Discover Affordable Stays in Eastport, ME

Offering a garden, Updated Historic Water St 2 Bdr, 2 Bath apartment. Features accommodations in Eastport. The apartment also offers free Wifi and free private parking. The apartment consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a walk-in shower and a hair dryer. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. For added privacy, the accommodation features a private entrance. The nearest airport is Hancock County-Bar Harbor Airport, 103 miles from the apartment.

- "Enjoyed our stay!" - "I highly recommend the host was very responsive when I had a question" - "Eastport was delightful! The property had absolutely everything you could want and the attention to detail was outstand" - "Beautiful Water Street 2 Bdr, 2 Bth APT" - "Relaxing and felt like being home🙏🏽" - "It was relaxing and peaceful. The area is calm. The scenery is spectacular." - "Spacious, comfortable, convenient apartment in a beautiful seaside spot"

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!

- "Comfy, well-equipped rental just steps away from all that is happening downtown!" - "Beautiful, bright apartment. Perfect location overlooking the working harbor. In town within walking distance of everything. Comfortable beds, well stocked kitchen. Perfect." - "We enjoyed our stay at Harborside apartment and appreciated the welcome gifts and the attention to detail of thoughtful things that were provided. The location was quiet and yet we were able to enjoy the local activities on the dock and in town. Our only suggestion is that renters should know that the closest laundromat is 28 miles away., and that is what is meant by a coin operated washing machine in the listing. We would recommend this VRBO property."

Featuring barbecue facilities, Spindrift offers accommodations in Eastport. There's a sun terrace and guests can use free Wifi and free private parking. With direct access to a patio with garden views, the spacious air-conditioned apartment consists of 1 bedroom. Offering a balcony with sea views, this apartment also has a cable flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 1 bathroom with a shower and a hair dryer. The property has an outdoor dining area. Guests at the apartment can enjoy cycling nearby, or make the most of the garden. Hancock County-Bar Harbor Airport is 102 miles away.

- "Wonderful rental in scenic location" - "Exceptionally spacious, comfortable apartment in a beautiful location with an ocean view." - "My wife and I thoroughly enjoyed our stay at Spendrift." - "Our stay was very relaxing!’" - "Looking forward to our next visit." - "Delightful"

Self contained apartment with many amenities. Quiet location on Cul de sac, forested back yard leading down to the water and patio. Separate entrance. Stone and hardwood flooring. Grocery store in town. Whether you are visiting for business, family or vacation, this separate unit is the very best option for enjoyment and peace of mind. Queen size bed in bedroom and a queen size sturdy Maine pine futon/couch in living room. Kitchen, bathroom, laundry room and large deck with BBQ. There is also a garage with space to store your bikes. We are on a well so the water is excellent. Foam latex mattress with memory foam topper. Soothing glider rocker. Stainless pots and pans, every sort of cooking and baking item. Microwave, gas stove, coffee maker, BBQ on deck. Large flat smart TV. DVD/VCR player and selection of movies. Up to 100 MBPS internet. Rinnia gas furnace. Linens provided. Pets considered (no aggressive breeds per insurance). Deep cleaned. Central VAC. Recommended for two or three persons only.

- "Home away from home" - "i enjoyed my stay so much. i have a long history of loving eastport. this place made me feel like home. i loved it and will be back. next year very clean with everything i needed and then some. thank you" - "Apartment was clean, comfortable and well appointed. One of the best we’ve stayed at." - "Staying here is just fantastic. We loved the location as it was close to the town and local supplies. Our 14 year old enjoyed the soft blankets. My wife and I enjoyed the overall space while my wife enjoyed the deep bathtub."

Providing a garden, Eagles Bluff Cottage offers accommodations in Eastport. This vacation home provides air-conditioned accommodations with free Wifi. The vacation home features 2 bedrooms, a fully equipped kitchen with an oven and a microwave, a washing machine, and 1 bathroom with a hair dryer. A TV is provided. The accommodation is non-smoking. Hancock County-Bar Harbor Airport is 104 miles away.

Internet • Security/Safety • Fireplace/Heating • Pet Friendly • View • Air Conditioner • Child Friendly

This picturesque Victorian home sits high up off Bucknam's Head with 270 degrees of sweeping oceans views and Campobello Island. Just a few minutes walk from historical downtown Eastport, this home is easily accessible to all the local events, whale watching tours, restaurants and art galleries.

With spacious, sun-filled living spaces, the house has three bedrooms with newly furnished queen-sized beds ,one full-sized bed , and an optional bed room with 2 twin beds on the third floor . The house has a large deck and gas grill, washer, dryer, dishwasher , streaming TV , WiFi, and a fully equipped, updated kitchen .

Sit on the back deck and take in the spectacular ocean views and essence that drift up from the glistening waters that surround this hidden gem in Eastport Maine.

Available April thru November
Special requests considered, please contact via email

- "What an interesting house! We all had fun exploring it, and we admired Michael's taste in art." - "Our host was able to accommodate my family in a way I simply would never expect. They literally saved my trip, after the original place I booked over an hour away turned into a nightmare requiring me to forfeit a week's rental and just hope for the best in finding something else last minute. The host at High Tide was a beaming knight in shining armor, responding to my very late night booking request. I thought it was too good to be true until we arrived and it was everything thing the listing said it would be and soo much more! A one-of-a-kind victorian home with modern touches that kept true to its history. The location was amazing, the setting was perfect, and the town was out of a storybook. My family and I loved every moment of being here creating memories that will last a lifetime. We will be back very soon. Thank you Michael for everything! Until next time!"

Featuring sea views, this apartment also provides guests with free Wifi. The apartment consists of 1 bedroom, a living room, a fully equipped kitchen with a microwave and a coffee machine, and 1 bathroom with a bath and a hair dryer. Towels and bed linen are featured in the apartment. The accommodation has a fireplace. Hancock County-Bar Harbor Airport is 103 miles away.

Parking • Sports/Activities • Internet • Fireplace/Heating • Security/Safety • Other • Child Friendly • Accessibility

The historic Corthell & Gardner building, overlooks Passamaquoddy Bay, the island of Campobello and Eastport's working waterfront. The Crow's Nest is an 1150sf loft embracing the building's history and designed for comfort and luxury. Watch for whales, loons, harbor seals and our lobster fleet from the privacy of your own deck in the United States' Easternmost City. Run down to the first floor for a craft beer from Horn Run Brewing or a glass of great wine at Phoenix Fine Wines. Perfect for artists, writers and couples looking for a romantic getaway. The Crow's Nest is a third floor loft and requires working knees and hips! The Crow's Nest can sleep four with a pullout couch but is genuinely most appropriate for singles or a couple.

- "Laura’s place is beautiful. As a construction/renovation person, I appreciated the great mix of old and new in addition to the plethora of amenities offered. It’s by far the best you’ll find in Eastport-clean, spacious, bright, right in the downtown mix and has wonderful views of the water across to Canada. Also, the hot water is actually hot so baths are nice and the bed is very soft. Being above her wine bar doesn’t hurt (which is also lovely). As others have mentioned, there are a lot of stairs and they are quite steep, so if that’s an issue for you, walk slowly…it’s still worth the trip up there. The only helpful tip I can provide is that there are no blinds or curtains on any of the amazing windows, so if you need dark to sleep (like me), make sure to bring an eye pillow and you’ll be just fine. That whole waking up to the sunrise thing is lost on me. If I ever returned to Eastport, I’d make sure to do it at a time when this place is available because after staying here, I can only imagine how disappointing any other accommodation would be."

The accommodation offers a 24-hour front desk and free Wifi is available throughout the property. The apartment is composed of 2 separate bedrooms, a fully equipped kitchen, and 1 bathroom. Towels and bed linen are offered in the apartment. The accommodation is non-smoking. Hancock County-Bar Harbor Airport is 104 miles from the property.

