Holiday houses in Chocolate Cove

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Top-rated holiday rentals in Chocolate Cove

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

Historic Bayside Corthell & Gardner Building

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

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

Studio @ Chadbourne House: Private deck and more!

Modern studio apartment in a historic building in Eastport Maine. 460 sq ft with private deck, king-sized bed, sitting area w/gas stove, galley kitchen, and bathroom. Walk-out second story deck overlooks large side-yard and has table, umbrella, and chairs for outside dining or simply enjoying the day. Private entrance and off-street parking. Well-equipped kitchen w/ refrigerator/freezer, Keurig, kettle, toaster oven, cookware, knives, utensils, dinnerware. Large closet with vacuum and heater.

Top Guest favourite
The image depicts a scenic view of a tranquil ocean with gentle waves lapping against rocky shores. Lush green trees line the coastline, framing the water. A wooden structure is visible in the foreground, highlighting the natural beauty and serenity of the location.
Cottage in Wilsons Beach
4.96 out of 5 average rating, 74 reviews

Whale of a View Oceanfront Cottage! Amazing views!

The Whale of a View Cottage has amazing unobstructed views of the ocean and the whales, seals and eagles that pass by the cottage. The Whale cottage is private and sits on a cliff overlooking the water. The cottage also has great outdoor spaces with an attached screened in room, attached open deck and a screened in gazebo located on a lower cliff overlooking the water with open decks. Dining alfresco is easy on the screened porch, open deck or in the screened in gazebo. Enjoy your Stay!

Superhost
The kitchen area features modern appliances, including a microwave and a stove, set against a granite countertop. Upper cabinets provide storage and are adorned with decorative items. A red retro-style mini fridge is also visible, along with various kitchen utensils neatly arranged.
Tiny home in Eastport
4.82 out of 5 average rating, 127 reviews

Immaculate tiny house,walk to everything Eastport!

This is a new tiny house, walk to everything.The oceans at the bottom of the hill! Quick walk to the public beach access, and everything else Eastport has to offer.You can be anywhere in town in 5 minutes but located on a quiet street.Such a quaint New England town.You will love this place.Cozy, comfy, has everything you need and then some!Full size shower and tub, big where it counts! Well appointed, nice finishes and linens.Great for a quick visit or an extended stay, you'll love it!Historic

Top Guest favourite
Cottage in Grand Manan
4.97 out of 5 average rating, 119 reviews

Element Four - Ember’s Edge

Keep it simple at this peaceful, very private, and centrally located island paradise. Located in the heart of the castalia marsh, a world known bird sanctuary, there is no shortage of wild life which is perfect for nature and bird lovers. Stunning views of the swallow tail lighthouse and the ferry coming and going from the island can be seen from the master bedroom upstairs or private backyard deck and patio. Short walk to beautiful beach. You will not be disappointed with this island gem.

Top Guest favourite
A private entrance is highlighted by a vibrant turquoise door, featuring a small window above the door handle. An outdoor patio area includes a bistro table with two chairs and a BBQ grill, surrounded by a modern black fence that enhances privacy.
Guest suite in St. Andrews
5 out of 5 average rating, 265 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!

Guest favourite
The open concept space features a king size bed with white linens and two bedside lamps. A pull-out full size couch is positioned opposite a wooden table with two chairs. Natural wood paneling lines the walls, and a large window provides daylight.
Tiny home in Eastport
4.95 out of 5 average rating, 20 reviews

Cozy Tiny Cabin on Half Moon Cove

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.

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

Historic comfortable in-town one bedroom apartment

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

Top Guest favourite
An aerial view captures a secluded property surrounded by water, with lush greenery framing the landscape. The winding road leads to the home, positioned on a small peninsula. Various tidal flats and islands are visible in the expansive blue water.
Home in Fairhaven
5 out of 5 average rating, 15 reviews

Birch Point Retreat

Experience island living with all the comforts of home in this modern cottage finished in 2025. Wake up in your king size bed to a different view every morning as the tide transforms the landscape from the ocean floor to a 30-foot deep harbour. Watch the wildlife put on amazing shows while you relax or bbq on the wraparound deck. Catch the sunset from huge picture windows or soak in the tub after a long day exploring the acres of private land that surround you.

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

Mermaid's Mini Mansion

With peak ocean views as well as the first sunrise in the nation from our location across from Todd's Head, the mini-mansion offers a full kitchen, comfortable bedroom, outdoor 3 person hot tub, washer dryer, yard and ocean breezes. Strolling distance to the pier for a whale watch, the artistic downtown, and the brewery! There is a Weber grill, outdoor seating, bikes to use, books, games, record player and WIFI. We welcome your pets and your children :)

Top Guest favourite
Cottage in St. Andrews
4.98 out of 5 average rating, 169 reviews

Gull's Landing Guest Cottage

We are located in the heart of downtown St. Andrews, and free parking is provided for you. No need to drive anywhere! Everything is within walking distance. Whatever you are looking for, we have! Restaurants, pubs, pharmacy, grocery store, liquor store, boutiques, hardware store, recreational activities, whale watching, kayaking, bike tours, ghost tours, museums, kids activities, etc. The list goes on and on! Hope to see you this soon!

Top Guest favourite
A serene water view captures a vibrant sunset, with hues of orange and pink reflecting on the calm surface. Lush green trees frame the scene, creating a peaceful atmosphere, while distant hills provide a subtle backdrop to the landscape.
Guest suite in St. George
4.92 out of 5 average rating, 115 reviews

River View Retreat

Relax on your private deck over looking the Eagles Nest on the famous St. George Gorge and Basin. Walking distance to restaurants, shops, (restaurants, and pub close at 9pm) walking / Biking trails, the St. George falls. Short drive to fresh water and salt water beaches, places to put your kayaks in. Close to St. Andrews by the sea, New River Beach, golfing and the U.S border.

Popular amenities for Chocolate Cove holiday rentals