Vacation rentals in Eastport

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Top-rated vacation rentals in Eastport

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 121 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
4.81 out of 5 average rating, 133 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
A spacious living area features a large, restored window providing views of the bay. A comfortable seated area includes a light-colored sofa, two accent chairs, and a flat-screen television on a modern console, with exposed brick adding texture to the wall.
Place to stay in Eastport
5 out of 5 average rating, 37 reviews

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!

Guest favorite
A well-lit kitchen area is seen featuring white cabinetry and black countertops. A circular wooden table is set for two, accompanied by wooden chairs. Natural light filters through a window adorned with floral curtains, offering a view of trees outside.
Apartment in Eastport
4.92 out of 5 average rating, 90 reviews

"Jolly Breeze" New apartment. Deep cleaned!

Updated Granny Suite apartment in quiet location and still walking distance to downtown. Large back deck over looking a private forest on a hill that leads down to the water. (Water view peaking around the trees). One bedroom, quality latex foam queen mattress with added 3" memory foam topper. Double pine futon with thick mattress for additional guests. Garage space for bikes. Washer/dryer. High speed internet, Internet capable large screen TV, DVD player. Wood, stone and slate.

Top guest favorite
Two woven chairs with soft cushions are positioned on a wooden deck, providing a view of the waterfront. A small table and additional seating are visible in the background, complementing the relaxing outdoor space.
Loft in Eastport
5 out of 5 average rating, 48 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
A spacious outdoor area features a well-maintained lawn, bordered by a charming white picket fence. Lush greenery includes a large tree and budding shrubs, enhancing the serene setting. The house is partially visible, showcasing a gabled roof and large windows that invite natural light.
Guesthouse in Pembroke
4.99 out of 5 average rating, 212 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 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.

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, 196 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, 111 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.

Guest favorite
A newly constructed tiny home is featured, showcasing a blue exterior and a generous front deck. Two large windows provide natural light, while a small seating area with cushions is positioned on the deck. Lush greenery surrounds the structure, enhancing the serene setting.
Home in Eastport
5 out of 5 average rating, 11 reviews

Peaceful Eastport Tiny Home

Cozy Tiny Home in Eastport, ME Nestled on a quiet dead-end street, this brand-new tiny home offers a peaceful retreat just a short walk from downtown. Enjoy a queen sized bed, two pull-out chairs (perfect for smaller children), a full kitchen, and a washer/dryer. Relax on the large porch, soak up the fresh air, and explore nearby festivals, shops, and dining. Eastport, the easternmost city in the U.S., is waiting for you.

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, 73 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.

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
4.9 out of 5 average rating, 110 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
A well-lit hallway features warm wood floors and a blend of furnishings. A lamp stands on a side table, while a small blue table and a television are positioned along the walls. Natural light enters from an open space at the far end, leading to a dining area.
Apartment in Eastport
4.94 out of 5 average rating, 118 reviews

Top of the Town

Individuals or a couple will be comfortable in this unique space. This is a very large apartment in downtown Eastport, with wonderful views, a great location, and a private parking place. It is a third floor walk-up, so be prepared to climb some stairs, but the views and the comfortable accommodations are worth it.

Popular amenities for Eastport vacation rentals

When is the best time to visit Eastport?

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Avg. priceﺩ.ﺇ 606ﺩ.ﺇ 632ﺩ.ﺇ 591ﺩ.ﺇ 558ﺩ.ﺇ 661ﺩ.ﺇ 687ﺩ.ﺇ 735ﺩ.ﺇ 723ﺩ.ﺇ 672ﺩ.ﺇ 665ﺩ.ﺇ 639ﺩ.ﺇ 621
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Frequently Asked Questions

  • What are the best places to stay in Eastport?

    Eastport has waterfront cottages, historic homes, and modern apartments near the city center. Many travelers enjoy staying close to the harbor or within neighborhoods known for local dining and artistic events.

  • What are the best things to do in Eastport with kids?

