Vacation rentals in Eastport

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Top-rated vacation rentals in Eastport

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Top guest favorite
A cozy living area features a blue sofa facing large windows, providing a panoramic view of Passamaquoddy Bay. A wooden coffee table rests in front, and double glass doors open to a private deck, enhancing the connection to the natural surroundings.
Apartment in Eastport
5 out of 5 average rating, 64 reviews

Historic Bayside Corthell & Gardner Building

The historic Corthell & Gardner building overlooks Passamaquoddy Bay, the island of Campobello and Eastport's working waterfront. The Crow's Nest is an 1150 SF loft, embracing the building's history and designed for comfort. Watch for whales, seabirds, harbor seals and our lobster fleet from the privacy of your own deck. Run downstairs for a craft beer at Horn Run Brewing or a great glass of wine at Phoenix Fine Wines. Perfect for artists, writers and couples looking for a romantic getaway.

Top guest favorite
A charming house presents a spacious front yard, enclosed by a white wooden fence. Lush green grass and trees offer a natural setting. A vehicle is parked nearby, and the tranquil environment is complemented by blooming flowers visible in the yard.
Guesthouse in Pembroke
4.99 out of 5 average rating, 211 reviews

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 across the field to the tidal marsh and onto the shingle beach. Guests, hike, bike and bird watch. 7 miles to a local restaurant and 13 miles into Eastport for whale watching, shopping and restaurants and cafes. Lubec is a 45 minute drive away. Your private entrance by keypad. The shared space is the front yard. Your driveway space is yours.

Top guest favorite
The exterior of a modern two-story studio apartment is shown, featuring a private deck with a striped umbrella. Stairs lead up to the deck from the ground level, and the building is adorned with multiple windows and light gray siding.
Guest suite in Eastport
4.99 out of 5 average rating, 116 reviews

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.

Superhost
The kitchen area features modern appliances, including a microwave and a stove, set against a granite countertop. Upper cabinets provide storage and are adorned with decorative items. A red retro-style mini fridge is also visible, along with various kitchen utensils neatly arranged.
Tiny home in Eastport
4.82 out of 5 average rating, 128 reviews

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

Top guest favorite
An open kitchen area features wooden cabinetry and a spacious island with seating for four. Bright yellow and dark blue walls create a modern contrast. Sunflowers are displayed on the countertop, and large windows provide natural light to the space.
Loft in Eastport
5 out of 5 average rating, 45 reviews

Modern Loft on The Waterfront

Welcome to Eastport, the most eastern city in the United States. And welcome to The Harbor house. I hope you enjoy it as much as we have. Our loft is located on the waterfront, above an old brick storefront. It’s tastefully furnished with a modern twist, with five large windows overlooking the water that also creates a very comfortable atmosphere. As the sun rises over Campobello each morning, it fills the Harbor House with its morning light. Be prepared to want to come again.

Top guest favorite
An open-plan living area features a large, comfortable sofa facing a coffee table. A dining table with seating for six is positioned nearby. Natural light enters through multiple windows, illuminating the space, while a cozy armchair adds an inviting touch.
Home in Eastport
5 out of 5 average rating, 73 reviews

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.

Guest favorite
A cozy living area features a brown sofa draped with a white blanket, accompanied by a wooden chair and a rocking chair. A small white coffee table is positioned in front, and light enters through two large windows, illuminating the hardwood floors adorned with an area rug.
Apartment in Lubec
4.88 out of 5 average rating, 172 reviews

Historic comfortable in-town one bedroom apartment

Enjoy an early morning stroll, taking in Lubec's beautiful sunrise, while witnessing local fisherman loading gear for open waters. The peaceful town that gracefully lies on the most east point of Maine. Your three minute stroll back to a peaceful in-town one-bedroom apartment, and enjoy a cup of coffee sitting on your own private deck or enjoying a quiet moment in a historic fishing village apartment. Take in all of the surrounding areas and adventurous things to do.

Top guest favorite
A sunlit sunroom features a cozy blue couch and two colorful chairs with striped cushions. A vibrant circular rug adds a lively touch to the space. A small green table holds various magazines, while large windows allow natural light to fill the room.
Home in Eastport
4.95 out of 5 average rating, 180 reviews

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 :)

Guest favorite
The image captures a tranquil harbor scene at sunset, showcasing boats moored in a marina. The water reflects vibrant hues of orange and pink, while dark rocks line the foreground, creating a serene contrast against the lively waterway.
Apartment in Eastport
4.9 out of 5 average rating, 110 reviews

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.

Top guest favorite
A stunning twilight view captures the harbor, illuminated by soft golden and pink hues reflecting off calm waters. moored boats of various sizes are seen along the docks, with historic buildings lining the waterfront in the background.
Loft in Eastport
5 out of 5 average rating, 69 reviews

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.

Top guest favorite
A wooden cabin is nestled among lush greenery, featuring a metal roof and a stone fire pit surrounded by colorful chairs. A picnic table is visible on the grass, and a hot tub is positioned on the patio, inviting relaxation in the serene outdoor setting.
Cabin in Perry
4.91 out of 5 average rating, 101 reviews

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.

Top guest favorite
The image showcases a contemporary home surrounded by lush forest, perched on a rocky ledge. The house features large windows that reflect the natural shoreline and vibrant foliage, while the tranquil water mirrors the landscape, enhancing the serene atmosphere of the coastal environment.
Cottage in Machiasport
5 out of 5 average rating, 146 reviews

Cliff-perched cottage w private hiking trails

Designed to evoke a ship, this stylish 2BD home overlooks the ocean and is surrounded by 30+ acres of woods, wildlife, and area beaches. 12 of these acres include private hiking tails that wend along the water. Hike, kayak, BBQ, explore Downeast working harbors, or just relax on the deck. Enjoy complete privacy just 17 min from town.

Popular amenities for Eastport vacation rentals

When is the best time to visit Eastport?

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Avg. priceﺩ.ﺇ606ﺩ.ﺇ551ﺩ.ﺇ661ﺩ.ﺇ558ﺩ.ﺇ661ﺩ.ﺇ687ﺩ.ﺇ735ﺩ.ﺇ723ﺩ.ﺇ672ﺩ.ﺇ665ﺩ.ﺇ639ﺩ.ﺇ621
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Eastport?

    Yes! Work meets play with ease at over 20 vacation rentals in Eastport featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Eastport?

    Four-legged friends are welcome in Eastport. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Eastport?

    Experience the best of Eastport with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Eastport have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Eastport. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Eastport have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Eastport. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Eastport?

    Eastport has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Eastport

  • Total vacation rentals

    Explore 70 vacation rentals in Eastport

  • Nightly prices starting at

    Eastport vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 2,610 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Eastport vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Eastport rentals

  • 4.9 Average rating

    Eastport stays are highly rated by guests—averaging 4.9 out of 5!

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