Deer Isle Maine Vacation Rentals

Deer Isle, Maine, nestled in Downeast and Acadia Maine, is a destination that beautifully marries the charm of a coastal village with the allure of unspoiled nature and rich cultural experiences. This picturesque locale is known for its unique blend of tranquility and vibrant community life, making it an ideal retreat for those looking to escape the fast pace of modern living.

Deer Isle, Maine, is a secluded treasure tucked away in the Downeast and Acadia region, offering a serene escape into nature’s beauty and a vibrant cultural experience. This picturesque island, connected to the mainland by a historic suspension bridge spanning Eggemoggin Reach, is a perfect blend of tranquil coastal living and rich artistic expression. Its landscape, characterized by rugged coastlines and unspoiled nature, provides a stunning backdrop for a variety of outdoor activities and peaceful exploration. Deer Isle’s charm lies not only in its natural beauty but also in its small, tightly-knit communities that warmly welcomes visitors into its unique way of life.

The heart of Deer Isle’s allure is its commitment to preserving the arts and culture. The island is renowned for its thriving arts scene, with numerous galleries and studios such as the Turtle Gallery and the Isalos Fine Art dotting the village. Here, local artists and craftsmen find inspiration in the island’s natural beauty, creating works that reflect the spirit of Deer Isle. Cultural institutions like the Opera House Arts and the Deer Isle-Stonington Historical Society play a significant role in keeping the island’s rich history and artistic heritage alive. Annual events, such as the 4th of July Parade in Deer Isle Village, offer a glimpse into the island’s community spirit and traditions, making it a captivating destination for those interested in experiencing authentic Maine culture.

For nature enthusiasts, Deer Isle is a haven. The Barred Island Preserve, with its idyllic coastal trails, and the Edgar M. Tennis Preserve, offering picturesque hiking experiences, are just a couple of the natural attractions that make Deer Isle a must-visit destination. The island’s varied landscapes, from its rocky shores to its dense forests, are perfect for outdoor activities like hiking, kayaking, and bird watching. The tranquility and untouched beauty of these natural areas offer a peaceful retreat from the hustle and bustle of everyday life.

Deer Isle also boasts a variety of charming accommodations and delightful dining options. From quaint bed and breakfasts like Pilgrim’s Inn to modern hotels, there’s a place for every traveler to rest and rejuvenate. The local cuisine, especially the fresh seafood, is a highlight for many visitors. Restaurants like Aragosta on the waterfront provide not just a meal, but a culinary experience, showcasing the best of what Maine has to offer. The island’s cafes and eateries, such as the 44 North Coffee in Deer Isle Village, are popular spots for both locals and tourists, offering a taste of the island’s warm hospitality.

Deer Isle, Maine, is a destination that seamlessly combines the tranquility of coastal life with a vibrant arts scene and rich historical heritage. Its unspoiled natural beauty, combined with the warmth and creativity of its community, make it an ideal escape for those seeking both relaxation and inspiration. Whether you’re exploring its scenic trails, enjoying local art, or savoring fresh seafood, Deer Isle offers a unique and unforgettable experience for every visitor.


Deer Isle Maine Rental Listings

21 results


Ocean Bluff - New 2023!

Type: Oceanfront, Waterview, Beach

Ocean Bluff, lovely new listing available in Deer Isle, Maine! This spacious home sits on the ocean’s edge and offers lovely views and access to the ocean. Deer Isle Village is about a mile away. …

$ 199 – $199 /night

Point Field

Type: Oceanfront, Waterview, Wooded, Beach

This delightful little cape sits on 7 acres of perhaps one of the areas most valuable and most admired parcels, with nearly 280 degrees of surrounding ocean views. Overlooking the causeway, causeway beach, Deer Isle …

$ 225 – $480 /night

Artists Retreat

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

Overlooking Northwest Harbor on Deer Isle, this oceanfront estate has 4 bedrooms and 2 full/split bathrooms. The setting for this very private cottage is unparalleled, on more than five acres with over 300 feet of …

Rugosa Way

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

Located in one of the most beautiful areas of Deer Isle, this 4-season, cedar post & beam house overlooks the bay and the many small coastal islands with the Camden hills off in the distance. …

