Holiday rentals in Eastport

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.

Spacious NY Style Loft

This spacious open designed 3 BR loft is right across the street from the harbor. A friendly brew pub & wine bar are across the street and everything is in easy walking distance. Wake up in the morning with a fresh brew of coffee and stroll less than a minute to the harbor and enjoy amazing sunrises and the daily activity in the harbor. We have beautiful fenced in court yard in the backyard with plants, trees and plenty of places to relax. There is a BBQ grill available for your use as well.

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.

The Salty Seagull

Enjoy a stylish experience at the Salty Seagull! After 8 months of extensive restoration and preservation efforts, this centrally located, fully furnished NEW 1-bedroom loft is now available. All furnishing and accessories throughout have been recently purchased. Relax by the restored grand window with the most breathtaking views of the bay in Eastport. Watch as whales pass by, or fisherman leave the working waterfront as the sun rises. Walking distance to all downtown galleries and eateries!

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.