Holiday rentals with a patio in Eastport

A-Frame with 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

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.

Cozy Rustic Cabin w/Hot Tub

Our rustic cabin is the perfect space for those who want to enjoy a cozy, nature inspired getaway with quick access to St. Stephen, St. Andrews and the U.S border. Unwind in the bubbling hot tub after a day of exploring and then enjoy the beauty of a crackling fire, or cozy up inside and indulge in a movie marathon. "Our charming cabin accommodates up to 4 guests, with one queen-sized bed and a double pull-out sofa. We warmly welcome you to unwind and relax in our rustic, cozy cabin.

Maggie’s Downeast

Our family loves Eastport and the ocean . We dreamed of buying a home here and finally found the perfect home in November 2022 We own an Rv park in Medway Maine, approximately 120 miles from Eastport . We manage the park from May to October, so we decided to share this lovely home while we are working in Medway. The home is newly furnished and decorated to reflect the seaside village of Eastport. It is comfortable and clean. We hope our guests will enjoy it and take care of it

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.

The Oceanfront Home

Situated in a serene and secluded location, this waterfront home offers the perfect blend of nature, comfort, and adventure. With a private beach, fresh eggs provided daily by our resident chickens and an abundance of activities including hiking, kayaking and biking this rental property promises to be a truly unforgettable experience. Sea glass is known to be found on our island beaches. Guests will be responsible for bringing life jackets for kayaking.

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.