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 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, 134 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.

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Top Guest favourite
A charming lakeside cottage is framed by lush greenery, showcasing a large deck with seating. Expansive windows reflect the serene waters of the lake, creating a harmonious connection between nature and the retreat.
Cottage in Moores Mills
5.0 out of 5 average rating, 181 reviews

Luxury Lakefront Cottage w/Hot Tub/Kayaks-Sleeps 6

Escape to an enchanting cottage retreat, nestled on the shores of Moores Mills lake. Immerse yourself in the serene beauty of nature as you soak in the hot tub and gaze out over the tranquil waters. Everything you need to make beautiful memories! #cozycanadiancottage ✅ Swimming, Kayaking ✅ Fishing, Pedal boating ✅ Arcade Pac-Man, Record Player w/ 45’s ✅ Bonfire pit - free firewood ✅ Outdoor BBQ ✅ Sleeps 6: 2 King, 1 Queen bed ✅ 51 inch Smart Roku TV ✅ Amazon Prime, Roku ✅ Screened in porch

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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, 81 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!

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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
4.89 out of 5 average rating, 166 reviews

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.

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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
4.67 out of 5 average rating, 36 reviews

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.

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Superhost
Two wooden Adirondack chairs sit on a deck overlooking tranquil waters, framed by lush greenery. The sunset casts a warm glow across the expansive view, with gentle ripples on the surface reflecting the surrounding nature.
Cottage in Lubec
5.0 out of 5 average rating, 43 reviews

Cobscook Lodge

Cobscook Lodge faces west for perfect water sunsets, with 1/3 mile of private bay shoreline, and 30 wooded acres to explore. Cliffs, ledges, pebble beaches, observation points, and 21 foot tides make for any adventure. The Bold Coast’s 43 parks (incl the 20 parklands of Cobscook Shores) with 150 miles of trails and 90 miles of coastline, is a rare wild getaway. The farmhouse is available on a five night minimum stay. Please contact us for scheduling help. We hope you can visit!

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Top Guest favourite
Home in Eastport
5.0 out of 5 average rating, 9 reviews

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.

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Top Guest favourite
Home in Lubec
5.0 out of 5 average rating, 10 reviews

Cannery Bunkhouse on Private Beach

Historically used to house cannery workers , this renovated cottage is centrally located yet quiet and private with its own beach access. Spectacular views across Johnsons and Cobscook Bays to Eastport and beyond. The sweet cottage is close to the restaurants intown, the bridge to Campabello, many beaches and the myriad of hiking trails. Open sleeping loft with a queen and twin bed. Extra sleeping option for one child on futon on first floor. Kitchen has new appliances but no oven.

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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
4.93 out of 5 average rating, 229 reviews

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.

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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
5.0 out of 5 average rating, 84 reviews

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.

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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
4.99 out of 5 average rating, 227 reviews

Cobscook Bay Farmhouse on the Bay

One large bedroom with bath and beautiful water view. Key pad entry. The suite is a newly built totally private, extension on the house. You can walk 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.

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Superhost
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, 209 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 :)

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Popular amenities for Cobscook Bay holiday rentals