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Results: 48 Rentals

  • Coastal Gem historic Eastport Water Street walk to shops, restaurants, galleries
    From $388 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Bright, spacious, updated stylish, 2 br, 2 ba, ground level apartment. Water views, walk to everything. Complete kitchen ...

    From $388 per night (USD)

    VRBO

    Details
  • Updated, Quiet Location, deck, trees, one bedroom plus futon, Walk To Downtown.
    From $140 per night (USD)

    Expedia

    Updated, Quiet Location, deck, trees, one bedroom plus futon, Walk To Downtown.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Self contained apartment with many amenities. Quiet location on Cul de sac, forested back yard leading down to the wate ...

    From $140 per night (USD)

    Expedia

    Details
  • Sitting on the edge of Cobscook Bay at Rossport by the Sea
    From $410 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Sits on the picturesque shore of Cobscook Bay and Eagle (spring-fed) pond. Sleeps 7 1st Floor: Full kitchen. Comfortab ...

    From $410 per night (USD)

    VRBO

    Details
  • Ebb Tide- \Magical by Nature\
    From $357 per night (USD)

    Expedia

    Ebb Tide- \"Magical by Nature\"

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Ebb Tide Cottage This cozy cottage sits back from the shore with views of Cobscook Bay & Eagle ( Spring-Fed) Pond. Slee ...

    From $357 per night (USD)

    Expedia

    Details
  • Bayside Cabin set on the edge of Cobscook Bay facing the beautiful Sunset!
    From $163 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Nestled between Spruce & Pine trees and overlooking Cobscook Bay. Sleeps 2 one Queen bed Small seating area inside & Dec ...

    From $163 per night (USD)

    VRBO

    Details
  • Ocean-Bay Cottage Rossport
    From $394 per night (USD)

    Expedia

    Ocean-Bay Cottage Rossport

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Sits on a grassy hillside on Cobscook Bay and Eagle (spring-fed) Pond. Short walk to the nearby Spear’s Trail through th ...

    From $394 per night (USD)

    Expedia

    Details
  • Captain Jacob Lincoln 1790 Farmhouse with attached Barn
    From $405 per night (USD)

    VRBO

    Captain Jacob Lincoln 1790 Farmhouse with attached Barn

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    This historic farmhouse was built in 1790. Now fully restored, keeping its original floor plan. Sleeps 8 It has 5 bed ...

    From $405 per night (USD)

    VRBO

    Details
  • Sea-Breeze Cottage perched on the edge of the bay.
    From $419 per night (USD)

    Expedia

    Sea-Breeze Cottage perched on the edge of the bay.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This quaint private New England cottage sits on the edge of the ocean with your own private beach. Sleeps 4 1st Floor: ...

    From $419 per night (USD)

    Expedia

    Details
  • On the top of ledge overlooking Cobscook Bay
    From $529 per night (USD)

    VRBO

    On the top of ledge overlooking Cobscook Bay

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    A unique rental that sits on a ledge overlooking Cobscook Bay. Sleeps 6 1st floor level boasts 10ft doors on each end. ...

    From $529 per night (USD)

    VRBO

    Details
  • 27 acres nestled on the coast of Cobscook Bay
    From $674 per night (USD)

    Expedia

    27 acres nestled on the coast of Cobscook Bay

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Located on Cobscook Bay. L Sits on the ocean edge surrounded by 27 acres with 2000ft of water frontage. Large south faci ...

    From $674 per night (USD)

    Expedia

    Details
  • Green-House Cabin and Deck at Rossport by the Sea
    From $219 per night (USD)

    VRBO

    Green-House Cabin and Deck at Rossport by the Sea

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Green House Cottage is one of a kind. This remodeled greenhouse has shale flooring from Rossport’s beach Sleeps 2 Queen ...

    From $219 per night (USD)

    VRBO

    Details
  • Charming Bunk-House Cabin at Rossport by the Sea
    From $163 per night (USD)

    Expedia

    Charming Bunk-House Cabin at Rossport by the Sea

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    A charming rustic cabin. Sleeps 3 1st floor,small seating area with a kitchen table. Built in barn doors that open to ...

