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Eastport vacation rentals

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Top-rated vacation rentals in Eastport

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

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Guesthouse in Pembroke, Maine

4.99 out of 5 average rating, 146 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.

Loft in Oak Haven, Canada

4.97 out of 5 average rating, 138 reviews

Safe Haven loft Waterfront with Kayaks, Oak Haven

Nice apartment on the scenic tidal Oak Bay. Sit & relax on lawn chairs & enjoy the view, watch the amazing tide change, walk on the ocean floor, explore the beach & go kayaking! Lovely space with open living/dining/kitchen area and Master Bedroom with Queen Bed and a small second bedroom w/2 twins! All new memory foam mattresses. Includes use of beach, canoes (2) kayaks (4) BBQ, fire pit w/wood, lawn chairs, coffee/tea, etc. NOTE: in May having some yard work done, price discounted to reflect.

Guest suite in Eastport, Maine

4.98 out of 5 average rating, 65 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.

Home in Eastport, Maine

4.79 out of 5 average rating, 24 reviews

Eagles Bluff Cottage

Experience the natural beauty of Maine at Eagles Bluff Cottage, a fully furnished 2 bedroom 1 bath cottage with breathtaking ocean views in Eastport. Relax in the beautifully decorated living room, cook in the fully equipped kitchen, and sleep soundly in the comfortable bedrooms with fresh linens. The modern bathroom has all the amenities you need. Enjoy the peaceful and quiet surroundings from the patio. Book your stay today and experience the magic of Eastport! The home is dog friendly only!

Guest suite in St. Andrews, Canada

5.0 out of 5 average rating, 200 reviews

Homestead Cottage downtown Saint Andrews

This private newly renovated suite is perfect for 1-2 people looking to stay in the pretty seaside town of Saint Andrews. Situated away from the street, with ample parking, this suite has comfortable modern furnishings, a fully equipped kitchen and private bathroom, within a short walking distance to downtown Saint Andrews and its many amenities including restaurants, shopping, gardens, museums, walking routes, nature reserves, beaches as well as whaling and outdoor excursions. Come and stay!

Cottage in Machiasport, Maine

4.97 out of 5 average rating, 162 reviews

Cottage/w ocean view, hiking + lobster boat lounge

Overlooking Holmes Bay and lovely Long Point nature reserve, the Dock House is a stylish, mini-home connected to a lobster boat library & lounge. Enjoy sun-filled rooms and mid-century modern decor as well as access to a small beach. Hike some of Maine's best trails (minutes away) or drive to Acadia, Campobello, Eastport, the Schoodic Peninsula and much more. Visit tourist-free coastal towns or go antiquing. Buy fresh lobster, grill on the deck, or dine in-town at renowned Helen's restaurant.

Apartment in Eastport, Maine

4.9 out of 5 average rating, 71 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.

Loft in Eastport, Maine

5.0 out of 5 average rating, 20 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.

Apartment in Lubec, Maine

4.89 out of 5 average rating, 100 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.

Home in Eastport, Maine

4.96 out of 5 average rating, 120 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 :)

Apartment in Eastport, Maine

5.0 out of 5 average rating, 21 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.

Guesthouse in Saint George, Canada

4.93 out of 5 average rating, 135 reviews

Riverview Guesthouse "The Loft"

Come and enjoy "The Loft",. Private back garden Oasis , private parking, high speed Wifi/ internet, Just a one minute walk to the riverfront with miles of groomed trails and boardwalks, One of the most prestigious neighbourhoods in the town. Minutes from the canal beach, this is a place where memories can be made. Year round rental

Vacation rentals for every style

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Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Eastport vacation rentals

Laptop-friendly workspace

Stay near Eastport's top sights

Roosevelt Campobello International Park26 locals recommend

Eastport Chowder House6 locals recommend

Shackford Head State Park9 locals recommend

Deer Island Point Campground5 locals recommend

Raye's Mustard Mill Museum13 locals recommend

The Happy Crab13 locals recommend

Other great vacation rentals in Eastport

Tiny home in Eastport, Maine

4.87 out of 5 average rating, 87 reviews

Immaculate tiny house,walk to everything Eastport!

Home in Eastport, Maine

5.0 out of 5 average rating, 35 reviews

Luxury living quick walk to town - King Bed

Cottage in Eastport, Maine

4.96 out of 5 average rating, 24 reviews

Water view home in Eastport

Home in Eastport, Maine

5.0 out of 5 average rating, 9 reviews

Cummings RV

Apartment in Eastport, Maine

5.0 out of 5 average rating, 43 reviews

Historic Bayside Corthell & Gardner Building

Cottage in Eastport, Maine

5.0 out of 5 average rating, 16 reviews

Antique cottage with 3 bedrooms & private beach.

Cottage in Lubec, Maine

4.96 out of 5 average rating, 28 reviews

Sunny 2 bedroom cottage w/ water views

Cottage in Eastport, Maine

4.95 out of 5 average rating, 21 reviews

Cozy stay w. ocean views, walkability to downtown

Other great vacation rentals in Eastport

Cottage in Grand Manan, Canada

5.0 out of 5 average rating, 19 reviews

Castalia Marsh Cottage with Beach Trail & Hot Tub

Home in Wilsons Beach, Canada

5.0 out of 5 average rating, 37 reviews

“Head Harbour Haven”oceanfront home on Campobello

Apartment in Eastport, Maine

4.98 out of 5 average rating, 65 reviews

Entire 1 bedroom apartment for quality R&R!

Cabin in Pembroke, Maine

5.0 out of 5 average rating, 17 reviews

New cabin. Quiet and peaceful

Home in Pembroke, Maine

5.0 out of 5 average rating, 22 reviews

Full 4 bed home on Cobscook Bay

Guest suite in Saint George, Canada

4.96 out of 5 average rating, 68 reviews

River View Retreat

Cottage in Eastport, Maine

5.0 out of 5 average rating, 10 reviews

RELAXING OCEANFRONT GETAWAY!!!

Home in St. Andrews, Canada

4.97 out of 5 average rating, 38 reviews

The Little Salt Cottage

Quick stats about vacation rentals in Eastport

Total rentals
70 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
$10 before taxes and fees

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 apartment rentals in Eastport?
Experience the best of Eastport with our apartment rentals, starting at about $10 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 apartment rentals in Eastport have wifi?
Absolutely! We offer over 10 apartment 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 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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