
Holiday houses in Stonington
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Top-rated holiday rentals in Stonington
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Cozy Cottage on the Penobscot — Panoramic Luxury!
Escape to your private sanctuary where tranquility meets luxury. Our Coastal Maine Cottage home is perched on a granite ledge that disappears twice daily with the rising tide. Enjoy the pristine interior bathed in natural light, cherry floors, and gourmet kitchen. Wake to panoramic views of the Penobscot River from the owner's suite. Conveniently located 12 minutes to downtown Bangor, our retreat offers easy access to urban amenities, an international airport, and Acadia! IG @cozycottageinmaine.

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.

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.

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.

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.

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, note $35 pet fee. No other pets or children. No TV, good wifi. 10pm quiet zone.

Beachfront Guest Cottage - Year-round Hot Tub!
Our cozy guest cottage has easy beachfront/kayak/canoe access, and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.

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
Popular amenities for Stonington holiday rentals
Other great holiday rentals in Stonington

Suite on Blue Hill Bay

Beautiful Post and Beam Home on Deer Isle

Welcome to Glenna's House

Apartment in Brooklin

Puppa’s View

Cozy Apt Overlooking the Harbor

Basement with Jacuzzi & Patio

Fall Retreat- Cozy Cottage in Stonington
Quick stats about holiday rentals in Stonington
Total rentals
120 properties
Nightly prices starting at
$138 AUD before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Rentals with a fireplace Stonington
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- Rentals with a fire pit Stonington
- Acadia National Park
- Pemaquid Beach
- Northeast Harbour Golf Club
- Pemaquid Point Lighthouse
- Samoset Resort
- Hermon Mountain Ski Area
- Sandy Point Beach
- Sand Beach
- Bear Island Beach
- Kebo Valley Golf Club
- Farnsworth Art Museum
- Spragues Beach
- Lighthouse Beach
- Narrow Place Beach
- Three Island Beach
- Driftwood Beach
- Wadsworth Cove Beach
- Islesboro Town Beach
- The Camden Snow Bowl
- North Point Beach
- Hero Beach
- Rockland Breakwater Light
- Hunters Beach
- Billys Shore