Holiday rentals in Deer Isle

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!

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.

Charming one bedroom cottage quiet location

Beautiful rental, in a quiet neighborhood. Sited off a side road, near the Deer Isle village. Take a morning walk, enjoy the costal view. Queen bed, fully equipped kitchen with Deer Isle granite counter tops. Wi-Fi, and smart tv included. Rental is located near the Deer Isle village, about a little over an hour away from the Bangor International Air port and Bar Harbor. Just a short distance to Stonington.Enjoy public beaches, walking trails, local shops and restaurants. Available year round.

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.

Stunning waterfront on Deer Isle

Beautiful modern waterfront vacation home on Deer Isle. This secluded home is situated on 5 acres with 720' of ocean frontage lined with pink granite, your own pocket beach, and a deepwater pier. The property features comfortable contemporary furniture, a stunning fireplace for chilly evenings, and expansive views of Long Cove and beyond. The village of Deer Isle is just over a mile away, where you'll find antique stores, galleries, a flower shop, and local favorite 44 North Coffee.

Sunlit Cottage on Crockett Cove

Heron Cottage on Crockett Cove Cove Meadow, Stonington Maine * 1 Queen Bedroom/ 1 Full Bath with high quality linens * 2.5 Acres on Crockett Cove's Tidal Estuary * Tandem kayak included! * Firepit, hammock and seating area by the water * 8 minutes to Mailboat Ferry to Isle au Haut (Acadia) * 5 minutes to Aragosta & Barred Island Preserve * Follow us: @covemeadowcottage Remaining Fall Availability: Sept 19 - 22 (3 nights) Oct 8 - 11 (3 nights) October 13 onwards- lots of room!

Stonington Harbor Cottage - Vacation / Remote Work

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 small propane grill. Three-night minimum with parking for one car only (no trucks/trailers). Ask about extra parking. One well-behaved dog is allowed. No other pets or children. No TV, good wifi. 10pm quiet zone.

Cozy complete camp on cove Perfect for couple

Everything you need for a real Maine stay. Downstairs incudes kitchen area and bathroom (with unlimited hot water!). Double bed in upstairs loft, sun porch offers additional sleeping area on fold out futon. Picnic table and fire pit at cove’s edge with beautiful views. Fresh water pond for swimming in village. 15 minutes from Stonington, day trip to Acadia, fresh lobster around the corner and close to Nervous Nellie’s Jams and Jellies. Must be seen to be believed.

Cozy Deer Isle Farmhouse Retreat

Cozy two-bedroom farmhouse located in the heart of Deer Isle Village. This inviting home features a queen bed and a full bed for a cozy stay. The farmhouse's ambiance and handcrafted touches blend rustic and updated designs. The extensive library and screened porch add to the comfort, making our farmhouse an ideal choice for a quintessential Maine getaway. Strategically situated, it is perfect for local getaways and visits to Stonington and Acadia National Park.