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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Guest favourite
The exterior of the log homestead features a welcoming entrance with a wooden porch and steps leading to the door. Lush greenery surrounds the house, and a satellite dish is mounted on the roof. A flower pot adds a touch of life to the space.
Home in Whitneyville
5 out of 5 average rating, 16 reviews

The Log homestead

The Log Homestead is tucked away in the woods, situated on 80 acres of land. From the back of the deck you can look out and enjoy abundant wildlife while grilling dinner The home is furnished with cozy living room as well as a full kitchen and dining area that is sure to please. Master bedroom in on the second floor with a queen bed and private bathroom. The loft area has a queen airbed . The main level has a full size bathroom with second bedroom with a full size bed. Sunrise Trails are near.

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, 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
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
4.97 out of 5 average rating, 199 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
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
5 out of 5 average rating, 27 reviews

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!

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 home 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
A newly built cabin features a wooden exterior with a welcoming porch adorned with hanging flowers. Surrounded by lush greenery, the structure is complemented by a pathway leading to the entrance. Natural light highlights the bright and inviting atmosphere.
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 expansive view of a serene coastal landscape is captured, featuring a gently swaying field of tall grasses. The blue water glistens under clear skies, with trees dotting the horizon and a mist hovering over the distant shoreline.
Cottage in Machiasport
4.97 out of 5 average rating, 31 reviews

Oceanfront with Private Beach - Little Bay Retreat

Enjoy a relaxing retreat - peaceful oceanfront cottage with a private beach and easy access to the water. Savor the sights, sounds, and smell of the seaside in an Adirondack chair on the back deck. Dine peacefully in the oceanside gazebo. Appreciate the view of Long Point Nature Preserve across the bay. Explore the Bold Coast of Maine: The Bold Coast Trail, West Quoddy Headlight, Roque Bluffs, Jasper Beach, Lubec, and Campobello Island. Dine at the iconic Helen's Restaurant.

Top guest favourite
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.
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
The exterior of the coastal modern cabin showcases a blend of wooden shingles and large glass doors. A deck is adorned with potted plants and outdoor seating, providing an inviting transition to the surrounding greenery. Evening light casts warm reflections on the cabin's surface.
Home in Saint David Parish
4.95 out of 5 average rating, 39 reviews

Coastal Modern Cabin

This coastal modern cabin has been carefully designed to maximize the experience of being in nature. On one side of the cabin, views draw you into 4 acres of forest, and on the other side the ocean awaits. Located 15 minutes from St Andrews, you have access to all the amentities of a resort town. But...if you are craving the quiet rythms of cottage life then simply wake up to ocean views, enjoy a coffee on the deck and watch for the bald eagles to fly past.

Guest favourite
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, 54 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.

Popular amenities for Dennysville holiday rentals

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