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
An expansive aerial view captures a serene coastal landscape. The image features a sweeping crescent beach bordered by lush green vegetation, with calm blue waters stretching to the horizon, dotted by a few small boats. Nearby structures are visible, nestled in the natural surroundings.
Cabin in Lubec
5 out of 5 average rating, 5 reviews

Sandy's beachfront cabin "B" USeastern most point

Stay comfortably in Lubec at this king bedroom cabin with, cozy living room, whirlpool tub bath, cover porch and washer/dryer. Guests can enjoy amenities galore, including full connections for your RV and parking for your toys. Launch your ocean kayak from the super safe cove or just snuggle up with a book on the beach while the tide chases you up the sand. Take a walk down the beach to the state parks trails that wind along the crashing surf coast finding the perfect spot to unpack your picnic

Superhost
Cottage
4.83 out of 5 average rating, 30 reviews

Pet Friendly Waterfront Farmhouse-Kayaks/Play-Set

Winter, spring, summer or fall, forget your worries & feel your stress melt away in this charming waterfront 🏡. Wake up to glorious sunrises, relax on the outside seating areas, swim, float, kayak, BBQ, fish, golf, hike, bike, ATV, go whale/bird watching, leaf peeping, boating or river rafting, read, nap on the hammocks, have a fire/s’mores or simply enjoy the ever changing view from the inside. PVT office shed, game barn, kayaks, swing/play-set & toddler play area-something for all ages.

Top guest favourite
The exterior of Chadbourne House is illuminated at night, showcasing its welcoming architecture. A decorative sign identifies the property, surrounded by well-maintained landscaping and soft lighting. The deck is visible on the upper level, adding to the inviting ambiance of the setting.
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.

Guest favourite
A calm outdoor scene features a round table with four chairs positioned on a deck surrounded by trees. In the background, a serene bay is visible, reflecting the blue sky and greenery. The water's edge shows gentle ripples, indicating the peaceful environment.
Tiny home in Oak Bay
4.84 out of 5 average rating, 419 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 :)*

Guest favourite
Farm stay in Lubec
4.89 out of 5 average rating, 157 reviews

SPECTACULAR SEASIDE FARMHOUSE

Located in the most eastern town in the US, sits a rustic 1800 farmhouse overlooking the quaint seaside village of Lubec, Maine. This 4 bedroom, 2 bath rental sleeps 8 comfortably and has breathtaking views of the colorful fishing harbor, Canada's Campobello Island, and the famous Moholland Lighthouse. The cottage is immaculate with all amenities and is fully stocked. Enjoy your coffee while you watch the sunrise from your back deck as the local lobstermen get ready to haul their traps.

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, 135 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
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, 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