Holiday houses in Southeast Harbor

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Top-rated holiday rentals in Southeast Harbor

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Top Guest favourite
A modern A-frame cabin is showcased with prominent large windows, allowing natural light to fill the interior. Two white adirondack chairs are positioned on the front deck, which is accessed via a set of stairs, surrounded by lush greenery.
Cabin in Brooksville
4.95 out of 5 average rating, 122 reviews

Relaxing A-Frame w/Fire Pit in Maine Woods • Birch

Come relax in our newly constructed, 4 season modern A frame on the Blue Hill Peninsula. Located in the beautiful town of Brooksville, only 10 mins from Holbrook Island Sanctuary, 15 minute scenic drive to Blue Hill and Deer Isle/Stonington or 1 hour to Bar Harbor/Acadia National Park. Stocked with everything needed to enjoy a relaxing getaway- EV Charger too! Is the property not available when you need it? “Maple” A Frame is just next door. See separate listing for availability OR to book both.

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, 174 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.

Top Guest favourite
A modern cabin is nestled among trees, supported by stilts within the forest. Sunlight filters through the foliage, highlighting the cabin's wooden exterior and windows. The surrounding greenery creates a serene, natural setting that offers a sense of privacy and tranquility.
Cabin in Sedgwick
4.98 out of 5 average rating, 109 reviews

The Cabins at Currier Landing Cabin 3: Pine

Relax in this stylish, cozy & bright queen bed studio cabin. The Cabins at Currier Landing - featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest” - are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of our shore on the Benjamin River Harbor. 2 seasonal cabins. 1 year round studio cabin. Centrally located on the Blue Hill Peninsula, near Deer Isle, the cabins afford access to outdoor activities, cultural events, restaurants & shops.

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
4.95 out of 5 average rating, 55 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!

Guest favourite
The kitchen features modern white cabinetry, a large central island with four stools, and stainless steel appliances. Natural light fills the space through multiple windows, creating a bright atmosphere. A sliding glass door leads to an outdoor seating area framed by scenic views.
Home in Stonington
4.97 out of 5 average rating, 31 reviews

Waterfront Cottage in Stonington (with Kayaks)

Relax at the newly remodeled cottage in Oceanville, a small island off from Stonington. You will enjoy the privacy of 9 acres of land with over 1000 ft of shore front to explore. The quaint town of Stonington is a short 7 min drive and has a small grocery store, coffee shop and restaurants. There are boat excursions and kayak rentals in the area. The Opera House features wonderful shows and many community events are held throughout the summer. Located 60 miles from Acadia National Park

Guest favourite
Home in Stonington
4.92 out of 5 average rating, 119 reviews

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.

Top Guest favourite
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.
Home in Stonington
5 out of 5 average rating, 50 reviews

Sunlit Cottage on Crockett Cove

Heron Cottage on Crockett Cove Cove Meadow, Stonington Maine Rare summer opening: August 3 - 6 (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 Also available during the Winter & Spring- please see my separate listing

Guest favourite
A small green cabin is surrounded by trees, featuring a metal roof and a sun porch with large glass windows. A wooden deck extends from the entrance, blending with the natural landscape of grass and leaves.
Cottage in Deer Isle
4.9 out of 5 average rating, 77 reviews

Cozy complete camp on cove Perfect for couple

Everything you need for a real Maine stay. The cabin has a kitchen and bathroom on the first floor and a lofted bedroom with a full size bed. The sun porch offers additional sleeping area on fold out futon. Property includes picnic table and fire pit at cove’s edge with beautiful views. Fresh water pond for swimming in village. 15 minutes from Stonington, day trip to Acadia, fresh lobster around the corner and close to Nervous Nellie’s Jams and Jellies. Must be seen to be believed.

Top Guest favourite
The exterior of a modern vacation home is depicted, featuring a combination of wood and stone materials. Large windows allow for natural light, set against a backdrop of trees. A gravel pathway leads to the entrance, with manicured lawns and shrubs enhancing the setting.
Home in Deer Isle
4.93 out of 5 average rating, 89 reviews

Stunning waterfront on Deer Isle

Beautiful modern waterfront vacation home on Deer Isle. This secluded home is situated on 5 acres with 720' of ocean frontage lined with pink granite, your own pocket beach, and a deepwater pier. The property features comfortable contemporary furniture, a stunning fireplace for chilly evenings, and expansive views of Long Cove and beyond. The village of Deer Isle is just over a mile away, where you'll find antique stores, galleries, a flower shop, and local favorite 44 North Coffee.

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, 419 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.

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, 447 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 does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

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, 126 reviews

Stonington Harbor Cottage

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 propane grill. 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.

Popular amenities for Southeast Harbor holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Hancock County
  5. Deer Isle
  6. Southeast Harbor