Holiday rentals in Cobscook Bay

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Top-rated holiday rentals in Cobscook Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of Chadbourne House is illuminated at night, showcasing its welcoming architecture. A decorative sign identifies the property, surrounded by well-maintained landscaping and soft lighting. The deck is visible on the upper level, adding to the inviting ambiance of the setting.
Guest suite in Eastport
4.99 out of 5 average rating, 121 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
A view from a deck overlooking Holmes Bay, showcasing a grassy landscape with colorful foliage. A modern mini-home resembling a boat is positioned nearby, contrasting with the natural surroundings. The sky is bright with scattered clouds, enhancing the scenic ambiance.
Cottage in Machiasport
4.98 out of 5 average rating, 236 reviews

Cottage/w beach, hiking, boat lounge, shown on HBO

Overlooking Holmes Bay and lovely Long Point nature reserve, the Dock House is a stylish mini-home connected to a lobster boat library & lounge. Enjoy sun-filled spaces and mid-century modern decor, as well as access to a small beach. Hike some of Maine's best trails (minutes away) or drive to Acadia, Campobello, Eastport, the Schoodic Peninsula and much more. Visit tourist-free coastal towns or go antiquing. Buy fresh lobster, grill on the deck, or dine in-town at renowned Helen's restaurant.

Superhost
Tiny home in Eastport
4.81 out of 5 average rating, 133 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
An aerial view captures the A-frame retreat at night, highlighted by warm string lights. The spacious deck features a hot tub and outdoor seating, creating a welcoming outdoor ambience. The charming structure is set amidst surrounding trees, enhancing its private and secluded feel.
Cabin in Machiasport
4.97 out of 5 average rating, 198 reviews

A-Frame, Hot Tub, Firepit, Oceanfront, Pets

Welcome to your coastal escape! Nestled in nature our cozy and unique A-frame retreat is a haven offering, seclusion, privacy and peaceful views of the ocean. Step into our stylish sanctuary where every detail whispers comfort and charm. Overlooking Little Kennebec Bay Bask in tranquility and enjoy panoramic views of the Little Kennebec Bay from your private deck. ✲ Private Hot Tub! ✲ Outdoor Fire pit! ✲ King Bed! ✲ Abundant hiking! ✲ Wood Burning Indoor Fireplace! ✲ Local Kayaking! ✲ Grill

Guest favourite
Farm stay in Lubec
4.89 out of 5 average rating, 157 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.

Top guest favourite
A lakefront home features a spacious wooden deck that extends along the side, providing views of the water. Large windows offer ample natural light, while the surrounding grass creates an inviting outdoor space. The warm glow of sunset reflects off the exterior, enhancing the serene setting.
Cottage in Whiting
4.96 out of 5 average rating, 105 reviews

Gardner Lake home with access and view

Lakefront home steps from Gardner Lake, Whiting, Maine. Tile floors, wood interior, granite countertops, dishwasher, w/d, radiant heat and heat pump. Awesome views/sunsets. Deck/grill. Shared water access with adjacent cabin. Wi Fi. Roku tv - No cable. Message owner for long term rates. Long term stays require references. Extra twin bed and cot in basement living area. Adjacent cabin if available in summer for additional fee. No pets. No smoking of anything or vaping on premises.

Top guest favourite
An outdoor private electric hot tub is surrounded by wooden fencing and dimly lit by string lights. The setting offers a tranquil atmosphere with pine trees visible, and wooden decking provides access to the tub. Soft blue lighting illuminates the interior water.
Dome in Bayside
4.98 out of 5 average rating, 135 reviews

The River Dome

Escape into nature with a stay in one of our luxury domes. Fully equipped kitchen with cookware, dishes, utensils, etc, as well as coffee and tea. Private bathroom with a toilet, shower, and essential toiletries. Two queen size beds with a loft space. The outdoor area includes a BBQ, private electric hot tub, and patio furniture. Kayaks are available during the summer months, as well as a communal fire pit. **Please note, there is a short walk down a hill to get to the dome**

Top guest favourite
Guest house in Pembroke
4.99 out of 5 average rating, 212 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.

Top guest favourite
An outdoor hot tub with steps leads to a doorway offering visibility into a well-lit interior space. The tub is illuminated in purple tones, creating a relaxing ambiance. A window and shaded lighting are visible, enhancing the inviting outdoor area.
Home in Eastport
4.95 out of 5 average rating, 195 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
Home in Lubec
4.98 out of 5 average rating, 105 reviews

Heart of Lubec! Charming Arts & Crafts Home

Located in the heart of Lubec! Guests will enjoy a stay in a quaint early 1900's arts and crafts home just steps away from the amenities of Lubec. You can hear the church bells and SummerKey's concerts from the house. Within walking distance to the beach, restaurants, pubs, library, bank, grocery store and even Canada. 5 miles from West Quoddy Head Lighthouse, the Easternmost Point in the United States.

Guest favourite
Cabin in Perry
4.9 out of 5 average rating, 110 reviews

The Healing Shack - Escaping your Trappings

Experience an authentic trappers cabin in Maine built in the 1800’s with this unique and tranquil getaway. Private yet within 5 minutes walking distance to the ocean and 2 minute drive to a beautiful lake with boat access. Spacious area for outdoor activities, where children could pitch a tent while the adults enjoy the romantic comforts of a hand hewn cabin.

Top guest favourite
Dome in Saint Patrick Parish
4.97 out of 5 average rating, 172 reviews

Welcome to Glamper’s Dream - Luxury Dome

Enjoy all the elements of nature that is provided in this unique and cozy, year round retreat. With a stargazing loft and a panoramic window, your senses will be stimulated visually. Our private luxury dome has all the comforts of home and more. This perfect escape is just what your soul is craving, come unplug, unwind and enjoy this unique experience.

Popular amenities for Cobscook Bay holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Washington County
  5. Cobscook Bay