Vacation Rentals By Owner In Eastport, ME

A charming rustic cabin.brbrSleeps 3brbr1st floor,small seating area with a kitchen table.brBuilt in barn doors that open to the outdoors.brbr2nd floor has one queen bed and two twin beds.brbrThe cabin has no electricity nor running water.brbrYou can find Red Barn Central down the hill,it has a common area full kitchen,bathroom facilities and 2 outdoor cedar showers.brCoin-op washer and dryerbrbrAmenities:brLinensbrTowelsbrFlashlightsbrCoffee maker with Rossport blend of coffee at Red Barn Central.brbrOutside amenities:brbrDeck withAdirondack ChairsbrPropane BBQ Grill at Red Barn CentralbrbrNo Pets allowedbrKayakers welcomebrbrBusiness Wifi available at Red Barn Central

Charming Bunk-House Cabin at Rossport by the Sea

Eastport, Maine, United States

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$186.97

This comfortable cottage sits in a very private setting next to an old apple tree on Cobscook Bay.brbrSleeps 2brbr1 Queen bed.brbrIts open space design features a living, dining, sleeping area and full bathroom.brbrAmenities:brLinensbrTowelsbrCoffee maker with Rossport blend of coffee.brbrOutside amenities:brLarge deckbrAdirondack ChairsbrPropane BBQ GrillbrFirepitbrbrBusiness Wifi at Red Barn CentralbrbrPets Allowed: NObrbrKayaker’s Welcome

Overlooking the Cobscook bay at Rossport by the Sea!

Eastport, Maine, United States

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$157.54

Green House Cottage is one of a kind.brThis remodeled greenhouse has shale flooring from Rossport’s beachbrbrSleeps 2brQueen bed is on an elevated platform.brMini fridge with a coffee nookbrbrCottage has electricity, no inside running water.brOutside showerbrOuthouse ‘dry toilet ‘brbrA short walk down the hill is Red Barn Central with a common area full kitchen,bathroom facilities.brCoin-op washer and dryerbrbrAmenities:brLinensbrTowelsbrCoffee maker with Rossport‘s blend coffee.brbrOutside amenities:brDeck with Adirondack ChairsbrPropane BBQ Grill at Red Barn CentralbrbrNo Pets AllowedbrbrKayaker’s welcomebrbrBusiness Wifi at Red Barn Central

Green-House Cabin and Deck at Rossport by the Sea

Eastport, Maine, United States

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Exceptional(90)

$207.1

See Eastport at its best, as you look out the window from this beautiful 2 bedroom 2nd story apartment right on Eastport Harbor, located right in the center of downtown. You can watch fishing and lobster boats coming and going all day long, untying and heading out to fish, returning, tying up, unloading their catch. Sit on your deck and enjoy the beautiful Canadian Islands like Deer Island & Campobello Island-home of Roosevelt International Park. This brand new apartment has full kitchen with all new appliances and water views from almost all windows. Has living room with HDTV/dvd/cable/internet. Has outdoor deck facing water. Has full bathroom with tub/shower. Two bedrooms have one full-size bed and one queen-size bed, with views down Water Street, the main street in Eastport. All of our bed linens are 100% cotton, and are washed in hypoallergenic detergent, then are air-dried in the fresh Eastport salt-air! There is off-street parking for up to two cars. Location is directly across from Post Office, and easy walk to downtown restaurants like the Waco Diner, The Happy Crab, The Old Sow Grill, Quoddy Bay Lobster, Landmark 1887, coffee shop, galleries, shops. Have the best view of the Fourth of July or Pirates' Festival Parades from your windows overlooking Water Street. Walk from this apartment to the Eastport Breakwater to fish off the pier, or board Pier Pressure or Ocean Obsession boats to go whale-watching. Walk downstairs to the first floor to see fine art at the Eastport Gallery. This is the BEST LOCATION in Eastport!

Wonderful Water Views From This Beautiful Apartment Centrally Located Downtown!

Eastport, Maine, United States

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Exceptional(5)

$239.8

Remarkable condo in the Downtown Eastport Historic District. Views of Passamaquoddy Bay & Campobello Island, NB. The deck is perfect for watching sunrises & local fisherman working. One of a kind space!

Beautiful loft in heart of town, deck area with stunning views!