    From $163 per night (USD)

    Expedia

    Details
  • Overlooking the Cobscook bay at Rossport by the Sea!
    Click For Pricing

    VRBO

    Overlooking the Cobscook bay at Rossport by the Sea!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    This comfortable cottage sits in a very private setting next to an old apple tree on Cobscook Bay. Sleeps 2 1 Queen be ...

    Click For Pricing

    VRBO

    Details
  • Cozy cabin on Half Moon cove
    From $152 per night (USD)

    VRBO

    Cozy cabin on Half Moon cove

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Open concept tiny (home) cabin with king size bed. Couch in living area pulls out to a full size bed. Kitchenette area h ...

    From $152 per night (USD)

    VRBO

    Details
  • Serene 2-bedroom cottage in charming Eastport perfect for relaxing
    From $223 per night (USD)

    VRBO

    Serene 2-bedroom cottage in charming Eastport perfect for relaxing

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy a peaceful stay at this 2-bedroom cottage in Eastport. The beautiful space features two queen beds, perfect for a ...

    From $223 per night (USD)

    VRBO

    Details
  • Mermaid's Mini Mansion
    From $203 per night (USD)

    Expedia

    Mermaid's Mini Mansion

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    With peak ocean views as well as the first sunrise in the nation from our location across from Todd's Head, the mini-man ...

    From $203 per night (USD)

    Expedia

    Details
  • Shackford House in Eastport
    From $390 per night (USD)

    VRBO

    Shackford House in Eastport

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enchanting House Boasting Prime Location with Breathtaking Cove Views Elevate your stay in a generously sized home situ ...

    From $390 per night (USD)

    VRBO

    Details
  • Peaceful Ocean Front Retreat For Quiet People Who Love Natural Beauty
    From $449 per night (USD)

    Expedia

    Peaceful Ocean Front Retreat For Quiet People Who Love Natural Beauty

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    This memorable house is the perfect home base for your trip to Eastport. Guests will find four comfortable bedrooms, inc ...

    From $449 per night (USD)

    Expedia

    Details
  • Water Street Retreat
    From $328 per night (USD)

    VRBO

    Water Street Retreat

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Wake up to views of Passamaquoddy Bay and spend your evenings watching the tide roll in from the comfort of this classic ...

    From $328 per night (USD)

    VRBO

    Details
  • Whale Watching from the  Deck/ Fully Renovated /All new furnishings
    From $533 per night (USD)

    VRBO

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

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    9

    This waterfront, 4-bedroom (plus loft), 4 bath house in Eastport has been completely renovated by the new owners. The ...

    From $533 per night (USD)

    VRBO

    Details
  • Charming 4-bedroom in the heart of Eastport, comfort for eight with full yard
    From $252 per night (USD)

    VRBO

    Charming 4-bedroom in the heart of Eastport, comfort for eight with full yard

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Tucked into the heart of the island, we offer comfort, space, and classic Maine charm. Consider this charming house your ...

    From $252 per night (USD)

    VRBO

    Details
  • Wonderful Water Views From This Beautiful Apartment Centrally Located Downtown!
    From $177 per night (USD)

    VRBO

    Wonderful Water Views From This Beautiful Apartment Centrally Located Downtown!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    See Eastport at its best, as you look out the window from this beautiful 2 bedroom 2nd story apartment right on Eastport ...

    From $177 per night (USD)

    VRBO

    Details
  • Beautiful loft in heart of town,  deck area with stunning views!
    From $241 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Remarkable condo in the Downtown Eastport Historic District. Views of Passamaquoddy Bay & Campobello Island, NB. The de ...

    From $241 per night (USD)

    VRBO

    Details
  • Eastport Waterfront ~ Sunrise Views Over Campobello
    From $229 per night (USD)

    VRBO

    Eastport Waterfront ~ Sunrise Views Over Campobello

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    ***ONE WEEK MINIMUM booking for July 4th***. I look forward to welcoming visitors to this ground floor apartment with a ...

