High Head Historic & Unique Waterfront Estate

  • Tower House
    Tower House
  • Tower House
    Tower House
  • Over Head
    Over Head
  • Over Head -Outside
    Over Head -Outside
  • Observation Deck
    Observation Deck
  • Site Plan
    Site Plan
  • Over Head Entry
    Over Head Entry
  • Overhead - Dining Room
    Overhead - Dining Room
  • Overhead- Dining Room
    Overhead- Dining Room
  • Over Head Dining Room
    Over Head Dining Room
  • Over Head Dining Room
    Over Head Dining Room
  • Over Head Kitchen
    Over Head Kitchen
  • Over Head Kitchen
    Over Head Kitchen
  • Over Head- Living Room
    Over Head- Living Room
  • Over Head Living Room
    Over Head Living Room
  • Over Head Living Room
    Over Head Living Room
  • Over Head Library
    Over Head Library
  • Over Head Library
    Over Head Library
  • Stair Hall
    Stair Hall
  • Over Head Game Room
    Over Head Game Room
  • Over Head Game Room
    Over Head Game Room
  • Over Head - Game Room
    Over Head - Game Room
  • Over Head Lady Slipper
    Over Head Lady Slipper
  • Over Head - Lady Slipper
    Over Head - Lady Slipper
  • Over Head - Lady Slipper Ensuite
    Over Head - Lady Slipper Ensuite
  • Over Head - Fiddle Head Fern
    Over Head - Fiddle Head Fern
  • Over Head - Shared Bathroom
    Over Head - Shared Bathroom
  • Laundry Room
    Laundry Room
  • White Pine Cone
    White Pine Cone
  • Overhead Floor Plan (First Floor)
    Overhead Floor Plan (First Floor)
  • Overhead Floor Plan (Second Floor)
    Overhead Floor Plan (Second Floor)
  • Over Head - Lupine
    Over Head - Lupine
  • Over Head - Blueberry
    Over Head - Blueberry
  • Over Head- Strawberry
    Over Head- Strawberry
  • Shared Bathroom
    Shared Bathroom
  • Shared Bathroom
    Shared Bathroom
  • Outdoor Playland
    Outdoor Playland
  • Beyond Reach Cabin
    Beyond Reach Cabin
  • Cabin Floor Plan
    Cabin Floor Plan
  • Beyond Reach - Bathroom
    Beyond Reach - Bathroom
  • Beyond Reach - Kitchen
    Beyond Reach - Kitchen
  • Beyond Reach-Bathroom
    Beyond Reach-Bathroom
  • Beyond Reach - Bathroom
    Beyond Reach - Bathroom
  • Tower Light House
    Tower Light House
  • Tower Light House
    Tower Light House
  • Light House
    Light House
  • Stair Hall
    Stair Hall
  • Light House
    Light House
  • Tower House Floor Plan (First Floor)
    Tower House Floor Plan (First Floor)
  • Tower Entry
    Tower Entry
  • Tower Front Entry
    Tower Front Entry
  • Coffee Bar
    Coffee Bar
  • Wet Bar
    Wet Bar
  • Wet Bar
    Wet Bar
  • Coffee Bar
    Coffee Bar
  • Bar
    Bar
  • Tower Kitchen
    Tower Kitchen
  • Tower Kitchen
    Tower Kitchen
  • Tower Kitchen
    Tower Kitchen
  • Tower Kitchen
    Tower Kitchen
  • "See All"
    "See All"
  • "See All"
    "See All"
  • "See All"
    "See All"
  • "See All"
    "See All"
  • "See All"
    "See All"
  • View from the "See All"
    View from the "See All"
  • "See All"
    "See All"
  • "See All"
    "See All"
  • Dinning Room
    Dinning Room
  • Tower Dinning Room
    Tower Dinning Room
  • Dinning Room
    Dinning Room
  • Dinning Room
    Dinning Room
  • Tower Library
    Tower Library
  • Tower Library
    Tower Library
  • Library
    Library
  • Living Room
    Living Room
  • Tower Library
    Tower Library
  • Half Bath
    Half Bath
  • Blue Bird
    Blue Bird
  • Blue Bird
    Blue Bird
  • Blue Bird
    Blue Bird
  • Blue Bird
    Blue Bird
  • Blue Bird
    Blue Bird
  • Blue Bird Bathroom
    Blue Bird Bathroom
  • Blue Bird Bathroom
    Blue Bird Bathroom
  • Blue Bird Bathroom
    Blue Bird Bathroom
  • Nuthatch
    Nuthatch
  • Nuthatch
    Nuthatch
  • Nuthatch Bathroom
    Nuthatch Bathroom
  • Nuthatch Bathroom
    Nuthatch Bathroom
  • Nuthatch Sleeping Porch
    Nuthatch Sleeping Porch
  • Nuthatch Sleeping Porch
    Nuthatch Sleeping Porch
  • Nuthatch Sleeping Porch
    Nuthatch Sleeping Porch
  • Tower House Floor (Second Floor)
    Tower House Floor (Second Floor)
  • Tower Laundry Room
    Tower Laundry Room
  • Tower Laundry Room
    Tower Laundry Room
  • Chickadee
    Chickadee
  • Chickadee
    Chickadee
  • Chickadee
    Chickadee
  • Chickadee
    Chickadee
  • Chickadee Bathroom
    Chickadee Bathroom
  • Chickadee Bathroom
    Chickadee Bathroom
  • Chickadee Bathroom
    Chickadee Bathroom
$4,000/night
10 Bedrooms • 8 Baths (7 full, 1 half) • Sleeps 1-22
Internet Wood Stove Oceanfront Forest (more...)

