Vacation rentals in Pembroke

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Top-rated vacation rentals in Pembroke

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Top guest favorite

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 favorite

A view from a covered porch showcases a lush, wooded area with tall trees. Sunlight filters through the foliage, illuminating the green grass below. A tranquil lake can be seen in the background, enhancing the connection to nature.

Home in Robbinston

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.

4.96 out of 5 average rating, 27 reviews

Top guest favorite

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

Guest favorite

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 favorite

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

Guest favorite

A two-story cottage features a broad front porch with several seating options, inviting outdoor relaxation. The structure's white exterior contrasts with the lush greenery surrounding it. A gently sloped lawn leads to the entrance, enhancing the serene, rural ambiance of the property.

Home in Perry

Shore Road Cottage

Unwind in this charming 180-year-old cottage—a retreat where history and seaside tranquility converge. Every room brims with character, featuring original hardwood floors, antique furnishings, and whimsical touches that make this home irresistibly inviting. This is a haven for those seeking an escape. Whether you're sightseeing or lost in a good book by the window, you'll find this historic gem to be a delightful blend of past and present, promising a stay that's as relaxing as charming

5.0 out of 5 average rating, 10 reviews

Top guest favorite

A newly built cabin features a wooden exterior with a welcoming porch adorned with hanging flowers. Surrounded by lush greenery, the structure is complemented by a pathway leading to the entrance. Natural light highlights the bright and inviting atmosphere.

Cabin in Pembroke

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!

5.0 out of 5 average rating, 88 reviews

Guest favorite

A serene landscape is captured at sunset, with soft hues of orange and pink reflecting off calm waters. A grassy area extends towards the shoreline, and a fire pit is situated in the foreground, surrounded by greenery and gentle hills.

Cottage in Robbinston

Cottage by the bay

Welcome to serene Robbinston, Maine. This magical place is one of the last wild places on the east coast where the Atlantic Ocean meets the Maine wilderness. From the back deck you can enjoy watching whales in the bay, seals on the beach, and eagles soaring the sky. Additional wildlife include moose, deer, bear, lynx, and fox. Enjoy a campfire in the backyard or on the beach and lose yourself in the details of the Milky Way spreading out above you or the occasional Aurora Borealis.

4.87 out of 5 average rating, 61 reviews

Guest favorite

The historic Station House showcases a classic two-and-a-half-story design, with a striking red roof and white clapboard siding. Large windows allow natural light to fill the interior, while a welcoming green door serves as the main entrance. A smaller structure is visible to the left.

Home in Lubec

The Station house at West Quoddy Station

The Station House, c1915, formerly USCG Station Quoddy Head from 1915-1970 and currently is an adaptive lodging reuse. On TheNational Register of Historic Places, The Station House has 5 bedrooms, 2 1/2 baths, sleeping 9 comfortably. The SH is located 1/2 mile from West Quoddy Head State Park, the Easternmost Point in the US. You will experience peaceful beauty, amazing sunrises and sunsets over the ocean, 2 lighthouses, with views of Lubec, Eastport and Campobello.

4.93 out of 5 average rating, 229 reviews

Top guest favorite

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

Superhost

A well-maintained lakefront home is bordered by lush trees, providing a serene natural setting. A spacious deck extends from the house, offering direct access to the water. The surrounding area reflects vibrant foliage, showcasing the beauty of the landscape.

Home in Perry

Serenity on the Lake

This is a lake lovers paradise for the outdoor enthusiast with 75' of waterfront on Boyden Lake. Enjoy this four season home with 2.5 baths, 4 bedrooms, one on the first floor, three on the second floor, and a kitchen that looks straight across a lake with a front deck right at the water's edge. View sunrises from the deck and sunsets from the dock. Experience swimming, kayaking, and fishing right outside your front door.

5.0 out of 5 average rating, 4 reviews

Top guest favorite

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