Holiday houses in Stonington

Modern Coastal Tiny House Retreat + Private Sauna

Welcome to your modern coastal escape in the heart of Stonington — one of Maine’s most charming, artistic, and unspoiled working waterfront towns. This beautifully crafted tiny home blends luxury materials with timeless cabin warmth, offering a unique stay just a short walk from downtown shops, galleries, and restaurants. Relax in your private wood-fired sauna, unwind by the firepit, or watch the harbor glow at sunrise through the loft skylights. Perfect for couples, small families, or friends.

Raven's Cottage-A two story Gem for Two!

Raven’s Cottage is a two story dwelling nestled in the quiet Greenhead neighborhood overlooking a working harbor & downtown Stonington. You are afforded magnificent views of a working harbor and are located a few minutes walk from the post office, restaurants, art galleries, a museum, coffee shop, Opera House and the Isle au Haut ferry. Architect & Artist owners Restored and designed a compact, contemporary living space from a lobster mans workshop. 7 day minimum stay from Saturday to Saturday

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!

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.

Private Waterfront Home with Kayaks and Firepit

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.

Puppa’s View

The perfect vacation property. Private and comfortable 2 bedroom ocean front home with sweeping views of Allen Cove and Penobscot Bay. Just 1 mile from the bustling Stonington Village and a quick drive to anywhere on Deer Isle. The home has dedicated workspaces in each bedroom, a gigantic, fully-equipped kitchen and is spacious and peaceful. Wake to breathtaking sunrise views and find yourself stopping to appreciate the sunset over this quiet cove. I will happily help customize your itineary.

The Cabins at Currier Landing Cabin 2: Meadow

Tranquil cabin; open plan. Bedroom w/queen bed & privacy doors. Alcove w/bunkbeds. The Cabins at Currier Landing, featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest,” are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of the Benjamin River Harbor shore. 2 seasonal cabins; 1 studio cabin. Centrally located on the Blue Hill Peninsula near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.

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!

Just Within Reach!

Welcome to the perfect spot to get away from everything. Nestled at the edge of the forest, you'll forget your worries in this simple, spacious and serene space. Open the French doors and enjoy coffee on the deck while you plan your daily adventure. Located about a mile from Main Street, lobsters, restaurants, shops, entertainment and the beach, everything is truly, Just Within Reach. Come and go as you please, then wind for the night listening to the faint horn from Mark Island Light.

Waterfront Cottage in Stonington (with Kayaks)

Relax at the newly remodeled cottage in Oceanville, a small island off from Stonington. You will enjoy the privacy of 9 acres of land with over 1000 ft of shore front to explore. The quaint town of Stonington is a short 7 min drive and has a small grocery store, coffee shop and restaurants. There are boat excursions and kayak rentals in the area. The Opera House features wonderful shows and many community events are held throughout the summer. Located 60 miles from Acadia National Park

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.

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.