Vacation rentals in Dennysville

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Top-rated vacation rentals in Dennysville

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Top guest favourite

The exterior of the property is illuminated at night, showcasing a three-story structure with large windows and an inviting deck. Stairs lead to the second level, while the grassy area surrounds the house, creating a natural setting.

Home in Whiting

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

5.0 out of 5 average rating, 39 reviews

Top guest favourite

The exterior of the contemporary waterfront home features a blue-grey facade and an array of large windows. A deck with seating overlooks the landscaped yard adorned with greenery and flowers, providing a welcoming entrance to the property. The surrounding trees enhance the natural atmosphere.

Home in Chamcook

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!).

4.99 out of 5 average rating, 116 reviews

Top guest favourite

A charming lakeside cottage is framed by lush greenery, showcasing a large deck with seating. Expansive windows reflect the serene waters of the lake, creating a harmonious connection between nature and the retreat.

Cottage in Moores Mills

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

5.0 out of 5 average rating, 182 reviews

Top guest favourite

A view from a deck overlooking Holmes Bay, showcasing a grassy landscape with colorful foliage. A modern mini-home resembling a boat is positioned nearby, contrasting with the natural surroundings. The sky is bright with scattered clouds, enhancing the scenic ambiance.

Cottage in Machiasport

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.

4.98 out of 5 average rating, 247 reviews

Guest favourite

A charming farmhouse is set against a backdrop of lush greenery. The structure features a welcoming entrance with an orange door, complemented by bright windows. Flowering plants in the foreground add a touch of color to the serene landscape that leads to the horizon.

Farm stay in Lubec

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.

4.89 out of 5 average rating, 166 reviews

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

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!

5.0 out of 5 average rating, 29 reviews

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

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.

4.97 out of 5 average rating, 118 reviews

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

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!

5.0 out of 5 average rating, 43 reviews

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.

Guesthouse in Pembroke

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.

4.99 out of 5 average rating, 228 reviews

Guest favourite

A modern kitchen features sleek white cabinetry and a spacious countertop. A large window allows natural light to illuminate the area, complemented by a decorative clock and potted plants. Elegant fixtures enhance the functionality of the space, creating a welcoming atmosphere.

Home in St. Andrews

Luxury Coastal Home on the ocean/4BR/sleeps 10+

The Donovan Residence is a stunning 5500 sq. ft. 4 bedroom, 2.5 bath luxury coastal home downtown St. Andrews-by-the-sea along Water Street, overlooking the Bay of Fundy. Walk to the ocean. Sleeps 10+ Perfect for groups and family getaways. Expansive chef’s kitchen, large dining room, two large living rooms, easy beach access, shopping and dining within walking distance. Hotel-level comfort, designed for both grand entertaining and quiet retreat.

4.93 out of 5 average rating, 54 reviews

Top guest favourite

A stone pathway leads to the entrance of a log home, surrounded by trees and offering views of the tidal river in the background. The sky is partly cloudy, with patches of blue visible.

Cottage in Machiasport

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.

4.96 out of 5 average rating, 173 reviews

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

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.

4.98 out of 5 average rating, 64 reviews