Guest Services • Security/Safety • Fireplace/Heating • Internet • Child Friendly

Two storey cedar shake open concept luxury home. Separate entrance. Air conditioning and heat with a heat pump upstairs. There is a local grocery store in Eastport. Whether you are visiting for business, family or vacation, this separate unit is the very best option for enjoyment and peace of mind. No young children<5 years.
Second story patio with a wonderful view over looking the water and woods. Open concept 28 feet by 26 feet room with kitchen, dining area, living room. Two bedrooms with queen size beds. Master bedroom has a small ensuite. Work out room with treadmill and pulley weight system. Large screen TV, >50 channel cable, internet viewing TV. Up to 100 MPBS internet speeds. We are on a well so water is excellent. Shower with multiple jets. Stainless steel fridge and Jennair double oven and stove top with a grill. Dishwasher. Shared locked laundry room, no shared walls with granny suite. Private upper deck use with gorgeous views. Unique rounded oak ceiling! 1 mile walk to the downtown.

- "Love this place! Check in was a breeze, no issues at all, The owner was very detailed with notes and little facts like: the Eagles nest to left off the deck (we unfortunately did not see) However there was a meteor shower that weekend that was very exciting. This property was excellent from start to finish. Perfect location to view the skies at night:) I will gladly rate this as a "Five Star" property. The Hauser's Quaker Hill CT." - "Beautiful home. This unit has many unique artistic additions. Quiet setting."

Guests staying at this vacation home have access to free Wifi and a balcony. The vacation home is composed of 2 separate bedrooms, a fully equipped kitchen with an oven and a microwave, and 1 bathroom. A TV is featured. The accommodation is non-smoking. Hancock County-Bar Harbor Airport is 104 miles away.

Pet Friendly • Parking • Internet • Other • Fireplace/Heating • Security/Safety • Child Friendly

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.

Eastport 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.

Old 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.

- "We enjoyed our time here, lots of room to relax &b walking distance to town." - "We so enjoyed our stay in this beautiful home. Located on a quiet street, yet close to town and with a lovely view of the water, it had everything we needed. Eating meals on the deck while enjoying the sunshine, cool breeze and the stunning view was a highlight. We only wish we could have stayed longer!" - "Quiet location in Eastport, in an older but nicely renovated property. Three coffee prep options for the coffee lover. Well appointed kitchen that lacked nothing that we required. Downtown shops and restaurant are a walk of about 6/10's of a mile. Clean and tidy. Only thing I'd alter would be one or two of the pillows, which I found to be on the thick side, which might be a challenge for an older adult with neck issues. Better still, are you driving? Bring your own!"

This vacation home offers free private parking and free Wifi. Outdoor seating is also available at Colonels Quarters. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with an oven and a coffee machine, and 1 bathroom with a bath and a hair dryer. Towels and bed linen are offered in the vacation home. The property offers sea views. Hancock County-Bar Harbor Airport is 104 miles from the property.

Child Friendly • Guest Services • Air Conditioner • Other • Pet Friendly • Balcony/Terrace • Security/Safety • Barbecue/Outdoor Cooking • Parking • Internet

***ONE WEEK MINIMUM booking for July 4th***. I look forward to welcoming visitors to this ground floor apartment with a million $ view. Wildlife is abundant looking across the bay to Campobello Island - whales, eagles, deer and foxes can be spotted from the deck! Short level walk to downtown Eastport. 1 bedroom unit (no stairs) is perfect for a couple, couple w/child or solo traveler. Dog considered with $50 pet fee (per booking, 2 pets max), please advise host before booking - thanks!

- "My partner and I have been staying here for the past two years and it never fails to make us feel welcomed and comfortable. The view is priceless and it fits two people perfectly and our little fur daughter." - "Joan is a wonderful host. Her 5-star attention to detail made our stay very comfortable- especially cozy for rainy days...very clean and well-stocked with everything we could have wanted. Great location for a short walk to town or exploring the area. We look forward to returning!"

Water Front House in Eastport is situated in Eastport. This property offers access to a balcony, free private parking and free WiFi. This holiday home has 3 bedrooms, a flat-screen TV, and a kitchen. The nearest airport is Hancock County-Bar Harbor Airport, 165 km from the holiday home.

Internet • Parking • Child Friendly • Pet Friendly • Kitchen

Stunning two bedroom apartment in the historic Corthell and Gardner building, directly on Passamaquoddy Bay in quirky, gorgeous Eastport, Maine. Huge deck for outdoor dining as well as ample space to spread out inside. Water views from each bedroom and living area. Enjoy hiking, walking, beachcombing, kayaking, whale watching, craft beer from Horn Run Brewing on the first floor and the best lobster on the Eastern Seaboard. Watch whales, eagles, seals and local wildlife from the best vantage point way down east has to offer!

- "My daughter and I had a wonderful time staying here, this was our 2nd time to the area. Laura's apartment was welcoming and comfortable. We enjoyed most of our meals and down time on the deck or just watching the sites out of the large windows. We enjoyed, walking and driving all around Moose Island, hiked the state park, day tripped to Canada. By the time we left we were not sure what day it was, that's a perfect get away. Thank you. Nancy & Jillian"

Free private parking is available at House On Half Moon Cove. The accommodation is non-smoking. The nearest airport is Hancock County-Bar Harbor Airport, 101 miles from the vacation home.

Parking • Child Friendly • Security/Safety

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.

- "Perfect size place for a single traveler or a couple. Cabin had all the basic amenities, quiet location just a couple minute drive from downtown Eastport, and the cabin was exactly as stated in the listing." - "Beautiful property! Nice quiet place to get away. Very clean and nice cabin. Definitely planning on coming back!" - "Super nice cabin on a beautiful setting. Well-equipped kitchen & bathroom and comfortable living space. Jason responded promptly to my questions! Eastport is 3 miles away and very quaint. Highly recommend!"

This quaint private New England cottage sits on the edge of the ocean with your own private beach.

Sleeps 4

1st Floor: open concept living room,dining area and full kitchen.
Full Bathroom

2nd Floor: A queen bedroom with its own deck overlooking Cobscook Bay.
A single bedroom with two twin beds,waterview of Half Moon Cove.
Half bathroom.

Amenities:

Sheets
Towels
Coffee maker with Rossport blend of coffee.
Washer and Dryer.

Outside amenities:

Adirondack Chairs
Picnic Table
Firepit
Propane BBQ grill

Business Wifi at Red Barn Central.

Pets Allowed: NO

Kayaker’s welcome

CHECK IN: 3 pm
CHECK OUT: 10 am

- "Can only say it was a great week...house was clean and supplied with all the kitchen items we needed. Full refrig was great as we bought most of our food for the week. Furniture and Bed was very comfortable. Decks were the best!! No internet but our cell phone did work to our surprise. Low Tide we could walk the beach for quite a ways-found lots of sea glass...kayaked...walked in the water by the shore. Only bummer we didn't build a fire on the beach but kindling etc was provided! Amazing to have them provide that!! Great week and hope to return someday! Thank you Rossport by the Sea"

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.

- "What a fantastic find! Prior to and during stay, Mark (the host) was extremely responsive and helpful. The apartment is located in a quiet, beautiful country setting just a few miles from Eastport. It is the perfect location for exploring Eastport and the surrounding area (e.g., Campobello, St. Andrews, and the art gallies and great restaurants in Eastport). The apartment is spacious, well appointed, and sparkles like new. It was hard to choose between relaxing on the front or back deck (each has multiple lounging chairs and a gathering table). The front deck has an excellent water view and the back deck overlooks a very large, well kept, property. The setting is so relaxing, quiet and beautiful (inside and out). When we return to the area this will be my first choice of a place to stay. Definitely a 5 star rating. Thank you, Mark!"

This 400 sq ft studio has a full kitchen with everything you need, walk-in shower, queen bed, large comfortable couch, TV, WIFI, and plenty of room to spread out and relax all right in the middle of downtown Eastport just across the street from the harbor. Restaurants, pubs, coffee shops, waterfront activity all just a few steps away.

Rates:

$110-125/night 2 night min

Weekly rental 15% off daily rate . $744/week( $106.25/night)

Monthly rental 20% off daily rate. $700/week. $100/night ( weekly cleaning/towel and sheet change)

All numbers are estimates and holiday rate/duration may vary.

What are some things to do nearby? There is a ferry in Eastport that takes passengers and bikes to Lubec to check out the town. There is also an opportunity for fishing charters, whale watching trips, or experience how a​ lobsterman pulls traps. There is also a very vibrant art culture with a lot of talented local artists displaying in numerous galleries in Eastport.

FullFathomFiveGallery is in the building below this rental​ unit and can provide any assistance you need. Please contact Greg for more information: call or text. 207-214-6818

This is a walking community. Most things in town such as galleries, restaurants, pubs, library, Post Office, etc, are a short walk.

