Vacation rentals in Guard Point

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Top-rated vacation rentals in Guard Point

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Top guest favorite

The image features the bow of a kayak resting on calm water, with expansive views of the lake extending to tree-lined shores in the distance. A clear blue sky with wispy clouds is visible, creating a serene atmosphere suitable for outdoor exploration.

Apartment in Harrington

5 out of 5 average rating, 10 reviews

Beautiful Waterfront Home Close to Trails & Acadia

This private, waterfront retreat is secluded and peaceful with plenty of space to spread out—right on the water! At high tide, paddle out to Lords Island or take a trip down the peninsula. The local supermarket and gas station are just minutes away, yet the setting is completely rural. Head out to hike some of Maine's best trails or drive to Acadia National Park, The Bold Coast, Jasper Beach, Schoodic Point, or any of the amazing local rivers and lakes. Perfect for couples, families, or friends.

Top guest favorite

A charming farmhouse is surrounded by lush greenery, with a white picket fence framing the entrance. A sign reading 'Butterfish Farm' is prominently displayed, inviting visitors to explore the property. Large windows and a front porch enhance the welcoming appearance of the home.

Farm stay in Cherryfield

4.93 out of 5 average rating, 42 reviews

Farm Stay on a River Close to Acadia, Yoga, Swim

Keep it simple at this peaceful Farm + Yoga Studio. Wake up to deer feeding and birds singing outside your window in a quiet, small town. Take a stroll to the river, walk to the café and visit iconic Maine beaches. Hike & swim nearby, or hang out in Acadia, Blue Hill or Lubec (1 hour away). Send your kids to play on the ninja swing set with our daughter :) Weekly + Private Yoga offered right downstairs! Organic coffee, tea & a glass jug for drinking water included. *Note there is NO kitchen*

Guest favorite

A comfortable outdoor seating area features light-colored cushions on a sectional sofa, complemented by a round coffee table. A dining table is visible in the background, with lush greenery and serene ocean views enhancing the scenic atmosphere.

Home in Addison

4.91 out of 5 average rating, 110 reviews

Oceanfront Home on 5 Acres w/ Private Beach & Cove

Beautiful coastal home feet from ocean with 1500 ft of water frontage with 180 views & private beach for picnics, canoeing & water sports. Located on 5.2 acres with large wrap-around porch, there's plenty of privacy for family get-aways and outdoor dining. Remodeled kitchen with all new appliances and entire home freshly painted and upgraded. Drink coffee on the large wrap-around porch while watching lobster boats. Visit National Acadia Park, Bar Harbor, Winter Harbor & many towns in between.

Guest favorite

A balcony features two black metal stools positioned near the railing, with a stunning view of the sunrise over the water and countryside. The warm hues of the sun reflect off the landscape, enhancing the serene atmosphere.

Vacation home in Addison

4.96 out of 5 average rating, 100 reviews

Bright, Modern Vacation Home w/ Water Views!

Come stay at this serene, cozy, Down East vacation home with expansive water views! Nestled in the Addison hillside where the Pleasant River meets the sea, this completely renovated getaway offers a modern kitchen & bathroom with brand new appliances, open concept living spaces with water views from every room, and a large deck allowing breathtaking panoramic views of the countryside and skyline. One hour to Acadia and close to the Bold Coast, Jasper Beach, & Schoodic Point—you can't lose!

Guest favorite

An open living area features large glass doors that allow natural light to flood the space. A unique wooden table with high chairs is positioned next to a modern kitchen, while a cozy seating area includes a chair and decorative accents against a backdrop of greenery.

Home in Gouldsboro

4.94 out of 5 average rating, 208 reviews

Schoodic Loft Cabin "The Roost" with Kayaks

This playful cabin offers a unique spot to unwind and explore the Schoodic peninsula and Downeast Maine. Kayaks are provided to explore island studded 462 acre Jones pond, a 10 minute walk down a trail. A 10 minute drives brings you to the less visited Schoodic section of Acadia NP, where a network of hiking and biking trails lace the coastal forests and dramatic rocky coast. Nearby Winter Harbor has shops and restaurants and even a ferry across the bay to Bar Harbor and Mount Desert Island.

Top guest favorite

A side view of the house highlights weathered shingles and large windows, complemented by vibrant pink flowers in the foreground. The Atlantic Ocean and distant islands are visible in the background against a clear blue sky.

Home in Jonesport

5 out of 5 average rating, 16 reviews

Saltair, a Downeast jewel

Our little piece of paradise is located oceanfront to the Atlantic. The space is a unique one-of-a-kind build, showcasing the natural beauty of West Jonesport. The main level hosts a king size master suite, beautiful chefs' kitchen, and 180-degree views. Enjoy the upper deck while getting lost in a book, grilling dinner or sneaking away to the private outdoor shower space. From the deck, you can access the downstairs where you will find an additional bedroom, bathroom and porch/deck.

