
Holiday houses in Chocolate Cove
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Top-rated holiday rentals in Chocolate Cove
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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.

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.

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!

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

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.

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!

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.

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.

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.

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 :)

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!

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
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