- "This is our second stay with the renters. They were very accommodating with us. We needed a last minute stay and they got us set up in the short time we had. Great location to downtown. Walk to breakfast and right off the Main drag." - "The building was cozy and very clean! We loved it! Right in the center of town. Great location" - "This studio apartment right in the heart of downtown Eastport is perfect! The location is convenient, with parking across the street and several restaurants and shops nearby. The hosts are extremely thoughtful and professional, and our stay was nothing short of outstanding. And the locals were all welcoming and courteous as well. This apartment in Eastport, Maine is a wonderful place to visit!"

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

Sleeps 4

In this airy open concept living space there is a full kitchen, dining area and ample seating.

1 bedroom with a Queen bed

1 bedroom with two twins.

Full bathroom

Amenities:

Sheets
Towels
Coffee maker with Rossport blend of coffee
Coin – op washer and dryer at Red Barn Central

Outside Amenities:
Open Deck with Adirondack Chairs
Firepit
Propane BBQ grill

Business Wifi at Red Barn Central

NO Pets

CHECK IN: 3 pm
CHECK OUT: 10 am

- "The property lies on a hillside overlooking the bay and the house is decorated very bright and warm! Excellent place!" - "Very clean and well maintained property! Will be returning for a more extended stay!" - "The cottage is in the middle of the very quiet Rossport island sanctuary on the bay with a view of a small island with nesting seabirds. There is a small trail around the property and a pond with waterlilies. I even came across an adolescent bald eagle that seemed to be fishing in the pond... Really a special, quiet getaway. The kitchen was brand new and HUGE and the coffee and eggs were a nice touch. Lots of activities in Eastport to keep us entertained, including whalewatching, excellent affordable restaurants and beautiful architecture. Even in the dead of summer the weather was very comfortable here on the bay. By design there is limited or no cell service, no phone, no internet at the cabin and no TV, although we did get a Verizon data card to work just fine by placing it by the window. There is wireless internet and laundry facilities at the large barn/main office on the property, which is a short walk away."

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!

-- THE PROPERTY --

Pellet Stove | Spacious Yard (Shared) | Pond | Near The Pirate Festival & Whale Watching

Bedroom: Queen Bed

HOME FEATURES: Smart TV, heated floors, dining table, soaking tub, walk-in shower, board games
KITCHEN: Stove/oven, refrigerator, dishwasher, cooking basics, dishware/flatware, coffee maker, microwave
GENERAL: Free WiFi, central heating, complimentary toiletries, hair dryer, hangers, linens/towels, trash bags/paper towels
FAQ: Homeowner on-site, no A/C
ACCESSIBILITY: Single-story apartment, 1 step to enter
PARKING: Shared parking pad (1 vehicle)

-- THE LOCATION --

ATTRACTIONS: 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)
CHEERS: Horn Run Brewing (1 mile), Phoenix Fine Wines (1 mile), Lubec Brewing Co. (38 miles), Bartlett Maine Estate Winery and Distillery (80 miles)
MUSEUMS: Tides Institute & Museum of Art (1 mile), McCurdy Smokehouse Museum (38 miles), Burnham Tavern Museum (44 miles)
AIRPORTS: Eastport Municipal Airport (0.7 miles), Saint John Airport (113 miles), Bangor International Airport (117 miles)

-- REST EASY WITH US --

Evolve 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.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: This single-story apartment requires 1 step to enter
- NOTE: The homeowner lives on-site, in a completely separate unit, and may be present during your stay
- NOTE: The property does not have air conditioning

- "Easy, no issues" - "Wonderful stay. Very clean and comfortable. Roberta was responsive and easy to deal with. We will definitely come back if we visit Eastport again. " - "Roberta and Barry were great… very kind and caring- thank you" - "We just stayed at this incredibly lovely vacation rental. A very easy and scenic walk to the downtown area. Accommodations were perfect! Roberta was there to greet us, and made sure that we were comfortable throughout our stay. I highly recommend staying here. "

Welcome to Capen Cottage, a cozy retreat tucked away on a quiet street just minutes from downtown Eastport. Explore unique shops, galleries, and waterfront dining, then relax in a bright, comfortable space designed for unwinding. The cottage offers all the essentials for a peaceful and memorable stay, whether you’re here for a weekend escape or a longer adventure in the easternmost city of the United States!

- "We spent three nights at Cozy Capen Cottage and it was such a pleasure! This little house is conveniently located close to downtown—a 3-minute drive or, perhaps, a 10-minute walk. The cottage was absolutely immaculate. All supplies are provided, with an abundance of soft towels and washcloths in the bathroom; a Keurig coffeemaker, KitchenAid mixer, blender, and all the knives and kitchen utensils one could possibly hope for in the kitchen; and lucious, white 100% cotton sheets and pillowcases and warm, cozy comforters in the bedrooms.The landscaping is lovely, reflecting the hard work of the gracious owner. And the backyard fire pit, surrounded by six comfy Adirondack-style chairs, comes with a more-than-ample supply of wood and kindling.Highly recommended!"

New cottage open for 2024!! Shackford Cove Cottage is a charming cottage with the best view of Shackford Cove in Eastport! It features a relaxing entertaining space on the first floor and two bedrooms and a bath on the second. It was built as a sardine workers' housing dating to the turn of the last century. Converted to a vacation home thirty years ago, it was just updated to make a comfortable vacation home for your stay.

Shackford Cove Cottage features unmatched views of Shackford Cove, with an ever changing view from deep water to just a trickle, always teaming with shore birds and the wrecks of ships from when Shackford Cove was home to four shipyards!

The home is one open space on the first floor, with glass sliding doors facing the deck with Shackford Cove beyond. The kitchen is fully furnished with a large fridge, gas stove, lots of cookware, and handmaid pine cabinets. The second floor is accessed by a steep, low ceilinged staircase typical for this era of home, but has two large, bright bedrooms for you to enjoy. The larger bedroom has been called the ‘captains Quarters’ since its inception, with a brand new queen bed, a nice sized storage closet, bureau, and a vintage rocking chair. The secondary bedroom pays homage to the previous owner with his collection of birding photographs as well as his photographs of Eastport from a decade ago. It has a queen bed with a memory foam mattress and several wall hooks for hanging. The upstairs bath is tucked in under the eaves with a tub shower combination and a small vanity as well as several storage cabinets.

The home has a propane heater on the first floor, an electric radiator in the bathroom, as well as two space heaters in the bedrooms. There are stand fans as well for the occasional warm day! There is no air conditioning.

This listing is only for the Shackford Cove Cottage by the water. The Shackford House directly on Water St. is a separate home and not available for guests.

You'll love staying at Shackford Cove Cottage because it's less than a 5-minute walk from downtown Eastport! You can easily explore the charming shops on Water St check out the amazing galleries, and grab a delicious bite to eat. It's the perfect location!

Parking is provided by taking the driveway between 9 Water Street and 11 Water Street / Crow Tracks all the way to the back where you will see a shingled cottage. This is a NARROW driveway but easily fits a standard size vehicle but an overly large SUV or RV would have to park on Water Street. If you do need to park a larger vehicle let us know and we can arrange with the owner of the front house for you to park in their space in front of the house and they will park in the driveway.

Airbnb has some restrictions, so we can't list the cottage as 9.5 Water St as it’s actually tucked behind 9 Water St. and offers a breathtaking view of Shackford Cove. The Shackford House is not available, but you can easily find your way to Shackford Cove Cottage through the very short path to the side of the house. It's a hidden gem that you won't want to miss! Especially with those views!

- "Property was beautiful" - "My husband and I, along with our two dogs, stayed for a couple nights in this adorable cottage. It has a spectacular view and sits right on the water. It is so quiet and serene, and you can walk around the neighborhood or downtown so easily. The kitchen is better than expected with updated appliances, and just about everything you need to make a nice meal (and a good amount of counter space). The cottage is well furnished inside and out with plenty of places to sit, and all choices are comfortable! I will 100% recommend this place to anyone headed this way. Things to keep in mind: -The parking situation is super tight, it is between two buildings, I don't recommend bringing too large of a vehicle. Or multiple vehicles depending on the size. -The bedrooms and bathroom are on the second floor (for anyone with trouble climbing stairs). Thank you, Mia. We truly appreciate the accommodations! "

Sits on the picturesque shore of Cobscook Bay and Eagle (spring-fed) pond.

