Holiday rentals in Stonington

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Top-rated holiday rentals in Stonington

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Top guest favourite
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
4.97 out of 5 average rating, 402 reviews

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.

Top guest favourite
An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.
Home in Hampden
5 out of 5 average rating, 121 reviews

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.

Top guest favourite
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.
Home in Deer Isle-Stonington
4.95 out of 5 average rating, 166 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.

Guest favourite
A wooden pathway leads towards a serene water view, bordered by lush greenery. A picnic table and several chairs are positioned on a gravel area adjacent to the water, offering a perfect spot for relaxation and enjoying the scenery under a clear blue sky.
Cottage in Deer Isle
4.87 out of 5 average rating, 196 reviews

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.

Guest favourite
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.
Flat in Stonington
4.95 out of 5 average rating, 110 reviews

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.

Top guest favourite
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.
Home in Stonington
4.96 out of 5 average rating, 45 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!

Top guest favourite
A cozy porch is featured at the entrance, highlighted by rustic wooden beams and comfortable seating. Surrounding greenery and distant crops create a serene countryside backdrop, enhancing the peaceful setting of the cottage.
Cottage in Trenton
4.99 out of 5 average rating, 667 reviews

Whitetail by the River, Acadia National Park 10m

Whitetail Cottage - 4 MILES TO MDI- nestled between woods edge & rolling meadows w/views distant views of the Jordan River! Tiny home with WIFI is ONLY 10 MILES to Acadia National Park -a hikers paradise! Minutes to Mount Desert Island but secluded enough to disconnect &get back to nature. Enjoy a stroll to the water, privacy, breathtaking sunsets,stargazing & local wildlife! Perfect for 2 & cozy for 4. Short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Shops & Lobster Pound

Top guest favourite
A cottage featuring a wooden exterior is framed by vibrant purple lupine flowers. Multiple windows are adorned with flower boxes, bringing a pop of color. The inviting entrance is marked by a glass door that reflects the surrounding natural setting.
Home in Stonington
5 out of 5 average rating, 7 reviews

Fall & winter 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, hammock and seating area by the water * 8 minutes to Mailboat Ferry to Isle au Haut (Acadia) * 5 minutes to Aragosta & Barred Island Preserve Well behaved dogs a possibility November thru May- please ask (3 night minimum + additional cleaning fee).

Top guest favourite
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
4.99 out of 5 average rating, 122 reviews

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. Two-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.

Top guest favourite
A charming yellow house features white trim and a welcoming front door. Flower boxes are filled with vibrant blooms beneath the windows, surrounded by a neatly tended garden. A stone wall provides a defined border, enhancing the inviting exterior.
Guest suite in Rockland
4.98 out of 5 average rating, 464 reviews

5 Laurel Studio private entrance STR20-69

Open concept small studio, private patio and entrance, full kitchen. *SHARED wall between studio and main house, therefore some shared noise. 2 minute walk to the ocean , Lobster and Blues Festivals. A small swimming beach is a 5 minute walK, 5-10 minutes to the Farnsworth and CMCA museums, Strand Theater, restaurants, antiques shops & galleries. ALSO NOTE we do not have television. We have wifi but you must bring your own device . EXEMPT FROM ACCEPTING SERVICE DOG

Top guest favourite
A view from a shaded patio showcases a round table surrounded by wicker chairs. The lush green lawn extends to the water's edge, where trees provide a natural frame for the serene expanse of the bay, dotted with clouds reflecting in the distance.
Home in Belfast
4.92 out of 5 average rating, 179 reviews

Belfast Ocean Breeze

Welcome to an exquisite retreat nestled on a tranquil dead-end lane in the thriving coastal town of Belfast. With private access to Belfast City Park and Ocean, this charming space offers unparalleled serenity, and boasting breathtaking views of Penobscot Bay and beyond. The exceptional grounds offer an ideal setting for relaxation with the added allure of explorations along the shoreline or tennis/ pickleball at park/ year round hot tub. Near downtown and Rt. 1. No parties.

Top guest favourite
A hot tub is situated outdoors amidst a serene wooded setting, surrounded by trees with the faint hint of steam rising. The structure features a partially enclosed wooden fence for privacy, with a few nearby seating options visible, set against a softly lit twilight sky.
Cottage in Deer Isle
4.94 out of 5 average rating, 405 reviews

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.

Popular amenities for Stonington holiday rentals

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Quick stats about holiday rentals in Stonington

  • Total holiday rentals

    Explore 120 holiday rentals in Stonington

  • Nightly prices starting at

    Stonington holiday rentals start at £68 per night before taxes and fees

  • Verified guest reviews

    Over 4,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    110 of Stonington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Stonington rentals

  • 4.9 Average rating

    Stonington stays are highly rated by guests – averaging 4.9 out of 5!

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