Vacation rentals in Dennysville

On The Fly Inn Downeast Maine

Where relaxation begins & memories are made. Abandon the hustle & bustle to reconnect with nature, family & friends. This stunning 4 season lake escape is nestled on a private sand beach on Garnder Lake. Explore Downeast's bold coast, vast stretches of woods, rivers, streams & beaches. Watch wildlife from the porch with coffee or roast the perfect s'more over the campfire by the beach. Enjoy fishing, lazy summer lake days, hunting, leaf peeping or as a winter base camp. Welcome to On the Fly Inn

The Shorebird - ocean views & beach - St Andrews

Enjoy panoramic ocean views from a contemporary waterfront home. Wake up with the sunrise over Passamaquoddy Bay (Bay of Fundy). Spend the day beach combing or just sitting on the deck and watching the tide. At night, get cozy with Netflix in our upstairs entertainment area or have an outdoor fire & star gaze. Drive 10 min to St. Andrews/35 min to New River Beach. Perfect for multiple couples, families, working remote, holiday gatherings or girls getaway (+ divers’ and bird watchers’ delight!).

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.

Luxury Lakefront Cottage w/Hot Tub/Kayaks-Sleeps 6

Escape to an enchanting cottage retreat, nestled on the shores of Moores Mills lake. Immerse yourself in the serene beauty of nature as you soak in the hot tub and gaze out over the tranquil waters. Everything you need to make beautiful memories! #cozycanadiancottage ✅ Swimming, Kayaking ✅ Fishing, Pedal boating ✅ Arcade Pac-Man, Record Player w/ 45’s ✅ Bonfire pit - free firewood ✅ Outdoor BBQ ✅ Sleeps 6: 2 King, 1 Queen bed ✅ 51 inch Smart Roku TV ✅ Amazon Prime, Roku ✅ Screened in porch

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.

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.

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!

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!

Breathtaking St Croix Island Beach Apartment

Enjoy the beautiful St. Croix River on this historically unique property. This two bedroom/two bathroom oceanfront apartment is ready for your next trip. Pet friendly with lovely fenced in backyard and steps to the beach from your livingroom door. 5 minute drive to gorgeous St Andrews by the Sea, 15 minutes to St Stephen and under an hour to Saint John NB. The Airbnb is perfectly placed with a view of the water to watch the amazing 25 foot tides as close as you can get.

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.

The Maine Salt River Cottage

This waterfront eco-friendly log home, located in an Audubon Important Bird Area and NWF Certified Wildlife Habitat, comfortably accommodates 6 guests. Perched on a bluff overlooking two of Maine's beautiful tidal rivers, it’s home to bald eagles, osprey, and harbor seals and boasts a dazzling night sky and dynamic water views. Salt River Cottage is a proud signatory of the Glasgow Declaration on Climate Action in Tourism.

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.