Vacation rentals in Dennysville

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Top-rated vacation rentals in Dennysville

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Guest favorite

Apartment in Bayside, Canada

4.97 out of 5 average rating, 115 reviews

Charming Beachfront Apt w/Home Cinema & Coffee Bar

Nestled along this historic beachfront is this inviting lower-level apartment with breathtaking sunset views from the private pergola overlooking the water. Inside you’ll have everything you need for a relaxing stay with a fully equipped kitchen and coffee bar, a huge theatre screen with a popcorn machine, stylish dining, 2 bedrooms and a modern bathroom stocked with all the essentials. Walk just steps to the beach and only mins to charming St. Andrews with its great food and historic streets.

Nov 2 – 9

G$22,899 GYD per night

Guest favorite

Loft in Oak Haven, Canada

4.97 out of 5 average rating, 134 reviews

Safe Haven loft Waterfront with Kayaks, Oak Haven

Nice apartment on the scenic tidal Oak Bay. Sit & relax on lawn chairs & enjoy the view, watch the amazing tide change, walk on the ocean floor, explore the beach & go kayaking! Lovely space with open living/dining/kitchen area and Master Bedroom with Queen Bed and a small second bedroom w/2 twins! All new memory foam mattresses. Includes use of beach, canoes (2) kayaks (4) BBQ, fire pit w/wood, lawn chairs, coffee/tea, etc. NOTE: in May having some yard work done, price discounted to reflect.

Oct 29 – Nov 5

G$18,452 GYD per night

Guest favorite

Guest suite in Eastport

4.98 out of 5 average rating, 60 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.

Dec 24 – 31

G$21,326 GYD per night

Guest favorite

Home in Eastport

4.95 out of 5 average rating, 22 reviews

Eagles Bluff Cottage

Experience the natural beauty of Maine at Eagles Bluff Cottage, a fully furnished 2 bedroom 1 bath cottage with breathtaking ocean views in Eastport. Relax in the beautifully decorated living room, cook in the fully equipped kitchen, and sleep soundly in the comfortable bedrooms with fresh linens. The modern bathroom has all the amenities you need. Enjoy the peaceful and quiet surroundings from the patio. Book your stay today and experience the magic of Eastport! The home is dog friendly only!

Jan 5 – 12

G$30,003 GYD per night

Guest favorite

Guest suite in St. Andrews, Canada

4.99 out of 5 average rating, 194 reviews

Homestead Cottage downtown Saint Andrews

This private newly renovated suite is perfect for 1-2 people looking to stay in the pretty seaside town of Saint Andrews. Situated away from the street, with ample parking, this suite has comfortable modern furnishings, a fully equipped kitchen and private bathroom, within a short walking distance to downtown Saint Andrews and its many amenities including restaurants, shopping, gardens, museums, walking routes, nature reserves, beaches as well as whaling and outdoor excursions. Come and stay!

Oct 21 – 28

G$19,003 GYD per night

Superhost

Tiny home in Oak Bay, Canada

4.84 out of 5 average rating, 316 reviews

Turning Tides Oceanfront Tiny Home

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 :)*

Sep 7 – 14

G$19,554 GYD per night

Guest favorite

Cottage in Lubec

4.88 out of 5 average rating, 40 reviews

Lubec Home with a View -Globe Cove Cottage

Wake to stunning sunrises, sip your coffee on the deck and ponder your day. For the active, put your kayak in at Globe Cove, or bike, hike/ jog to enjoy the winding North Lubec Road’s many memorable vistas. Just a 10 minute drive to Quoddy Head and the famous lighthouse. Enjoy the regions many hiking trail systems, or the village restaurants. Lubec provides great views at every turn , fresh locally caught seafood and opportunities for wildlife viewing, includes eagles, seals and whales.

Apr 12 – 19

G$19,270 GYD per night

Guest favorite

Cottage in Lubec

5.0 out of 5 average rating, 23 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 four night minimum stay. Please contact us for scheduling help. We hope you can visit!

Sep 6 – 13

G$89,671 GYD per night

Guest favorite

Cabin in Pembroke

5.0 out of 5 average rating, 12 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!

Feb 13 – 20

G$35,234 GYD per night

Guest favorite

Home in Dennysville, Maine, US

4.98 out of 5 average rating, 88 reviews

Anna's House

Anna's House is available for all guests and perfect for longer stays. Anna's House is on a private road - nice for taking walks and biking without concerns for traffic. Anna's House is a short drive to shops and restaurants, to the coast, to hiking trails and more. You will find everything you need to enjoy a home away from home. A minimum of a 48 hour notice is required for all reservations. Contact us with any questions. We have a STRICT NO PETS policy due to allergies.

Sep 2 – 9

G$28,204 GYD per night

Guest favorite

Cottage in Lubec

4.84 out of 5 average rating, 25 reviews

Private seasonal cottage on bay in Lubec, Maine

This is a seasonal 2-bedroom (4 people) cottage with water access and panoramic views of Straight Bay and islands. Very private with everything you need (frig, stove, kitchen utensils, washer/dryer, linens, fireplace) to enjoy your stay. Great place to use as base explore the Downeast area visiting lighthouses and many restaurants, whale watching or just staying put and exploring the woods, shore, and water surrounding this unique and tranquil cabin.

Jan 19 – 26

G$32,275 GYD per night

Guest favorite

Apartment in Oak Bay, Canada

4.97 out of 5 average rating, 31 reviews

Oceanfront suite, private HOT TUB

Relax in your private hot tub on the edge of the Fundy coast while you are mesmerized by the stunning views of the highest tides in the world! Stairs down to the beach will allow you to walk on the ocean floor at low tide! After successfully hosting guests privately for some time, we have decided to extend our suite to the AirBnb community! Please, come be our guest!

May 24 – 29

G$21,229 GYD per night