$ 145 – $195 /night

Cottage on Northwest Harbor

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

Waterfront, Secluded, on Deer Isle, Maine. Privately situated, open & sunny oceanfront rustic cabin with 3 acres & 300 ft of shore frontage on Northwest Harbor, on prestigious Dow Road. Walk the beach or bring/rent …

cottage on the shore downeast rental

Cottage on the Shore

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

Summary: Oceanfront, private, light filled home located 1.5 miles from Deer Isle village Enjoy beautiful island views, gorgeous sunsets and a quiet, secluded location. Walkable beach perfect for kayaking and exploring. SUNDAY TO SUNDAY RENTAL …

$ 270 – $450 /night

Sherwood Cottage

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

Oceanfront. Sherwood Cottage is privately situated on stunningly beautiful 8.5 acre setting with 730 feet of shoreline. Panoramic views, cathedral ceilings, massive fireplace, and well behaved pets allowed – a wonderful property!

$ 125 – $160 /night

Sea Green

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Sitting on the waters’ edge of Greenlaw Cove in a peaceful, serene setting, this adorable, well-kept and immaculate camp exudes old Maine charm.

$ 250 – $425 /night


Type: Oceanfront, Secluded/Private, Waterview, Wooded

Poseidon is a new, chalet-style cottage with modern finishes and new appliances throughout, designed with large windows to appreciate the beautiful view. The main floor, with two steps and a railing at the entrance, has …

$ 245 – $360 /night

Oak Point

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

Oak Point Cottage is perfect for people who are equally happy enjoying waterfront views from a comfy chair inside or by walking along the beach itself.

$ 150 – $210 /night


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

Waterfront, secluded. 2 br/2 bath cottage on pictureque and tranquil semi-tidal cove, w/ acreage, opening on to Eggemoggin Reach. Outstanding scenery!

$ 150 – $150 /night

Blue House

Type: Secluded/Private, Wooded

Blue House is located in a private location on the Dow Road just outside of Deer Isle village and close to Lily Pond, a favorite swimming spot. While not on water, this cottage is just …

$ 165 – $240 /night

Pats Place

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Waterfront. Peacefull & charming cottage with wrap around deck laced w/ flowers overlooking Greenlaw Cove. Well maintained & immaculate cottage in quiet, picturesque setting. Saturday to Saturday rentals ONLY please!

$ 225 – $270 /night


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

Shangri-La sits on the waters edge, looking out onto Billings Cove and the Freese Islands. Offering upper and Lower Decks. Beautiful views of the ocean. Four bedrooms, spacious living room. Game room with table tennis, …

$ 170 – $210 /night

Sweet Grass

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

Private waterfront cabin on peaceful cove with cozy interior, stone fireplace, and deck running along entire waterside of cabin. Come enjoy Sweet Grass and all it has to offer!!!

$ 800 – $800 /night

Alberta Lane

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

Waterfront. Premier oceanfront 28 acre property on prestigious Eggemoggin Reach with stylish main house, cozy guest house, private dock with deep water anchorage, mooring, and 500 feet of private beach. One of our best!

Meta Goldin FarmHouse - Meadow!

Type: Secluded/Private, Wooded

Farmhouse is a private meadow! Close to Deer Isle Village. More info coming soon!

$ 600 – $600 /night

Grey Ledge

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Waterfront, private. Striking oceanfront contemporary on Thomas Cove, a peaceful & picturesque inlet overlooking Eggemoggin Reach – one of the most beautiful sailing areas in the world.

$ 250 – $350 /night

Deer Isle Farmhouse - New!

Type: In Town

Steps from lovely Deer Isle Village, this delightful 4 Plus Bedroom, 1.5 Bath with beautiful light throughout is the perfect getaway spot. Sunday to Sunday rentals please! For more info please visit:

Heron Watch

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

Heron Watch is a privately situated waterfront home at the head of a tidal cove featuring expansive views out to Southeast Harbor.

$ 150 – $195 /night

Dear Cove - Kayaking!

Type: Oceanfront, Waterview

Dear Cove Cottage is a cozy cabin located at the water’s edge in Deer Isle. This private cottage is on a peaceful cove great for birdwatching and kayaking.

