Holiday houses in Eastport

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 an

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.

Studio @ Chadbourne House: Private deck and more!

Modern studio apartment in a historic building in Eastport Maine. 460 sq ft with private deck, king-sized bed, sitting area w/gas stove, galley kitchen, and bathroom. Walk-out second story deck overlooks large side-yard and has table, umbrella, and chairs for outside dining or simply enjoying the day. Private entrance and off-street parking. Well-equipped kitchen w/ refrigerator/freezer, Keurig, kettle, toaster oven, cookware, knives, utensils, dinnerware. Large closet with vacuum and heater.

"Jolly Breeze" New apartment. Deep cleaned!

Updated Granny Suite apartment in quiet location and still walking distance to downtown. Large back deck over looking a private forest on a hill that leads down to the water. (Water view peaking around the trees). One bedroom, quality latex foam queen mattress with added 3" memory foam topper. Double pine futon with thick mattress for additional guests. Garage space for bikes. Washer/dryer. High speed internet, Internet capable large screen TV, DVD player. Wood, stone and slate.

Modern Loft on The Waterfront

Welcome to Eastport, the most eastern city in the United States. And welcome to The Harbor house. I hope you enjoy it as much as we have. Our loft is located on the waterfront, above an old brick storefront. It’s tastefully furnished with a modern twist, with five large windows overlooking the water that also creates a very comfortable atmosphere. As the sun rises over Campobello each morning, it fills the Harbor House with its morning light. Be prepared to want to come again.

Luxury living quick walk to town - King Bed

This fully-equipped charming cape has been professionally remodeled, decorated, and furnished. A few blocks from downtown, it's easy to leave your car and walk to everything Eastport offers. Kitchen is very well stocked. The TV area is large enough to gather the whole clan and stream your favorite movie. A dedicated desk and broadband WiFi for those to need to get some work done. With the SONOS sound systems, you can fill the first floor with your favorite music.

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 :)

Shackford Cove Cottage

New cottage that opened in 2024!! Shackford Cove Cottage is a charming cottage with the best view of Shackford Cove in Eastport! It features a relaxing entertaining space on the first floor and two bedrooms and a bath on the second. It was built as a sardine workers' housing dating to the turn of the last century. Converted to a vacation home thirty years ago, it was just updated to make a comfortable vacation home for your stay.

The Waterfront Loft Eastport

One of the best views on the island! The 2nd floor of this historic, waterfront Eastport building is a rustic loft in the heart of downtown Eastport. Built in 1863, the space has been fully renovated with a modern & industrial vibe. Includes expansive views of Passamaquoddy Bay (including occasional whale, seal, and porpoise sightings!), Campobello Island, working lobster and scallop boats, and historic downtown Eastport.