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 view from a covered porch showcases a lush, wooded area with tall trees. Sunlight filters through the foliage, illuminating the green grass below. A tranquil lake can be seen in the background, enhancing the connection to nature.
Home in Robbinston
4.93 out of 5 average rating, 15 reviews

Blueberry Hill Lakeside Retreat

A house on the lake is the perfect family escape—peaceful, cozy, and surrounded by nature. Spend your days swimming, kayaking, or just watching the sunset from the porch. With no distractions and plenty of quiet beauty, it’s a place to slow down, reconnect, and make memories that last a lifetime. It is important to note that this house is "off grid". There is electricity and wi-fi internet, but was designed with the idea of being able to get away and relax. Heat and appliances are all propane.

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.

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, 418 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
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.

Guest favourite
A modern kitchen is presented with white cabinetry and a spacious countertop featuring a map design. New appliances, including a refrigerator and stove, are visible. Natural light illuminates the space through a window, while decorative shelves display various kitchen items.
Flat in Grand Manan
4.98 out of 5 average rating, 104 reviews

Escape to tranquility

Specious fully renovated 2 bedroom apartment (low level of two apparent house, owners occupied second level) with all new furniture and appliances, kitchen all equipped with new gadgets and accessories for you to enjoy cooking. Located in a quiet area surrounded only with forest in the centre of beautiful Grand Manan Island. Only 5 minutes drive to Anchorage park. If you dream to escape from the busy city life, enjoy hiking and walking on the beach Grand Manan is the place to visit!

Top guest favourite
The interior features wooden walls and ceiling giving a cozy feel. A kitchen area with stainless steel appliances is visible, alongside a comfortable seating area with two dark leather recliners. A flat-screen TV and coffee table are present, enhancing the living space.
Cabin in Baileyville
4.97 out of 5 average rating, 34 reviews

The Moose Cabin

Welcome to The Moose’s Cabin in Baileyville Maine, nestled in a charming small town conveniently located right on the ATV and snowmobile access road. Situated near three major lakes with boat launches, this is the perfect destination for outdoor enthusiasts seeking adventure. Enjoy ample opportunities for riding, fishing, and hunting in the surrounding natural beauty. Embrace the tranquility of the Maine wilderness and create unforgettable memories at The Moose’s Cabin.

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 bright sunroom features large windows that offer views of the outdoor landscape. A burgundy sofa and a coffee table with a floral design provide comfortable seating. Wooden chairs surround a dining table, and potted plants add natural elements to the space.
Home in Whiting
4.91 out of 5 average rating, 11 reviews

Maine Forest Retreat

PRICING NOTE: Base price/NIGHT IS FOR 2 PEOPLE, +$20/night FOR EACH ADDITIONAL PERSON UP TO 8. Maine Forest Retreat: smoke free, restored, peaceful home in the forest on the "Downeast" coast of Maine, away from noise traffic crowds. This 4BR 2 story spacious home accommodates nature lovers, families, and small groups for retreats or visits to our scenic area. 3 miles to Cobscook Inst, 12 to Lubec or Machias, 30 to Eastport, 45 to Calais.

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.

Guest favourite
Place to stay in Little Ridge
4.96 out of 5 average rating, 25 reviews

Secluded waterfront escape. Canoe, Fish, Stargaze

Escape to your very own slice of paradise at our charming waterfront cottage on the St. Croix River! If you’re craving some quality family time, or special times with friends, this is the perfect retreat for you. Nestled in a serene and private setting, our off-grid cottage offers the ideal atmosphere for relaxation and making unforgettable memories together. Book your getaway today and let the adventure begin!

Guest favourite
Cabin in Perry
4.9 out of 5 average rating, 110 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