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Unimaginably Beautiful Frank Benson’s 18 Acre Oceanfront Farmhouse Tennis Estate

Photo gallery for Unimaginably Beautiful Frank Benson’s 18 Acre Oceanfront Farmhouse Tennis Estate

A two-story white house with a front porch, surrounded by a well-maintained lawn and dense greenery.
Property video
A white house with a wooden deck and a bench, surrounded by a grassy lawn and a tree.
A grassy field with a white bench and a table under a large tree.
A painting of three people in a garden setting.

Reviews

10 out of 10
Exceptional

Highlights

  • Arcade/game room
    A rare find - fun for all ages with on-site arcade and game room.
7 bedrooms6 bathroomsSleeps 8

Popular amenities

  • Garage parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Barbecue
  • Balcony

Explore the area

View map
North Haven, ME
  • Airport, Rockland, ME (RKD-Knox County Regional)
    ‪129 min drive‬

Rooms & beds

7 bedrooms (sleeps 8)

Children's Hallway Bedroom

1 Single Bed

Children's Room

1 Single Bed

Downstair's Bedroom with Antique Swedish Stove and original wallpaper

1 Single Bed

Downstair's Master Bedroom (King and ADA)

1 King Bed

Frank Benson Master Bedroom (Queen)

1 Queen Bed

Long Room

4 Single Beds

Wooster Cove Upstairs Bedroom

2 Single Beds

6 bathrooms

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Bathroom 6

Upstair's Bathroom

Soap · Towels provided · Bathtub · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Garden
Dining area

About this property

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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House Rules

Check in after 3:30 PM
Check out before 8:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed
We can discuss
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Pets

Pets allowed
If well behaved; must sign pet addendum
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Smoking

Smoking is not permitted
Not allowed on premises

Important information

You need to know

Property # 363657vb
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.
View more Holiday homes in North HavenOpens in a new window
Map
North Haven, ME

Getting around

  • Rockland, ME (RKD-Knox County Regional) - 127 min drive

Restaurants

  • ‪The Slipaway - ‬233 min drive
  • ‪Nebo Lodge - ‬1 min walk
  • ‪Dot & Millie’s - ‬233 min drive
  • ‪calderwood hall - ‬3 min walk
  • ‪Sand Bar - ‬233 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 3 August 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 NZ$10,933, 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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Peter A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Blissful natural beauty in North Haven Maine

Staying at Wooster Farm is a dream. Our family all got together to enjoy this scenic large private property on North Haven Island. We ate lobsters, played on the front lawn, boated and relaxed. Absolutely loved it.
Stayed 14 nights in Jul 2019
Response from VrboOwner on 7 August 2023
I loved having your extended family at Wooster Farm. You are Benson art collectors and you all will always be welcome back on the Farm. Your smiling faces in your photos of your stay say it all.
Archival

10/10 Excellent

Chantal K.

Fell in love with Benson Farm six years ago and keep going back!

We’ve been going to the Benson Farm for the month of August for the past six years – we went on a whim the first year, fell in love with the place and keep going back. Actually, not only did we fall in love but so has our extended family (grandparents, aunts/uncles and cousins) who never miss a chance to come visit us while we are there! You could not ask for a more idyllic corner of the world to relax and enjoy your summer days. The house sits on an expansive property on a small peninsula so you enjoy views of the water from both the East and the West. You wake up in the upstairs bedrooms to the sun rising over the water and you watch the sun set over the Camden Hills on the other side in the evening. We spend most of our time outside – whether playing on the tennis court, jumping into the water off the dock, walking on the beach, biking around the island, playing ping pong or board games in the barn, playing all sorts of sports on the front lawn, or just sitting in the grass or on the porch and enjoying the sun and the beautiful views. Our three children (who are now 13, 11 and 8) love the freedom of being able to bike the three miles to the grocery store and playground/basketball court or the six miles to town to get ice cream or look around the gift shop – it’s a very kid-friendly place. The house is large and there is room for a number of people to stay so it’s a great place for families to get together. We eat, talk, laugh and relax. In fact, from the moment the ferry leaves Rockland to cross over Penobscot Bay to North Haven, you feel the stress melting away. I actually took pictures of various views from the house and put them in my office to try to maintain my North Haven summer zen throughout the year! It’s really a gorgeous spot!
Response from VrboOwner on 7 August 2023
Chantal and her family have been ideal guests for many years. They are always happy and active or peaceful and content as they enjoy the natural beauty of the property. It has been a wonderful place for their children to grow up just as it was for my father, myself and my children. North Haven allows us to live freely and happily under the watchful sun, moon and stars, listening to the constant melodic sounds of the birds, wind and waves.
Archival

10/10 Excellent

You can't beat Wooster Farm

In late June, my three generation family of 15 will return to Wooster Farm for a week for the fifth time. The place is idyllic. Views to the west of the Camden Hills and to the east of the Fox Island Thorofare are picturesque. North Haven is a terrific place to get away from it all and live simply surrounded by natural beauty. Days are spent jogging, riding bikes, playing tennis, exploring beaches, and just plain relaxing. Our grandchildren spend many happy hours playing under or in the old apple tree. Evenings we play cards and board games. Our favorite activity is exploring the waters and islands around North Haven. We favor Brimstone Island located about five miles south of Vinal Haven. It's uninhabited and has an amazing shingle beach and a hill with great views of Penobscot Bay. In short, Wooster Farm is a true piece of paradise.
Response from VrboOwner on 7 August 2023
It is wonderful having Ned and Janet and their extended families come each year. They love walking the pristine beaches, collecting shells and other "gifts from the sea" and gathering for family time away from the rest of the world. I cherish their longevity at the place as their ancestors have been at the house since 1905. It is for families like their's that I so enjoy stewarding this magical and timeless home on the waters of the Penobscot Bay.
Archival

10/10 Excellent

Chris V.

A GREAT PLACE FOR THE FAMILY

WOW..... I don't have enough words to describe how beautiful this house is. The property is spectacular the views of the water sensational. It is a piece of paradise. Not to meniton the history and that beautiful barn........My family have many many memories.
Response from VrboOwner on 7 August 2023
It has been a joy to have Chris and his wonderful family staying at Wooster Farm for the last five years. They stay five weeks every summer and live a full island life there including boating, seashore walking, tennis on our clay court, ball playing, bicycle riding and of course lobster eating. We plan on having them for years to come.

About the host

Hosted by Peter Allen

Host profile image
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.

Languages:

English, French, Spanish, Russian
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