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 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, 200 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, 96 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!

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, 49 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
Two wooden Adirondack chairs sit on a deck overlooking tranquil waters, framed by lush greenery. The sunset casts a warm glow across the expansive view, with gentle ripples on the surface reflecting the surrounding nature.
Cottage in Lubec
5 out of 5 average rating, 38 reviews

Cobscook Lodge

Cobscook Lodge faces west for perfect water sunsets, with 1/3 mile of private bay shoreline, and 30 wooded acres to explore. Cliffs, ledges, pebble beaches, observation points, and 21 foot tides make for any adventure. The Bold Coast’s 43 parks (incl the 20 parklands of Cobscook Shores) with 150 miles of trails and 90 miles of coastline, is a rare wild getaway. The farmhouse is available on a five night minimum stay. Please contact us for scheduling help. We hope you can visit!

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!

Superhost
Home in St. Stephen
5 out of 5 average rating, 6 reviews

Nineteen Pine~ “Clean, stylish private retreat”

Welcome to a bright, thoughtfully designed one-bedroom retreat just blocks from downtown in St. Stephen—where comfort meets convenience. Minutes from the U.S. border and 20 minutes to St. Andrews, you can walk to shops, restaurants, the farmers’ market. Sleeps 4 with a king size bed and a new memory foam queen sofa bed. Stay cozy & central ~ pet-friendly (advance notice required) *Easy self check-in *In-suite laundry *Dry on-site motorcycle storage available at no extra charge.

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
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.

Guest favourite
Cottage in Whiting
4.84 out of 5 average rating, 25 reviews

Play, Relax, Repeat

Relax with the whole family at this peaceful place to stay. Our lakefront funhouse has arcade games, jukebox jams, and beautiful lake views. Enjoy the mesmerizing ambiance. The downstairs game room is the perfect place for the whole family to hang out or parents can retreat upstairs to enjoy quiet time by the fireplace. The kitchen is well-equipped. We have included everything you need to create the vacation you desire.

Popular amenities for Dennysville holiday rentals

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