Vacation rentals in Brimstone Island

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Top-rated vacation rentals in Brimstone Island

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Top guest favorite

A calm cove surrounded by dense green trees reflects serene water. A sailboat gently floats on the bay, complemented by soft rock formations emerging from the water's surface. Sunlight brightens the landscape, casting a tranquil atmosphere over the scene.

Home in Stonington

Blue Arches: waterfront vacation home on 18+ acres

A lovely custom-designed home nestled in a pristine oceanfront cove, Blue Arches offers 18 acres of privacy and relaxation on beautiful Deer Isle, Maine. Charming Stonington Village is just five minutes away & features harbor-front restaurants, shops, kayaking adventures, galleries and the acclaimed Opera House Arts center. Day trips to nearby Bar Harbor, Mt. Desert Island and Acadia National Park expand your possibilities and let you create a truly memorable vacation for your friends & family.

4.95 out of 5 average rating, 175 reviews

Top guest favorite

A view of Stonington Harbor showcases a charming waterfront scene. Several boats are anchored in the water, with the shoreline lined by lush greenery and a variety of houses. A blue sky and bright sunlight enhance the tranquil maritime atmosphere.

Cottage in Stonington

Short walking distance to the Town of Stonington

Are you looking for the complete Maine experience? If so, this is the place for you. Walk within minutes to downtown Stonington where all the restaurants and shops are located, or just across the road to the Stonington Lobster Co-Op where you can buy your lobsters straight off the lobster boat. Also within short walking distance is famous “Ames Lily Pond”, the Isle Au Haut boat company, Island approach’s where you can rent kayaks, book boat tours and so much more. While enjoying the best views!

4.98 out of 5 average rating, 62 reviews

Top guest favorite

A charming white Victorian cottage is framed by lush greenery and vibrant flowers. A covered porch with decorative railings offers seating, while large, bright windows provide natural light. The entrance features a classic design with double doors, reflecting traditional architectural details.

Apartment in Vinalhaven

Quaint and cozy apt in classic Maine Victorian

The Rose Ell, located in a traditional Victorian island cottage, offers you the chance to step back in time and unwind. With amenities like a clawfoot soaking tub, you will love the cozy Victorian couch and luxurious linen bedding from England. Located only a 5-minute walk to the shops and restaurants of Carver’s Harbor and the views of the working fishermen and lobster boats who make Vinalhaven such a vibrant year-round community, you also have the option of enjoying your own kitchenette.

4.88 out of 5 average rating, 124 reviews

Top guest favorite

A charming light-colored condo is displayed, featuring a mix of shingle and clapboard siding. Vibrant flowers and greenery surround the entrance, which is framed by a white picket fence. A bright blue door stands out, and an American flag gently flutters in the breeze.

Home in Stonington

Stonington Dream House

Welcome to Schooner! Schooner is a light filled, first floor condo that lives like a single family home. LOCATION * LOCATION * LOCATION the home overlooks Main Street, Stonington Harbor and the gorgeous archipelago beyond. Enjoy all of this charming coastal town. Walk everywhere! Coffee house, library, restaurants, museum, opera house, charming shops, plein air painters, photographers, cool art around town and more. This is what coastal Maine dreams are made of. We love to share this town!

4.96 out of 5 average rating, 70 reviews

Guest favorite

Home in Stonington

Bayview House 1br 2ba Stunning Harbor Views

Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpler time? Or long for days spent on the water or experiencing village life with friendly locals in charming pubs tasting local eats? Experience the simple joys of life with rustic yet modern amenities offered at this coastal 2-story home. Whether daily strolls by the water or taking in the sunset on your deck, you'll fall in love with this lovely New England destination.

