Vacation rentals in Little Deer Isle, Maine

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 guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private sanctuary where tranquility meets luxury. Our Coastal Maine Cottage home is perched on a granite ledge that disappears twice daily with the rising tide. Enjoy the pristine interior bathed in natural light, cherry floors, and gourmet kitchen. Wake to panoramic views of the Penobscot River from the owner's suite. Conveniently located 12 minutes to downtown Bangor, our retreat offers easy access to urban amenities, an international airport, and Acadia! IG @cozycottageinmaine.

4 BR Waterfront Unique House + Dock! [Osprey Cove]

Osprey Cove is a unique vertically built home that has fantastic views of the top of Somes Sound. A dock, firepit & gazebo are available for use and are shared with the neighboring unit, which are always a guest favorite! A spiral staircase brings guests to all levels of the home and you will find the home fully stocked as the homeowners use this space themselves to vacation! -10 min to Southwest Harbor -13 min to Acadia National Park [Cadillac Mountain Entrance] -17 min to Downtown Bar Harbor

The Sailors Retreat - Waterfront Home with Kayaks!

Retreat to your own coastal oceanfront paradise, where each day begins with breathtaking views. A private boardwalk leads to your secluded beach — perfect for morning strolls, exploring tidal pools, or launching kayaks into sparkling waters. Evenings bring fireside marshmallows under the stars with waves as your soundtrack. Whether you seek adventure with scenic drives to Acadia National Park or quiet mornings with coffee, sea breezes, and seabirds, this is where comfort meets Maine’s coast.

Exquisitely Modern Maine Cottage @Diagonair

Romantic and secluded, this 2,000-sq-ft modern luxury cottage nestled on 12 private acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 15 min to shopping, hiking, swimming * 2 full baths, one with a steam shower * Fully equipped kitchen with Wolf stove and under-counter Sub-Zero fridge * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

Lupine Landing

At Lupine Landing, you'll find your dream coastal Maine getaway. This secluded cottage is situated on 13 acres and has over 800 feet of oceanfront to explore. There is boat house on the water's edge supplied with kayaks, an outdoor shower, and many wonderful spots to swim or soak up the sun. The house has a wood stove for chilly evenings, and well equipped kitchen. The villages of Deer Isle and Blue Hill are close by, where you'll find shops, restaurants, and great local businesses.

Magical Rustic Cabin Lake Gettaway

Enjoy the tranquility of this unique summer gettaway. Spend your days on or near the water, fishing, swimming, reading and relaxing. Watch the sun set across the lake from the wooden deck and wake up to the sound of the water lapping on the beach. Ledge Lodge is approaching its centeniary and while it has been extended and modernised, the essence of simplicity important to the family is still retained. Second bedroom with two twin beds is in the boathouse

Historic School House now with High Speed Internet

Historic schoolhouse of Brooklin converted into the perfect one bedroom getaway. Located across the street from the Brooklin Rockbound Capel with a quick 20-minute drive to Blue Hill. Acadia National Park, Bar Harbor or Bangor are all with in an hour away. The original post and beam construction, with a sleeping loft, give the interior a rustic vibe offset by the playful color palette and butterfly wallpaper make it more botanical and lighthearted.

The Tiny House with the Enormous View of Acadia

The Tiny House on Goose Cove is the perfect place from which to enjoy your visit to Acadia National Park. Set on three acres of shore front property, the house features spectacular views of Mount Desert Island. The entrance to the Park, and the shops and restaurants of Bar Harbor, are just 20-25 minutes away by car. And when you've had enough of the bustle and crowds, you can retreat to the peace and serenity of this beautiful property.