Eastport, Maine, United States

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Exceptional(15)

$140.58

Open concept tiny (home) cabin with king size bed. Couch in living area pulls out to a full size bed. Kitchenette area has an electric cooktop, counter top french door oven, apartment size fridge, Keurig, and amenities to cook/eat/drink. Full separate bathroom with walk-in shower, toilet, sink/vanity. Dining area overlooking Half Moon Cove. Quiet residential street with ocean view. A spacious deck with outdoor propane fire pit.

Cozy cabin on Half Moon cove

Eastport, Maine, United States

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Exceptional(3)

$289.74

Sits on a grassy hillside on Cobscook Bay and Eagle (spring-fed) Pond. Short walk to the nearby Spear’s Trail through the woods.brbrSleeps 7brbr1st Floor: Full kitchenbrbrLarge living and dining area.brbr1 bedroom with queen bed.brbr1 bedroom with two twin beds.brbr2nd Floor Loft: Access from the outsidebrbr1 Queen bed and 1 twin bed.brbrAmenities:brbrSheetsbrTowelsbrCoffee maker with Rossport blend of coffeebrCoin-op washer and dryer at Red Barn Central.brbrOutside amenities:brbrAdirondack ChairsbrFirepitbrPropane BBQ GrillbrbrBusiness Wifi at Red Barn CentralbrKayaker’s WelcomebrbrPets Allowed: NObrbrCHECK IN: 3 pmbrCHECK OUT: 10ambrbrLarge airy and bright seating space in addition to the outside deck.

Ocean-Bay Cottage Rossport

Eastport, Maine, United States

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Exceptional(3)

$327.0

This historic farmhouse was built in 1790.brbrNow fully restored, keeping its original floor plan.brbrSleeps 10brbrIt has 5 bedrooms and 2 full bathrooms.brbr1st floor: Full kitchen & pantry, dining and living room.brbr1 bedroom with a queen bed.brbrFull bathroombrbr2nd floor: 3 bedrooms with Queen bedsbrbr1 bedroom with 2 twin bedsbrbrFull bathroombrbrAmenities:brLinensbrTowelsbrCoffee maker with Rossport blend of coffeebrCoin-op washer and dryer at Red Barn CentralbrbrOutside amenities:brPropane BBQ Grillbr2 Decks ( East & West) with seating for Sunrises & SunsetsbrBusiness Wi-Fi available at Red Barn CentralbrbrNO PetsbrbrKayaker’s welcomebrbrCheck In: 3PMbrbrCheck Out: 10AMbrbrIn addition off the kitchen is a large barn which can be used as a recreational space.

Captain Jacob Lincoln 1790 Farmhouse with attached Barn

Eastport, Maine, United States

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Exceptional(1)

$126.26

Nestled between Spruce & Pine trees and overlooking Cobscook Bay.brSleeps 2 one Queen bedbrSmall seating area inside & Deck outside.brbrNo electricity or running water.brbrWalk up the trail to Red Barn Central to the full kitchen,bathroom and 2 outdoor showers.brbrAmenities:brSheetsbrTowelsbrFlashlightsbrCoin-op washer and dryer at Red Barn CentralbrbrOutside amenities:brAdirondack ChairsbrFirepitbrbrPets Allowed: NObrKayaker’s welcomebrbrBusiness Wifi available at Red Barn Central

Bayside Cabin set on the edge of Cobscook Bay facing the beautiful Sunset!

Eastport, Maine, United States

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Exceptional(45)

$313.35

Bright, spacious, updated stylish, 2 br, 2 ba, ground level apartment. Water views, walk to everything. Complete kitchen, dining room, 2 decks, hot tub, washer, dryer, cable, wifi, Sonos.brbrEastport is the easternmost city in the U.S. The downtown Historic District will take you back in time, with intriguing shops, galleries, restaurants, and brewery. From the waterfront walking trail, you can see the Canadian island of Campobello across the channel, and Roosevelt Campobello International Park.brbrOld Sow Whirlpool, the largest tidal whirlpool in the Western Hemisphere, sits on the international boundary between Eastport and Deer Island and often can be seen from the deck.

