Vacation rentals in Stonington

4.97 out of 5 average rating, 393 reviews

The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.

Treehouse in Appleton

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.

5 out of 5 average rating, 84 reviews

A rustic red cabin stands among trees, featuring a welcoming front porch with a wooden railing. Large windows allow natural light to fill the space, while the sloped roof and classic design enhance the cabin's charm in its woodland setting.

Cabin 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.

5 out of 5 average rating, 36 reviews

A view of Stonington Harbor showcases a charming waterfront scene. Several boats are anchored in the water, with the shoreline lined by lush greenery and a variety of houses. A blue sky and bright sunlight enhance the tranquil maritime atmosphere.

Cottage in Stonington

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!

Home in Deer Isle-Stonington

A calm cove surrounded by dense green trees reflects serene water. A sailboat gently floats on the bay, complemented by soft rock formations emerging from the water's surface. Sunlight brightens the landscape, casting a tranquil atmosphere over the scene.

4.95 out of 5 average rating, 164 reviews

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.

4.95 out of 5 average rating, 110 reviews

A private deck is shown, featuring a small table and two chairs, overlooking a harbor scene. Boats can be seen in the distance against a backdrop of clouds and blue sky, creating a serene coastal atmosphere.

Apartment in Stonington

The American Eagle - Inn on the Harbor

The American Eagle is a gorgeous unit with 2 bedrooms: one with twin beds and a master bedroom room furnished with one queen, full bath, hairdryer, tv with cable, and free wifi. The fully furnished kitchen is equipped with pots and pans along with plates and cutlery. Enjoy the dining room set for four or relax in the cozy sitting area with a large window facing the harbor and an electric fireplace. Access to a private deck and stunning harbor water views of Stonington's historic waterfront.

A charming light-colored condo is displayed, featuring a mix of shingle and clapboard siding. Vibrant flowers and greenery surround the entrance, which is framed by a white picket fence. A bright blue door stands out, and an American flag gently flutters in the breeze.

4.94 out of 5 average rating, 32 reviews

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!

A charming house is set against a tranquil evening sky, featuring a spacious deck with multiple seating areas. Lush green grass surrounds the property, accompanied by tall trees providing a natural backdrop. The serene exterior reflects a peaceful retreat in a private setting.

4.93 out of 5 average rating, 87 reviews

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

A charming cottage is surrounded by a vibrant display of purple and white lupines. The wooden exterior features multiple windows, allowing natural light to fill the space. Flower boxes adorn the windows, adding a touch of color to the serene setting.

5 out of 5 average rating, 45 reviews

Sunlit Cottage on Crockett Cove

Heron Cottage on Crockett Cove Cove Meadow, Stonington Maine Last minute availability: Tuesday Sept 9 - Saturday Sept 13 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

4.99 out of 5 average rating, 115 reviews

The exterior of a charming tiny house showcases a light gray wooden façade and a green roof. The building features several large windows, allowing natural light to enter. Surrounding trees and rocky terrain add to the serene landscape.

Cottage in Stonington

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.

4.97 out of 5 average rating, 61 reviews

The farmhouse set against a clear sky features white siding and distinctive maroon shutters. A spacious lawn surrounds the structure, complemented by a few trees providing shade. The exterior design reflects a blend of rustic charm and updated style, inviting guests to enjoy the serene surroundings.

Home in Deer Isle

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.

Superhost

The exterior of a cottage features textured wooden siding with a green roof. A sunlit addition is highlighted by a large red window, allowing views of the surroundings. A grassy area surrounds the structure, with trees visible in the background.

Cabin in Stonington

4.89 out of 5 average rating, 27 reviews

Gathering Moss Cottage

Gathering Moss is a rustic cottage located 2 blocks from the Isle Au Haut ferry dock and the Colwell boat ramp. Stop by 44 North Coffee just around the corner and catch the local gossip. The cottage is so close to amenities but is tucked away in the woods at the top of the hill. Deer and fox wander into the yard and eagles and osprey fly overhead. There are many artists' studios to visit or take a trip to Acadia National Park just a little over an hour away.

4.93 out of 5 average rating, 336 reviews

A tiny house constructed with quality materials is visible amidst a lush green landscape. Bright purple flowers bloom in the foreground, complemented by a large stone. The house features large windows and a sleek design, surrounded by trees and open sky.

Tiny home in Stonington

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

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

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A space thats all yours, with room for everyone

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Stylish accommodations with great services and amenities

Popular amenities for Stonington vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Stonington

5 out of 5 average rating, 31 reviews

A large wooden deck is furnished with a round table and four white chairs, accompanied by an orange umbrella. The deck overlooks a scenic waterfront, with views of trees and rocks in the distance, creating a serene outdoor space.

Cottage in Brooklin

Fabulous Waterfront Cottage for Two

A classic two-story cape home is nestled among tall trees, surrounded by lush green grass. The white exterior contrasts with the natural landscape while a stone pathway leads to the front entrance. The atmosphere is tranquil, enhanced by the gentle overcast sky.

5 out of 5 average rating, 10 reviews

Historic cape on 50 acres surrounded by preserve

Private room in Deer Isle

A compact studio apartment features a spacious bed adorned with colorful pillows. A small wooden dining table is situated near the kitchenette, which includes a refrigerator and essential appliances. Natural light enters through a skylight, illuminating the room's inviting decor.

4.95 out of 5 average rating, 154 reviews

Studio Apartment w/ Shared Bath

A charming ranch-style house is framed by vibrant green trees. The wooden exterior and front porch suggest a welcoming ambiance. An American flag is displayed on the right side, with a well-maintained lawn and lush landscaping enhancing the home's appeal.

Home in Deer Isle

4.71 out of 5 average rating, 14 reviews

Welcome to Glenna's House

A scenic outdoor area features a stone patio adorned with vibrant flowers. Simple white chairs are arranged to enjoy views of the harbor and boats. A metal fire pit adds a cozy touch to the space, enhancing the tranquil atmosphere by the water.

4.74 out of 5 average rating, 27 reviews

A+ on Harbor, beach, patio, kayaks, walk to town

The exterior of a charming two-story house is visible, with gray siding and white trim. A white picket fence surrounds the property, and planters with flowers can be seen. A porch extends across the front, and a roof deck is above, accentuating the welcoming feel of the home.

4.95 out of 5 average rating, 21 reviews

Whole Bed & Breakfast on the Water, Stonington ME

A newly built home is nestled in a natural setting, featuring a combination of light-colored siding and a vibrant red door. Surrounding gardens and grassy areas extend towards a dense forest backdrop, with several seating spaces visible on the hillside.

5 out of 5 average rating, 12 reviews

Oceanville Oasis on the Peaceful Island