Vacation rentals in Pleasant Point

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Top-rated vacation rentals in Pleasant Point

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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 19 – 26

€ 118 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 20 – 27

€ 102 per night

Guest favorite

Home in Eastport, Maine, US

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!

Mar 15 – 22

€ 157 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!

Dec 7 – 14

€ 103 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 :)*

May 17 – 24

€ 92 per night

Guest favorite

Cabin in Robbinston, Maine, US

4.94 out of 5 average rating, 174 reviews

Oceanfront Cliff Cabin Camelot

Ever dreamed of finding private seaside solitude on the rocky Maine coast? Camelot sits upon an isolated thirty-foot cliff overlooking the Atlantic. At high tide, waves crash against the sandstone rocks. At low tide, a hundred feet of beach is revealed for shell collecting, clam digging and rock skipping. With no roads within a half mile, you might not see another soul during your stay. Enjoy peaceful off-grid cabin life. Campfire cookouts, stunning views, and cozy beds.

Sep 4 – 9

€ 175 per night

Guest favorite

Home in Eastport, Maine, US

4.96 out of 5 average rating, 112 reviews

Mermaid's Mini Mansion

With peak ocean views as well as the first sunrise in the nation from our location across from Todd's Head, the mini-mansion offers a full kitchen, comfortable bedroom, outdoor 3 person hot tub, washer dryer, yard and ocean breezes. Strolling distance to the pier for a whale watch, the artistic downtown, and the brewery! There is a Weber grill, outdoor seating, bikes to use, books, games, record player and WIFI. We welcome your pets and your children :)

Jan 29 – Feb 5

€ 178 per night

Guest favorite

Apartment in Utopia, Canada

4.87 out of 5 average rating, 221 reviews

Utopia lakeside Loft

Feel the relaxation begin as you drive down a tree-lined road to your private loft retreat on the shore of pristine Lake Utopia. Swim at your private, safe white sand beach, make sandcastles or just sunbathe while listening for loons or watching for jumping fish. Relax in the hot tub or kayak on the lake. There’s a private lakeside gazebo with propane fireplace for your enjoyment or you can choose a crackling wood fire on the beach.

Sep 9 – 16

€ 126 per night

Guest favorite

Home in Pembroke, Maine, US

5.0 out of 5 average rating, 20 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.

Jan 19 – 26

€ 193 per night

Guest favorite

Guesthouse in Saint George, Canada

4.92 out of 5 average rating, 130 reviews

Riverview Guesthouse "The Loft"

Come and enjoy "The Loft",. Private back garden Oasis , private parking, high speed Wifi/ internet, Just a one minute walk to the riverfront with miles of groomed trails and boardwalks, One of the most prestigious neighbourhoods in the town. Minutes from the canal beach, this is a place where memories can be made. Year round rental

Feb 20 – 27

€ 90 per night

Guest favorite

Cottage in Roque Bluffs, Maine, US

4.97 out of 5 average rating, 171 reviews

Ellie's Cottage—lovely, bright, and tasteful

This sweet little cottage has amazing light and views across fields and woods into the ocean. Sunrises are spectacular and stargazing at night is awe-inspiring. Perfect for a quiet getaway where you can really unplug. The State Park is just 2 miles away. Roque Bluffs is a special place in the world with much to explore.

Oct 18 – 25

€ 131 per night

Guest favorite

Apartment in Eastport, Maine, US

4.94 out of 5 average rating, 50 reviews

Top of the Town

Individuals or a couple will be comfortable in this unique space. This is a very large apartment in downtown Eastport, with wonderful views, a great location, and a private parking place. It is a third floor walk-up, so be prepared to climb some stairs, but the views and the comfortable accommodations are worth it.

Nov 13 – 20

€ 140 per night