    From $229 per night (USD)

    VRBO

    Details
  • Beautiful Sunrises over Campobello Island & Passamaquoddy Bay at Lupine Cottage
    From $327 per night (USD)

    VRBO

    Beautiful Sunrises over Campobello Island & Passamaquoddy Bay at Lupine Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    At Lupine Cottage, relax & enjoy the peace & quiet of an immaculate, meticulously renovated stand-alone 3 bedroom/2 bat ...

    From $327 per night (USD)

    VRBO

    Details
  • Watch the whales from your deck!
    From $439 per night (USD)

    VRBO

    Watch the whales from your deck!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This completely renovated waterfront home boasts an open floor plan and a huge deck to enjoy whale watching and star gaz ...

    From $439 per night (USD)

    VRBO

    Details
  • Beach Cottage In DownEast Maine
    From $278 per night (USD)

    VRBO

    Beach Cottage In DownEast Maine

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Coastal home with private beach. Walk out the back door, enjoy the deck, rocky beach and beautiful surroundings. House i ...

    From $278 per night (USD)

    VRBO

    Details
  •  Stunning  And Commanding Ocean Views From One Of Eastport's Best Kept Secrets !
    From $353 per night (USD)

    VRBO

    Stunning And Commanding Ocean Views From One Of Eastport's Best Kept Secrets !

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    This picturesque Victorian home sits high up off Bucknam's Head with 270 degrees of sweeping oceans views and Campobello ...

    From $353 per night (USD)

    VRBO

    Details
  • Amazing Views from Bay View Apartment at The Phoenix on Water Street
    From $318 per night (USD)

    VRBO

    Amazing Views from Bay View Apartment at The Phoenix on Water Street

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Stunning two bedroom apartment in the historic Corthell and Gardner building, directly on Passamaquoddy Bay in quirky, g ...

    From $318 per night (USD)

    VRBO

    Details
  • Relaxing Oceanfront Getaway
    From $523 per night (USD)

    VRBO

    Relaxing Oceanfront Getaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This 3 bedroom home is situated on an OCEANFRONT lot with stunning views of Passamoquoddy Bay! Comfortably sleeps 6 gues ...

    From $523 per night (USD)

    VRBO

    Details
  • View Of Ocean on second story , Open Concept Living, 1 km Walk To Downtown. A/C.
    From $174 per night (USD)

    VRBO

    View Of Ocean on second story , Open Concept Living, 1 km Walk To Downtown. A/C.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Two storey cedar shake open concept luxury home. Separate entrance. Air conditioning and heat with a heat pump upstair ...

    From $174 per night (USD)

    VRBO

    Details
  • Beautiful 2BR loft with views of bay and Eastport harbor activity.
    From $234 per night (USD)

    VRBO

    Beautiful 2BR loft with views of bay and Eastport harbor activity.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Experience what authentic coastal living is really like in Downeast Maine's quaint Eastport downtown village. Located r ...

    From $234 per night (USD)

    VRBO

    Details
  • Spacious NY Style Loft Downtown Eastport
    From $439 per night (USD)

    VRBO

    Spacious NY Style Loft Downtown Eastport

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This spacious and open designed 3 BR loft is located in the heart of activity in Eastport right across the street from t ...

    From $439 per night (USD)

    VRBO

    Details
  • Cozy Capen Cottage— easy access to downtown Eastport
    From $364 per night (USD)

    Expedia

    Cozy Capen Cottage— easy access to downtown Eastport

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Capen Cottage, a cozy retreat tucked away on a quiet street just minutes from downtown Eastport. Explore uniq ...

    From $364 per night (USD)

    Expedia

    Details
  • Waterfront Retreat with Loft & Harbor Views in Historic Eastport, Maine
    From $364 per night (USD)

    VRBO

    Waterfront Retreat with Loft & Harbor Views in Historic Eastport, Maine

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to your coastal escape on Water Street in Eastport, Maine! Nestled right along the edge of the Bay of Fundy, thi ...

