5 reviews

1 / 21 Captain Guptill House



Pets allowed:
Wi-Fi available:

1 Half bath, 2 Showers

Description from owner

Built in the 1880's on a grassy knoll overlooking the harbor. It is approximately 1700 square feet and has a southerly view facing the harbor and the open Atlantic Ocean. It was completely renovated from the ground up about a decade ago. It was gone through and tastefully updated with a focus on maintaining it's historical charm. From the front porch you can sit and watch the boats, the sea life and the eagles flying overhead all day long. In the evening you'll see the sunset over the harbor and in the morning you'll be awoken to the sounds of the fisherman leaving port for their days catch. You'll have your own private oceanfront where you can hunt the rocks for treasures, get your feet wet, or just sit and watch nature at its best. In fact just walk over to the dock to fish for harbor pollack, mackerel and also bluefish and stripers when they run.

It's features are: Upstairs there are 3 bedrooms and two baths. Downstairs has a family room with a dining room, kitchen with a breakfast nook, attached powder room and a laundry room. The front deck/porch is off the kitchen as you can see from the pictures. There is a one car garage in the rear of the house that has a driveway for tandem parking.

Note: We do the best we can but television and internet are not essential services, are generally beyond our control and they're availability or working order are not guaranteed.

The Area

In the immediate area there are shops, stores, businesses, eateries, piers and pounds to buy your lobsters. You'll be hard pressed to find lobsters cheaper anywhere else. On Grindstone Neck in Winter Harbor there is a nine hole golf course that has views of the ocean from every hole. Rent or bring a kayak and meander through the bays and coves. Ride out and see the seals basking on the rocks on the other side of Turtle Island, the osprey nesting near the Halibut Hole or the lighthouse on Mark Island.

Throughout the year Schoodic Arts puts on different programs, theaters, concerts, dances and many other events in Winter Harbor. Then during the summer they host an arts festival for two weeks which usually starts around the last week in July.

But still overall it's generally quiet here except for the Winter Harbor Lobster Festival and a few other things. Once a year the entire town goes on holiday. Usually the second Saturday in August. The only time of year the tourists are thicker than the lobsters. Of course there are lobster dinners, barbecues and a lot of other things. It's always a good time.

It is a little over a mile from the park road where you can bike or hike the trails. The first thing you will come to are the hiking trails and biking paths starting a hundred feet down the road and if miles of trails don't interest you, next there is the Frazer Point picnic area that juts out on a finger of land overlooking the harbor. There is a long pier with a float attached that people fish for mackerel, bluefish and striper's when they run. From here you'll have spectacular views of the mountains, Mark Island Lighthouse and you can watch the harbor porpoises, seabirds, osprey and of course the lobstermen pulling in the days catch or the sail boats races from the Winter Harbor Yacht Club. The vistas are nothing less than magnificent and many have spent the entire vacations right there. I know, I spend enough time there myself. We love to picnic by the fire in the evenings. And I'm not really sure why but lobsters always seem to taste that much better there. Words can't really describe time in this place.

Next, hike or drive to the top of Schoodic Head to see some breathtaking sunrises, sunsets and a commanding view of the area, ocean and islands. On a clear day you can see the Petit Manan lighthouse and preserve on the next peninsula over. From there, head out to the point relax or picnic and gaze straight out into the Atlantic. It can be really spectacular if there has been a storm at sea. People come from all around to watch the waves break over the rocks. And actually it's pretty much spectacular almost any given day.

Then quicker than the season started it's all over. By Columbus Day we roll up the sidewalks and it gets downright sleepy here. Until next season that is.

I could go on and on. Instead I'll just say where ever you vacation this year. Hope it's a great one. ~ We

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TripAdvisor Property ID: 7013360

About the area

Think village. In the immediate area there are shops, stores, businesses, eateries, piers and pounds to buy your lobsters. You'll be hard pressed to find lobsters cheaper anywhere else.

Getting around

There is a free shuttle bus that makes tours around the park and area but it's route travels Main Street which is 7/10's mile away. They will pick you up if you wave to them and they have a rack for bikes.

Getting here

From Bangor, Maine head towards the coast on rte 3. Drive through Ellsworth and then follow Rte1N as it heads downeast. In a few miles it also becomes the 'Schoodic Scenic Byway' and follow the signs to Winter Harbor.

Interaction with guest

Pete & Sylvia do try to meet people and answer any questions and give you information on the area if you would like it. But at the same time they go out of their way to give you privacy.


Check in time: 16:00, Check out time: 11:00
If you have any questions about check-in or check-out times, please contact the owner/manager.
This rental can only be paid for online through Vacation Home Rentals using your credit/debit card or PayPal (never by bank or wire transfer).

Damage deposit: $300.00
No smoking at this property



  • Bedroom 1: King bed
    Bedroom 2: Full bed
    Bedroom 3: Twin bed
    Beds in other rooms: Twin bed


  • Grill
  • Heating
  • Balcony/Terrace
  • Private garden
  • High Speed Internet
  • Linen provided
  • Mountain Views
  • Parking Included
  • Sea view
  • Towels provided
  • Waterfront
  • Wi-Fi available


  • Dishwasher
  • DVD player
  • Hair dryer
  • Iron
  • Stereo system
  • Refrigerator
  • Satellite TV
  • Microwave
  • Stove
  • Toaster
  • TV


  • Cycling Trips
  • Fishing
  • Golf
  • Water sports


  • 1 Half bath
  • 2 Showers

Reviews (5)

5 reviews

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