
Vacation rentals in Cutler Harbor
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Top-rated vacation rentals in Cutler Harbor
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Coasters' Chance - The Maine Cottage
WELCOME to our NEW cottage located in Cutler Maine! Perched at the end of a private road, this restored 1760's captain's cottage offers seclusion and luxury with an ode to Maines' dramatic coastline. Featured on Discovery Plus - Magnolia network - Point of View a Designer Profile. Season 2 episode 5. Coasters' Chance has been in the Moore family for over 30 years, and has finally returned to its former glory with a modern twist. A recently renovated barn transforms this captain's cottage into an entertaining paradise. Positioned on its own peninsula overlooking Cutler harbor, Coasters Chance offers more than just a getaway. With private access to Bold Coast hiking trails, 190 degrees of waterfront and complimentary fresh lobsters delivered by the locals themselves, we promise you'll leave your heart in Maine. UNIQUE FEATURES: 190 degree water views, secluded location, private access to hiking trails, gourmet kitchen, complimentary fresh lobsters for one night, close to Puffin Tours and Whale Watching. NOTES: The cottage sleeps 8 comfortably—with 3 bedrooms. One with a King suite, one with a Queen suite. The kids room upstairs is located off the original 1700's staircase. She is very steep so we recommend only kids & young adults stay up there. This room has two single beds & 1 double bed, each separated from one another with a bathroom. All bedrooms are incredibly well-appointed. Each bed is decked out in the usual Moore House upgrades: a mattress topper and luxury linens that you’ll wish you could take home with you. The large barn conversion & main bedroom upstairs are not winterized. We suggest from Oct 1st onwards that the house only sleeps 6 unless the weather is fabulous.

On The Fly Inn Downeast Maine
Where relaxation begins & memories are made. Abandon the hustle & bustle to reconnect with nature, family & friends. This stunning 4 season lake escape is nestled on a private sand beach on Garnder Lake. Explore Downeast's bold coast, vast stretches of woods, rivers, streams & beaches. Watch wildlife from the porch with coffee or roast the perfect s'more over the campfire by the beach. Enjoy fishing, lazy summer lake days, hunting, leaf peeping or as a winter base camp. Welcome to On the Fly Inn

Cottage/w beach, hiking, boat lounge, shown on HBO
Overlooking Holmes Bay and lovely Long Point nature reserve, the Dock House is a stylish mini-home connected to a lobster boat library & lounge. Enjoy sun-filled spaces and mid-century modern decor, as well as access to a small beach. Hike some of Maine's best trails (minutes away) or drive to Acadia, Campobello, Eastport, the Schoodic Peninsula and much more. Visit tourist-free coastal towns or go antiquing. Buy fresh lobster, grill on the deck, or dine in-town at renowned Helen's restaurant.

A-Frame, Hot Tub, Firepit, Oceanfront, Pets
Welcome to your coastal escape! Nestled in nature our cozy and unique A-frame retreat is a haven offering, seclusion, privacy and peaceful views of the ocean. Step into our stylish sanctuary where every detail whispers comfort and charm. Overlooking Little Kennebec Bay Bask in tranquility and enjoy panoramic views of the Little Kennebec Bay from your private deck. ✲ Private Hot Tub! ✲ Outdoor Fire pit! ✲ King Bed! ✲ Abundant hiking! ✲ Wood Burning Indoor Fireplace! ✲ Local Kayaking! ✲ Grill

Bear Beach Maine! Sandy Beach, Sunsets & Sauna
Welcome to Bear Beach Maine, your private oceanfront paradise. If you are looking for a cozy, spacious and extremely well-appointed home nestled peacefully in the woods and directly on a secluded, sandy beach this is your place! From the moment you walk through the door you will feel warmly greeted by this cedar log home. The open concept with cathedral ceiling, large field-stone fireplace and comfy furnishings are equally favorable for both larger gatherings and intimate parties of two.

Little Green Cottage
The Little Green Cottage is a peaceful location, on the edge of a calm river, where you can frequently see turtles and frogs. Truly a place to see the night sky and experience nature. Acadia is a little over 2 hours away. Quoddy Head State Park and Campobello Island (Canada - bring your passport), is within 30 minutes. Take a break and unwind at this peaceful oasis. We just added an office shed for those who have to work on vacation. Additional fee to rent so please request in the booking.

Gardner Lake home with access and view
Lakefront home steps from Gardner Lake, Whiting, Maine. Tile floors, wood interior, granite countertops, dishwasher, w/d, radiant heat and heat pump. Awesome views/sunsets. Deck/grill. Shared water access with adjacent cabin. Wi Fi. Roku tv - No cable. Message owner for long term rates. Long term stays require references. Extra twin bed and cot in basement living area. Adjacent cabin if available in summer for additional fee. No pets. No smoking of anything or vaping on premises.

The Old Post Office on Cutler Harbor
Beautiful bungalow overlooking Cutler Harbor in Downeast Maine! This old post office has been transformed into a one of a kind oasis for travelers wanting a unique taste of the Maine coast in a serene fishing community. Take advantage of this 2 bedroom, 2 bath property showcasing modern style blended with accents from its former life. Cutler is home to make great hiking trails overlooking Maine’s bold coast, offers boat tours, and is close to ATV trails to explore further Downeast.

The Cutler Cabin
Take it easy at this unique and tranquil getaway. You will love the location of this brand new off grid log cabin in the woods! Enjoy your stay on Maine's Bold Coast On this beautiful 20 acre property just 1/4 mile to a beach and the spectacular western head trail entrance. There are also many more undiscovered trails and small fishing villages in the area to explore. The cabin is very private and surrounded by forest. Easy check in and no cleaning fees!

Harborside cottage with unequaled maritime views
Small cottage with tremendous view of Cutler Harbor right from the center of it. Best seat in town. The cottage was the town store for generations and it retains some of the rustic elements of the store from a renovation years ago. It is great spot for hiking base camp or staying right there for great harbor views. The building is located close to the road, but traffic is usually very low. Parking in back and some lawn for outdoor activities.

The Maine Salt River Cottage
This waterfront eco-friendly log home, located in an Audubon Important Bird Area and NWF Certified Wildlife Habitat, comfortably accommodates 6 guests. Perched on a bluff overlooking two of Maine's beautiful tidal rivers, it’s home to bald eagles, osprey, and harbor seals and boasts a dazzling night sky and dynamic water views. Salt River Cottage is a proud signatory of the Glasgow Declaration on Climate Action in Tourism.

Geodome water view stay on Grand Manan Island
Situated on picturesque Grand Manan Island, this geodesic dome has a beautiful view the ocean. You can see Swallowtail Lighthouse and the Grand Manan Ferry as it comes and goes. This new stay has two queen beds, one on the first floor and one in the loft. Equipped with a full kitchen, bathroom, deck, lawn, fire pit and hot tub. Visit Grand Manan Island and stay in our luxurious dome!
Popular amenities for Cutler Harbor vacation rentals
Other great vacation rentals in Cutler Harbor

Oceanfront with Private Beach - Little Bay Retreat

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The Dome at Four Pines Point

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Johnson Cove Retreat

Private & Peaceful Gardner Lake, Pet Friendly

Little Mountain Cottage in Whiting Maine.

New 2 bedroom apt. in town, with stunning views!
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