Holiday rentals in Dennysville

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Top-rated holiday rentals in Dennysville

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

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Top guest favourite
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.
Guest house 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 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, 115 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
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, 153 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 favourite
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 favourite
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, 132 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 favourite
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.
Flat 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 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
4.92 out of 5 average rating, 204 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.

Guest favourite
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.
Flat 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 favourite
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 favourite
A geodesic dome named 'Eagles Nest' is positioned beside a calm lake, reflecting the soft colors of a sunset. Surrounding tall trees frame the scene, providing a natural backdrop that complements the serene atmosphere of the private waterfront property.
Dome in Hayman Hill
4.96 out of 5 average rating, 135 reviews

The Eagles Nest Dome | Lake-view w/ hot tub

Located 20 minutes from St. Andrews, and 10 minutes from Maine, USA, on private waterfront property, our Eagles Nest dome provides everything you need for a special getaway. Whether inside enjoying the king size bed, outside soaking in the hot tub, or paddling the lake in our included kayaks, you will never tire of the natural beauty all around you. The perfect place to relax and recharge.

Top guest favourite
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.

Top guest favourite
A wooden cabin is nestled among lush greenery, featuring a metal roof and a stone fire pit surrounded by colorful chairs. A picnic table is visible on the grass, and a hot tub is positioned on the patio, inviting relaxation in the serene outdoor setting.
Cabin in Perry
4.91 out of 5 average rating, 100 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.

Popular amenities for Dennysville holiday rentals

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