Vacation rentals in Dennysville

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Top-rated vacation rentals in Dennysville

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

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Top guest favourite
Home in Robbinston
4.93 out of 5 average rating, 14 reviews

Blueberry Hill Lakeside Retreat

A house on the lake is the perfect family escape—peaceful, cozy, and surrounded by nature. Spend your days swimming, kayaking, or just watching the sunset from the porch. With no distractions and plenty of quiet beauty, it’s a place to slow down, reconnect, and make memories that last a lifetime. It is important to note that this house is "off grid". There is electricity and wi-fi internet, but was designed with the idea of being able to get away and relax. Heat and appliances are all propane.

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, 119 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.

Guest favourite
A calm outdoor scene features a round table with four chairs positioned on a deck surrounded by trees. In the background, a serene bay is visible, reflecting the blue sky and greenery. The water's edge shows gentle ripples, indicating the peaceful environment.
Tiny homes in Oak Bay
4.84 out of 5 average rating, 415 reviews

Turning Tides Tiny Ark Airbnb And Miniatures Farm

We at Turning Tides know that people are going through a lot right now. We want to encourage folks to: get out of their apartments, get out of the city, stay safe and sane somewhere you can have some space! Use our kayaks to enjoy the famous Bay of Fundy that’s located steps away. Or take in the tides from the back deck while you BBQ some dinner. Come have a fire! Sit and watch the entertaining animals we have. Come Enjoy! *WIFI IS SPOTTY! DOWNLOAD MOVIES IF YOU WANT THEM ON YOUR PHONE :)*

Top guest favourite
The cozy living area features wooden walls and ceiling beams, with comfortable seating arranged around a coffee table. A floor lamp and small accent tables complement the space, while a kitchen is visible in the background through two windows, allowing natural light to fill the room.
Cabin in Meddybemps
5 out of 5 average rating, 13 reviews

Peaceful Down East Lake cabin

Meddybemps Lake is one of Down East Maine’s sparkling natural treasures. Our cabin sits on a point of land and provides everything you could wish in a cozy lakefront retreat. We love to say it is centrally located - to wilderness hiking in Moosehorn NWR, to Cobscook Bay, to New Brunswick and Nova Scotia, to the beautiful friendly Down East towns of Machias, Eastport and Calais. The cabin itself is built of local pine and cedar, and sits on the lakefront among towering pine and spruce trees.

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
A bright red minihome is situated on a mountain top, featuring a welcoming entrance with wooden steps. Outdoor seating is provided with a set of five chairs arranged around a table, complemented by natural stone accents along the path.
Tiny homes in Whiting
4.98 out of 5 average rating, 48 reviews

Little Mountain Cottage in Whiting Maine.

Relax at this peaceful private mountain top minihome. 190 feet of elevation with panoramic views of Orange and Rocky Lakes. Awesome sunrises and sunsets. Nearby boat landing. Fishing winter and summer. 1.5 miles off of Rt. 1. 12 miles to Dunkin Donuts, grocery store, Helen’s famous blueberry pie and many other services. Hunters and fishermen welcome. Near 4 wheeler trails. Nice breezes. Great place to walk and hike as well as many trails throughout Washington County. Abundant wildlife.

Top guest favourite
Cabin in Pembroke
5 out of 5 average rating, 87 reviews

New cabin. Quiet and peaceful

Take it easy at this unique and tranquil getaway. Cabin newly built and finished December 2023. Starlink, comfortable linens and bedding. Full kitchen and bathroom with shower. Vermont Casting propane stove for heat. Gas stove/oven for cooking. Microwave. Stackable w/d Easy access to ITS trails. If you are coming in late we can pick you up a meal at a takeout so it is ready for you when you arrive. Grocery pick up available on request. Come and enjoy this little piece of paradise!

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, 132 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
A charming house is partially visible behind a wooden fence and surrounding lush green grass. The structure features a combination of white siding and natural wood accents, with seating visible on a porch. Trees provide a natural border to the scene.
Guesthouse in Pembroke
4.99 out of 5 average rating, 211 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.

Guest favourite
A serene dock extends over calm waters, reflecting soft hues of pink and purple from the evening sky. The surrounding landscape features a gentle shoreline lined with trees, creating a tranquil atmosphere for relaxation.
Home in Alexander
5 out of 5 average rating, 6 reviews

The Pleasant Lake Escape

Escape to a charming lakeside cottage in Alexander, Maine. This cozy retreat features two spacious bedrooms with 2 king size beds and two trundle beds with twin mattresses, a fully equipped kitchen, and a welcoming living area with stunning views of Pleasant lake. Step outside onto the expansive deck to savor your morning coffee surrounded by lush greenery. Whether it's Atv riding, swimming, boating and fishing this unique spot has access to it all!

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
4.98 out of 5 average rating, 53 reviews

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.

Top guest favourite
The A-frame cabin is set amidst a woodland landscape, featuring a sloped metal roof and large windows that invite natural light. A welcoming porch area is positioned at the front, bordered by trees and stones, creating a peaceful outdoor setting.
Cabin in East Machias
5 out of 5 average rating, 55 reviews

Mountain A-Frame Cabin in Maine

The Raven Cabin - Built in 2024 our A-frame cabin is located on a secluded mountain in East Machias, Maine. This is one of two cabins on this property and sits at a high elevation giving our guests spectacular views of the East Machias River. Enjoy listening to native birds singing and watch the eagles soar overhead as you sip coffee on the front deck. This cabin sleeps 4-5.

Popular amenities for Dennysville vacation rentals

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  4. Washington County
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