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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Guest favorite
A modern kitchen features sleek black countertops and stainless steel appliances, including a refrigerator and stove. The space includes wooden bar stools at the island. Natural light floods the area, highlighted by a rustic brick column and stylish pendant lighting.
Home in Jonesboro
4.93 out of 5 average rating, 147 reviews

The Chandler House with private waterfront.

(Long term discounted bookings available, inquire directly.) This newly renovated 3 bedroom/2 bath home is nestled on the tidal waters of Mason's Bay. The Chandler House boasts "all brand-new everything." We took this 1940's Craftsman Style home down to its studs. Brand new kitchen with with granite counters and all new LG appliances. New washer and dryer. High speed wifi with a 55" smart TV. The large rear deck has a hot outdoor shower. Beyond the orchard is the waterfront with a firepit!

Top guest favorite
A charming house presents a spacious front yard, enclosed by a white wooden fence. Lush green grass and trees offer a natural setting. A vehicle is parked nearby, and the tranquil environment is complemented by blooming flowers visible in the yard.
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 across the field to the tidal marsh and onto the shingle beach. Guests, hike, bike and bird watch. 7 miles to a local restaurant and 13 miles into Eastport for whale watching, shopping and restaurants and cafes. Lubec is a 45 minute drive away. Your private entrance by keypad. The shared space is the front yard. Your driveway space is yours.

Top guest favorite
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, 116 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.

Superhost
The kitchen area features modern appliances, including a microwave and a stove, set against a granite countertop. Upper cabinets provide storage and are adorned with decorative items. A red retro-style mini fridge is also visible, along with various kitchen utensils neatly arranged.
Tiny home in Eastport
4.82 out of 5 average rating, 128 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 favorite
The A-frame cabin is nestled among trees, surrounded by nature. An inviting view of Little Kennebec Bay is visible in the background, showcasing tranquil waters and coastal landscapes. The private deck with a hot tub extends from the cabin, offering a peaceful outdoor area.
Cabin in Machiasport
4.99 out of 5 average rating, 162 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

Top guest favorite
A private entrance is highlighted by a vibrant turquoise door, featuring a small window above the door handle. An outdoor patio area includes a bistro table with two chairs and a BBQ grill, surrounded by a modern black fence that enhances privacy.
Guest suite in St. Andrews
5 out of 5 average rating, 265 reviews

Homestead Cottage downtown Saint Andrews

This private newly renovated suite is perfect for 1-2 people looking to stay in the pretty seaside town of Saint Andrews. Situated away from the street, with ample parking, this suite has comfortable modern furnishings, a fully equipped kitchen and private bathroom, within a short walking distance to downtown Saint Andrews and its many amenities including restaurants, shopping, gardens, museums, walking routes, nature reserves, beaches as well as whaling and outdoor excursions. Come and stay!

Top guest favorite
A welcoming living room is featured with a dark gray sectional sofa adorned with textured pillows and a knitted throw. A light-colored rug with geometric patterns anchors the space, complemented by a wooden coffee table and a matching side table. Natural light filters through sheer curtains.
Home in St. Stephen
4.92 out of 5 average rating, 133 reviews

Riverview By The Border

Enjoy a stylish experience at this centrally located place, perfectly positioned at the border of St. Stephen and Calais offering breathtaking views of the river and the surrounding natural beauty. From the comfort of your living room, witness the majestic bald eagles and marvel at the tranquil river rapids. Within walking distance, Is the renowned Ganong Chocolate Museum, Doverhill Park, and the Garcelon Civic Center. Nature enthusiasts will be delighted by the nearby parks and trails.

Top guest favorite
A water view captures a spacious property along the shoreline, surrounded by greenery. Smooth stone beaches extend towards the property, while a wooden deck and large windows are visible, indicating a welcoming space to relax and enjoy the scenic surroundings.
Apartment in Bayside
4.93 out of 5 average rating, 135 reviews

Breathtaking St Croix Island Beach Apartment

Enjoy the beautiful St. Croix River on this historically unique property. This two bedroom/two bathroom oceanfront apartment is ready for your next trip. Pet friendly with lovely fenced in backyard and steps to the beach from your livingroom door. 5 minute drive to gorgeous St Andrews by the Sea, 15 minutes to St Stephen and under an hour to Saint John NB. The Airbnb is perfectly placed with a view of the water to watch the amazing 25 foot tides as close as you can get.

Guest favorite
A cozy living area features a brown sofa draped with a white blanket, accompanied by a wooden chair and a rocking chair. A small white coffee table is positioned in front, and light enters through two large windows, illuminating the hardwood floors adorned with an area rug.
Apartment in Lubec
4.88 out of 5 average rating, 172 reviews

Historic comfortable in-town one bedroom apartment

Enjoy an early morning stroll, taking in Lubec's beautiful sunrise, while witnessing local fisherman loading gear for open waters. The peaceful town that gracefully lies on the most east point of Maine. Your three minute stroll back to a peaceful in-town one-bedroom apartment, and enjoy a cup of coffee sitting on your own private deck or enjoying a quiet moment in a historic fishing village apartment. Take in all of the surrounding areas and adventurous things to do.

Top guest favorite
Cottage in St. Andrews
4.98 out of 5 average rating, 169 reviews

Gull's Landing Guest Cottage

We are located in the heart of downtown St. Andrews, and free parking is provided for you. No need to drive anywhere! Everything is within walking distance. Whatever you are looking for, we have! Restaurants, pubs, pharmacy, grocery store, liquor store, boutiques, hardware store, recreational activities, whale watching, kayaking, bike tours, ghost tours, museums, kids activities, etc. The list goes on and on! Hope to see you this soon!

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
4.95 out of 5 average rating, 152 reviews

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.

Top guest favorite
A serene water view captures a vibrant sunset, with hues of orange and pink reflecting on the calm surface. Lush green trees frame the scene, creating a peaceful atmosphere, while distant hills provide a subtle backdrop to the landscape.
Guest suite in St. George
4.92 out of 5 average rating, 115 reviews

River View Retreat

Relax on your private deck over looking the Eagles Nest on the famous St. George Gorge and Basin. Walking distance to restaurants, shops, (restaurants, and pub close at 9pm) walking / Biking trails, the St. George falls. Short drive to fresh water and salt water beaches, places to put your kayaks in. Close to St. Andrews by the sea, New River Beach, golfing and the U.S border.

Popular amenities for Dennysville vacation rentals

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  4. Washington County
  5. Dennysville