Vacation Rentals By Owner In Eastport, ME

Showing 20 Of 44 Vacation Rentals

$182

Wonderful Water Views From This Beautiful Apartment Centrally Located Downtown!

Eastport, Maine, United States

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!

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Cabin

Green-House Cabin and Deck at Rossport by the Sea

Eastport, Maine, United States

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

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$202

/ Nightly

Cabin

Overlooking the Cobscook bay at Rossport by the Sea!

Eastport, Maine, United States

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

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Cabin

Charming Bunk-House Cabin at Rossport by the Sea

Eastport, Maine, United States

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

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Cabin

Overlooking Cobscook Bay Rossport By The Sea

Eastport, Maine, United States

Overlooking Cobscook Bay with a spectacular water view.brA cozy cabin that sleeps 2,with a Queen mattress.brSmall sitting area inside and a Deck outside.brbrNo electricity or running water.brbrWalk up the trail to Red Barn Central to the common area 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

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$443

/ Nightly

Private Vacation Home

Cobscook Look-Out and Roosevelt Barn

Eastport, Maine, United States

BOOKED FOR 2024 SEASONbrbrPerched on a knoll overlooking the Belted Galloway “oreo” cows in the pastures on Cobscook Bay.brbrSleeps 6brbr1st Floor: A bright and spacious living and dining area & full kitchen.brbr1 bedroom with a Queen bed, Full bathroombrbr& half bathroom.brbr2nd Floor: 2 bedrooms—both have queen beds. Full bathroom.brbrAmenities:brbrSheetsbrTowelsbrCoffee maker with Rossport blend of coffee.brWasher and DryerbrWifibrbrOutside amenities:brbrAdirondack ChairsbrPropane BBQ GrillbrFirepitbrbrTwo decks, one for the morning Sunrise and the second deck overlooks Rossport Farms 86 acres saltwater farm.A wonderful spot to end the day for the evening Sunset.brbrAdded Feature is the original 1800’s two story gambrel winged Roosevelt Barn……. Where Eleanor Roosevelt based her NYA ( National Youth Administration) bringing kids from inter-cities to teach them a trade.

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Exceptional(3)

$187

/ Nightly

Apartment

Maine Retreat w/ Ocean Views, Walk to Downtown!

Eastport, Maine, United States

Escape to the charming coastal town of Eastport and unwind in this inviting 1-bedroom, 1-bath vacation rental apartment. Nestled in the heart of town, this charming getaway offers easy access to local attractions including the historic Tides Institute and Museum of Art, Eastport Memorial Pier, and stunning views from Shackford Head State Park. After a day of exploring, relax by the pellet stove or step outside to enjoy a seaside stroll along the Eastport Breakwater. Adventure awaits!brbr-- THE PROPERTY --brbrPellet Stove | Spacious Yard (Shared) | Pond | Near The Pirate Festival & Whale Watching brbrBedroom: Queen BedbrbrHOME FEATURES: Smart TV, heated floors, dining table, soaking tub, walk-in shower, board gamesbrKITCHEN: Stove/oven, refrigerator, dishwasher, cooking basics, dishware/flatware, coffee maker, microwavebrGENERAL: Free WiFi, central heating, complimentary toiletries, hair dryer, hangers, linens/towels, trash bags/paper towelsbrFAQ: Homeowner on-site, no A/CbrACCESSIBILITY: Single-story apartment, 1 step to enterbrPARKING: Shared parking pad (1 vehicle)brbr-- THE LOCATION --brbrATTRACTIONS: Cobscook Bay State Park (24 miles), Roosevelt Campobello International Park (40 miles), Huntsman Marine Science Centre | Fundy Discovery Aquarium (47 miles), Head Harbour Lightstation (48 miles)brCHEERS: Horn Run Brewing (1 mile), Phoenix Fine Wines (1 mile), Lubec Brewing Co. (38 miles), Bartlett Maine Estate Winery and Distillery (80 miles)brMUSEUMS: Tides Institute & Museum of Art (1 mile), McCurdy Smokehouse Museum (38 miles), Burnham Tavern Museum (44 miles)brAIRPORTS: Eastport Municipal Airport (0.7 miles), Saint John Airport (113 miles), Bangor International Airport (117 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- No pets allowedbr- No events, parties, or large gatherings br- Must be at least 25 years old to book br- Additional fees and taxes may apply br- Photo ID may be required upon check-inbr- NOTE: This single-story apartment requires 1 step to enterbr- NOTE: The homeowner lives on-site, in a completely separate unit, and may be present during your staybr- NOTE: The property does not have air conditioning

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Exceptional(3)

$370

/ Nightly

Private Vacation Home

Ocean-Bay Cottage Rossport

Eastport, Maine, United States

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.

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Exceptional(3)

$341

/ Nightly

Private Vacation Home

Captain Jacob Lincoln 1790 Farmhouse with attached Barn

Eastport, Maine, United States

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.

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Exceptional(1)

$129

/ Nightly

Cabin

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

Eastport, Maine, United States

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

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Exceptional(3)

$123

/ Nightly

Cabin

Cozy cabin on Half Moon cove

Eastport, Maine, United States

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.

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Private Vacation Home

Water Front House in Eastport

Eastport, Maine, United States

Take it easy at this unique and tranquil getaway. Enjoy the sunrise first as you look across the Passamaquoddy Bay to Indian Island and the famed Campobello Island. Enjoy BBQ's on the deck, or searching for sea glass on the private beach. Close to Eastport's down town area.brGuest accessbrGuests can access the living room, kitchen, 3 bedrooms, the deck, the tv room(basement), laundry room, 2 bathrooms and the powder room, outdoor area including pizza oven.