    From $364 per night (USD)

    VRBO

    Details
  • Fully equipped, cosy studio- downtown Eastport-Across from harbor
    From $181 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    This 400 sq ft studio has a full kitchen with everything you need, walk-in shower, queen bed, large comfortable couch, T ...

    From $181 per night (USD)

    VRBO

    Details
  • Stunning Views from gorgeous loft on historic waterfront
    From $215 per night (USD)

    VRBO

    Stunning Views from gorgeous loft on historic waterfront

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The historic Corthell & Gardner building, overlooks Passamaquoddy Bay, the island of Campobello and Eastport's working w ...

    From $215 per night (USD)

    VRBO

    Details
  • Relaxing Sunset Getaway
    From $529 per night (USD)

    VRBO

    Relaxing Sunset Getaway

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This 3 bedroom home has stunning views of Half Moon Bay and the sunsets are SPECTACULAR! Comfortably sleeps 6 guests wit ...

    From $529 per night (USD)

    VRBO

    Details
  • Country retreat with incredible ocean and island views.
    Click For Pricing

    VRBO

    Country retreat with incredible ocean and island views.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Incredible ocean and island views. Expansive back yard and wildlife in all directions. Bald Eagles and Deer. 14 acres of ...

    Click For Pricing

    VRBO

    Details
  • Maine Retreat w/ Ocean Views, Walk to Downtown!
    From $229 per night (USD)

    Expedia

    Maine Retreat w/ Ocean Views, Walk to Downtown!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Escape to the charming coastal town of Eastport and unwind in this inviting 1-bedroom, 1-bath vacation rental apartment. ...

    From $229 per night (USD)

    Expedia

    Details
  • Oceanfront - 3 Acre Private Beach Property, See Whales & Eagles from the Deck
    From $658 per night (USD)

    VRBO

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    The Maine House is a private ocean front sanctuary. Wildlife abounds in this pristine location. See bald eagles fly, sea ...

    From $658 per night (USD)

    VRBO

    Details
  • Bold coast at its finest!  Beautiful home on the water just outside Eastport
    From $591 per night (USD)

    Expedia

    Bold coast at its finest! Beautiful home on the water just outside Eastport

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    11

    Wake up every morning to the gorgeous sunrise inching above the view of New Brunswick and understand why native peoples ...

    From $591 per night (USD)

    Expedia

    Details
  • Luxury living, quick walk to town. King bed.
    From $238 per night (USD)

    VRBO

    Luxury living, quick walk to town. King bed.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Escape to this fully-equipped vacation home, just a few blocks from historic downtown Eastport. Leave your car behind an ...

    From $238 per night (USD)

    VRBO

    Details
  • WOW! Private 3acre Oceanfront Home, whales,eagles,walkable to village/Dog Island
    From $682 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    3/2 Private oceanfront home on 3 acres in Eastport, Maine. House is on the Bay of Fundy with views of Canada. The prop ...

    From $682 per night (USD)

    VRBO

    Details
  • Shackford Cove Cottage
    From $446 per night (USD)

    VRBO

    Shackford Cove Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    New cottage open for 2024!! Shackford Cove Cottage is a charming cottage with the best view of Shackford Cove in Eastpor ...

    From $446 per night (USD)

    VRBO

    Details
  • Eagles Bluff Cottage
    From $219 per night (USD)

    Expedia

    Eagles Bluff Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Experience the natural beauty of Maine at Eagles Bluff Cottage, a fully furnished 2 bedroom 1 bath cottage with breathta ...

    From $219 per night (USD)

    Expedia

    Details
  • Colonels Quarters of Eastport
    From $292 per night (USD)

    VRBO

    Colonels Quarters of Eastport

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    We proudly offer a military discount to honor active-duty personnel and veterans. Message us your affiliation to redeem. ...

    From $292 per night (USD)

    VRBO

    Details
  • Charming Cottage on quiet street in Historic Eastport
    From $217 per night (USD)

    VRBO

    Charming Cottage on quiet street in Historic Eastport

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Small View is a charming little home tucked away on a quiet street one block from downtown Eastport. Equipped with every ...

    From $217 per night (USD)

    VRBO

    Details