Vacation rentals 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.

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 waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

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.

Quaint Oceanfront Island Cottage, off Bar Harbor

Feel the stress melt away at Barnacle Hall, a peaceful, romantic getaway w/ stunning water views, just steps to the sea. This snug & welcoming cottage is tucked away in tranquil Burnt Coat Harbor, with its own private rocky beach and a bluff with radiant Maine island sunsets. Truly unwind, stepping into a by-gone era in this quaint cottage, w/ a charming stone fireplace w/ woodstove. Rustic-feeling, with full services. Families welcome! Wifi now available. [NOTE: Not a great option for Acadia]

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.

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!

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.

PINEHILL COTTAGE - Quiet Woodland Retreat

1 floor living with downstairs bedroom and bath, sleeping loft and a wrap around deck in a peaceful setting. Two can stay on the first level with no stairs, and your kids or guests can use the twin beds on the loft with there own half bath. The open kitchen and dining area is fully equipped, the living room is comfortable, and it's all bright and new. There is a trail to our own rocky beach on the cove, bring a kayak, or swim in the chilly water. A pleasant, quiet spot on Webb Cove.

Winter & Spring Retreat on Crockett Cove

Heron Cottage on Crockett Cove, Stonington Maine "Come quick! There's a deer just outside eating fruit from the Orchard!" * 1 Queen Bedroom/ 1 Full Bath with high quality linens * 2.5 Acres on Crockett Cove's Tidal Estuary * Firepit 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 Well behaved dogs a possibility Nov thru May- please ask (3 night min + pet cleaning fee).

Blue Heron

Blue Heron has been recently renovated with many modern amenities, it is close to local art and culture,restaurants and fine dining. You’ll love Blue Heron for its beautiful Burnt Cove sunsets, the peaceful private settings, and the natural ambience . Blue Heron is good for couples, solo adventurers, and families. Spacious front lawn for your enjoyment. Enjoy a lobster bake on the shore within walking distance, launch your kayak in the backyard, enjoy our local shops just a mile away