Holiday rentals in Pembroke

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Top-rated holiday rentals in Pembroke

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Guest favourite

Flat 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.

8–15 Jan

$148 SGD per night

Guest favourite

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.

4–11 Jan

$117 SGD per night

Guest favourite

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!

29 Dec – 5 Jan

$196 SGD per night

Guest favourite

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!

13–20 Nov

$123 SGD 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 :)*

20–27 Jul

$125 SGD per night

Guest favourite

Cabin in Pembroke, Maine, US

5.0 out of 5 average rating, 10 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!

25 Nov – 2 Dec

$223 SGD per night

Guest favourite

Home in Dennysville, Maine, US

4.98 out of 5 average rating, 87 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.

13–20 Feb

$178 SGD per night

Guest favourite

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.

4–9 Sep

$218 SGD per night

Guest favourite

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 :)

25 Nov – 2 Dec

$223 SGD per night

Guest favourite

Cottage in Lubec, Maine, US

4.83 out of 5 average rating, 24 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.

16–23 Oct

$211 SGD per night

Guest favourite

Flat in Utopia, Canada

4.87 out of 5 average rating, 222 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.

11–18 Sep

$154 SGD per night

Guest favourite

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.

21–28 Nov

$236 SGD per night