1795 farmhouse, guest cottage, ocean pier/ramp & float system, boathouse, beautiful clay tennis court with ocean views, post & beam barn, Frank W. Benson, bike rides, boating adventure, wedding venue.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Cashless transactions are available
Parties and events are allowed on site
Note from host: We can discuss
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
North Haven
Located in North Haven, this holiday home is in the city centre and near the beach. Strand Theater and Farnsworth Art Museum are cultural highlights, and some of the area's attractions include Sail Power and Steam Museum and Coastal Children's Museum. Oakland Park Bowling Lanes and Golfer's Crossing Mini Golf are also worth visiting. Discover the area's water adventures with kayaking and snorkelling nearby, or enjoy the great outdoors with cycling and hiking.
Rockland, ME (RKD-Knox County Regional) - 127 min drive
Restaurants
The Slipaway - 233 min drive
Nebo Lodge - 1 min walk
Sand Bar - 233 min drive
calderwood hall - 3 min walk
Homeport - 232 min drive
Frequently asked questions
Is Unimaginably Beautiful Frank Benson’s 18 Acre Oceanfront Farmhouse Tennis Estate pet-friendly?
Yes, pets are allowed at this property. Some restrictions may apply, so please contact the property for more details.
How much does it cost to stay at Unimaginably Beautiful Frank Benson’s 18 Acre Oceanfront Farmhouse Tennis Estate?
As of 23 Aug, 2026, prices found for a 1-night stay for 2 adults at Unimaginably Beautiful Frank Benson’s 18 Acre Oceanfront Farmhouse Tennis Estate on 16 May, 2027 start from S$8,255, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Unimaginably Beautiful Frank Benson’s 18 Acre Oceanfront Farmhouse Tennis Estate?
On-site parking is available at the property.
What time is check-in at Unimaginably Beautiful Frank Benson’s 18 Acre Oceanfront Farmhouse Tennis Estate?
Check-in begins at 3:30 PM.
What time is check-out at Unimaginably Beautiful Frank Benson’s 18 Acre Oceanfront Farmhouse Tennis Estate?
Checkout is at 8:00 AM.
Where is Unimaginably Beautiful Frank Benson’s 18 Acre Oceanfront Farmhouse Tennis Estate located?
Located in the heart of North Haven, this holiday home is within 16 miles (25 km) of Rockland Ferry Terminal, Strand Theater and Farnsworth Art Museum. Owls Head Lighthouse and Owls Head Transportation Museum are also within 16 miles (25 km).
About the host
Hosted by Peter Allen
My name is Peter Allen. I live in Naples, Florida. I attended Yale and the Stanford Business School and worked at Morgan Stanley.
My family has summered on North Haven since 1914. My grandfather was a sculptor and knew Frank Benson, the owner of Wooster Farm from 1905 to 1951. I grew up playing tennis on the clay court.
Why they chose this property
As a tribute to Frank Benson and to my father and grandfather, I bought Wooster Farm in 2011 and have renovated it and preserved it in its original condition, and have opened it up to thousands of art lovers who have enjoyed seeing where Mr. Benson painted and etched.
What makes this property unique
Wooster Farm is an enchanted place where people make happy memories; there have been a lot of dances in the Barn, and families have had fun playing on the tennis court and baseball in the front lawn, and walking the pristine beaches nearby.