Sleeps 7

1st Floor: Full kitchen. Comfortable size living and dining area.

1 bedroom with a queen bed

1 bedroom with two twin beds | Full Bathroom

Both have views of the Bay.

2nd Floor Loft : Access from outside

Sleeps 3 – 1 Queen bed | 1 Twin bed | Half Bathroom

Amenities: Sheets
Towels
Coffee maker with Rossport blend of coffee.
Coin- op washer and dryer
Outside amenities:
Adirondack Chairs
Firepit
Propane BBQ Grill

Business Wifi at Red Barn Central

Kayaker’s Welcome
Pets Allowed: NO

CHECK IN : 3 pm
CHECK OUT: 10 am

- "This was a terrific get away! At first we weren’t sure when our requested cabin suddenly was not available, but, wow, it was so peacefully awesome. I didn’t want to leave and go back to reality! Thanks Ross and Butch for the accommodations! Our only suggestions would be to provide hair dryer/shampoo & firewood at the cabin. Thanks so much! We hope to bring our family back one day soon!" - "Ross was an awesome host. Property was well appointed. Wildlife out in the bay as well as eagles and deer sightings close to our home away at Rossport! Close to all we needed. Local whale watching cruise by Windjammers ...incredible. We would highly recommend Rossport!"

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

Sleeps 7

1st Floor: Full kitchen

Large living and dining area.

1 bedroom with queen bed.

1 bedroom with two twin beds.

2nd Floor Loft: Access from the outside

1 Queen bed and 1 twin bed.

Amenities:

Sheets
Towels
Coffee maker with Rossport blend of coffee
Coin-op washer and dryer at Red Barn Central.

Outside amenities:

Adirondack Chairs
Firepit
Propane BBQ Grill

Business Wifi at Red Barn Central
Kayaker’s Welcome

Pets Allowed: NO

CHECK IN: 3 pm
CHECK OUT: 10am

Large airy and bright seating space in addition to the outside deck.

- "It is a beautiful place, serene" - "A "blind" rental. I only knew I wanted to get way away. Downeast Maine is beautiful, so yes, Eastport. This stay far exceeded my expectations. The views!! Area activities: Diver Ed! Whale watches! The Old Sow! Eastport itself! Digging clams!! Beachcombing! Just hanging out with my favorite people... I'm booking now for next year!" - "Looking forward to staying again"

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

No electricity or running water.

Walk up the trail to Red Barn Central to the full kitchen,bathroom and 2 outdoor showers.

Amenities:
Sheets
Towels
Flashlights
Coin-op washer and dryer at Red Barn Central

Outside amenities:
Adirondack Chairs
Firepit

Pets Allowed: NO
Kayaker’s welcome

Business Wifi available at Red Barn Central

- "The only issues I had Was when I got to my cabin the bed had not been made and the trash was not empty from the people before so we had to go to the red barn wash our bedding before we could sleep that night. Also the ad said 1 bedroom 1 bathroom there was no bathroom in the cabin it was in the red barn"

Featuring a fully equipped kitchen, comfortable living space, and charming nautical decor, this apartment is the perfect spot to unwind after a day of exploring the picturesque coastal town of Eastport. Soak up the sea air as you watch the boats come and go, or take a tranquil stroll along the waterfront. With endless activities and scenic beauty just outside your door, Deep Cove Getaway offers an unforgettable vacation experience for guests of all ages. Come discover the charm and magic of Eastport at Deep Cove Getaway!

Child Friendly • Bedding/Linens • Tv • Guest Services • Other • Internet • Security/Safety • Kitchen • Laundry • Parking • Fireplace/Heating

A charming rustic cabin.

Sleeps 3

1st floor,small seating area with a kitchen table.
Built in barn doors that open to the outdoors.

2nd floor has one queen bed and two twin beds.

The cabin has no electricity nor running water.

You can find Red Barn Central down the hill,it has a common area full kitchen,bathroom facilities and 2 outdoor cedar showers.
Coin-op washer and dryer

Amenities:
Linens
Towels
Flashlights
Coffee maker with Rossport blend of coffee at Red Barn Central.

Outside amenities:

Deck withAdirondack Chairs
Propane BBQ Grill at Red Barn Central

No Pets allowed
Kayakers welcome

Business Wifi available at Red Barn Central

Parking • Internet • Laundry • Balcony/Terrace • Other • Security/Safety • Child Friendly • Kitchen

Overlooking Cobscook Bay with a spectacular water view.
A cozy cabin that sleeps 2,with a Queen mattress.
Small sitting area inside and a Deck outside.

No electricity or running water.

Walk up the trail to Red Barn Central to the common area full kitchen, bathroom and 2 outdoor showers.

Amenities:
Sheets
Towels
Flashlights
Coin-op washer and dryer at Red Barn Central

Outside amenities:
Adirondack Chairs
Firepit

Pets allowed: NO
Kayaker’s welcome

Business Wifi available at Red Barn Central

Barbecue/Outdoor Cooking • Balcony/Terrace • Parking • Security/Safety • Internet • Kitchen • Laundry • Child Friendly

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

Sleeps 2
Queen bed is on an elevated platform.
Mini fridge with a coffee nook

Cottage has electricity, no inside running water.
Outside shower
Outhouse ‘dry toilet ‘

A short walk down the hill is Red Barn Central with a common area full kitchen,bathroom facilities.
Coin-op washer and dryer

Amenities:
Linens
Towels
Coffee maker with Rossport‘s blend coffee.

Outside amenities:
Deck with Adirondack Chairs
Propane BBQ Grill at Red Barn Central

No Pets Allowed

Kayaker’s welcome

Business Wifi at Red Barn Central

Parking • Barbecue/Outdoor Cooking • Other • Security/Safety • Balcony/Terrace • Oceanfront • Laundry • View • Internet • Ocean View • Child Friendly • Kitchen

This comfortable cottage sits in a very private setting next to an old apple tree on Cobscook Bay.

Sleeps 2

1 Queen bed.

Its open space design features a living, dining, sleeping area and full bathroom.

Amenities:
Linens
Towels
Coffee maker with Rossport blend of coffee.

Outside amenities:
Large deck
Adirondack Chairs
Propane BBQ Grill
Firepit

Business Wifi at Red Barn Central

Pets Allowed: NO

Kayaker’s Welcome

Child Friendly • Kitchen • Balcony/Terrace • Barbecue/Outdoor Cooking • Internet • Laundry • Other • Security/Safety

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

The space
Whole house and yard

Guest access
The whole place is yours to enjoy, plenty of room to park and small yard.

Other things to note
The house has everything to make you feel at home for one night or many! Not like anything else in Eastport! If you ever thought you'd like a tiny house, try this one out!

Shower gel • Bathtub • Shampoo • Body soap • Cleaning products • Hair dryer • Hangers • Essentials • Hot water • Conditioner

Enjoy a bright welcoming space in the middle of downtown with views of the water. Have coffee and breakfast downstairs at Dastardly Dick's, and wander Water Street or wind your way to Shackford Head State Park for an afternoon hike.

The space
one bedroom, one bathroom, large great room combining kitchen and living space. tall windows overlooking water street .

Guest access
downtown shopping, free wifi, hiking on shackford head, whale watch cruises on the bay

Bring the family and connect with nature and each other, while still retiring to a comfortable space at night. The charming Bunkhouse Cabin, designed to look like a small barn, features a nice deck for enjoying together outside and the first level features a small sitting area with tables. Upstairs, you will find a sleeping loft with a queen bed and 2 twin beds. This rustic cabin has no electricity or running water, but flashlights are available to light your way at night.
NO pets allowed

The space
Bring the family and connect with nature and each other, while still retiring to a comfortable space at night. The charming Bunkhouse Cabin, designed to look like a small barn, features a nice deck for enjoying together outside and the first level features a small sitting area with tables. Upstairs, you will find a sleeping loft with a queen bed and 2 twin beds. This rustic cabin has no electricity or running water, but flashlights are available to light your way at night.

Just down the hill from the cabin, you will find Red Barn Central where you have access to a common area kitchen, full indoor bathroom facilities, laundry facilities and even two outdoor cedar showers. You may also access Wi-Fi at Red Barn Central and maybe have a chance to meet your fellow visitors.

