Holiday rentals in Stonington

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.

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.

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!

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

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.

Sunlit Cottage on Crockett Cove

Heron Cottage on Crockett Cove Cove Meadow, Stonington Maine Last minute availability: Friday Sept 19 - Monday Sept 22 (3 nights) * 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

Modern Tiny House Coastal Retreat (Private Sauna)

★ Walking distance from downtown Stonington where you can enjoy local shops, artwork and restaurants. Our tiny home was constructed with high quality materials that are locally sourced and includes a mini split heat pump, full kitchen, walnut countertops and custom hardwood self-close cabinets. Modern yet cozy and situated in picturesque Stonington with a faint view of the harbor. ★Private Wood Fired Sauna

Open, bright and fully furnished 2 bedroom home

Surround yourself with nature, the smell of pine trees and the ocean breeze. Stones throw house is just a short drive to Deer isle village and Stonington village where you can spend the day wandering shops, watching the working water front and eating lots of fresh lobster. There are numerous hiking trails around the island, beaches, coffee shops and an array of restaurants!