Vacation rentals in Cutler Harbor

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.

Oceanfront Home on 5 Acres w/ Private Beach & Cove

Beautiful coastal home feet from ocean with 1500 ft of water frontage with 180 views & private beach for picnics, canoeing & water sports. Located on 5.2 acres with large wrap-around porch, there's plenty of privacy for family get-aways and outdoor dining. Remodeled kitchen with all new appliances and entire home freshly painted and upgraded. Drink coffee on the large wrap-around porch while watching lobster boats. Visit National Acadia Park, Bar Harbor, Winter Harbor & many towns in between.

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.

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.

Spectacular Sandy Beach House

RELAX at this tranquil getaway! Enjoy your private sandy beach, FREE kayak use, miles of oceanside trails, and four local lighthouses. The views from living room and master bedroom are exceptional! Sparkplug lighthouse is to your left and West Quoddy, a short walk to your right. Canada’s Campobello and Grand Manan islands are also in view. The house has three bedrooms: two king size, one queen and two full bathrooms, one ADA. An additional rental is also available if you need more space.

Oceanside cottage in remote location. Cottage 2

Relax with the whole family at this peaceful beachfront cottage. Off the beaten path and accessible by car two hours before and two hours after low tide. Beach combing and birdwatching, fishing and catching fish. Kids will love catching crabs and skipping rocks. The serene atmosphere is unmatched and the stars at night are worth the trip. It’s an adventure in relaxation. Take time to slow down and escape the hustle and bustle. No traffic noise, just wind, waves, birds, and tranquility.

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.

2026 Summer Waterfront! Hi-Speed Wifi on Flat Bay

Summer 2026 ~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.