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
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, 125 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
A view from a deck overlooking Holmes Bay, showcasing a grassy landscape with colorful foliage. A modern mini-home resembling a boat is positioned nearby, contrasting with the natural surroundings. The sky is bright with scattered clouds, enhancing the scenic ambiance.
Cottage in Machiasport
4.98 out of 5 average rating, 240 reviews

Cottage/w beach, hiking, boat lounge, shown on HBO

Overlooking Holmes Bay and lovely Long Point nature reserve, the Dock House is a stylish mini-home connected to a lobster boat library & lounge. Enjoy sun-filled spaces and mid-century modern decor, as well as access to a small beach. Hike some of Maine's best trails (minutes away) or drive to Acadia, Campobello, Eastport, the Schoodic Peninsula and much more. Visit tourist-free coastal towns or go antiquing. Buy fresh lobster, grill on the deck, or dine in-town at renowned Helen's restaurant.

Top guest favourite
A spacious living area features a large, restored window providing views of the bay. A comfortable seated area includes a light-colored sofa, two accent chairs, and a flat-screen television on a modern console, with exposed brick adding texture to the wall.
Place to stay in Eastport
5 out of 5 average rating, 41 reviews

The Salty Seagull

Enjoy a stylish experience at the Salty Seagull! After 8 months of extensive restoration and preservation efforts, this centrally located, fully furnished NEW 1-bedroom loft is now available. All furnishing and accessories throughout have been recently purchased. Relax by the restored grand window with the most breathtaking views of the bay in Eastport. Watch as whales pass by, or fisherman leave the working waterfront as the sun rises. Walking distance to all downtown galleries and eateries!

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
4.98 out of 5 average rating, 207 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
Home in Dufferin
4.97 out of 5 average rating, 97 reviews

Luxury w/fire pit & hot tub on deck by the water!

Welcome US guests! Romantic getaway, near St. Andrew's, Canada's #1 tourist destination! Secluded luxury accommodation w/ hot tub & firepit, on water - 38 foot tides! See seals and porpoise! Access to a table reserved for SEAWINDS guests every Saturday night at the Rossmount, one of Canada's top 10 restaurants! ( Difficult to get reservations in the summer.) Queen bed w/remote, mini fridge, Kureig, microwave, air-conditioning, safe to drink well water, 4K TV & the most spectacular view!

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!

Guest favourite
The cottage sits beside a calm river, surrounded by vibrant autumn foliage. Red and orange leaves reflect on the water's surface, creating a serene scene. The quaint structure features large windows, allowing for natural light to illuminate the interior.
Cottage in Whiting
4.94 out of 5 average rating, 103 reviews

Little Green Cottage

The Little Green Cottage is a peaceful location, on the edge of a calm river, where you can frequently see turtles and frogs. Truly a place to see the night sky and experience nature. Acadia is a little over 2 hours away. Quoddy Head State Park and Campobello Island (Canada - bring your passport), is within 30 minutes. Take a break and unwind at this peaceful oasis. We just added an office shed for those who have to work on vacation. Additional fee to rent so please request in the booking.

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, 107 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, 53 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 geodesic dome is nestled among tall trees, surrounded by a natural landscape of pine needles and earth. A wooden deck extends from the dome, offering a seamless connection to the tranquil forest setting. The secluded environment creates a sense of privacy.
Dome in Bayside
4.98 out of 5 average rating, 144 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 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, 216 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
A sunlit sunroom features a cozy blue couch and two colorful chairs with striped cushions. A vibrant circular rug adds a lively touch to the space. A small green table holds various magazines, while large windows allow natural light to fill the room.
Home in Eastport
4.96 out of 5 average rating, 200 reviews

Mermaid's Mini Mansion

With peak ocean views as well as the first sunrise in the nation from our location across from Todd's Head, the mini-mansion offers a full kitchen, comfortable bedroom, outdoor 3 person hot tub, washer dryer, yard and ocean breezes. Strolling distance to the pier for a whale watch, the artistic downtown, and the brewery! There is a Weber grill, outdoor seating, bikes to use, books, games, record player and WIFI. We welcome your pets and your children :)

Popular amenities for Dennysville holiday rentals

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