Rossport General Description/About:
Rossport by the Sea is a pretty special place, we like to say its magical by nature and a little slice of Heaven on Earth. Nestled between the Cobscook & Passamaquoddy Bays, Rossport has 3+ miles of private shoreline, 20-foot tide changes twice per day, 100+ acres of fields and trails and has the first sunrise in the USA. On Rossport’s beaches, you can dig and pick your own clams and periwinkles. Rossport Farms has fresh eggs daily, pigs, belted Galloway (Oreo) cows roam the fields and an organic garden growing fresh veggies, herbs, and flowers in the Maine sunshine. Whether your interest is high tides, fresh seafood, hay fields or the Oreo cows, you will find rest and relaxation at Rossport by the Sea.

Families, groups and weddings of all sizes are welcome to experience the very best that Down East Maine has to offer. With 18 privately located houses, cottages, and cabins, you are certain to find the right lodging, amenities, and facilities for your needs. So, grab yourself an Adirondack chair, kick off your shoes, and settle in for a beautiful escape from the everyday.
Eastport (the easternmost city in the USA) and Down East/ Bold Coast are truly authentic Maine, and many guests return year after year to savor the quiet of Rossport and the hiking, walk the shore and hunt for sea glass and driftwood as well as the incredibly fresh seafood daily. The city of Eastport has the deepest port on the East Coast and is known for its tides and unique natural wonders. The reversing falls near Pembroke churns food to the surface of the water in a rare phenomenon and is a great place to watch for seals, eagles, and whales. You can also find the biggest whirlpool in the western hemisphere, named Old Sow, in the Passamaquoddy Bay. In addition to its natural wonders, you can also find museums dedicated to the tides, art and the local native tribes. Plus, Eastport has some great seafood restaurants and fun festivals including the Eastport Pirate Festival and the Salmon & Seafood Festival. But we won’t blame you if you don’t leave the relaxing grounds of Rossport. So come explore as little or as much as your heart desires.

You won’t want to leave this charming, one-of-a-kind place. Breakfast is not provided at this time but can be arranged upon request for larger parties.

Short walk to downtown, post office, market, shopping, restaurants, and Passamaquoddy Bay

Indoor fireplace • Essentials • Books and reading material • Hot water • Lock on bedroom door • Cleaning products • Smoke alarm • Fire extinguisher • TV • Carbon monoxide alarm

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.

The space
Part of the award-winning former Shackford House B&B. Built in 1821, updated and expanded in the late 1990s, and fully restored with all-new heating, plumbing, wiring, insulation, roof and fire suppression system in 2004/5. Located on the 2nd floor above the garage, the studio has private access from the second story deck on the lefthand side. Double-locked kitchen door accesses "bridge" to the main house (locked).

Guests access the studio through a private entrance off of the deck. The studio includes the living/sleeping area, attached galley kitchen, bathroom, and deck. The living area has a king-size bed with side tables, dresser, smart TV, Bluetooth speaker, cast iron stove (gas), wicker sofa and chair. There is also a small dining table and two chairs for enjoying the view while eating, playing games, or using the Internet.

The studio was designed with a couple in mind and the bathroom is separate from the rest of the studio. The bathroom has a walk in shower (no tub), sink with mirror and storage.

There is ample storage in the "Harry Potter closet" located in the eves with plenty of room for bags. A guest-use vacuum and electric heater is also stored here. A second set of bed linen and towels is provided to handle life's little surprises. The bathroom cabinet has a hair dryer and iron along with extra toilet paper and tissues. A map on the back of the bathroom door shows the location of all the amenities and supplies for easy access.

The kitchen is fully-equipped with cookware, cooking utensils, silverware, plates, bowls, glasses, and coffee mugs. In addition to the full-size refrigerator, you'll find an electric cook-top, microwave oven, toaster, toaster oven, Keurig coffee maker, filtered water pitcher, kettle for tea/pour-over, blender, and air-fryer.

Internet, Netflix, a Blu-ray player, and a small library of DVD/Blu-ray movies are provided for your entertainment. A Bluetooth speaker lets you easily enjoy your own music. Internet and Bluetooth speaker access information is displayed on an easily-seen "Wi-Fi" sign board.

Trash cans are conveniently located in each room (with extra liners). if needed, full bags can be tied shut and deposited in any of the trash cans located below the deck.

The studio has hard-wired smoke detector and carbon monoxide detectors along with a fire suppression system. Two fire extinguishers are available, one on the counter next to the cook top, the other at the end of the kitchen counter.

Immaculately maintained, the apartment is cleaned and sanitized after every visitor.

Guest access
You'll access the Studio from the deck located on the left side of the Chadbourne House. A unique lockbox code will be provided before your stay to access the key to the apartment. Shut the lockbox after getting the key and return the key to the lockbox when you depart.

Other things to note
The restaurants, shops, and activities of Eastport (to include the working harbor) are nestled on the Passamaquoddy Bay just three short downhill block from the Studio - an easy 5-10 minute walk.

The Eastern-most city in the United States, Eastport offers stunning sunrises over Campobello island and the Passamaquoddy bay and islands. Be warned that sunrise in the summer months happens around 4AM, but it's breathtaking beauty and stunning light is well worth the effort.

Downtown is a delightful stroll to admire the art and photography in our several galleries, browse antiques and creative crafts, and a host of little adventures. Seasonal events and art walks happen on a regular basis so be sure to find out what will be happening during your stay.

Restaurants and eateries are scattered across downtown and offer a wide variety of regional seafood specialties as well as other mainstays.

Brick walls, wooden floors, tin ceiling and windows looking over the ocean this studio apartment is perfect for a retreat to write and read. spacious desk, comfy couches, dining area, retro kitchen and full bathroom with a bath and laundry. Located in downtown Eastport this loft is the perfect getaway ideal for longer stays with all the amenities. Parking in the back of the building and private entry with key code locks.

Body soap • Shower gel • Hangers • Bed linens • Cleaning products • Hot water • Washer • Shampoo • Conditioner • Bathtub

Reconnect with nature at this unforgettable escape. 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 propane fire pit.

Hangers • Cleaning products • Room-darkening shades • Conditioner • Iron • Bed linens • Body soap • Shampoo • Shower gel • Hot water

Third Street #2 is a charming home in downtown Eastport which is about 2 miles from our main campus. If you prefer being in town, this is the place for you. The home sleeps 3 people with 2 bedrooms and 1 full bathroom. There is a Queen bed in the main bedroom and a twin bed in the second. You will also find a large kitchen with dining area and comfortable living room.
NO pets allowed

The space
hird Street #2 is a charming home in downtown Eastport which is about 2 miles from our main campus. If you prefer being in town, this is the place for you. The home sleeps 3 people with 2 bedrooms and 1 full bathroom. There is a Queen bed in the main bedroom and a twin bed in the second. You will also find a large kitchen with dining area and comfortable living room.

You are close to all that the charming town of Eastport has to offer including the Tides Institute & Museum of Art, restaurants and even a brewery.

The home is available for weekly rentals only.

You are located just 3 blocks from Water Street and all that Eastport has to offer. The home is available by the week only.

Rossport General Description/About:

Rossport by the Sea is a pretty special place, we like to say its magical by nature and a little slice of Heaven on Earth. Nestled between the Cobscook & Passamaquoddy Bays, Rossport has 3+ miles of private shoreline, 20-foot tide changes twice per day, 100+ acres of fields and trails and has the first sunrise in the USA. On Rossport’s beaches, you can dig and pick your own clams and periwinkles. Rossport Farms has fresh eggs daily, pigs, belted Galloway (Oreo) cows roam the fields and an organic garden growing fresh veggies, herbs, and flowers in the Maine sunshine. Whether your interest is high tides, fresh seafood, hay fields or the Oreo cows, you will find rest and relaxation at Rossport by the Sea.

Families, groups and weddings of all sizes are welcome to experience the very best that Down East Maine has to offer.   With 18 privately located houses, cottages, and cabins, you are certain to find the right lodging, amenities, and facilities for your needs.  So, grab yourself an Adirondack chair, kick off your shoes, and settle in for a beautiful escape from the everyday.

