Vacation rentals in Cutler

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Top-rated vacation rentals in Cutler

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Guest favorite

Home in Jonesboro

4.96 out of 5 average rating, 104 reviews

The Chandler House with private waterfront.

(Long term discounted bookings available, inquire directly.) This newly renovated 3 bedroom/2 bath home is nestled on the tidal waters of Mason's Bay. The Chandler House boasts "all brand-new everything." We took this 1940's Craftsman Style home down to its studs. Brand new kitchen with with granite counters and all new LG appliances. New washer and dryer. High speed wifi with a 55" smart TV. The large rear deck has a hot outdoor shower. Beyond the orchard is the waterfront with a firepit!

Guest favorite

Cottage in Machiasport, Maine

4.97 out of 5 average rating, 155 reviews

Cottage/w ocean view, hiking + lobster boat lounge

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 rooms 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.

Guest favorite

Guest suite in St. Andrews, Canada

4.99 out of 5 average rating, 194 reviews

Homestead Cottage downtown Saint Andrews

This private newly renovated suite is perfect for 1-2 people looking to stay in the pretty seaside town of Saint Andrews. Situated away from the street, with ample parking, this suite has comfortable modern furnishings, a fully equipped kitchen and private bathroom, within a short walking distance to downtown Saint Andrews and its many amenities including restaurants, shopping, gardens, museums, walking routes, nature reserves, beaches as well as whaling and outdoor excursions. Come and stay!

Guest favorite

Cabin in East Machias, Maine

5.0 out of 5 average rating, 10 reviews

Mountain Cabin with a View in East Machias, Maine

Our newly constructed cabin is located on a secluded mountain in East Machias, Maine. This small cabin has incredible views of the East Machias River from the front porch. Opened in September of 2023, be one of our first guests to stay in Chickadee Cabin and enjoy sounds of local birds, watch the eagles soar overhead, the deer frolic through the trees, and wild turkeys that inhabit this wooded area. The cabin is constructed of lumber milled from the property. Our cozy cabin sleeps 4-5.

Superhost

Loft in Grand Manan, Canada

4.88 out of 5 average rating, 137 reviews

Souwest Sunrise

Idyllic GRAND MANAN ISLAND OCEANFRONT LOCATION! The first thing you`ll notice as you embark down the winding driveway is the fresh sea breeze and the sound of the waves crashing against the rocky shore. This oceanfront property is located at the peaceful end of the island, well known for it`s serenity. The loft offers panoramic views of the Bay of Fundy and beyond. The beautiful loft compromises a queen size bed, kitchenette, shower, and a peaceful seating area overlooking the bay.

Guest favorite

Cabin in Robbinston, Maine

4.94 out of 5 average rating, 174 reviews

Oceanfront Cliff Cabin Camelot

Ever dreamed of finding private seaside solitude on the rocky Maine coast? Camelot sits upon an isolated thirty-foot cliff overlooking the Atlantic. At high tide, waves crash against the sandstone rocks. At low tide, a hundred feet of beach is revealed for shell collecting, clam digging and rock skipping. With no roads within a half mile, you might not see another soul during your stay. Enjoy peaceful off-grid cabin life. Campfire cookouts, stunning views, and cozy beds.

Guest favorite

Home in Machiasport, Maine

4.94 out of 5 average rating, 93 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.

Guest favorite

Home in Eastport

4.96 out of 5 average rating, 112 reviews

Mermaid's Mini Mansion

With peak ocean views as well as the first sunrise in the nation from our location across from Todd's Head, the mini-mansion offers a full kitchen, comfortable bedroom, outdoor 3 person hot tub, washer dryer, yard and ocean breezes. Strolling distance to the pier for a whale watch, the artistic downtown, and the brewery! There is a Weber grill, outdoor seating, bikes to use, books, games, record player and WIFI. We welcome your pets and your children :)

Guest favorite

Cottage in Machiasport, Maine

4.96 out of 5 average rating, 79 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.

Superhost

Apartment in East Machias, Maine

5.0 out of 5 average rating, 14 reviews

Luxury Studio at the Downeast Retreat

This private and cozy apartment offers a modern appeal and a spacious bathroom for a luxurious hotel-style stay! With plenty of parking space for your ATVs and easy access to the Down East Sunrise Trail, this is a perfect destination for anyone looking to find adventure. Take a look at my guidebook for all the food, shops, and sights that locals and travelers alike have grown to love and revisit. I hope to host you soon!

Guest favorite

Cabin in Roque Bluffs, Maine

4.9 out of 5 average rating, 217 reviews

Elva P. 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 home base to venture to other locations around Downeast Maine and Canada.

Guest favorite

Cottage in Whiting

5.0 out of 5 average rating, 25 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.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Cutler vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Cutler's top sights

Cutler Coast Public Reserved Land12 locals recommend

Trailhead: Cutler Bold Coast Trail12 locals recommend

Bold Coast Charter Co.3 locals recommend

Other great vacation rentals in Cutler

Guest favorite

Cabin in Cutler, Maine

4.96 out of 5 average rating, 72 reviews

Bear Beach Maine! Sandy Beach, Sunsets & Sauna

Guest favorite

Cottage in East Machias

4.93 out of 5 average rating, 55 reviews

Lakeside Cottage on Gardner Lake

Guest favorite

Cottage in Lubec, Maine

4.88 out of 5 average rating, 40 reviews

Lubec Home with a View -Globe Cove Cottage

Guest favorite

Cottage in Lubec

4.83 out of 5 average rating, 24 reviews

Private seasonal cottage on bay in Lubec, Maine

Guest favorite

Apartment in Machias, Maine

4.83 out of 5 average rating, 18 reviews

River Cottage

Superhost

Tiny home in Whiting

4.94 out of 5 average rating, 17 reviews

Little Mountain Cottage in Whiting Maine.

Guest favorite

Guesthouse in Addison, Maine

4.94 out of 5 average rating, 90 reviews

Buddy's Basin

Guest favorite

Home in Eastport, Maine

4.95 out of 5 average rating, 22 reviews

Eagles Bluff Cottage

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Quick stats about vacation rentals in Cutler

Total rentals
10 properties
Local attractions
Cutler Coast Public Reserved Land, Trailhead: Cutler Bold Coast Trail, and Bold Coast Charter Co.
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Total number of reviews
220 reviews
Nightly prices starting at
$110 before taxes and fees

Vacation rentals in Cutler

Top-rated vacation rentals in Cutler

Home in Jonesboro

Cottage in Machiasport, Maine

Guest suite in St. Andrews, Canada

Cabin in East Machias, Maine

Loft in Grand Manan, Canada

Cabin in Robbinston, Maine

Home in Machiasport, Maine

Home in Eastport

Cottage in Machiasport, Maine

Apartment in East Machias, Maine

Cabin in Roque Bluffs, Maine

Cottage in Whiting

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Cutler vacation rentals

Stay near Cutler's top sights

Other great vacation rentals in Cutler

Cabin in Cutler, Maine

Cottage in East Machias

Cottage in Lubec, Maine

Cottage in Lubec

Apartment in Machias, Maine

Tiny home in Whiting

Guesthouse in Addison, Maine

Home in Eastport, Maine

Quick stats about vacation rentals in Cutler

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

Destinations to explore