Holiday rentals in Dennysville

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.

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

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.

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!

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!

Relaxing Sunset Getaway!

This 3 bedroom home has stunning views of Half Moon Bay and the sunsets are SPECTACULAR! Fits 6 people comfortably with two queen bedrooms and one room with twin beds. This property has everything you will need to enjoy a relaxing week away from it all. Enjoy this serene setting, relax around the fire pit and spot the abundant wildlife. Just minutes to downtown Eastport. Near beautiful Campobello Island. Open concept home with large kitchen, flat screen smart tv, WiFi and phone access.

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.

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.

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.

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!

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.

Cliff-perched cottage w private hiking trails

Designed to evoke a ship, this stylish 2BD home overlooks the ocean and is surrounded by 30+ acres of woods, wildlife, and area beaches. 12 of these acres include private hiking tails that wend along the water. Hike, kayak, BBQ, explore Downeast working harbors, or just relax on the deck. Enjoy complete privacy just 17 min from town.