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Exceptional(12)

$146

/ Nightly

Apartment

Country retreat with incredible ocean and island views.

Eastport, Maine, United States

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.

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Private Vacation Home

Maggie’s Downeast

Eastport, Maine, United States

Our family loves Eastport and the ocean . We dreamed of buying a home here and finally found the perfect home in November 2022brbrWe 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.brbrThe 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 itbrThe spacebrWelcome home to 44 High Street. This home is a quintessential New Englander which sits on over 1.5 acres in the heart of the island city of Eastport. Built by John Henward, a past Mayor of Eastport .brbrThe 1st floor's living room and dining room/parlor receive sun year-round due to their southern exposure and the sea-breeze blowing through the bay windowsbrbrThe charm of the house has been retained with original moldings, a clawfoot tub, and a beautiful stained glass window.brbrThe back deck overlooks a natural area where deer and the occasional night heron can be seen.brbrIf you would rather head out for a bite to eat, a musical performance, or just a scenic stroll, Eastport's historic downtown is a short walk away.brGuest accessbrOur guests have access to everything except: owner’s bedroom, basement, pantry, garage and china cabinet in dining room

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Exceptional(6)

$530

/ Nightly

Private Vacation Home

WOW! New England Oceanfront Home on 3 acres, whales/eagles & walkable to village

Eastport, Maine, United States

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.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..

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Exceptional(35)

$427

/ Nightly

Apartment

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

Eastport, Maine, United States

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.

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Exceptional(41)

$559

/ Nightly

Private Vacation Home

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

Eastport, Maine, United States

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 loaded with berries 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 (2 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 it's 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. Moose Island Bakery, a coffee shop, delightful candy store and 5 restaurants are just steps away. Fresh lobster can be found at Quoddy Bay Lobster, voted by Yankee Magazine as having the best lobster roll in New England. 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 dining for 8, seats for relaxing and a beach front fire pit ... great for those chilly Downeast 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. Two additional bedrooms and 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. br

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Exceptional(1)

$610

/ Nightly

Private Vacation Home

27 acres nestled on the coast of Cobscook Bay

Eastport, Maine, United States

Located on Cobscook Bay. LbrSits on the ocean edge surrounded by 27 acres with 2000ft of water frontage.brLarge south facing deck overlooking the coastlinebrLong winding private driveway.moss laden woods with walking trails.brbrSleeps 8 : 3 Queens and 2 TwinsbrbrAMENITIES: Full kitchenbrLinensbrWasher and DryerbrTV with Business WifibrRossport Blend of coffee.brbrOutdoor Amenities:brbrBBQ GrillbrFire PitbrbrPETS ALLOWED: NObrbrCheck In: 3PMbrbrCheck Out: 10AM

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Exceptional(8)

$336

/ Nightly

Private Vacation Home

On the top of ledge overlooking Cobscook Bay

Eastport, Maine, United States

A unique rental that sits on a ledge overlooking Cobscook Bay.brbrSleeps 8brbr1st floor level boasts 10ft doors on each end. Concrete floors with a half bathroom.brbrSpacious area for family entertainment.brbr2nd floor is an open concept design, full kitchen, dining and living room area, with a large outside balcony.brbr3 bedrooms, each have a queen bed.brbr1 bedroom with 2 twin beds.brbr2 full bathrooms—one is ensuite.brbrAmenities:brWasher and DryerbrLinensbrTowelsbrCoffee maker with Rossport blend of coffee.brbrOutside Amenities:brPropane BBQ GrillbrFirepitbrAdirondack ChairsbrLarge spacious deck on the second level giving a “bird’s-eye” view of Cobscook BaybrbrBusiness Wifi available at Red Barn Central.brbrPets not allowedbrKayaker’s welcomebrbrCHECK IN : 3 pmbrCHECK OUT: 10 am

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Sleeps

Exceptional(4)

$370

/ Nightly

Private Vacation Home

Sitting on the edge of Cobscook Bay at Rossport by the Sea

Eastport, Maine, United States

Sits on the picturesque shore of Cobscook Bay and Eagle (spring-fed) pond.brbrSleeps 7brbr1st Floor: Full kitchen. Comfortable size living and dining area.brbr1 bedroom with a queen bedbrbr1 bedroom with two twin beds | Full BathroombrbrBoth have views of the Bay.brbr2nd Floor Loft : Access from outsidebrbrSleeps 3 – 1 Queen bed | 1 Twin bed | Half BathroombrbrAmenities: SheetsbrTowelsbrCoffee maker with Rossport blend of coffee.brCoin- op washer and dryerbrOutside amenities:brAdirondack ChairsbrFirepitbrPropane BBQ GrillbrbrBusiness Wifi at Red Barn CentralbrbrKayaker’s WelcomebrPets Allowed: NObrbrCHECK IN : 3 pmbrCHECK OUT: 10 am

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Vacation Rentals By Owner In Eastport, ME

$182

$202

$443

$187

$370

$341

$129

$123

$146

$530

$427

$559

$610

$336

$370

Most popular vacation rentals in Eastport

$185.10

$427.28

$171.28

$149.84

$190.75

$246.69

$140.42

$341.00

$183.71

$379.70

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