The Maine House on Dingley Stunning, Private 35 Acre Oceanfront Retreat

$750-2,572/night
6 Bedrooms • 6 Baths (4 full, 2 half) • Sleeps 12-16
Allows pets Accessible Internet Fireplace Oceanfront Forest Private Pool Hot Tub (more...)

Gather at this secluded 5900 sq ft. waterfront home privately situated on our 35-acre oceanfront compound. Take advantage of the private tennis/pickleball and basketball court, small pool, hot tub, fire pit, nature trails and 300 sq. ft. architecturally designed treehouse. Access to the deep-water dock, kayaks, and 12' Hobie catamaran. Home has an open concept floorplan, features a pool table, Steinway upright piano, woodburning and gas fireplaces and a private office. Comfortably sleeps 16.

The Space
The property is situated on a very private 35-acre oceanfront compound. The home consists of two buildings; The Maine House comfortably sleeps 10 and The Bunkhouse sleeps 6.

The Maine House

The Maine House is a 2-story, 4-bedroom 4600 square-foot home.
The first floor consists of the primary bedroom with ensuite bathroom, two sunrooms, powder room, dining room, living room and chef's kitchen. The kitchen is a home cook's dream, well-appointed with 2 sinks, butcher block island, breakfast nook and outdoor patio eating area.
The second floor boasts 3 bedrooms, two with king beds and one with two twins. A 3/4 bath, a half bath, a private office and the billiards room which also contains a treadmill and Peloton bike. The billiards room also features a twin bed with a trundle.

The Bunkhouse

The Bunkhouse, the newest addition to the property, is just over 1300 sq-ft. Situated approximately 20 yards from The Maine House, The Bunkhouse is a unique open space to gather. Bring the outdoors in by opening the two 16-foot glass wall systems on each end both with full screens. There are two 3/4 baths, each with connected private open-air showers providing incredible water views. A large open entertainment area with wet bar, dishwasher, 2 beverage refrigerators, and ice machine. Open concept living space, with ample seating and a large flat screen TV, this is the perfect place to relax and have fun! The set of open stairs carries you up to the lofts which sleep 6. One loft features a kind bed, the other 4 twins. Just a few steps outside you'll find the large hot tub to enjoy while taking in the expansive views of the water. Enjoy the smokeless firepit with ample seating or soak up the woodburning fragrance from inside through the open or closed glass wall. We could not be more pleased with this fun and unique space, knowing our guests will make memories to last a lifetime.

The Tree House

The perfect place for kids and adults to play or snuggle up with a book. The 300 square foot treehouse is located several hundred yards from the Maine House, near the tennis court and pool. It was envisioned by the owner, as a tip of the hat to their good friend and Tree House Master, Pete Nelson. It was architecturally designed by David Matero. The Tree House features a king bed in the loft, accessible by built in ladder, two daybeds on the first floor and amazing water views. There is basic electricity but no "facilities." The large 25'x25' deck held by 4 spruce trees is accessible by a small suspension swing bridge. While we do call it the Tree House it is technically not but rather nestled within the trees on structural posts and requires no climbing to gain access. It has been featured in DownEast Magazine as well as Tiny House Nation.

The Rest

It's actually challenging to describe what this amazing, unique property has to offer. It is incredibly private, situated on 35 acres, yet only 20 minutes to town where you can find museums, great restaurants, and a summer music theater. There are nature trails throughout the property, wildlife, a small swimming pool, the private tennis court ( newly surfaced in 2024 with pickle ball and a halfcourt basketball court), access to the deep water dock, kayaks, paddleboards and a small 12' Hobie catamaran. Not mention the previously mentioned firepit and hot tub. It is truly more of a private vacation resort than a home to rent. The owner's home is privately situated at the end of the peninsula, where you both will only meet if intentional, which is always a welcome thought for them, they truly love sharing this wonderful place.

The Details:
Maine House

Bedrooms:
Primary Suite - Located on the first floor on The Maine House. King Bed, large walk-in closet, whirlpool tub, double sinks and walk-in shower. Private patio and stunning water views.

Bedroom 1
Second Floor - King bed, vaulted ceilings water views

Bedroom 2 - King bed, high ceilings, water views

Bedroom 3 - Two Twin beds, water views

Billiards Room -Large room with water views featuring a fully restored antique pool table, Peloton Bike, Treadmill. The billiards room also has two twin beds (one twin, one trundle)

Living Room - two couches, two chairs, gas fireplace, Steinway upright piano, water views

Dining Room - open concept room located near living room. Tom Moser dining table comfortably seats 6. Water views.

Sunroom 1 - Vaulted ceiling, wood burning fireplace, comfortable seating and water views

Sunroom 2 - Stunning water views comfortable seating.

Kitchen - High end appliances, breakfast nook, large pantry cabinets, fully equipped. Stunning water views.

The Bunkhouse

Living space - designed as dedicated open concept space away from the formality of The Maine House. Originally built to house much of the property's equipment was transformed into a truly one-of-a-kind oasis. The 2 - 8'x16' Panoramic glass wall systems fully open to enjoy the salt air breezes water views. Enjoy gathering with plenty of comfortable seating, large TV, bar area and game/dining table.

The sleeping areas are in the lofts and will be a combination of twins and a king bed. With additional sofa beds on the first floor.

