Vacation rentals in Water Island

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Top-rated vacation rentals in Water Island

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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, 234 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.

Guest favorite
A spacious home sits on a green lawn under a bright blue sky dotted with fluffy clouds. The structure features multiple windows and a welcoming front porch, enhancing its connection to the surrounding nature.
Home in Gouldsboro
5 out of 5 average rating, 10 reviews

Spruce Reach Shores

Searching for a relaxing retreat? We offer a stunning residence in Gouldsboro, Maine, on a private road just steps from the ocean. This home features a private ocean access & a spacious yard. The interior showcases an open Kitchen & Dining area, a cozy Living Room with stunning ocean views, & a sunroom perfect for enjoying morning coffee. 3 bedrooms are located on the 2nd floor, while 1 bedroom is situated in the basement, with a full walkout entrance, separate sitting area, & a private bath.

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, 191 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, 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
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
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, 23 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
The oceanfront cottage is surrounded by water, with a textured rocky shoreline visible. A small adjacent building is situated nearby, and the American flag is prominently displayed. Expansive windows reflect natural light, enhancing the serene coastal scenery.
Home in Jonesport
4.97 out of 5 average rating, 78 reviews

Perfect Downeast Rosehip Cottage

Beautifully renovated ocean front cottage with spectacular views of Moosabec Reach from all rooms, in this truly one-of-a-kind home. In addition to the downstairs bedroom, there is a loft bedroom with views of nearby islands. Watch the lobster boats, along with the sailboats. This property is a mere fifteen feet from the shore so you can enjoy the changing tides, an array of shore birds -- eagles, ospreys, and blue herons. Surrounding sea roses infuse the air with their lovely scent.

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
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, 224 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 image captures the rocky shoreline at sunset, with vibrant shades of purple and orange reflected on the water's surface. To the right, the cabin's A-frame design is highlighted, featuring large windows that offer a view of the surrounding trees.
Cabin in Steuben
4.97 out of 5 average rating, 210 reviews

*Stunning Views* Oceanfront Nordic House

Oceanfront Nordic 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 two-story post and beam house is set on a spacious green lawn, surrounded by trees and autumn foliage. The exterior features wooden siding with multiple windows, showcasing a blend of rustic charm and natural beauty.
Home in Swans Island
4.95 out of 5 average rating, 301 reviews

Hot Tub Time Machine

Step into a vibrant world with this collection of paintings that celebrate color and texture. Enjoy pristine beaches and forest and spread out in this 2600 sq ft house with cathedral ceilings, 2 fireplaces, sauna and well stocked kitchen. Explore the island and it's hikes and fine sand beaches or take a dip in the quarry. Discover a dramatic narrative with this striking home that juxtaposes nature and fantastic mythical creatures

Popular amenities for Water Island vacation rentals

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