Holiday houses in Eastport

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.

Immaculate tiny house,walk to everything Eastport!

This is a new tiny house, walk to everything.The oceans at the bottom of the hill! Quick walk to the public beach access, and everything else Eastport has to offer.You can be anywhere in town in 5 minutes but located on a quiet street.Such a quaint New England town.You will love this place.Cozy, comfy, has everything you need and then some!Full size shower and tub, big where it counts! Well appointed, nice finishes and linens.Great for a quick visit or an extended stay, you'll love it!Historic

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!

SPECTACULAR SEASIDE FARMHOUSE

Located in the most eastern town in the US, sits a rustic 1800 farmhouse overlooking the quaint seaside village of Lubec, Maine. This 4 bedroom, 2 bath rental sleeps 8 comfortably and has breathtaking views of the colorful fishing harbor, Canada's Campobello Island, and the famous Moholland Lighthouse. The cottage is immaculate with all amenities and is fully stocked. Enjoy your coffee while you watch the sunrise from your back deck as the local lobstermen get ready to haul their traps.

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 to the beach and to local trails. Hike, clam, birdwatch, bike, sit and read.... There are several restaurants in or near Pembroke. It is 13 miles to Eastport for whale watching, shopping, restaurants and cafes. Lubec is a 45 minute drive away. Your private entrance by keypad. Your driveway space is yours.

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 :)

On Eastport Harbor Apartment

Our lovely modern 2 bedroom apartment overlooks the harbor, is right on Water Street, Eastport's main street, and is easy walking distance from restaurants, shops, ferry ( not working during summer 2018, we're really hoping it returns in 2019!), library, pier...everything! It has a full kitchen, living room with amenities. Our bed linens are 100% cotton, washed in hypoallergenic detergent, and "air-dried" in the fresh Eastport salt-air.

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.

Heart of Lubec! Charming Arts & Crafts Home

Located in the heart of Lubec! Guests will enjoy a stay in a quaint early 1900's arts and crafts home just steps away from the amenities of Lubec. You can hear the church bells and SummerKey's concerts from the house. Within walking distance to the beach, restaurants, pubs, library, bank, grocery store and even Canada. 5 miles from West Quoddy Head Lighthouse, the Easternmost Point in the United States.

The Healing Shack - Escaping your Trappings

Experience an authentic trappers cabin in Maine built in the 1800’s with this unique and tranquil getaway. Private yet within 5 minutes walking distance to the ocean and 2 minute drive to a beautiful lake with boat access. Spacious area for outdoor activities, where children could pitch a tent while the adults enjoy the romantic comforts of a hand hewn cabin.

Ellie's Cottage—lovely, bright, and tasteful

This sweet little cottage has amazing light and views across fields and woods into the ocean. Sunrises are spectacular and stargazing at night is awe-inspiring. Perfect for a quiet getaway where you can really unplug. The State Park is just 2 miles away. Roque Bluffs is a special place in the world with much to explore.