Vacation rentals in Cutler

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Top-rated vacation rentals in Cutler

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Top guest favorite

A charming house presents a spacious front yard, enclosed by a white wooden fence. Lush green grass and trees offer a natural setting. A vehicle is parked nearby, and the tranquil environment is complemented by blooming flowers visible in the yard.

Guesthouse in Pembroke

4.99 out of 5 average rating, 205 reviews

Cobscook Bay Farmhouse on the Bay

One large bedroom with bath and beautiful water view. Key pad entry. The suite is a newly built totally private, extension on the house. You can walk across the field to the tidal marsh and onto the shingle beach. Guests, hike, bike and bird watch. 7 miles to a local restaurant and 13 miles into Eastport for whale watching, shopping and restaurants and cafes. Lubec is a 45 minute drive away. Your private entrance by keypad. The shared space is the front yard. Your driveway space is yours.

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, 124 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, 130 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 cottage sits beside a calm river, surrounded by vibrant autumn foliage. Red and orange leaves reflect on the water's surface, creating a serene scene. The quaint structure features large windows, allowing for natural light to illuminate the interior.

Cottage in Whiting

4.94 out of 5 average rating, 87 reviews

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.

Top guest favorite

A bright red minihome is situated on a mountain top, featuring a welcoming entrance with wooden steps. Outdoor seating is provided with a set of five chairs arranged around a table, complemented by natural stone accents along the path.

Tiny home in Whiting

4.98 out of 5 average rating, 44 reviews

Little Mountain Cottage in Whiting Maine.

Relax at this peaceful private mountain top minihome. 190 feet of elevation with panoramic views of Orange and Rocky Lakes. Awesome sunrises and sunsets. Nearby boat landing. Fishing winter and summer. 1.5 miles off of Rt. 1. 12 miles to Dunkin Donuts, grocery store, Helen’s famous blueberry pie and many other services. Hunters and fishermen welcome. Near 4 wheeler trails. Nice breezes. Great place to walk and hike as well as many trails throughout Washington County. Abundant wildlife.

Guest favorite

A cozy living area is presented with a light blue couch, accented by decorative pillows, and a striped armchair nearby. A circular lamp adds soft lighting. The wood-paneled ceiling complements the area rug featuring a subtle pattern, contributing to the room's warm aesthetic.

Tiny home in Lubec

4.95 out of 5 average rating, 38 reviews

Charming 1 bedroom tiny house with full kitchen, laundry, deck, and picture perfect views.

Kick back and relax in this calm, stylish space perfectly situated to take in the panoramic view of the Bay of Fundy and the Atlantic Ocean. Enjoy the view from the bedroom, the living room, or the spacious outside deck and fall asleep to the sound of waves crashing at the nearby beach. The house has a fully equipped kitchen with microwave, gas range, and dishwasher. There's a washer and dryer, a comfy queen bed, a couch with a queen sleeper, and a spacious deck with plenty of seating.

Superhost

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

4.94 out of 5 average rating, 17 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

An expansive view of a serene coastal landscape is captured, featuring a gently swaying field of tall grasses. The blue water glistens under clear skies, with trees dotting the horizon and a mist hovering over the distant shoreline.

Cottage in Machiasport

5 out of 5 average rating, 24 reviews

Oceanfront with Private Beach - Little Bay Retreat

Enjoy a relaxing retreat - peaceful oceanfront cottage with a private beach and easy access to the water. Savor the sights, sounds, and smell of the seaside in an Adirondack chair on the back deck. Dine peacefully in the oceanside gazebo. Appreciate the view of Long Point Nature Preserve across the bay. Explore the Bold Coast of Maine: The Bold Coast Trail, West Quoddy Headlight, Roque Bluffs, Jasper Beach, Lubec, and Campobello Island. Dine at the iconic Helen's Restaurant.

Guest favorite

A cozy living area features a brown sofa draped with a white blanket, accompanied by a wooden chair and a rocking chair. A small white coffee table is positioned in front, and light enters through two large windows, illuminating the hardwood floors adorned with an area rug.

Apartment in Lubec

4.89 out of 5 average rating, 154 reviews

Historic comfortable in-town one bedroom apartment

Enjoy an early morning stroll, taking in Lubec's beautiful sunrise, while witnessing local fisherman loading gear for open waters. The peaceful town that gracefully lies on the most east point of Maine. Your three minute stroll back to a peaceful in-town one-bedroom apartment, and enjoy a cup of coffee sitting on your own private deck or enjoying a quiet moment in a historic fishing village apartment. Take in all of the surrounding areas and adventurous things to do.

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, 100 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. Contact owner for monthly/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.

Top guest favorite

Two white Adirondack chairs are positioned near a fire pit on a pebbled beach, surrounded by lush green grass and yellow wildflowers. Calm waters extend into the distance, framed by a tree-covered shoreline under a cloudy sky.

Cottage in Machiasport

4.97 out of 5 average rating, 39 reviews

Oceanside cottage in remote location. Cottage 2

Relax with the whole family at this peaceful place to stay. Off the beaten path and accessible by car two hours before and two hours after low tide. Beach combing and birdwatching. 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 serenity.

Superhost

A calm body of water reflects the clear blue sky and surrounding greenery. The shoreline is lined with patches of grass and forest, leading to more distant trees. Gentle curves in the landscape guide the eye towards the horizon.

Cottage in Cutler

4.74 out of 5 average rating, 27 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.