Holiday houses in Cobscook Bay

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Top-rated holiday rentals in Cobscook Bay

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Top Guest favourite

The exterior of the contemporary waterfront home features a blue-grey facade and an array of large windows. A deck with seating overlooks the landscaped yard adorned with greenery and flowers, providing a welcoming entrance to the property. The surrounding trees enhance the natural atmosphere.

Home in Chamcook

The Shorebird - ocean views & beach - St Andrews

Enjoy panoramic ocean views from a contemporary waterfront home. Wake up with the sunrise over Passamaquoddy Bay (Bay of Fundy). Spend the day beach combing or just sitting on the deck and watching the tide. At night, get cozy with Netflix in our upstairs entertainment area or have an outdoor fire & star gaze. Drive 10 min to St. Andrews/35 min to New River Beach. Perfect for multiple couples, families, working remote, holiday gatherings or girls getaway (+ divers’ and bird watchers’ delight!).

4.99 out of 5 average rating, 121 reviews

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

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!

4.96 out of 5 average rating, 82 reviews

Guest favourite

A charming farmhouse is set against a backdrop of lush greenery. The structure features a welcoming entrance with an orange door, complemented by bright windows. Flowering plants in the foreground add a touch of color to the serene landscape that leads to the horizon.

Farm stay in Lubec

SPECTACULAR SEASIDE FARMHOUSE

Located in the most eastern town in the US, sits a rustic 1800 farmhouse overlooking the quaint seaside village of Lubec, Maine. This 4 bedroom, 2 bath rental sleeps 8 comfortably and has breathtaking views of the colorful fishing harbor, Canada's Campobello Island, and the famous Moholland Lighthouse. The cottage is immaculate with all amenities and is fully stocked. Enjoy your coffee while you watch the sunrise from your back deck as the local lobstermen get ready to haul their traps.

4.89 out of 5 average rating, 173 reviews

Superhost

The exterior of the log cabin is showcased, with a wooden staircase leading up from the grassy yard to the entrance. The cabin is framed by tall trees, with a view of the calm waterfront and distant land under a clear blue sky.

Cabin in Eastport

Peaceful Oceanfront Cabin

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 on the ~1 acre property 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.

4.69 out of 5 average rating, 39 reviews

Top Guest favourite

Home in Eastport

Watch Whales from your Deck/Newly Renovated 4b/4b

Grab a cup of coffee and watch the sun come up from the brand new wrap around deck in the Easternmost city in the USA. This waterfront, 4-bed/4 bath (plus loft) house has been completely renovated with new furnishings and beds. Enjoy the fully stocked kitchen with new appliances, a coffee bar, and windows facing the water. The bright, spacious living room has a wall of windows to enjoy the view of the Canadian Maritime islands while experiencing the 20-25' rise and fall of the tide.

5.0 out of 5 average rating, 9 reviews

Top Guest favourite

The historic Station House showcases a classic two-and-a-half-story design, with a striking red roof and white clapboard siding. Large windows allow natural light to fill the interior, while a welcoming green door serves as the main entrance. A smaller structure is visible to the left.

Home in Lubec

The Station house at West Quoddy Station

The Station House, c1915, formerly USCG Station Quoddy Head from 1915-1970 and currently is an adaptive lodging reuse. On TheNational Register of Historic Places, The Station House has 5 bedrooms, 2 1/2 baths, sleeping 9 comfortably. The SH is located 1/2 mile from West Quoddy Head State Park, the Easternmost Point in the US. You will experience peaceful beauty, amazing sunrises and sunsets over the ocean, 2 lighthouses, with views of Lubec, Eastport and Campobello.

4.93 out of 5 average rating, 231 reviews

Top Guest favourite

An open-plan living area features a large, comfortable sofa facing a coffee table. A dining table with seating for six is positioned nearby. Natural light enters through multiple windows, illuminating the space, while a cozy armchair adds an inviting touch.

Home in Eastport

Luxury living quick walk to town - King Bed

This fully-equipped charming cape has been professionally remodeled, decorated, and furnished. A few blocks from downtown, it's easy to leave your car and walk to everything Eastport offers. Kitchen is very well stocked. The TV area is large enough to gather the whole clan and stream your favorite movie. A dedicated desk and broadband WiFi for those to need to get some work done. With the SONOS sound systems, you can fill the first floor with your favorite music.