Top guest favorite

A renovated boat is situated outside, serving as a second lounge. Its classic shape features a deep red hull with a contrasting black top. A pathway of cobblestones leads up to a fenced area, while the cottage is visible in the background against a bright sky.

Cottage in Beals

4.98 out of 5 average rating, 120 reviews

Harbor views + stylish interior + boat lounge

Situated in the heart of a small lobster fishing village, Bridge View is a stylish, 3 bedroom cottage with renovated boat lounge. Bridge View is the perfect place to unwind and watch the lobster boats go by. It's also ideal for experiencing Downeast culture up close. Go for a stroll around the fishing village; buy fresh lobster from the docks; hike beautiful Great Wass nature preserve; or just use the house as a base to explore Bar Harbor, the bold coast, Eastport, Campobello and more.

Top guest favorite

An aerial view captures the serene coastline, revealing a private white sand beach gently curving along the shoreline. A tranquil freshwater pond is visible nearby, surrounded by lush green trees and open land, providing a peaceful backdrop to the inviting landscape.

Cabin in Jonesport

5 out of 5 average rating, 5 reviews

The Cottage—Beachfront Sanctuary

Need to escape the hustle and bustle of everyday life? Enjoy a reprieve at the ocean’s edge with a private, 1,400’ white sand beach, backdropped by a fresh water pond. Rise with the sun, stroll the beach and wind down with the colorful hues of the reflections of a setting sun. A true chance for that needed reset. A simple retreat after exploring Downeast Maine, Acadia National Park, Campobello Island or hiking the nearby nature trails on Great Wass Island and the Bold Coast Trail.

Top guest favorite

A game of Connect Four is positioned on a woven placemat, set against a backdrop of large windows. The serene view displays the water of Flat Bay and surrounding trees, illuminated by golden sunlight from the setting sun.

Cottage in Milbridge

4.97 out of 5 average rating, 206 reviews

Summer 2025 Waterfront Getaway! Hi-Speed Wi-Fi

Spring 2025 ~Visit Acadia Park & Bar Harbor by day & stay here at night. Our 1.4 acre shore-front family retreat began an 18 month renovation Fall of 2018 & only opened recently - Dishwasher, new beds, Hi-speed Internet no data limit. We fell in love with this quiet coastal sanctuary, the perfect place to reconnect with nature while staying on grid. ☪ At night you'll experience deafening silence under the natural light of the stars. High-speed Internet keeps you connected.

Guest favorite

The historic General Store building features a multi-story structure with a vibrant exterior characterized by soft colors and decorative detailing. A spacious porch with railings enhances the entrance, while large windows allow natural light to illuminate the interior.

Apartment in Columbia Falls

4.91 out of 5 average rating, 22 reviews

Columbia Falls General Store

At the head-of-the-tide on the Pleasant River, Columbia Falls is one of the prettiest villages in Downeast Maine. Our quiet, spacious one-bedroom apartment occupies the entirety of the third floor in the village's historic General Store, right next door to the national landmark Ruggles House. Abundant light from large east- and west-facing windows fills the central corridor and large living area. A perfect base for exploring the islands, woods, and waters of the Downeast coast.

Top guest favorite

A charming cabin features large windows that allow ample natural light and provide views of the surrounding cedar and spruce trees. The spacious deck showcases colorful buoy decorations, enhancing the outdoor space. The structure is set in a serene, wooded area, promoting a peaceful retreat.

Cabin in Steuben

4.97 out of 5 average rating, 199 reviews

*Stunning Views* Oceanfront Chalet

Oceanfront cabin perched on the edge of Dyer Bay surrounded by large cedar and spruce trees. A perfect retreat nestled in a quiet, private neighborhood off the beaten path. This is where you get away from it all, and enjoy proximity to all the best of Downeast. The view is spectacular, and wildlife abounds. Watch the lobster boats work their traps just in front of the house. Not appropriate for small children. Sorry, NO PETS , we're allergic :-(

Top guest favorite

A serene back bay scene is captured at sunset, with soft hues of purple and orange reflecting on the calm water. Silhouettes of boats are visible on the horizon, along with a quaint building seated near the shoreline, surrounded by lush greenery.

Cottage in Jonesport

4.96 out of 5 average rating, 26 reviews

Waters Edge on Hopkins Point

Peaceful Oceanfront Retreat in Jonesport, Maine Escape to tranquility at our serene retreat in Jonesport, Maine, where the ocean greets you at the front door and a picturesque river with stunning sunset views awaits at the back. Our cozy getaway offers the perfect blend of coastal charm and natural beauty, making it an ideal spot for relaxation and rejuvenation.