Nestled in the picturesque landscape of Brooklin, Maine, High Head stands as an exceptional summer retreat, blending refined living with the timeless charm of rustic Maine. Built in 1937, High Head is a one-of-a-kind sanctuary that offers a unique experience rarely found in modern constructions—its essence exudes an unmistakable sense of enchantment. This extraordinary family estate, with its captivating atmosphere, is often described as a place where “magic” resides.

High Head comprises three distinct dwellings, each reflecting whimsical Nordic-inspired architecture. The main residence, Over Head, accommodates up to 16 guests, offering a spacious and inviting environment for family gatherings. The Tower House, a striking architectural gem, provides a luxurious space for up to 6 guests, while the secluded Beyond Reach cabin offers an intimate retreat for 2. The two primary residences feature elegant dining rooms and panoramic views, enhancing the sense of serenity and connection to nature.

Spanning more than 30 acres of lush, verdant land, High Head is surrounded by scenic walking trails that meander along the shore, revealing breathtaking vistas and offering moments of quiet reflection at every turn. This is not merely a summer home; it is a haven that fosters joyful, immersive experiences and provides a lasting connection to the natural beauty of Maine. During the peak season, rentals are Friday to Friday. If you have any questions don't hesitate to reach out.

Cancellation Policy: Ninety percent (90.00%) of the total booking charges will be refunded if the cancellation is made more than 180 days prior to the arrival date of the reservation. For cancellations made within 180 days prior to the arrival date, no refund will be issued.

The dedicated team at High Head is here to help you create an unforgettable vacation experience. With over 50 years of involvement with the estate, our on-site staff possesses unparalleled knowledge of the home, the property, and the surrounding community. We take great pride in offering personalized service and look forward to assisting you in making the most of your time at High Head. Your experience is our priority, and we are eager to ensure your stay is nothing short of exceptional.

