Holiday rentals in Cutler Harbor

Cottage/w beach, hiking, boat lounge, shown on HBO

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 spaces 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.

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

Harbor View Cottage-quintessential fishing village

Our 150+ year old cottage, close to great views, restaurants and dining, the beach, outdoor activities (hiking, kayaking, Puffin and whale watching tours) and other family-friendly activities. You’ll love my place because of the views, the people, the ambiance, the outdoors space, and the quiet neighborhood. Our place is good for couples, solo adventurers, business travelers, families (with kids), and big groups. Just minutes from great ATV trails!…Inquire about our lobster fishing tours!

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.

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.

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.

Remote Oceanside cottage (closer to water) #1

Off the beaten path. Escape the sound of traffic and listen to the waves outside your window. This location is an adventure and is accessible by car at low tide and by canoe at high tide. Kids will love beach combing while the adults enjoy relaxing on the shore. There’s also a gazebo beside the spring fed frog pond. Deer graze on the grass in the morning. If you are a bird watcher you can see the sea birds and eagles. The location is perfect for those who want to escape from it all.

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.

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.

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**

The Cutler Cabin

Take it easy at this unique and tranquil getaway. You will love the location of this brand new off grid log cabin in the woods! Enjoy your stay on Maine's Bold Coast On this beautiful 20 acre property just 1/4 mile to a beach and the spectacular western head trail entrance. There are also many more undiscovered trails and small fishing villages in the area to explore. The cabin is very private and surrounded by forest. Easy check in and no cleaning fees!

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.