Vacation rentals in Dennysville

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Top-rated vacation rentals in Dennysville

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Top guest favorite

The living area features a sofa set arranged for relaxation, with a coffee table positioned at the center. A large projector screen displays a serene beach scene. An open kitchen can be seen in the background, equipped with modern appliances and a breakfast bar with seating.

Apartment in Bayside

Charming Beachfront Apt w/Home Cinema & Coffee Bar

Nestled along this historic beachfront is this inviting lower-level apartment with breathtaking sunset views from the private pergola overlooking the water. Inside you’ll have everything you need for a relaxing stay with a fully equipped kitchen and coffee bar, a huge theatre screen with a popcorn machine, stylish dining, 2 bedrooms and a modern bathroom stocked with all the essentials. Walk just steps to the beach and only mins to charming St. Andrews with its great food and historic streets.

4.96 out of 5 average rating, 198 reviews

Top guest favorite

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, 118 reviews

Top guest favorite

A view from a covered porch showcases a lush, wooded area with tall trees. Sunlight filters through the foliage, illuminating the green grass below. A tranquil lake can be seen in the background, enhancing the connection to nature.

Home in Robbinston

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.

4.9 out of 5 average rating, 29 reviews

Top guest favorite

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, 81 reviews

Guest favorite

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

Top guest favorite

The serene waterfront of Gardner Lake is visible, featuring calm blue waters that reflect the clear sky. Smooth stones and pebbles line the shore, complemented by lush greenery on both sides, creating a peaceful natural setting.

Home in East Machias

Private & Peaceful Gardner Lake, Pet Friendly

Forget your worries in this spacious and serene space. Disconnect and unwind in the Maine woods on this hundred acre property that fronts the western side of Gardner Lake. The large deck will allow you to enjoy the sunrise and is easily accessed off the dining room area. The home has 2 bedrooms and an updated bathroom along with laundry facilities in the newly paneled basement. Enjoy the gas fireplace in the living room or turn on the air conditioning. Bring your dogs and enjoy the solitude!

5.0 out of 5 average rating, 32 reviews

Top guest favorite

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, 231 reviews

Guest favorite

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

Top guest favorite

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

Guest favorite

Home in Perry

The Knowlton Home

Step back in time at The Knowlton Home, a turn-of-the-century farmhouse in Perry, Maine. Nestled at the head of Burby Rd leading to Sipp Bay Preserve, it's centrally located between Calais, Eastport, Lubec, and Machias. This historic family home, occupied only by Knowltons, features 2 bedrooms (1 twin, 2 fulls), 1 bath, and a queen sleeper sofa for up to 5 guests. Relax on the porch or enjoy the beautiful lawn and gardens.

5.0 out of 5 average rating, 5 reviews

Top guest favorite

Place to stay in Little Ridge

Secluded waterfront escape. Canoe, Fish, Stargaze

Escape to your very own slice of paradise at our charming waterfront cottage on the St. Croix River! If you’re craving some quality family time, or special times with friends, this is the perfect retreat for you. Nestled in a serene and private setting, our off-grid cottage offers the ideal atmosphere for relaxation and making unforgettable memories together. Book your getaway today and let the adventure begin!

4.98 out of 5 average rating, 46 reviews

Top guest favorite

The exterior of a newly built home is showcased against a vibrant sunset sky. A spacious yard is surrounded by trees, featuring a gravel pathway leading to the entrance. Large windows illuminate the interior, adding a warm glow to the inviting facade.

Apartment in St. Andrews

Relax in our "Low Tide"

Welcome to Tidal Escape - Low Tide, a newly built home centrally located providing ease of access to downtown and the Saint Croix River. Enjoy this spacious two-bedroom, one-bathroom (Large shower with two shower heads), Open concept Kitchen and Living room all on the main floor. Enjoy relaxing on the fully furnished patio with your favourite drinks and snacks.

4.99 out of 5 average rating, 103 reviews