Holiday rentals in Cutler

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Top-rated holiday rentals in Cutler

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Top guest favourite
The exterior of the property is illuminated at night, showcasing a three-story structure with large windows and an inviting deck. Stairs lead to the second level, while the grassy area surrounds the house, creating a natural setting.
Home in Whiting
5 out of 5 average rating, 25 reviews

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

Top guest favourite
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, 147 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

Guest favourite
A charming farmhouse is set against a backdrop of lush greenery. The structure features a welcoming entrance with an orange door, complemented by bright windows. Flowering plants in the foreground add a touch of color to the serene landscape that leads to the horizon.
Farm stay in Lubec
4.89 out of 5 average rating, 157 reviews

SPECTACULAR SEASIDE FARMHOUSE

Located in the most eastern town in the US, sits a rustic 1800 farmhouse overlooking the quaint seaside village of Lubec, Maine. This 4 bedroom, 2 bath rental sleeps 8 comfortably and has breathtaking views of the colorful fishing harbor, Canada's Campobello Island, and the famous Moholland Lighthouse. The cottage is immaculate with all amenities and is fully stocked. Enjoy your coffee while you watch the sunrise from your back deck as the local lobstermen get ready to haul their traps.

Top guest favourite
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 favourite
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 favourite
A geodesic dome is nestled among tall trees, surrounded by a natural landscape of pine needles and earth. A wooden deck extends from the dome, offering a seamless connection to the tranquil forest setting. The secluded environment creates a sense of privacy.
Dome in Bayside
4.97 out of 5 average rating, 119 reviews

The River Dome

Escape into nature with a stay in one of our luxury domes. Fully equipped kitchen with cookware, dishes, utensils, etc, as well as coffee and tea. Private bathroom with a toilet, shower, and essential toiletries. Two queen size beds with a loft space. The outdoor area includes a BBQ, private electric hot tub, and patio furniture. Kayaks are available during the summer months, as well as a communal fire pit. **Please note, there is a short walk down a hill to get to the dome**

Top guest favourite
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.

Top guest favourite
The historic Station House showcases a classic two-and-a-half-story design, with a striking red roof and white clapboard siding. Large windows allow natural light to fill the interior, while a welcoming green door serves as the main entrance. A smaller structure is visible to the left.
Home in Lubec
4.92 out of 5 average rating, 204 reviews

The Station House at West Quoddy Station

The Station House, c1915, formerly USCG Station Quoddy Head from 1915-1970 and currently is an adaptive lodging reuse. On TheNational Register of Historic Places, The Station House has 5 bedrooms, 2 1/2 baths, sleeping 9 comfortably. The SH is located 1/2 mile from West Quoddy Head State Park, the Easternmost Point in the US. You will experience peaceful beauty, amazing sunrises and sunsets over the ocean, 2 lighthouses, with views of Lubec, Eastport and Campobello.

Top guest favourite
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
4.98 out of 5 average rating, 42 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.

Top guest favourite
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.

Guest favourite
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 favourite
A geodesic dome named 'Eagles Nest' is positioned beside a calm lake, reflecting the soft colors of a sunset. Surrounding tall trees frame the scene, providing a natural backdrop that complements the serene atmosphere of the private waterfront property.
Dome in Hayman Hill
4.95 out of 5 average rating, 132 reviews

The Eagles Nest Dome | Lake-view w/ hot tub

Located 20 minutes from St. Andrews, and 10 minutes from Maine, USA, on private waterfront property, our Eagles Nest dome provides everything you need for a special getaway. Whether inside enjoying the king size bed, outside soaking in the hot tub, or paddling the lake in our included kayaks, you will never tire of the natural beauty all around you. The perfect place to relax and recharge.

Popular amenities for Cutler holiday rentals

Quick stats about holiday rentals in Cutler

  • Total holiday rentals

    Explore 20 holiday rentals in Cutler

  • Nightly prices starting at

    Cutler holiday rentals start at £90 per night before taxes and fees

  • Verified guest reviews

    Over 440 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Cutler holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cutler rentals

  • 4.9 Average rating

    Cutler stays are highly rated by guests – averaging 4.9 out of 5!

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