Eastport (the easternmost city in the USA) and Down East/ Bold Coast are truly authentic Maine, and many guests return year after year to savor the quiet of Rossport and the hiking, walk the shore and hunt for sea glass and driftwood as well as the incredibly fresh seafood daily.  The city of Eastport has the deepest port on the East Coast and is known for its tides and unique natural wonders. The reversing falls near Pembroke churns food to the surface of the water in a rare phenomenon and is a great place to watch for seals, eagles, and whales. You can also find the biggest whirlpool in the western hemisphere, named Old Sow, in the Passamaquoddy Bay. In addition to its natural wonders, you can also find museums dedicated to the tides, art and the local native tribes. Plus, Eastport has some great seafood restaurants and fun festivals including the Eastport Pirate Festival and the Salmon & Seafood Festival. But we won’t blame you if you don’t leave the relaxing grounds of Rossport. So come explore as little or as much as your heart desires.


Our pet policies.
There is a fee of $140 per pet
with a maximum of two (2) pets allowed per cottage.

Several cottages are designated dog-friendly.
And can be booked online.

Dog(s) must be declared at the time of reservation. Please provide us with your dog’s name and special identifiable markings when booking your reservation.

Dog(s) should never be left unattended in your room at any time. If your dog(s) are well behaved and quiet you may leave them for a short time but they must be crated.

Studio apartment overlooking water street, across from the waco diner with views of Capabello across the Passamaquoddy bay.

Bay view • Marina view • Essentials • Harbor view • Dryer • Ocean view • Bathtub • Hot water • Washer • Body soap

Walking distance to downtown, market, post office, shopping, restaurants and the Passamaquoddy Bay

TV • Hot water • Essentials • Smoke alarm • Lock on bedroom door • Refrigerator • Indoor fireplace • Wifi • Dishes and silverware • Carbon monoxide alarm

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 :)

The space
The home is sunny and comfortable. We offer books, games, internet based tv, WIFI and a futon in the front room for napping in the ocean air. There is a propane fireplace for those chilly yet romantic nights. A slider off the bedroom provides direct access to a private backyard for your pets (and children) to play. The side yard offers a paved area for grilling and enjoying more peak ocean views. We also have Corn Hole for your enjoyment. OH! and as all mini mansions require, a high end washer and dryer to wash your clothes after your amazing outdoor adventures!
The bay is located across the street, an aerial photo is included to show distance. All downtown Eastport offerings are in walking distance, the grocery store/ bank is a 3 minute drive away (20 min walk).

Guest access
Did you know although Eastport is an island you can drive to it (and it is a gorgeous drive especially at sunset)!!! You will have private access to the entire home. There is parking in the driveway in front of the home and a fenced in side area for sitting outside and relaxing while bbqing on the provided propane Weber Grill. You are walking distance to some of the nations best sea glass coves, and the many activities Eastport has to offer such as the annual Pirate Festival!

Other things to note
The futon can serve for extra sleeping space, we also supply air mattresses if preferred. Contact us with questions or if you need anything at all!

Shower gel • Sea view • Hair dryer • Hot water • Ocean view • Bay view • Dove or equivalent shampoo • Dove or Equivalent conditioner • Cleaning products • Bathtub

Small View is a charming little home tucked away on a quiet street one block from downtown Eastport. Equipped with everything you need to make yourself at home. Bedroom with queen bed, plus pullout sofa in living room. This special place is close to everything, just a short walk to restaurants, gallery's, shops, the arts center, and the pier.

Keep it simple at this peaceful and centrally-located place. Right in the heart of Eastport and convenient to restaurants and pubs. Lovely walk along the waterfront or cross the street to the phoenix,
an amazing wine bar and bistro or dine in at the Waco, Maine’s oldest diner right on the water !

Pets allowed • Fire extinguisher • Services • Internet and office • Home safety • Wifi • First aid kit • Carbon monoxide alarm • Kitchen and dining • Smoke alarm

You won’t want to leave this charming, one-of-a-kind place. Breakfast is not provided at this time but can be arranged upon request for larger parties.

Essentials • Indoor fireplace • Outdoor dining area • Hot water • Free parking on premises • Wifi • Smoke alarm • TV • Carbon monoxide alarm • Pets allowed

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.

The space
This is the best location in the entire city of Eastport! Very centrally located, you can walk to everything! Watching the boats come into the harbor, seeing whales, porpoises, seals, eagles from your window, seeing the sun rise each morning over Campobello Island, unbeatable!

Guest access
Guests have total access to the apartment with full kitchen, bath, cable tv, internet with wi-fi, telephone with toll-free US access.

Other things to note
Campobello is home to the Roosevelt Cottage International Park, the only international park in the world, and is worth a trip to see. Entrance is free. Visits to Canada require a passport.

Shampoo • Hair dryer • Extra pillows and blankets • Garden view • Essentials • Bathtub • Hot water • Bed linens • Hangers • Bay view

ONE WEEK MINIMUM July 4th week. Keep it simple at this peaceful and centrally-located place, a former rectory. Ground floor apartment in the historic district, walk to shops, dining and the working waterfront. Enjoy our many festivals; Eastport hosts the largest July 4th celebration in Maine or come to celebrate our connection to the sea at the Mermaid, Salmon and Pirate Festivals. Or simply come to enjoy the peace of watching the sunrise at the Easternmost City in the US.

Cleaning products • Bed linens • Hot water • Extra pillows and blankets • Iron • Hangers • Free dryer – In building • Conditioner • Washer • Body soap

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.

Cleaning products • Dryer – In building • Washer • Hangers • Room-darkening shades • Hair dryer • Safe • HDTV • Sonos Bluetooth sound system • Essentials

Relax in nature at this peaceful log cabin on the ocean. Perfect romantic getaway for couples or a great family friendly retreat!

This cozy log cabin is located *right* on the waterfront, only set back a few yards from the gorgeous views overlooking Canada's Deer Island.

Spend your days relaxing outside in the hammock or around the fire-pit, have a picnic on the rocks overlooking the water at high tide, or explore the wide variety of ocean critters that can be found at low tide.

The space
Welcome to our cozy ~800sq/ft log cabin that is rustic but comfortable and well stocked for a relaxing vacation on the waterfront.

First bedroom has a queen bed with a new high quality mattress so that you'll be sleeping comfortably during your stay. There is also small desk that can be used as a work area.

Second bedroom has twin bunkbeds, also with new high quality mattresses.

The living area is attached to the kitchen and is the perfect place to enjoy being with family or friends.

Full bathroom includes washer/dryer to make your stay all that more convenient.

On the front deck there's seating and a grill, since we think you'll probably want to do most of your cooking overlooking the gorgeous oceanfront views!

A fire-pit with seating and a hammock make the outdoor space a great place to be. We love sitting outside, watching the bald eagles fly by, and searching the water for whale sightings!

While the fireplace in the cabin is currently in need of some repairs and should not be used, there is a propane heater in the cabin that can be used on cooler nights and works very effectively to keep the cabin warm.

Downtown Eastport has restaurants, art galleries, and a fantastic candy shop that the kids will love. We are happy to provide recommendations for places to find good food or entertainment during your stay.

And just a reminder, the cabin is cozy, but RUSTIC! While we try to make the cabin as comfortable as possible for guests (and our family as well, as we are up every summer!), some guests have been surprised to find that the cabin isn’t squeaky clean and “rustic chic”, but actually just a log cabin built by hand out in the wilderness. If this doesn’t sound like the right fit for you or your group, *please* do not book with us. We always try to keep up with maintenance issues as they come up as quickly as possible (again, this is our family’s summer retreat as well so we want it to be an amazing spot to visit!), but minor issues sometimes have to wait until the end of the season to be dealt with. If minor inconveniences will ruin your vacation, then this is not the place for you. We want you to have a fantastic vacation, wherever you choose to stay - life is short and time together with loved ones is so valuable!

Guest access
You will have access to the entire cabin and 1 acre property, plus enjoy a very private space on the waterfront. Neighbors are few and quiet.

Other things to note
We get a lot of questions about accessibility for people with mobility issues. It's important to note that the driveway to the cabin is very steep. We do not recommend pulling into the driveway unless you have a reliable 4WD vehicle. There is a parking space at the top of the driveway that should be used for smaller cars, however, guests will then need to walk roughly 25ft down the sloped, crushed stone driveway before reaching the short staircase that leads down to the property.