Coastal Gem historic Eastport Water Street walk to shops, restaurants, galleries

Eastport, Maine, United States

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Exceptional(10)

$614.63

3/2 Private oceanfront home on 3 acres in Eastport, Maine. House is on the Bay of Fundy with views of Canada. The property is located on the end of a dead-end street with plenty of yard for kids to play. There is a HUGE private beach to explore tide pools, collect sea glass and beautiful rocks and watch the seals swim in and out of the sea grass. During low tide you can walk to the nearby island (Dog Island) next to the property ... just make sure you come back over before tides change! :-) . Whales and resident Eagles (they perch on Dog Island pole) are often seen from the property. The largest whirlpool in America Old Sow located ¼ mile away and viewable via whale watching boat and sometimes via binoculars. Pickleball full size net, paddles, and balls. For more pictures and info: eastportvacation . com brbrRV HOOKUP AVAILABLE:brRV Hookup/Parking available on property - please inquiry regarding additional fees etc. Permitted with 4 drain. Electricity 20A standard plug provided by house...brbrTHINGS TO DO:brWalking distance to downtown brewery, restaurants, marina, port to catch boat tours. Canada within a 30 min drive or can take the ferry. Noteworthy artist community, Whale watching tours, lobster roll eating, bike riding. Ferry to Deer Island Canada and Ferry to Lubec, ME within walking distance from home. 80acres State Park on the Island with hiking trails throughout, nearby West Quoddy Lighthouse, Roosevelt Campobello International Park (Roosevelt's summer home & museum), Machias Seal Island.brbrCANADA CITIES NEARBY: brFredricton NB - 2 hr drive, Nova Scotia 4 hrs, Quebec City-6 hrs, PEI (Prince Edward Island - 4/5 hr drive aka Anne of Green Gables), 45 min drive to St. Andrews by the Sea, Montreal 7 hrs..

WOW! Private 3acre Oceanfront Home, whales,eagles,walkable to village/Dog Island

Eastport, Maine, United States

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Exceptional(49)

$588.6

The Maine House is a private ocean front sanctuary. Wildlife abounds in this pristine location. See bald eagles fly, seals on the beach, and whales breaching in the bay. Your private beach is reached by a winding path lined with blueberries ripe for the picking. Dig for clams, hunt for sea glass and driftwood or just relax. Watch unbelievably beautiful sunrises and sunsets from every room overlooking Passamaquoddy Bay.br Located just a short drive (5 minutes) from the heart of Eastport's historic seaport. Come experience the real Maine, a working waterfront with many unique shops, galleries and restaurants. The Breakwater offers deep water fishing from the pier. Eastport is famous for its festivals: July 4th celebration, the infamous Pirate Festival, Bay Day and the Eastport Salmon Festival. The Tides Institute and Museum showcases the history and culture of the Passamaquoddy region. Culinary options abound. Whale watching and fishing expeditions are available in town. Enjoy the concerts of Summer Keys. Hiking and kayaking options are plentiful.brThis charming home has been lovingly renovated from top to bottom to maximize unobstructed water views of Passamaquoddy Bay, Campobello Island and the Canadian Maritime Islands from every room. Outdoor living features a dining table, and seats for relaxing. brDowneast nights. Eastport is known for spectacular sunrises that you will wake to from the comfort of your bedroom. The sumptuous master bedroom and bath are located on the main floor with unparalleled views of the ocean. Three additional bedrooms and two baths offer privacy. A designated office and high speed DSL enables office check ins when work won’t wait. This is truly your home away from home.

Oceanfront - 3 Acre Private Beach Property, See Whales & Eagles from the Deck

Eastport, Maine, United States

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Exceptional(1)

$499.18

This waterfront, 4-bedroom (plus loft), 4 bath house in Eastport has been completely renovated by the new owners. brbrThe fully equipped kitchen has all new appliances, new cabinets and quartz counter tops along with a coffee bar. With windows facing the water, cooking has never been so relaxing! brbrThe bright, spacious living room has a wall of windows to enjoy the view of the Canadian Maritime islands while experiencing the 20-25' rise and fall of the tide. brbrThe brick portion of the house (which used to be the office of The Riviera Canning Company) includes a large master suite with a king bed, ceiling fan and full bathroom with walk-in shower. Just off the living area is a second bedroom with king bed, ceiling fan and full bathroom with walk-in shower. brbrNext to the kitchen, enjoy meals or games in the dining area that includes a built in bench and seating for eight. brbrNew for 2026 is an addition with a bedroom with queen bed, ceiling fan and full bathroom just outside the door.brbrUpstairs, there is a bedroom with a new king bed and ceiling fan just off of the loft. The bathroom upstairs has a walk-in shower as well. brbrGrab a cup of coffee and watch the sun come up from the new wrap around deck (just finished!) in the Easternmost city in the USA. The deck is where you could sit all day watching Eagles perch on Clark's Ledge or whales coming and going with the tide. You will see evidence of the areas largest tidal range as Clark's Ledge appears and disappears twice a day. Grab one of the cozy throw blankets and a glass of wine for stargazing on clear nights.brbrIf you can pry yourself away from the deck, historical downtown Eastport is just a short 1/2 mile walk to the shops, galleries and restaurants.brbrIf your dates aren't available, check out our other property next door, #4015507

