Holiday rentals in Settlement Quarry

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.

Relaxing A-Frame w/Fire Pit in Maine Woods • Birch

Come relax in our newly constructed, 4 season modern A frame on the Blue Hill Peninsula. Located in the beautiful town of Brooksville, only 10 mins from Holbrook Island Sanctuary, 15 minute scenic drive to Blue Hill and Deer Isle/Stonington or 1 hour to Bar Harbor/Acadia National Park. Stocked with everything needed to enjoy a relaxing getaway- EV Charger too! Is the property not available when you need it? “Maple” A Frame is just next door. See separate listing for availability OR to book both.

Homestead Cabin

New rustic cabin in the woods near the water. Quiet and peaceful. Family friendly. Great reviews. Walk in the woods, sit on the deck, follow the winding path down to our private rocky beach and if you are brave, swim in Maine's chilly waters! It is a great spot for children to live with nature. The cabin has beds for four, and a futon in the living room for afternoon naps. The fishing village of Stonington is about 3 miles away where you can enjoy lobster just fresh from the sea. Peaceful.

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.

The Cabins at Currier Landing Cabin 3: Pine

Relax in this stylish, cozy & bright queen bed studio cabin. 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 our shore on the Benjamin River Harbor. 2 seasonal cabins. 1 year round studio cabin. Centrally located on the Blue Hill Peninsula, near Deer Isle, the cabins afford access to outdoor activities, cultural events, restaurants & shops.

Cute cottage on a tidal cove

Enjoy the best Deer Isle has to offer in this clean and compact four season house in Oceanville. Only 2.7 miles from Stonington, the house is secluded yet convenient. Cool in the summer and warm in winter with central heating and a wood stove when it's chilly. Built in 2015, it has everything you need for a wonderful island vacation. A recent basement renovation created a third bedroom/recreation room. Elevated bog walk for tidal kayak put-in and NEW level 2 electric car charger for guests.

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

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and luxurious, this 2,000 square foot modern cottage nestled on 12 acres is a favorite of honeymooners and lovers of modern design * One hour to Acadia National Park & Bar Harbor; 15 minutes to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

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.

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 does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.