Vacation rentals in Water Island

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Top-rated vacation rentals in Water Island

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Top guest favorite
The A-frame cabin is nestled among trees, surrounded by nature. An inviting view of Little Kennebec Bay is visible in the background, showcasing tranquil waters and coastal landscapes. The private deck with a hot tub extends from the cabin, offering a peaceful outdoor area.
Cabin in Machiasport
4.98 out of 5 average rating, 194 reviews

A-Frame, Hot Tub, Firepit, Oceanfront, Pets

Welcome to your coastal escape! Nestled in nature our cozy and unique A-frame retreat is a haven offering, seclusion, privacy and peaceful views of the ocean. Step into our stylish sanctuary where every detail whispers comfort and charm. Overlooking Little Kennebec Bay Bask in tranquility and enjoy panoramic views of the Little Kennebec Bay from your private deck. ✲ Private Hot Tub! ✲ Outdoor Fire pit! ✲ King Bed! ✲ Abundant hiking! ✲ Wood Burning Indoor Fireplace! ✲ Local Kayaking! ✲ Grill

Superhost
A panoramic view captures the serene cove at sunset, reflecting soft hues of orange and pink on calm waters. The nearby coastal landscape features a grassy area and a white house with a porch, framed by trees along the water's edge.
Home in Jonesport
4.63 out of 5 average rating, 8 reviews

Special at Lobster Cove Friendship House

Would you like to be in Maine this Summer? Come stay at the Friendship House, and be part of history at this first stop of the Friendship Road with the sea outside our kitchen window. A magical house in Maine with...tides, where you experience the breath of the earth. Every day our wonderful bay empties and is refilled every 6 hours. Watch the ocean breathing from our balcony or from our private dock, as lobster boats come and go. Enjoy nearby beaches, nature preserves, and restful peace!

Top guest favorite
The exterior of a historic cape cottage is displayed, featuring a grey shingle facade with red doors. A well-kept lawn surrounds the property, and a blue sky is visible in the background, indicating a sunny day. Access to nearby natural scenery is suggested.
Cottage in Roque Bluffs
5 out of 5 average rating, 160 reviews

Historic Cottage -Roque Bluffs Beach, Pond, & Park

Relax with your family at our peaceful home just a few short steps from the beach, pond, and hiking trails of Roque Bluffs State Park. Hummingbird Hollow, aka Schoppee House, is a lovingly updated two bedroom cottage nestled between the ocean and state park land. Enjoy ocean views, salt air, and the sound of waves. A quick walk to the beach or pond, you’re not too far away to run back for lunch or take an afternoon nap. Also, the house is fully heated and is suitable for the cooler months!

Top guest favorite
Home in Milbridge
5 out of 5 average rating, 21 reviews

Oceanside Cottage • Firepit + Beach by Bar Harbor

Welcome to your dreamy oceanfront getaway in Milbridge, Maine. Peaceful, family-friendly cottage for up to 4 guests on a private 1-acre lot with direct shoreline access . Enjoy stunning coastal views steps from Wallace Cove. In downtown Milbridge, explore puffin and lighthouse tours, local dining, shops, and a historic movie theater. Just an hour’s drive to Bar Harbor and Acadia National Park, or 30 minutes to Winter Harbor’s tranquil shores, perfect for nature lovers and adventurers.

Top guest favorite
Cottage in Beals
4.97 out of 5 average rating, 132 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.

Guest favorite
A cottage is positioned near the shoreline, with a clear view of the water and rocky beach. Surrounding greenery provides a natural contrast to the red facade. An island is visible in the distance, and neighboring cottages are seen along the coast.
Cabin in Jonesport
5 out of 5 average rating, 6 reviews

Sandy River Beach Cottage

A tranquil 1-bedroom cottage with a bohemian feel. Perfect for couples, but can accommodate four. Features a cozy living room and fully equipped kitchen. Just 100 feet from the public entrance to Sandy River Beach, famous for soft sand, sea glass, and dramatic tides. Explore Bar Island at low tide, too. Just a short distance from Great Wass, Jasper Beach, Roque Bluffs State Park, the Bold Coast, Quoddy Head State Park, and hundreds of other adventure opportunities in downeast Maine.

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, 11 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, 226 reviews

2026 Summer Waterfront! Hi-Speed Wifi on Flat Bay

Summer 2026 ~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.

Top guest favorite
The exterior of a vibrant green tiny house features large, decorative window frames adorned with colorful floral designs. A bright red door offers an inviting entrance, while small wooden tables and chairs are positioned on the decking. A charcoal grill sits nearby, enhancing the outdoor living space.
Tiny home in Lamoine
5 out of 5 average rating, 139 reviews

Artsy Tiny House & Cedar Sauna

Our family is excited to share our tiny house with you! Located on our artist collective farm, this is our favorite place on earth. It’s off grid, cottage core, and has a beautiful & fragrant cedar sauna. We are 27 minutes from Acadia National Park and surrounded by truly gorgeous local beaches. We offer super comfy beds, an outdoor shower, twinkle lights, summer nights filled with fireflies, bright maples in the fall, and cozy winter movie nights in a bed alcove like on a boat.

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
4.94 out of 5 average rating, 35 reviews

Oceanfront Rental! NOW Booking Summer Dates!

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.

Guest favorite
A newly built cabin is nestled among tall trees, featuring an exterior of colorful shingles. Large windows provide a view of the surrounding forest, while a porch extends from the structure, offering a serene outdoor space for relaxation.
Cabin in Southwest Harbor
4.89 out of 5 average rating, 189 reviews

Michael's Cabin

Escape to a thoughtfully designed one-bedroom cabin with a loft on the “quiet side” of Mount Desert Island in Southwest Harbor—perfect for a peaceful Acadia getaway. Enjoy a cozy living space with a gas fireplace, AC, and a full bathroom with shower. The cabin includes all essential amenities (no washer/dryer) for a comfortable stay.

Top guest favorite
Apartment in Roque Bluffs
5 out of 5 average rating, 26 reviews

Johnson Cove Retreat

Unique and tranquil getaway overlooking the ocean. Listen to the surf while watching waves crash on nearby cliffs, and view stunning sunrises. Enjoy stargazing and communing with wildlife! This space is close to beautiful beaches such as Roque Bluffs State Park and Jasper Beach , as well as hiking trails with rewarding scenery.

Popular amenities for Water Island vacation rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Washington County
  5. Jonesport
  6. Water Island