Stonington Vacation Rentals

Embark on a memorable adventure in Stonington, Maine. We're excited to share our Stonington properties and information about why this coastal gem should be your next Maine getaway destination - from its awe-inspiring natural wonders to its deep-rooted cultural history and flourishing art community, Stonington offers a unique blend of attractions for every visitor.

Stonington, Maine, may be lesser-known compared to more famous coastal destinations, yet it’s a captivating town rich in history and natural splendor. Located on the southern half of Deer Isle, approximately two-thirds up the Maine coast. Its community has always been deeply connected to the surrounding environment, with generations making their livelihood off the land, notably through the prominent fishing industry that still thrives along Stonington’s waterfront today.

Stonington is not just a historic town; it’s also the entrance to the Merchant’s Row archipelago, one of the country’s largest island clusters. The town is a hidden gem at the end of the remote Deer Isle peninsula, boasting an abundance of natural beauty that gives it a secret-garden aura.This coastal area, encompassing Stonington, is interlaced with hiking trails, where the air is rich with the delightful blend of salty sea breeze and pine, creating a truly enchanting atmosphere.

This natural beauty is complemented by a unique cultural blend, where a creative and industrial economy coexist, contributing to a multi-faceted community. And the downtown area, with its 19th-century buildings and narrow, winding streets, adds a touch of historical charm, as if stepping back in time.

Stonington also boasts a rich cultural landscape, highlighted by landmarks such as The Opera House and Crockett Cove Woods Preserve, and culinary delights from restaurants like Acadia House Provisions and Fin & Fern. The town’s downtown, characterized by 19th-century buildings and quaint streets, adds a historical dimension to its charm.

Stonington’s true essence lies in its multifaceted identity: it is a bustling, year-round working town, renowned for its fishing industry. But it also serves as an enclave for artists, a paradise for nature lovers, and a community that preserves a traditional way of life. This combination of natural beauty, historical depth, and cultural richness makes Stonington a uniquely appealing destination.


Stonington Rental Listings

8 results

$ 205 – $405 /night

Oceanville Retreat

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Waterfront, secluded, warm and inviting oceanfront post & beam cottage with a front porch overlooking the stunning West Spruce Harbor. Deep water.

$ 250 – $360 /night

Crystal Cove - Private Oceanfront

Type: Oceanfront, Waterview, Beach

Crystal Cove is a lovely new offering! This home is quietly located in Stonington (near the end of the Oceanville Rd) and has direct ocean access in your front yard. The house has 4 bedrooms …

$ 375 – $390 /night

Gulls Ledge

Type: Oceanfront, Secluded/Private, In Town, Waterview

One of the most unique properties in Stonington, Maine. Located within a 5 minute walk to downtown Stonington, this recently constructed craftsman style home is located on gently sloping ledges just 120 feet from shore. …

House at the Point
$ 165 – $165 /night

House at the Point

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Enjoy this simple, OFF THE GRID rustic cabin that sits just 50 feet from the ocean between Burnt Cove and Crockett Cove. This private and quiet deep water setting has stunning panoramic views but is …

$ 150 – $240 /night


Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Shipshape is a one-level waterfront cottage located in one of the best locations in Stonington. Cozy, charming and unpretentious, this cottage includes a comfortable living and dining area, a small, efficient kitchen, two bedrooms and …

Geary House at Fifield Point
$ 210 – $360 /night

Geary House at Fifield Point

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Privately situated saltwater farmhouse on the narrow peninsula of Fifield Point, capturing both easterly and westerly views of the ocean thoroughfare, Camden Hills and nearby islands, with shoreline and beaches both fronting and backing the …

$ 285 – $285 /night


Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Wolfhound Cottage, a beautifully built post & beam cottage, sits at the end of a dirt road surrounded by moss-covered boulders and tall, wind blown, spruce trees – the classic Maine forest. A 110 acre, …

$ 355 – $525 /night

White Birch

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Stunning newly built contemporary on Web Cove, just a 5-10 minutes ride into downtown Stonington. Beautiful, peaceful and private setting. Home is a fabulously unique design, with soaring ceilings, catwalks, skylights -and much more. Quality …

Discover the Captivating Allure of Stonington, Maine

Immerse yourself in the serene beauty of a charming island town, where the blend of sea, culture, and cuisine creates an unforgettable experience.

A Destination for Families and Couples Alike. Stonington is a perfect getaway for families and couples alike. Enjoy boat tours and local exploration, or romantic sunset sails and waterfront dining in this naturally beautiful and charming town.

Embark on a Culinary Journey. Stonington’s dining scene is diverse and delectable. For a fine dining experience, Aragosta at Goose Cove offers exquisite dishes with a picturesque waterfront backdrop. Casual dining options like the Harbor Café serve up fresh, local seafood. Coffee lovers and foodies alike will find plenty of charming cafes and eateries to satisfy their palates. 

Plan Your Stonington Getaway. Traveling to Stonington is an adventure in itself. The scenic drive through Maine’s coast offers breathtaking views, while nearby airports provide convenient access for those flying in. Public transportation options like buses are also available for a hassle-free journey to this quaint island town.

Relax and Rejuvenate. For those seeking tranquility, Stonington offers several wellness options. Indulge in rejuvenating activities like yoga classes tailored to all skill levels, or experience holistic therapies such as massage and acupuncture at local wellness centers. 

Engage with the Rich Local Culture. Experience Stonington’s Rich Culture: Enjoy diverse events like the Deer Isle Jazz Festival and the thrilling Lobster Boat Races, all reflecting the town’s vibrant heritage and community spirit.

Adventure in the Great Outdoors. Discover Stonington’s Outdoor Charms: From hiking scenic trails and kayaking around Merchant’s Row to fishing along the bustling waterfront, this picturesque town offers a perfect nature escape from urban life.

Stonington FAQs

What are the Best Times of Year to Visit Stonington, Maine?

The best time to visit Stonington is during the summer months, when the weather is ideal for outdoor activities and local events are in full swing. Autumn is also a beautiful time to visit, with the fall foliage offering a spectacular display. Winter is quieter but offers a serene experience, and spring sees the town coming to life with blooming flowers and trees.

What outdoor activities can you do in Stonington, Maine?

Stonington offers a range of outdoor activities. Hiking enthusiasts can explore the Island Heritage Trust trails, which offer scenic views and wildlife encounters. Kayaking and boating are popular activities, thanks to the town's coastal location. For those interested in fishing, Stonington provides excellent opportunities for both amateur and experienced anglers.

Are there any local festivals or events in Stonington, Maine?

Yes, Stonington hosts several local festivals and events throughout the year. The Stonington Lobster Boat Races, a unique and exciting event, take place in July. Another popular event is the Deer Isle Jazz Festival in August, featuring talented musicians. The weekly Stonington Farmers Market, running from May to October, is a great place to experience local produce and crafts.

What are the best restaurants to visit in Stonington, Maine?

Stonington's dining scene includes a variety of options. For a fine dining experience, Aragosta at Goose Cove offers gourmet dishes with a stunning waterfront view. For a more casual setting, the Stonington Ice Cream Company provides delicious homemade ice cream, perfect for a summer day. Another excellent choice is the Harbor Café, known for its fresh seafood and cozy ambiance.

Have more questions about Stonington? We're happy to help, get in touch today.


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