Windward Cottages in Bar Harbor

We are pleased to announce we will be opening for the beautiful fall season of October 2022...

Join us on the waterfront of Bar Harbor, Maine overlooking the ocean from the shores of Mount Desert Island! WiFi available!

Treat yourselves to a vacation cottage rental on the water at Windward Cottages in Bar Harbor Maine just minutes from Acadia National Park. Windward Cottages is secluded and situated on 18 acres of shore front and wood land property. The ride through the pine laden woods of our driveway takes you well away from traffic to our private cottage rental haven on the shore of Bar Harbor’s Western Bay.

All six of our water front vacation cottage rentals have an inspiring view of the bay. The picture window in each cottage frames Maine’s natural coastal beauty at its best. Experience the beauty up close and take out one of our two canoes or kayaks and enjoy a peaceful paddle on the quiet side of Bar Harbor.

GPS Coordinates: 44.406767, -68.347925

While Acadia National Park and the village of Bar Harbor are headlined for activities in Down East Maine there is more to Mt. Desert Island that will have you coming back, year after year to discover it all. With so much to do the hardest part of your vacation will be to decide how much to fit in during your stay; take a hike in Acadia National Park, ride a bike or a horse-drawn carriage on the park's carriage trails, take a cruise to see the whales or the puffins, sail on a sunset cruise, shop the village stores of Mt. Desert Island, experience a guided bird or kayak tour, drive the park loop road or take one of the Explorer Free Shuttle Bus rides around the island, swim the ocean at Sand Beach, ride a ferry boat to visit an island, or just relax and sample the Jordan Pond House tea and popovers or visit any one of the Island’s restaurants to find Maine’s famous lobster dinner and blueberry pie on the menu.

Windward Cottages

Seasonal Cottages

We have five seasonal waterfront cottages to select from. All have spectacular ocean views of Western Bay and sunsets galore!

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Founder's Cottage

This is a full 1,700 square foot oceanside vacation rental complete with the required home-away-from-home amenities for your stay.

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Rentals run Saturday to Saturday from June 18 until August 13, Off season has an option to stay a 3-night minimum.

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A Vacation Paradise!

We, at Windward Cottages, are so fortunate to be able to offer our summer rental cottages right on the shore of one of the most beautiful places in all or North America. Bar Harbor is becoming the preferred vacation destination for millions and it is easy to see why. There is so much beauty here, so many things to do, and places to see that every day is like a brand new one. Our location, not far from where you first enter Mount Desert Island offers a great home base for exploring all of the island, or even traveling further Down East along the coast. At Windward Cottages, you have the best of all worlds and options!