Access to the water is fairly easy for all. There are two short paths from the lawn down to the rocks. The path closer to the fire-pit is fairly flat and easier to travel, and it will bring you down to a space on the rocks that we love to picnic on and swim from (if you can stand the cold water!).

Again, this is a rustic, built by hand cabin. We have a wonderful housekeeper, but due to the nature of the building itself, you will not find it completely spotless. We put money into it whenever we can (it’s our family’s summer getaway, so we want it to be as nice as possible!) but we can’t always keep up with minor problems. If you are bothered by minor inconveniences while on vacation (and we totally understand if you are - it’s your hard earned vacation after all!) then *please* do not book with us. The cabin is cozy and in a truly gorgeous spot, but it’s not for those who don’t like to “rough it” to some extent.

Fire extinguisher • Hot water • Essentials • Bathtub • Heating • Indoor fireplace • Washer • Clothing storage: dresser • First aid kit • Free dryer – In unit

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.

Bay view • City skyline view • Hair dryer • Shower gel • Shampoo • Harbor view • Body soap • Hot water • Washer • Cleaning products

Welcome to Capen Cottage, a cozy retreat tucked away on a quiet street just steps away from downtown Eastport. Explore unique shops, galleries, and waterfront dining, then relax in a bright, comfortable space designed for unwinding. The cottage offers all the essentials for a peaceful and memorable stay, whether you’re here for a weekend escape or a longer adventure in the easternmost city of the United States!

The space
Nestled in the heart of Eastport, Maine, Capen Cottage is a charming 2-bedroom, 1-bath home that’s perfect for a relaxing coastal getaway. With a comfortable queen pull-out couch, it easily accommodates families, friends, or couples looking to explore everything Eastport has to offer.

Inside, you’ll find a fully equipped kitchen stocked with appliances, cookware, and a cozy coffee area to start your mornings right. The dining area provides a warm space to gather for meals or plan your day's adventures. The living room is inviting and comfortable — ideal for curling up after a day of sightseeing.

Step outside and enjoy the beautiful back patio, perfect for morning coffee, evening drinks, or simply soaking up the fresh ocean air. Plus, with easy access to downtown, you’re just steps away from Eastport’s vibrant shops, galleries, waterfront dining, and local festivals.

Shower gel • Essentials • Hot water • Body soap • Washer • Hair dryer • Dryer • Conditioner • Shampoo • Hangers

Boat Shop Loft is a cozy water view apartment just steps from downtown Eastport and the breakwater. Enjoy Campobello views, walk to local shops and restaurants, and relax in your own private coastal retreat.

Note: This is a third story unit!

The space
Welcome to your cozy coastal retreat in the heart of Eastport. This charming third-floor apartment offers stunning views overlooking the breakwater and is less than a minute’s walk to downtown shops, restaurants, and the waterfront. The space features a comfortable bedroom, one full bathroom, and a versatile bonus room that can be used as an office or a second bedroom. You'll also find a fully equipped kitchen, a dining area, and a relaxed living space perfect for unwinding after a day of exploring. Located above a small workshop with light weekday use (Monday through Friday during business hours), the apartment remains peaceful and quiet in the evenings and on weekends. Whether you're here for a weekend escape or a longer stay, this apartment offers the perfect blend of comfort, convenience, and coastal charm.

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.

The space
Quiet setting on a cull de sac, 1 mile walk to downtown. Private large back deck over looking the forest that leads down to a beautiful tidal water cove. Some water view in winter, minimal in summer. Redone bedroom with bed access on both sides, added memory foam comfort topper. Slate, wood and stone flooring. Cook up a meal on the BBQ, relax on the quiet back deck and watch the soaring eagles, deer, song birds. Water view peaking through the trees. Internet TV. Laundry. Cozy Rennie propane heater for winter.

Guest access
You have access the apartment, private lower patio, garage and the back yard. One to two parking spaces. Laundry.

Other things to note
No pets. The suite is always deep cleaned between visits. It is a newly renovated, separate entrance. Stone and hardwood flooring. The grocery store in town plus a few restaurants. Whether you are visiting for business, family or vacation, this separate unit is the very best option for enjoyment and peace of mind.

Hair dryer • Extra pillows and blankets • Essentials • Dryer • Hot water • Hangers • Bathtub • Bed linens • Iron • Washer

New York style loft located downtown with views of the bay and down the street from working waterfront pier. Clean and roomy unit with fully stocked kitchen ready for a meal. Feel free to relax in a sitting area or watch TV in the living area. Spend time exploring all that the quaint village of Eastport has to offer by walking to galleries, shops, and local eateries. If you wish to bring a pet, 40 lbs. or less, there is a $60 fee per pet. Children must be 13 or older.

The space
A New York style loft with clean open space and feel. Although, it is very roomy and open there are separate areas that offers places to relax and unwind. The windows in the kitchen look out toward the bay with a working waterfront pier. If you wish to relax outside, a courtyard is available for grilling or sitting in the sun. There is one other unit located above this unit in the building. The courtyard is shared with our 3 bedroom rental unit.

Guest access
Guests enjoy their own New York style loft on the 2nd floor of the building ( just 7 steps from the street) Door from inside the unit leads to relaxing courtyard in back with outdoor benches, cushioned sectional, picnic table, and grill. Courtyard is shared with 3rd floor rental unit.

Other things to note
There are two separate units in the building. We ask for guests to be respectful of other guest's quiet relaxing vacations.

Essentials • Free washer – In unit • Room-darkening shades • Hangers • Extra pillows and blankets • Cleaning products • Drying rack for clothing • Free dryer – In unit • Hair dryer • Bed linens

What I love about this cottage: not only do you enjoy ocean views from almost every room in the house, but you have a big deck, lawn area and walkability to downtown Eastport.

Eastport is a charming Maine coastal village with art galleries, coffee shops, bars, restaurants, a brewery and working waterfront with leisure boat tours!

This home is pet-dander free/hypoallergenic for those traveling with pet allergies.

Guest access
The entire home is yours during your stay.

Hair dryer • Cleaning products • Bathtub • Body soap • Hot water • Essentials • Free washer – In unit • Ocean view • Free dryer – In unit • Hangers

This 3 bedroom home has stunning views of Half Moon Bay and the sunsets are SPECTACULAR! Fits 6 people comfortably with two queen bedrooms and one room with twin beds. This property has everything you will need to enjoy a relaxing week away from it all. Enjoy this serene setting, relax around the fire pit and spot the abundant wildlife. Just minutes to downtown Eastport. Near beautiful Campobello Island. Open concept home with large kitchen, flat screen smart tv, WiFi and phone access.

Free dryer – In unit • Ocean view • Hair dryer • Bathtub • Essentials • Bed linens • Free washer – In unit • Hangers • Hot water • Cleaning products

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.

The space
This is a loft-style apartment with one large room that includes sleeping, dining, kitchen, and living spaces. The bathroom is the only separate room.

NOTE: This is an old building. Uneven floors and two flights of steep stairs are part of the experience. If you struggle with either, this may not be the right place for you.

Guest access
You'll have full access to the 2nd floor and your own private deck.

Other things to note
Looking for a spot in Bangor? Check out our other space - "The Downtown Loft Bangor"!

https://airbnb.com/h/thedowntownloftbangor

Conditioner • City skyline view • Harbor view • Marina view • Ocean view • Bay view • Cleaning products • Shampoo • Sea view • Hair dryer

Our family loves Eastport and the ocean . We dreamed of buying a home here and finally found the perfect home in November 2022

We 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.

The 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 it

The space
Welcome 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 .

The 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 windows

The charm of the house has been retained with original moldings, a clawfoot tub, and a beautiful stained glass window.

The back deck overlooks a natural area where deer and the occasional night heron can be seen.

If 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.

We do not allow pets although we love them. We live full time in the house over the winter with our 2 fur babies. They can tell other dogs have been in the house and they can react in a negative way, therefore we’ve chosen not to have other pets stay. Sorry for the inconvenience

Guest access
Our guests have access to everything except: owner’s bedroom, basement, pantry, garage and china cabinet in dining room

Other things to note
We have 2 guest rooms available
The larger room has a queen size bed a large closet and a small dresser
We have installed a portable air conditioner in this room . The air conditioner will cool the upstairs if the door is left open. Please turn this off when you leave.