    Families can explore tide pools, visit local museums, and participate in community workshops or maritime-themed tours. Many also enjoy outdoor playgrounds, seasonal festivals, and watching boats in the harbor.

  • What are some of the best things to do in Eastport?

    Tour the historic waterfront, explore art galleries, and sample fresh seafood in local restaurants. Maritime museums, boat tours, and seasonal festivals add depth to the Eastport experience.

  • How is the weather in Eastport?

    Eastport has cold winters near 15–30°F (-9–-1°C) and summers around 55–75°F (13–24°C), with coastal breezes year-round. Weather is often variable, so packing layers and a windproof jacket is suggested.

  • When is the best time to visit Eastport?

    Late spring through early autumn is often recommended for milder temperatures, outdoor festivals, and active waterfront experiences. Winter brings bracing coastal winds and a quieter atmosphere, while summer afternoons reach 55–75°F (13–24°C).

  • What are the best places to visit in Eastport?

    Explore Eastport's vibrant downtown with art galleries, maritime museums, and the historic waterfront. Many travelers enjoy visiting Quoddy Head State Park and nearby nature reserves for lighthouse views and coastal trails.

  • What are some hiking trails in Eastport?

    Eastport has coastal walking paths and forested trails, with Quoddy Head State Park frequently suggested for hiking among wildflowers and sea views. Local nature preserves and waterfront parks also feature gentle trails suitable for most abilities.

  • What are some family activities we can do in Eastport?

    Families can explore tide pools, visit museums, enjoy playgrounds, and take part in seasonal festivals or harbor tours. Art workshops and interactive exhibits provide hands-on learning for children.

  • What are some of the best day trip ideas from Eastport?

    Day trips often include exploring nearby islands, visiting lighthouse parks, or discovering regional nature reserves. Outdoor adventures and cultural visits in small coastal communities around Eastport are frequently suggested for variety.

  • Are there any pet friendly accommodations available in Eastport?

    Many vacation rentals and guesthouses in Eastport welcome pets. Look for stays near waterfront areas or parks, where it is easy to enjoy walks with your companion animal.

  • What are some local tips for visiting Eastport?

    Locals suggest packing layers for the variable coastal weather and exploring the waterfront for fresh seafood. Consider visiting art galleries, learning about the area's maritime history, and joining in community events for a closer look at Eastport's traditions.

  • What is Eastport known for?

    Eastport is known for its historic fishing industry, maritime heritage, and distinct waterfront culture. The city’s vibrant arts scene and frequent community celebrations are also central to its identity.

  • What are the best hidden gems to explore in Eastport?

    Many visitors discover hidden gems in Eastport’s tucked-away art galleries, lesser-known tide pool spots, and quiet coastal gardens. Historic sites and traditional workshops give insight into the area's maritime past and creative spirit.

  • What are the best foods to try in Eastport?

    Locally sourced seafood is frequently suggested, including lobster rolls, scallops, and smoked salmon. Many restaurants serve traditional blueberry desserts and regional specialties reflecting Maine’s coastal flavors.

  • What should I bring for a trip to Eastport?

    Pack layers for changing coastal weather, comfortable walking shoes, and a windproof jacket. Bringing a camera, reusable water bottle, and sun protection helps you enjoy outdoor activities and scenic views.

  • What is the nightlife in Eastport like?

    Eastport’s nightlife centers around cozy pubs, waterfront eateries, and live music venues with a laid-back, local atmosphere. Occasional art shows and community performances add to the evening scene.

  • What are the most popular events or festivals in Eastport?

    Eastport has several frequently suggested festivals, including the Eastport Pirate Festival in early autumn, Old Home Week around summer, and cultural celebrations along the waterfront. Holiday parades and art fairs are also popular community traditions.

  • Are there family friendly vacation rentals in Eastport?

    Eastport has family friendly vacation rentals, including spacious homes and waterfront cottages. Many offer amenities like full kitchens and easy access to community parks, making them suitable for travelers with children.

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.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 2,670 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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  5. Eastport