4.93 out of 5 average rating, 124 reviews

Top guest favorite

Home in Stonington

Blue Heron

Blue Heron, recently renovated with modern amenities, is conveniently located near local art, culture, restaurants, and fine dining. Its beautiful Burnt Cove sunsets, peaceful private settings, and natural ambiance make it a favorite among couples, solo adventurers, and families. The spacious front lawn offers ample space for relaxation. Just a short walk away, you can enjoy a lobster bake on the shore, launch your kayak in the backyard, or explore the local shops within a mile’s reach.

4.94 out of 5 average rating, 104 reviews

Top guest favorite

The exterior of a charming tiny house showcases a light gray wooden façade and a green roof. The building features several large windows, allowing natural light to enter. Surrounding trees and rocky terrain add to the serene landscape.

Cottage in Stonington

Stonington Harbor Cottage

SPECIAL: 10% discount for a 28+ day stay. This bright and cozy two-room TINY HOUSE was built in 2018 as a honeymoon suite. A full kitchen with cookware, dinnerware, coffee pot, microwave. A heat pump provides heating and cooling. Shaded picnic table and propane grill. Parking for one car only (no trucks/trailers). Ask about extra parking. One well-behaved dog is allowed only, with a 45 lb weight limit, $40 pet fee. No other pets or children. No TV, good wifi. 10pm quiet zone.

4.99 out of 5 average rating, 136 reviews

Top guest favorite

A deck area features several white, plastic chairs positioned for ocean views. The weathered wooden flooring complements the surrounding railing, and waves can be seen lapping gently against the rocky shore. A cloudy blue sky stretches overhead, adding to the coastal atmosphere.

Cottage in Matinicus Isle

Lightkeepers Cottage

Have you ever dreamt about adventuring to an island in Maine? Well, here’s your chance! You can either hop on a scheduled boat ride or take a 10 minute flight and arrive on this beautiful coastal escape. Matinicus Island is the epitome of what Maine Island life is all about. Boats, beaches, lobsters, hiking, exploring and peace and quiet. The way life should be. The Lightkeeper’s Cottage faces east and you can’t beat the sunrise over the ocean. Come stay, you won’t regret it!

4.97 out of 5 average rating, 62 reviews

Guest favorite

Home in Deer Isle

Silver Oak/Ocean Frontage

Beautiful new ocean front home. Located in Deer Isle. Private location. Yet close to everything Deer Isle/Stonington has to offer. There are three private king bedrooms and a fourth with six built into the wall extra-long twins. Three full baths. The master bath has a large walk-in shower, jacuzzi tub and dry sauna. Very tastefully decorated with almost every amenity a guest can imagine. Stunning views of the ocean from the kitchen, living room, dining room and master suite.

4.91 out of 5 average rating, 11 reviews

Top guest favorite

The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.

Treehouse in Appleton

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

4.97 out of 5 average rating, 464 reviews

Top guest favorite

An open-concept great room features high wooden ceilings with exposed beams. Large windows provide ample natural light and views of the surroundings. A comfortable seating area includes a sofa and coffee table, while a dining space with chairs is positioned near the kitchen.

Cottage in South Thomaston

Timeless Tides Cottage

This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

4.96 out of 5 average rating, 216 reviews

Top guest favorite

An aerial view captures the waterfront cottage nestled among lush trees along the Bagaduce River. The expansive greenery surrounds the property, leading to serene water along the shore. The distant Blue Hill mountain is visible under a clear sky, providing a tranquil backdrop for this secluded retreat.

Home in Brooksville

Casa on the Bagaduce River

Escape to this charming 2-bedroom, 2-bathroom waterfront cottage on the Bagaduce River in Brooksville, Maine. Perfect for up to 5 guests (1 king, 1 queen, 2 twins), this cozy retreat offers panoramic views of the river and Blue Hill mountain, an auxiliary wood-burning stove, claw-foot tub, modern kitchen, Wi-Fi & flat-screen TV. Enjoy relaxing on the riverfront deck. Close to nearby trails and Acadia National Park, it's an ideal spot for nature lovers.

5.0 out of 5 average rating, 46 reviews