Brooklin, Maine

Property Type Estate
Check-In Host greets you
House Rules
  • Maximum occupancy: 22
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Wheelchair inaccessible
  • Minimum age of primary renter: 21
  • Pets not allowed
Setting & View
  • Water View
  • Beach
  • Forest
  • Ocean
  • Beachfront
  • Beach View
  • Near Ocean
  • Oceanfront
  • Ocean View
  • Rural
  • Waterfront
  • Harbor View
  • Private Beach Access
General
  • Internet
  • Telephone
  • Fireplace
  • Wood Stove
  • Air Conditioning
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Clothes Dryer
  • Hot Water
  • Private Living Room
  • Hair Dryer
  • Iron & Board
  • Firewood Provided
  • Wifi
  • Laptop Friendly Workspace
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Extra Pillows & Blankets
  • Free Internet
  • Body Soap
  • Hair Conditioner
  • Shower Gel
  • Clothing Storage (closet or wardrobe)
  • Clothes Drying Rack
  • Portable Fans
Kitchen
  • Kitchen
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Dishes & Utensils
  • Spices/Pantry Items
  • Coffee Maker
  • Toaster
  • Ice Maker
  • Freezer
  • Blender
  • Kettle
  • Lobster Pot
  • Pots & Pans
  • Kitchen Island
  • Dining Table
  • Baking Sheet
  • Barbeque/Grill Utensils
  • Wine Glasses
Dining
  • Child's Highchair
  • Seating for 18 people
Bathrooms 8 Baths (7 full, 1 half)
  • Lady Slipper – Shower, Toilet
  • Shared Bathroom 1 – Shower, Toilet
  • Shared Bathroom 2 – Combination Tub/Shower, Toilet
  • Shared Bathroom 3 – Combination Tub/Shower, Toilet
  • Chickadee – Shower, Toilet
  • Bluebird – Combination Tub/Shower, Jetted Tub, Toilet
  • Golden Finch – Shower, Toilet
  • Tower Half Bath
Walk in Shower
Sleeping Arrangements 10 Bedrooms, sleeps 1-22
  • Lady Slipper – 1 King Bed
  • Fiddle Head Fern – 1 Double Bed
  • White Pine Cone – 1 Queen Bed
  • Strawberry – 1 Queen Bed
  • Blueberry – 2 Twin Beds
  • Lupine – 1 King Bed
  • Firefly – 1 Double Bed, 2 Twin Beds
  • Golden Finch w/ Sleeping Porch – 2 King Beds
  • Bluebird – 1 King Bed
  • Chickadee – 1 King Bed
  • Beyond Reach Cabin – 1 Bunk Bed
Entertainment
  • Television
  • Games/Board Games
  • Books
  • Toys
  • Game Room
  • Ping Pong Table
  • Smart TV
  • Playroom
Family
  • Baby Bath
  • Babysitter Recommendations
  • Children's Dinnerware
  • Fireplace Guards
  • Pack N Play/Travel Crib
  • Children's Books & Toys
Outdoor
  • Outdoor Grill
  • Deck/Patio (uncovered)
  • Balcony/Terrace
  • Lawn/Garden
  • Tennis
  • Boat Available
  • Kayak/Canoe
  • Water Sports Gear
  • Beach Essentials
  • Walkable to Park/Playground
  • Private Yard
  • Sunroof/Roof Terrace
  • Fire Pit
  • Play Area
  • Outdoor Dining
  • Outdoor Seating
  • Boat Slip
  • Hammock
  • Sun Loungers
Vehicles
  • Parking
  • Free Parking
  • Free Parking On Premises
Theme
  • Adventure
  • Family
  • Historic
  • Romantic
  • Tourist Attractions
Leisure
  • Bird Watching
  • Eco Tourism
  • Paddle Boating
  • Whale Watching
  • Boating
  • Wildlife Viewing
  • Water Sports
Sports & Adventure
  • Basketball Court
  • Fishing
  • Bay/Sound Fishing
  • Hiking
  • Kayaking
  • Pier Fishing
  • Sailing
  • Swimming
Safety
  • Carbon Monoxide Detector
  • Fire Emergency Contact
  • Fire Extinguisher
  • First Aid Kit
  • Medical Emergency Contact
  • Exterior Lighting
  • Police Emergency Contact
  • Smoke Detector
  • Cleaning Disinfection
  • Common Surface Disinfectant Cleaned
  • Linens High Temp Wash
  • Cleaning Products
Expectations
  • Requires Stairs
  • Cameras/Surveillance
  • Near Lake, River, or Water Body
  • Climbing/Play Structure
Check Out Tasks
  • Turn Things Off
  • Throw Away Trash
  • Gather Towels