The 2nd room is a small bedroom
It was designed for children with a bunk bed and a sleeping chair. I allow adults to sleep in this room, but it is small and may not be suitable

Beach access is at shackford state park 3 miles from the house
Also various public spaces around town

Hair dryer • Bathtub • Shampoo • Conditioner • Body soap • Hot water • Shower gel • Essentials • Garden view • Cleaning products

Discover the ultimate oceanfront retreat with our charming 1-bedroom cabin, where breathtaking sunsets and majestic whales are your daily backdrop. Nestled right on the coastline, this cozy cabin offers a perfect blend of rustic charm and modern comforts. Enjoy panoramic ocean views from the pool, a private deck for morning coffee, and evening campfires as the sun sets. Whether you’re seeking a romantic getaway or a family experience, our cabin provides a serene sanctuary with modern amenities.

Paid washer – In building • Shampoo • Hot water • Shower gel • Bed linens • Body soap • Essentials • Hair dryer • Conditioner • Paid dryer – In building

Discover the ultimate retreat with our charming, tiny 2-bedroom cabin, where breathtaking sunsets and majestic whales are your daily backdrop. This cozy cabin offers a perfect blend of rustic charm and modern comforts. With us, you can enjoy walks along the peninsula, panoramic ocean views from the pool, morning coffee in a seaside chair, and evening campfires as the sun sets - all within a mile to the city. Whether you’re seeking romance or a family experience, our cabin will fill your needs.

Extra pillows and blankets • Shower gel • Dryer • Washer • Hot water • Conditioner • Bed linens • Body soap • Shampoo • Essentials

**ONE WEEK MINIMUM booking for July 4th**.
I look forward to welcoming visitors to this ground floor apartment with a million $ view. Wildlife is abundant looking across the bay to Campobello Island - whales, eagles, deer and foxes can be spotted from the deck! Short level walk to downtown Eastport. 1 bedroom unit is perfect for a couple, couple w/child or solo traveler. Dog considered with $50 pet fee (per booking, 2 pets max), please advise host before booking - thanks!

The space
You will have a one bedroom, ground floor unit in duplex, including deck with grill and outdoor seating. Plus a million dollar view!

Guest access
Ground floor unit in duplex, deck and washer/dryer. Washer/dryer is shared with upstairs apartment.

Other things to note
I live in the apartment upstairs (house is a duplex). I have 2 small dogs (Otis and Bella).

Hair dryer • Marina view • Sea view • Beach view • Harbor view • Ocean view • Cleaning products • Bay view • Shampoo • Bathtub

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

Escape to our charming 3 bedroom, 1 bath house in Eastport, the eastern most city in the United States! This cozy home overlooks the water and Campobello Island, offering breathtaking views of the sunrise right from the comfort of your own deck. Just a 10 minute walk from downtown Eastport, you'll have easy access to shops and local attractions.

The space
Colonel's Quarters is a delightful 3-bedroom, 1-bathroom home that can comfortably accommodate up to 6 guests. The home features a cozy living room, a dining area, and a fully equipped kitchen for all your needs. One of the bedrooms also doubles as an office with a convertible queen-sized sofa bed. Guests can enjoy the convenience of a washer and dryer on-site. The front deck offers stunning views overlooking Campobello Island, providing the perfect setting to admire the sunrise. A BBQ grill is also available for al fresco summer dining.

Guest access
The entire home is yours to enjoy

Other things to note
There are two parking spaces available for your use. We would also like to note that we have a blank cookbook in the dining area that we love for guests to fill out with their favorite recipes!

Conditioner • Cleaning products • Harbor view • Ocean view • Bathtub • Shampoo • Sea view • Bay view • Beach view • Hair dryer

Historic water view home. Walk to restaurants, shops, brewery. Newly upgraded, fully furnished, ground level, 2 Bedroom, 2 Bath, hot tub, kitchen, dining room, 2 decks, washer, dryer, water views.

The space
It’s all yours, enjoy.

Guest access
231A is the entire ground floor of the property with 2 private entrances. 2nd floor is an owners unit, with it’s own separate entrance that we use from time to time but don’t rent out.

Other things to note
5 minute walk to town. Bottom of the hill is public access to a rocky beach. Depending on the time of year you may see a pilot whale.

Bathtub • Free dryer – In unit • Cleaning products • Sea view • Hair dryer • Ocean view • Harbor view • Free washer – In unit • Bay view • Hot water

The whole group will enjoy easy access to everything Eastport from this centrally located, newly renovated, 1500+ square foot home. With 9 foot ceilings through out, an open concept kitchen that’s big enough for the whole family to dine together, comfy bedrooms, and a private yard, there’ll be plenty of room for everyone. No detail was overlooked during the 2 year renovation of this home, it is now ready for your vacation to Eastport, where you’ll be just a short walk from downtown (0.2 mile).

Guest access
This entire house is open to our guests, with the exception of the attic, basement, out building, and an addition at the back of the house. None of these spaces will be occupied during your stay, however they are not part of the rental.

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!

The space
The Rumery Brothers building, located at 56 Water Street (downstairs commercial) and 6 Furniture Alley (upstairs residential) in downtown Eastport, Maine, is a historic building and an invaluable part of the city’s 30 building National Historic District. The two-story brick, stone and iron trim Italianate was built in 1887 and designed by architect, Henry Black, who designed two-thirds of the buildings in the District following the disastrous fire of October 14, 1886 that leveled the downtown and waterfront.
All structural repairs as well as the upstairs loft were completed in August 2024 after 8 months of setbacks and extensive preservation. The kitchen is fully equipped, and the GE Profile appliances are fitting for any chef. Cuisinart accessories and other must have kitchen essentials are all available. Eat under the locally crafted driftwood chandelier in the spacious dining area. Enjoy fresh linens and the benefits of the queen-sized copper infused mattress and pillows. A washer and dryer, as well as extra pillows, sheets, and blankets, are available. Relax in the spa inspired bathroom, enjoy a sea salt bath while connecting to the Bluetooth bathroom fixture.

Guest access
Private parking is available! No need to worry about parking blocks away during peak season, weekends, or festivals. Also, there is only a few steps down to the private entrance. No flight of stairs to climb. Lock box located on side of door has key to entrance. There are 2 keys inside as well for guests.
Enjoy the private deck in the back.

Other things to note
There is a Blink camera that has views of only parking. We have had issues with folks parking out back even though it is clearly posted that it is private property.

If you would like to stay for just 1 night, please send us a message and we will try to accommodate.

We do not approve guests with less than 5 stars.

Bed linens • Hangers • Iron • Hair dryer • Cleaning products • Extra pillows and blankets • Bathtub • Dryer • Washer • Hot water

Discover the ultimate oceanfront retreat with our charming 2-bedroom cabin, where breathtaking sunsets and majestic whales are your daily backdrop. Nestled right on the coastline, this cozy cabin offers a perfect blend of rustic charm and modern comforts. Enjoy panoramic ocean views from the pool, a private deck for morning coffee, and evening campfires as the sun sets. Whether you’re seeking a romantic getaway or a family experience, our cabin provides a serene sanctuary with modern amenities.

Body soap • Conditioner • Washer • Shower gel • Hair dryer • Essentials • Dryer • Bed linens • Shampoo • Hot water

Beautiful house with 25 foot by 25 foot open living space for kitchen, living room, dining room. 2 bedrooms with queen beds. Rounded oak ceiling. Private second story deck with gorgeous views. Jenn-Air gas stove, grill, ovens. Stainless steel fridge. Large dining table, computer desk. Gas fireplace. >50 channel Cable TV,high speed internet. 2 bathrooms, work out room. 1.2 mile walk to downtown. Water view, trees and yard. No children, adults only.

The space
Large open concept 25 x 25 feet kitchen/dining room/living room. Shared lockable laundry room with back Granny Suite (no shared walls). Private upper deck with great views! No pets and no toddlers.

Guest access
Private use main house. Private use of upper deck. Separate entrance.

Other things to note
Separate entrance and lane way. The is a grocery store and a few restaurants . Whether you are visiting for business, family or vacation, this separate unit is the very best option for enjoyment and peace of mind

Shampoo • Hair dryer • Washer • Essentials • Shower gel • Hangers • Bay view • Dryer • Hot water • Cleaning products