Vacation rentals in Water Island

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Top-rated vacation rentals in Water Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A view from a deck overlooking Holmes Bay, showcasing a grassy landscape with colorful foliage. A modern mini-home resembling a boat is positioned nearby, contrasting with the natural surroundings. The sky is bright with scattered clouds, enhancing the scenic ambiance.
Cottage in Machiasport
4.98 out of 5 average rating, 236 reviews

Cottage/w beach, hiking, boat lounge, shown on HBO

Overlooking Holmes Bay and lovely Long Point nature reserve, the Dock House is a stylish mini-home connected to a lobster boat library & lounge. Enjoy sun-filled spaces and mid-century modern decor, as well as access to a small beach. Hike some of Maine's best trails (minutes away) or drive to Acadia, Campobello, Eastport, the Schoodic Peninsula and much more. Visit tourist-free coastal towns or go antiquing. Buy fresh lobster, grill on the deck, or dine in-town at renowned Helen's restaurant.

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
4.97 out of 5 average rating, 198 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

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, 163 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
A lakefront home features a spacious wooden deck that extends along the side, providing views of the water. Large windows offer ample natural light, while the surrounding grass creates an inviting outdoor space. The warm glow of sunset reflects off the exterior, enhancing the serene setting.
Cottage in Whiting
4.96 out of 5 average rating, 105 reviews

Gardner Lake home with access and view

Lakefront home steps from Gardner Lake, Whiting, Maine. Tile floors, wood interior, granite countertops, dishwasher, w/d, radiant heat and heat pump. Awesome views/sunsets. Deck/grill. Shared water access with adjacent cabin. Wi Fi. Roku tv - No cable. Message owner for long term rates. Long term stays require references. Extra twin bed and cot in basement living area. Adjacent cabin if available in summer for additional fee. No pets. No smoking of anything or vaping on premises.

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 charming white cottage is positioned beside a calm body of water, framed by tall, green trees. In the background, a rainbow arcs gracefully across the sky, adding a touch of color to the serene landscape.
Cottage in Machiasport
5 out of 5 average rating, 42 reviews

Remote Oceanside cottage (closer to water) #1

Off the beaten path. Escape the sound of traffic and listen to the waves outside your window. This location is an adventure and is accessible by car at low tide and by canoe at high tide. Kids will love beach combing while the adults enjoy relaxing on the shore. There’s also a gazebo beside the spring fed frog pond. Deer graze on the grass in the morning. If you are a bird watcher you can see the sea birds and eagles. The location is perfect for those who want to escape from it all.

Superhost
The exterior of a two-story building is shown, featuring a shingled gray facade and large windows that offer views of the surrounding landscape. Two garage doors are present at the base, and the structure is set against a clear blue sky with distant ocean views.
Loft in Grand Manan
4.87 out of 5 average rating, 151 reviews

Souwest Sunrise

Idyllic GRAND MANAN ISLAND OCEANFRONT LOCATION! The first thing you`ll notice as you embark down the winding driveway is the fresh sea breeze and the sound of the waves crashing against the rocky shore. This oceanfront property is located at the peaceful end of the island, well known for it`s serenity. The loft offers panoramic views of the Bay of Fundy and beyond. The beautiful loft compromises a queen size bed, kitchenette, shower, and a peaceful seating area overlooking the bay.

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.

Superhost
Tiny home in Gouldsboro
4.92 out of 5 average rating, 13 reviews

Bay Front A-Frame | Near Birch & Bunker's Harbor

Escape to West Bay Acadia RV Campground in Gouldsboro, where coastal magic meets cozy simplicity. This charming tiny home and RV retreat invites you to wake to ocean-kissed mornings, take in stunning waterfront views, and unwind by the fire as stars shimmer over the bay. ➤ Private firepit with built-in grill grate ➤ Waterfront views ➤ Outdoor seating and grill area ➤ Sleeper sofa in the living room A serene Maine getaway where every sunrise feels like your own private paradise.

Top guest favorite
A serene sleeping area features a spacious bed adorned with neutral-toned bedding. Two bedside tables are positioned beside the bed, each with a lamp. A wooden bench is placed at the foot of the bed, and a seating area with a chair and small bookshelf is visible in the corner.
Guesthouse in Franklin
5 out of 5 average rating, 114 reviews

The Spot - Water Views

Off the beaten path in a small quiet town right on the banks of Taunton Bay, enjoy peaceful relaxing location and watch the tide roll in and out. Wake up to waterviews from your bed. You have the entire "Spot" to yourself and whatever wildlife happens to show up that day! ***Shoulder Season is upon us and this is a great opportunity to experience Downeast Maine and all of Acadia with less crowds!

Superhost
A scenic view of the shoreline is presented at sunset, where soft hues of pink and orange reflect on the tranquil water. Lush greenery borders the water, with scattered trees visible in the background, creating a serene coastal landscape.
Cabin in Roque Bluffs
4.85 out of 5 average rating, 272 reviews

Elva P. Cabin at Welch Farm

Drink your morning coffee as you walk the farm's picturesque blueberry fields and shoreline. At night, enjoy sitting around a cozy campfire toasting marshmallows. As you enjoy the scent of fir trees, salt air, and the unspoiled beauty of Downeast Maine, Relax. Spend several days with us exploring the farm or as a home base to venture to other locations around Downeast Maine and Canada.

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.

Popular amenities for Water Island vacation rentals

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