Vacation rentals in Cutler Harbor

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Top-rated vacation rentals in Cutler Harbor

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Top guest favorite
A spacious dome structure with large glass panels is surrounded by trees, allowing for natural light and views of the outdoors. A wooden deck features seating arrangements, integrating indoor and outdoor living. The inviting natural setting enhances the peaceful ambiance of the space.
Dome in Bayside
4.97 out of 5 average rating, 125 reviews

The Bay Dome

"The Bay Dome" Fully equipped kitchen which includes a fridge, induction cooker, kettle, toaster oven, microwave, dishes, utensils, glasses, cook wear, as well as complimentary tea and coffee. Private bathroom with a toilet, shower, and all toiletries. Queen size bed with luxurious, sustainable bedding, and the option of a pull out futon for children. The outdoor area includes a BBQ, private wood fired hot tub, and patio furniture. Kayaks are available during the summer months, as well as a communal fire pit. **Please note, the domes are located down a hill from the parking area. Only book if you and your party is physically fit enough to get down and up the hill**

Top guest favorite
The A-frame cabin is nestled among trees, surrounded by nature. An inviting view of Little Kennebec Bay is visible in the background, showcasing tranquil waters and coastal landscapes. The private deck with a hot tub extends from the cabin, offering a peaceful outdoor area.
Cabin in Machiasport
4.99 out of 5 average rating, 152 reviews

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

Top guest favorite
The exterior of a historic cape cottage is displayed, featuring a grey shingle facade with red doors. A well-kept lawn surrounds the property, and a blue sky is visible in the background, indicating a sunny day. Access to nearby natural scenery is suggested.
Cottage in Roque Bluffs
5 out of 5 average rating, 150 reviews

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!

Guest favorite
The image depicts a serene harbor scene with multiple fishing boats anchored on calm waters. A wooden pier extends into the water, bordered by green and natural surroundings. Sunlight reflects off the water's surface, creating a tranquil ambiance in the coastal setting.
Home in Cutler
4.95 out of 5 average rating, 21 reviews

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.

Top guest favorite
A lakefront home features a spacious wooden deck that extends along the side, providing views of the water. Large windows offer ample natural light, while the surrounding grass creates an inviting outdoor space. The warm glow of sunset reflects off the exterior, enhancing the serene setting.
Cottage in Whiting
4.96 out of 5 average rating, 105 reviews

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 monthly and winter stay discounts. 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.

Guest favorite
The image features a charming two-story Cape Cod home with a reddish exterior, set against a backdrop of lush greenery. A gravel driveway leads up to the home's entrance, which includes a garage and large windows allowing natural light to fill the space.
Home in Machiasport
4.94 out of 5 average rating, 109 reviews

Cozy Cape Cod offers sweeping ocean views

Like the Siren's Song of old, this romantic version of a New England ship captain’s home will "forever call you home." Nestled in the hills of historic Machiasport and overlooking Machias Bay, our 1840s Cape Cod with sweeping ocean views was recently renovated by an architectural historian and combines stunning historical nods with practical modern amenities. It is a perfect "base camp" for exploring the rugged coastlines and natural wonders of the Bold Coast of Maine.

Superhost
The shoreline is visible with clear water in the foreground and a mix of cottages lining the coast. Lush greenery and bushes add vibrant color, while a cloudy blue sky stretches above, creating a serene coastal scene.
Cottage in Cutler
4.77 out of 5 average rating, 30 reviews

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.

Top guest favorite
A stone pathway leads to the entrance of a log home, surrounded by trees and offering views of the tidal river in the background. The sky is partly cloudy, with patches of blue visible.
Cottage in Machiasport
4.95 out of 5 average rating, 152 reviews

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.

Top guest favorite
An aerial view captures the chalet surrounded by lush greenery, nestled along the coastline. The calm waters of the inlet reflect hues of blue, while fog gently drapes over the distant horizon, showcasing a serene and natural beachfront setting.
Chalet in Gouldsboro
5 out of 5 average rating, 118 reviews

Beachfront w/ Gameroom & Movie Theater Near Acadia

🌅 Welcome To Sunrise Shores Chalet 🌅 Premiere Amenities & Designer Finishes Rivaling Others In The Acadia Region! Experience A Truly Unique Maine Airbnb Fit w/ a Home Movie Theater, 900 Square Foot Arcade/Gameroom, Wood-Burning Beachfront Firepit, and Designer Finishes Curated To Meet The Needs Of Our Guests. 🎅 Ho, Ho Ho...Tis The Season 🎅 Sunrise Shores Chalet Will Be Decorated For The Holidays Through December!

Guest favorite
A scenic landscape unfolds with a gentle slope leading down to a tranquil water body, bordered by lush greenery and scattered red foliage. Fluffy clouds drift across a bright blue sky, reflecting off the calm surface of the water.
Cabin in Roque Bluffs
4.87 out of 5 average rating, 234 reviews

Mary Adeline Cabin at Welch Farm

Drink your morning coffee as you walk the farm's picturesque blueberry fields and shoreline. At night, enjoy sitting around a cozy campfire toasting marshmallows. As you enjoy the scent of fir trees, salt air, and the unspoiled beauty of Downeast Maine, Relax. Spend several days with us exploring the farm or as a jumping off point to venture to other locations around Downeast Maine and Canada.

Top guest favorite
A geodesic dome structure is visible, featuring large glass panels that reflect natural light. In front, seating is arranged near a fire pit, and a hot tub is positioned nearby. Lush greenery surrounds the area, contributing to a serene outdoor setting.
Dome in Grand Manan
4.98 out of 5 average rating, 198 reviews

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!

Top guest favorite
A wooden cabin is nestled among lush greenery, featuring a metal roof and a stone fire pit surrounded by colorful chairs. A picnic table is visible on the grass, and a hot tub is positioned on the patio, inviting relaxation in the serene outdoor setting.
Cabin in Perry
4.91 out of 5 average rating, 100 reviews

The Healing Shack - Escaping your Trappings

Experience an authentic trappers cabin in Maine built in the 1800’s with this unique and tranquil getaway. Private yet within 5 minutes walking distance to the ocean and 2 minute drive to a beautiful lake with boat access. Spacious area for outdoor activities, where children could pitch a tent while the adults enjoy the romantic comforts of a hand hewn cabin.

Popular amenities for Cutler Harbor vacation rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Washington County
  5. Cutler
  6. Cutler Harbor