Whale Watching from the Deck/ Fully Renovated /All new furnishings

Eastport, Maine, United States

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$333.81

Castaway Cottage offers the perfect coastal escape just steps from downtown Eastport. This spacious 2-bedroom, 2-bath home is located in a peaceful neighborhood while still being just a short walk from downtown, restaurants, galleries, and seasonal events.brInside, the home features a bright and comfortable living room with plenty of seating, great for relaxing after a day of exploring. The fully equipped kitchen makes cooking easy.brSleeps up to 5 with a queen, full, and a twin bed set in a charming, semi-private sleeping nook, ideal for an extra guest. Two full bathrooms ensure plenty of space for families or groups.brEnjoy fast WiFi, on-site parking, in-home laundry, and a backyard for unwinding outdoors. Whether you`re visiting for a quiet coastal retreat or to enjoy Eastport’s vibrant arts scene, whale-watching tours, and local festivals, Castaway Cottage is the perfect base, close to everything while offering all the comforts of home.brFor added peace of mind, there’s a standby generator on the property so you’ll never be without electricity!

Coastal fun awaits at Castaway Cottage

Eastport, Maine, United States

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$485.8

This memorable house is the perfect home base for your trip to Eastport. Guests will find four comfortable bedrooms, including two queen beds, one king bed, and a twin bed, offering plenty of space for everyone. With three bathrooms featuring both showers and a bathtub, getting ready is a breeze. The lovely living areas invite you to relax after a day of exploring. Whether you’re gathering for a meal or unwinding with a book, this adorable house provides a marvelous setting for your stay. Ocean front property on Moose Island with stunning views of multiple other islands. Low tide exposes tide pools.Some of the most dramatic tides can be seen here ... near 17 feet change or more. Not uncommon to see deer, american bald and golden eagles, seals, whales, dolphin/porpoises, various boats, and other glories of nature. Downtown is within reasonable walking distance to visit including working piers. Mackerel fishing season, typically starting late May and for few following months, is typically rewarding with simple jigs.

Peaceful Ocean Front Retreat For Quiet People Who Love Natural Beauty

Eastport, Maine, United States

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Exceptional(12)

$113.68

Incredible ocean and island views. Expansive back yard and wildlife in all directions. Bald Eagles and Deer. 14 acres of fields and woods to explore. Minutes from downtown shopping and Whale Watching tours.

Country retreat with incredible ocean and island views.

Eastport, Maine, United States

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Exceptional(4)

$292.12

Welcome to Capen Cottage, a cozy retreat tucked away on a quiet street just minutes from downtown Eastport. Explore unique shops, galleries, and waterfront dining, then relax in a bright, comfortable space designed for unwinding. The cottage offers all the essentials for a peaceful and memorable stay, whether you’re here for a weekend escape or a longer adventure in the easternmost city of the United States!

Cozy Capen Cottage— easy access to downtown Eastport

Eastport, Maine, United States

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Exceptional(10)

$124.88

This 400 sq ft studio has a full kitchen with everything you need, walk-in shower, queen bed, large comfortable couch, TV, WIFI, and plenty of room to spread out and relax all right in the middle of downtown Eastport just across the street from the harbor. Restaurants, pubs, coffee shops, waterfront activity all just a few steps away. brbrRates:br br$110-125/night 2 night minbrbrWeekly rental 15% off daily rate . $744/week( $106.25/night)brbrMonthly rental 20% off daily rate. $700/week. $100/night ( weekly cleaning/towel and sheet change)brbrAll numbers are estimates and holiday rate/duration may vary.brbrWhat are some things to do nearby There is a ferry in Eastport that takes passengers and bikes to Lubec to check out the town. There is also an opportunity for fishing charters, whale watching trips, or experience how a lobsterman pulls traps. There is also a very vibrant art culture with a lot of talented local artists displaying in numerous galleries in Eastport. brbrFullFathomFiveGallery is in the building below this rental unit and can provide any assistance you need. Please contact Greg for more information: call or text. 207-214-6818 brbrThis is a walking community. Most things in town such as galleries, restaurants, pubs, library, Post Office, etc, are a short walk.

Fully equipped, cosy studio- downtown Eastport-Across from harbor

Eastport, Maine, United States

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$323.37