Discover the Enchanting World of Deer Isle, 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. Deer Isle, Ideal for Families and Couples: Whether you’re planning a family adventure or a romantic getaway, Deer Isle is a destination that caters to everyone. Families can enjoy a range of outdoor activities and delve into the island’s rich arts and cultural scene. Couples will find romance and intimacy in the quaint villages and along the picturesque coastline. With its natural beauty and serene atmosphere, Deer Isle is an inviting destination for many types of visitors – nature lovers, adventurers, ocean enthusiasts, and anyone needing to wind-down from a busy world.

Embark on a Culinary Journey. Discover the island’s diverse culinary offerings, from the upscale American seafood at Aragosta, to the inviting ambiance of the Harbor Cafe, known for its American cuisine with a casual cafe setting. Deer Isle’s dining scene is rich in variety, ranging from elegant to relaxed atmospheres, all while focusing on fresh, locally-sourced ingredients. Each restaurant offers its own unique take on the island’s gastronomic delights, ensuring a memorable experience for every palate​​.

Plan Your  Deer Isle Getaway. The Adventure Begins with the Journey: Accessing Deer Isle is part of the adventure. The drive to the island offers scenic coastal views, while the historic suspension bridge to the island adds to the charm. Once on the island, the slow pace of life and the warmth of the community welcome visitors to a unique experience.

Relax and Rejuvenate. A Retreat for Mind and Body: Deer Isle offers a tranquil escape from the bustle of daily life. Indulge in relaxation at cozy inns like the Pilgrim’s Inn, or enjoy the serene atmosphere of the island, which is perfect for rejuvenation and contemplation.

Engage with the Rich Local Culture. Delve into Deer Isle’s Cultural Heritage: Deer Isle isn’t just about scenic beauty; it’s a hub for arts and culture. Visit art galleries in Deer Isle Village, or explore the historical aspects at the Deer Isle-Stonington Historical Society. The annual 4th of July Parade is a community highlight, showcasing the island’s rich traditions and vibrant spirit.

Adventure in the Great Outdoors. Deer Isle’s Natural Wonders Await: Experience the beauty of Deer Isle by hiking through places like Barred Island Preserve, or kayaking in its pristine waters. The island’s diverse landscapes offer the perfect setting for nature enthusiasts to explore and engage with the environment.

Deer Isle FAQs

What are the Best Times of Year to Visit Deer Isle?

The best times to visit Deer Isle, Maine, are from late spring to early fall, particularly between May and September. During these months, the weather is favorable, with average temperatures ranging from the mid-50s to high 60s, allowing for various outdoor activities and exploration. The summer months, especially June through August, are ideal for enjoying the island's natural beauty, outdoor adventures, and local events. This period also corresponds with peak tourism season, offering a vibrant atmosphere and fuller experience of the island's cultural and natural offerings​​​​​​.

What outdoor activities can you do in Deer Isle?

Deer Isle offers a range of outdoor activities, especially for nature lovers. Hiking in places like the Barred Island Preserve and Edgar M. Tennis Preserve, along with exploring the scenic coastal trails, are popular activities. The island's varied landscapes are also ideal for kayaking, bird watching, and enjoying the serene beaches.

Are there any local festivals or events in Deer Isle?

Deer Isle, Maine, hosts a variety of local festivals and events that reflect its rich cultural and natural heritage. Notable events include the Wings, Waves & Woods Festival in late May, celebrating birding and nature, and the Deer Isle Jazz Festival organized by Opera House Arts, showcasing jazz performances. The island also features traditional Fourth of July celebrations, the AppleFest in Stonington during October, and various cultural events at the Opera House Arts, including plays, concerts, and spoken word events. These events offer visitors a unique glimpse into the community spirit and artistic vibrancy of Deer Isle​​​​​​.

What are the best restaurants to visit in Deer Isle?

For a culinary experience on Deer Isle, Maine, Aragosta stands out for its exceptional American and seafood dishes, offering a mix of traditional and innovative options. Additionally, 44 North Coffee, with locations in Stonington and Deer Isle, is highly recommended for its excellent coffee and light meals, providing a unique and cozy café atmosphere.

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


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