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
Guest suite in Eastport
4.99 out of 5 average rating, 119 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, 234 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.

Guest favourite
A cheerful blue cabin features a bright yellow door and white window accents. Four kayaks in vibrant colors rest on the grassy area in front, alongside wooden steps leading to the entrance. Planters are positioned by the cabin, adding to the welcoming outdoor space.
Tiny home in Oak Bay
4.84 out of 5 average rating, 415 reviews

Turning Tides Tiny Ark Airbnb And Miniatures Farm

We at Turning Tides know that people are going through a lot right now. We want to encourage folks to: get out of their apartments, get out of the city, stay safe and sane somewhere you can have some space! Use our kayaks to enjoy the famous Bay of Fundy that’s located steps away. Or take in the tides from the back deck while you BBQ some dinner. Come have a fire! Sit and watch the entertaining animals we have. Come Enjoy! *WIFI IS SPOTTY! DOWNLOAD MOVIES IF YOU WANT THEM ON YOUR PHONE :)*

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, 196 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

Guest favourite
A bubbling hot tub is situated on a deck, partially sheltered by a transparent roof. Surrounding greenery creates a natural backdrop, while a glimpse of outdoor equipment is visible in the distance.
Place to stay in St. Stephen
4.97 out of 5 average rating, 206 reviews

Cozy Rustic Cabin w/Hot Tub

Our rustic cabin is the perfect space for those who want to enjoy a cozy, nature inspired getaway with quick access to St. Stephen, St. Andrews and the U.S border. Unwind in the bubbling hot tub after a day of exploring and then enjoy the beauty of a crackling fire, or cozy up inside and indulge in a movie marathon. "Our charming cabin accommodates up to 4 guests, with one queen-sized bed and a double pull-out sofa. We warmly welcome you to unwind and relax in our rustic, cozy cabin.

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
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 outdoor private electric hot tub is surrounded by wooden fencing and dimly lit by string lights. The setting offers a tranquil atmosphere with pine trees visible, and wooden decking provides access to the tub. Soft blue lighting illuminates the interior water.
Dome in Bayside
4.98 out of 5 average rating, 133 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
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
An outdoor hot tub with steps leads to a doorway offering visibility into a well-lit interior space. The tub is illuminated in purple tones, creating a relaxing ambiance. A window and shaded lighting are visible, enhancing the inviting outdoor area.
Home in Eastport
4.95 out of 5 average rating, 195 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 :)

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, 53 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