
Holiday houses in Cutler Harbor
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Top-rated holiday rentals in Cutler Harbor
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Seaside Home, Add on Seasonal Bunkhouse for 7!
A peaceful retreat, located at the serene southern end of the island. Our much loved family home, with two bedrooms and 1.5 baths( Bunkhouse offers two bedrooms with beds for 7). Watch the sun rise over the water, while listening to the gulls. A short 3/4 mile walk from beautiful Deep Cove beach. Seasonally, for guests with larger parties, we have just finished our bunkhouse, for an additional fee. Offering beds for 7 and an a generous living space, while sharing the facilities with the house.

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.

Element Four - Ember’s Edge
Keep it simple at this peaceful, very private, and centrally located island paradise. Located in the heart of the castalia marsh, a world known bird sanctuary, there is no shortage of wild life which is perfect for nature and bird lovers. Stunning views of the swallow tail lighthouse and the ferry coming and going from the island can be seen from the master bedroom upstairs or private backyard deck and patio. Short walk to beautiful beach. You will not be disappointed with this island gem.

Rustic weathered hill top cabin
Welcome to our rustic cabin on a private dead end road over looking Quoddy Head and Gran Mannan . This open concept cabin offers two bedrooms sporting queen beds and a queen sleeper in the downstairs living room. Bedrooms located upstairs in an open loft. Although the cabin adjoins the homeowners cabin it has its own 60’ deck (with over 600 square feet of space) and private entrance. A wonderful space to relax, eat or refuel. 2 miles to Hamilton Cove 10 minutes to Roosevelt Campabello Park

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

Harbor View Cottage-quintessential fishing village
Our 150+ year old cottage, close to great views, restaurants and dining, the beach, outdoor activities (hiking, kayaking, Puffin and whale watching tours) and other family-friendly activities. You’ll love my place because of the views, the people, the ambiance, the outdoors space, and the quiet neighborhood. Our place is good for couples, solo adventurers, business travelers, families (with kids), and big groups. Just minutes from great ATV trails!…Inquire about our lobster fishing tours!

Historic Cottage -Roque Bluffs Beach, Pond, & Park
Relax with your family at our peaceful home just a few short steps from the beach, pond, and hiking trails of Roque Bluffs State Park. Hummingbird Hollow, aka Schoppee House, is a lovingly updated two bedroom cottage nestled between the ocean and state park land. Enjoy ocean views, salt air, and the sound of waves. A quick walk to the beach or pond, you’re not too far away to run back for lunch or take an afternoon nap. Also, the house is fully heated and is suitable for the cooler months!

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.

Fall Foliage 2025 Waterfront! Hi-Speed Wifi
Spring 2025 ~Visit Acadia Park & Bar Harbor by day & stay here at night. Our 1.4 acre shore-front family retreat began an 18 month renovation Fall of 2018 & only opened recently - Dishwasher, new beds, Hi-speed Internet no data limit. We fell in love with this quiet coastal sanctuary, the perfect place to reconnect with nature while staying on grid. ☪ At night you'll experience deafening silence under the natural light of the stars. High-speed Internet keeps you connected.

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.
Popular amenities for Cutler Harbor holiday rentals
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