Hello, I'm Mark. I’ve been maintaining and managing this estate for the owners for over 20 years, and we truly enjoy hosting guests and sharing the experience of island life here. We know the property and the area inside and out and are always happy to share local recommendations or answer questions, while still respecting guests’ privacy. Our goal is to make your stay easy, comfortable, and memorable. We’re happy to welcome guests and share a special place on Dingley Island. The owner and I have worked together putting great care into creating a space that’s welcoming, clean, and thoughtfully set up so you can settle in and enjoy your stay right away.

Harpswell, Maine

Property Type House
Accommodation Entire Home
Check-In Lockbox
House Rules
  • Maximum occupancy: 16
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Wheelchair accessible
  • Minimum age of primary renter: 21
  • Other events allowed
  • Pets welcome
Setting & View
  • Water View
  • Lake
  • Forest
  • Ocean
  • Near Ocean
  • Oceanfront
  • Ocean View
  • Rural
  • Waterfront
  • Bay View
  • Harbor View
  • Sea View
  • Lake Access
General
  • Internet
  • Fireplace
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Clothes Dryer
  • Hot Water
  • Private Living Room
  • Fitness Room/Equipment
  • Hair Dryer
  • Iron & Board
  • Firewood Provided
  • Wifi
  • Laptop Friendly Workspace
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Extra Pillows & Blankets
  • Ethernet
  • 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
  • Kitchenette
  • Pots & Pans
  • Kitchen Island
  • Dining Table
  • Baking Sheet
  • Barbeque/Grill Utensils
  • Mini Fridge
  • Wine Glasses
Dining
  • Child's Highchair
  • Seating for 6 people
Bathrooms 6 Baths (4 full, 2 half)
  • Primary Suite Bath – Jetted Tub, Shower, Toilet
  • Second Floor 3/4 Bath – Shower, Toilet
  • First Floor Half Bath – Toilet
  • Second Floor Half Bath – Toilet
  • Bunk House 3/4 Bath #1 – Outdoor Shower, Shower, Toilet
  • Bunk House 3/4 Bath #2 – Outdoor Shower, Shower, Toilet
Sleeping Arrangements 6 Bedrooms, sleeps 12-16
  • Primary Suite – 1 King Bed
  • Second Floor King #1 – 1 King Bed
  • Second Floor King #2 – 1 King Bed
  • Second Floor Twin Room – 2 Twin Beds
  • Bunk House King Loft – 1 King Bed
  • Bunk House Twin Loft – 4 Twin Beds
  • Billards/Exercise Room – 2 Twin Beds
Entertainment
  • Television
  • Satellite/Cable
  • Stereo
  • Games/Board Games
  • Books
  • Game Room
  • Pool Table
  • Smart TV
  • Piano
  • Sound System
  • Exercise Equipment
Family
  • Fireplace Guards
  • Pack N Play/Travel Crib
  • Room Darkening Shades
Outdoor
  • Outdoor Grill
  • Deck/Patio (uncovered)
  • Lanai/Gazebo (covered)
  • Lawn/Garden
  • Tennis
  • Kayak/Canoe
  • Beach Essentials
  • Private Yard
  • Fire Pit
  • Outdoor Dining
  • Outdoor Shower
  • Outdoor Seating
  • Boat Slip
  • Sun Loungers
Pool/Spa
  • Private Pool
  • Hot Tub
  • Heated Pool
Vehicles
  • Parking
  • Free Parking
  • Free Parking On Premises
Theme
  • Adventure
  • Family
  • Romantic
Attractions
  • Bay/Sound
  • Museums
Leisure
  • Antiquing
  • Bird Watching
  • Outlet Shopping
  • Whale Watching
  • Boating
  • Shopping
  • Wildlife Viewing
  • Water Sports
Sports & Adventure
  • Basketball Court
  • Fishing
  • Bay/Sound Fishing
  • Fly Fishing
  • Golf
  • Hiking
  • Ice Skating
  • Kayaking
  • Sailing
  • Scuba Diving/Snorkeling
Safety
  • Carbon Monoxide Detector
  • Deadbolt Lock
  • Fire Emergency Contact
  • Fire Extinguisher
  • First Aid Kit
  • Medical Emergency Contact
  • Exterior Lighting
  • Police Emergency Contact
  • Smoke Detector
  • Cleaning Products
Expectations
  • Near Lake, River, or Water Body
Check Out Tasks
  • Return Keys
  • Turn Things Off
  • Throw Away Trash
  • Gather Towels
  • Additional Requests
Accessibility
  • Home Step Free Access
  • Path To Entrance Lit At Night
  • Home Wide Doorway
Season Rate
Sleeps 16 Pre-Peak April 29 - May 14
4/28 - 5/14
Night
$750
Weekend Night
$900
Weekly
$5,550
Sleeps 16 Peak Season May 15 - Aug 31
5/15 - 8/31
Weekly
$18,004
Sleeps 16 - Shoulder - Sept 1 -Sept 15
9/1 - 9/15
Night
$1,714
Weekend Night
$2,143
Weekly
$12,856
Sleeps 16 Post Peak Sept 16 thru Oct 31
9/16 - 10/31
Night
$900
Weekend Night
$1,200
Weekly
$6,900
Unavailable Nov, 1-April 28 - Contact us for details
11/1 - 4/28
Night
$2,572

Cancellation Policy: One hundred percent (100.00%) of the total booking charges (less $500.00 taxable cancellation fee) will be refunded if the cancellation is made more than 60 days prior to the arrival date of the reservation. For cancellations made within 60 days prior to the arrival date, no refund will be issued. Grace period with free cancellation for 48 hours after booking if arrival is at least 48 hours away at time of booking.