Vacation rentals in Southeast Harbor

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Top-rated vacation rentals in Southeast Harbor

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Top guest favorite
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, 425 reviews

Beachfront Guest Cottage - Year-round Hot Tub!

Our cozy guest cottage has easy beachfront/kayak/canoe access (if you bring your own) 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 favorite
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 Stonington
4.95 out of 5 average rating, 175 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 favorite
The cabin is nestled among lush greenery, featuring a modern wooden exterior with multiple windows. Elevated on stilts, it harmonizes with the natural surroundings of ferns and trees, allowing for a serene atmosphere in a tranquil forest setting.
Cabin in Sedgwick
5.0 out of 5 average rating, 114 reviews

The Cabins at Currier Landing Cabin 2: Meadow

Tranquil cabin; open plan. Bedroom w/queen bed & privacy doors. Alcove w/bunkbeds. 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 the Benjamin River Harbor shore. 2 seasonal cabins; 1 studio cabin. Centrally located on the Blue Hill Peninsula near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.

Top guest favorite
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
5.0 out of 5 average rating, 52 reviews

Sunlit Cottage on Crockett Cove

Heron Cottage on Crockett Cove Cove Meadow, Stonington Maine Rare September opening: Sept 18-20 (2 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

Top guest favorite
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, 61 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 favorite
Home in Stonington
4.93 out of 5 average rating, 121 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 favorite
Bungalow in Sedgwick
4.99 out of 5 average rating, 246 reviews

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and luxurious, this 2,000 square foot modern cottage nestled on 12 acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 10 minutes to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

Guest favorite
The side view of the cottage reveals a grassy yard leading to the water's edge. Large trees provide shade, and the screened-in porch is visible. The building features blue shutters against weathered shingles, with a clear sky above and water in the background.
Cottage in Deer Isle
4.87 out of 5 average rating, 61 reviews

Reach Winds Classic Maine seaside 2 bdrm. cottage

Charming oceanfront cottage, as classic Maine as it gets. Rustic, original ( linoleum floors , ect ) private, original , no- frills seasonal cottage. Sit on the porch and watch the schooners sailing by or swim out in front of the cottage. The amazing view is the best part about this place. Two spacious light filled bedrooms. Close to Reach beach, Lily pond swimming , great local hiking , a thriving gallery & art scene in Deer Isle and Blue Hill Peninsula. 1+ hour drive to MDI & Acadia.

Guest favorite
Cottage in Deer Isle
4.9 out of 5 average rating, 79 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 favorite
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
4.94 out of 5 average rating, 94 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.

Guest favorite
Home in Deer Isle
4.88 out of 5 average rating, 8 reviews

Silver Oak/Ocean Frontage

Beautiful new ocean front home. Located in Deer Isle. Private location. Yet close to everything Deer Isle/Stonington has to offer. There are three private king bedrooms and a fourth with six built into the wall extra-long twins. Three full baths. The master bath has a large walk-in shower, jacuzzi tub and dry sauna. Very tastefully decorated with almost every amenity a guest can imagine. Stunning views of the ocean from the kitchen, living room, dining room and master suite.

Top guest favorite
The spacious back deck features a shaded area covered by a sun sail, providing a comfortable space for relaxation. A grill is positioned nearby, with both a picnic table and lounge chairs arranged for outdoor enjoyment. Lush trees create a private and serene backdrop.
Home in Deer Isle
5.0 out of 5 average rating, 70 reviews

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!

Popular amenities for Southeast Harbor vacation rentals