5.0 out of 5 average rating, 89 reviews

Top Guest favourite

A spacious outdoor area features a well-maintained lawn, bordered by a charming white picket fence. Lush greenery includes a large tree and budding shrubs, enhancing the serene setting. The house is partially visible, showcasing a gabled roof and large windows that invite natural light.

Guesthouse in Pembroke

Cobscook Bay Farmhouse on the Bay

One large bedroom with bath and beautiful water view. Key pad entry. The suite is a newly built totally private, extension on the house. You can walk to the beach and to local trails. Hike, clam, birdwatch, bike, sit and read.... There are several restaurants in or near Pembroke. It is 13 miles to Eastport for whale watching, shopping, restaurants and cafes. Lubec is a 45 minute drive away. Your private entrance by keypad. Your driveway space is yours.

4.99 out of 5 average rating, 233 reviews

Guest favourite

A modern kitchen features sleek white cabinetry and a spacious countertop. A large window allows natural light to illuminate the area, complemented by a decorative clock and potted plants. Elegant fixtures enhance the functionality of the space, creating a welcoming atmosphere.

Home in St. Andrews

Luxury Coastal Home on the ocean/4BR/sleeps 10+

The Donovan Residence is a stunning 5500 sq. ft. 4 bedroom, 2.5 bath luxury coastal home downtown St. Andrews-by-the-sea along Water Street, overlooking the Bay of Fundy. Walk to the ocean. Sleeps 10+ Perfect for groups and family getaways. Expansive chef’s kitchen, large dining room, two large living rooms, easy beach access, shopping and dining within walking distance. Hotel-level comfort, designed for both grand entertaining and quiet retreat.

4.93 out of 5 average rating, 57 reviews

Guest favourite

A wooden deck is presented with seating options, including a glider and two chairs, overlooking Johnsons Bay. The area is bathed in natural light, and grassy land extends beyond the deck, with water and trees visible in the distance.

Loft in Lubec

View Beautiful Johnsons Bay from Downtown Loft

A two bedroom loft located in the beautiful Oceanside town of Lubec, only a 5 minute walk to downtown & nearby restaurants. Two spacious bedrooms each offering a queen bed with an additional pull-out sofa. Large livingroom with deck overlooking beautiful Johnsons Bay. Full Bathroom includes a stand up shower and 2 person soaking tub. Amenities include a toaster oven, microwave, keurig coffee maker & mini fridge for you convience.

4.91 out of 5 average rating, 43 reviews

Top Guest favourite

A stone pathway leads to the entrance of a log home, surrounded by trees and offering views of the tidal river in the background. The sky is partly cloudy, with patches of blue visible.

Cottage in Machiasport

The Maine Salt River Cottage

This waterfront eco-friendly log home, located in an Audubon Important Bird Area and NWF Certified Wildlife Habitat, comfortably accommodates 6 guests. Perched on a bluff overlooking two of Maine's beautiful tidal rivers, it’s home to bald eagles, osprey, and harbor seals and boasts a dazzling night sky and dynamic water views. Salt River Cottage is a proud signatory of the Glasgow Declaration on Climate Action in Tourism.

4.96 out of 5 average rating, 177 reviews

Top Guest favourite

A multi-level house is presented, featuring a spacious wooden deck that extends around the structure. The exterior is clad in white siding, complemented by gray roofing. Surrounding greenery includes trees and a landscaped area with stones, enhancing the natural setting.

Home in Pembroke

Full 4 bed home on Cobscook Bay

Full house on Cobscook Bay (4 bed sleeps up to 5) located walking distance from Sipp Bay Preserve (what used to be Knowlton's Seashore Campground) with hiking trails on the beach. Also access to kayaking on fresh and salt water, centrally located between Bar Harbor and Mt. Katahdin for day trips. Multiple shoreline trails and attractions between Eastport, Calais, Machias and Lubec. Private driveway and plenty of parking.

4.98 out of 5 average rating, 65 reviews