House holiday rentals in Southport

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Top-rated house rentals in Southport

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Guest favourite

Home in Georgetown

4.96 out of 5 average rating, 25 reviews

Breathtaking Bay Views!

Enjoy glorious sunsets over Sagadahoc Bay on Indian Point at the tip of Georgetown Island! Walls of glass bring the outside in to this 3 bed, 2 bath contemporary home where the only decisions you'll make are whether to spend your days at the beach, on the ocean, or exploring the trails... Later in the day you need to choose whether to grill under the stars, take a short drive to one of the great local spots, or head to Five Islands on the wharf for some of the best lobster Maine has to offer!

Top guest favourite

Home in Bath

5 out of 5 average rating, 106 reviews

Waterfront Farmhouse with Modern Flair!

On the shores of Winnegance Creek in Bath, Maine—one of America’s best small towns—this 19th-century farmhouse has been completely renovated. Boasting waterfront views and sitting on more than an acre of land, opportunities for recreation and relaxation abound. Enjoy the outdoor deck, fire up the grill, visit the beach or the farmers market, explore the area via kayak, stargaze—so much to do! Not to mention shopping, restaurants, and all that downtown Bath and midcoast Maine have to offer!

Top guest favourite

Home in South Bristol

4.97 out of 5 average rating, 104 reviews

Hermit Thrush House

The 1 bedroom, 1 and 1/2 bathroom with laundry apartment is located at: 19 POORHOUSE COVE ROAD in South Bristol, Maine 04568. The apartment has skylights in the living room and kitchen and is located on a private property as a stand alone guest house. Close to Christmas Cove, Wawenock public/private golf course and 15 miles from scenic Damariscotta and the Pemaquid peninsula with a public white sand beach. Our waterfront is Poorhouse Cove, an estuary off of the Gulf of Maine, Atlantic Ocean.

Guest favourite

Home in Southport

5 out of 5 average rating, 11 reviews

Maine Stowaway Carriage House

Welcome to the Maine Stowaway Carriage House, a coastal retreat nestled on 5.5 acres overlooking Cozy Harbor. Enjoy breathtaking sunsets and beautiful views from this brand new coastal home. The nearby General Store and Hendricks Head Beach are within walking distance and make it the perfect place to unplug and unwind. Boothbay is a short ride away for restaurants, shopping & music. Whether you are seeking a peaceful escape or a scenic spot to relax, this property offers an ideal getaway.

Superhost

Home in Harpswell

4.94 out of 5 average rating, 125 reviews

Brand new Scandinavian cottage: dock & kayaks!

Brand new architectural cottage and detached 'boathouse' with sweeping elevated ocean views both east and west, private waterfront lawns and deep water dock with kayaks. This property was built in 2020 so expect a fresh and clean experience on one of Harpswell's most private peninsulas. Watch the sunrise from the cantilevered 2nd floor deck, sit by the campfire on your private lawn oceanside, or walk down to the dock for a paddle in the west facing protected cove. The best of coastal Maine!

Guest favourite

Home in Boothbay Harbor

4.93 out of 5 average rating, 125 reviews

Renovated home with amazing waterfront views

Welcome to Dancing Pines Cottage! We are located across from West Harbor Pond with beautiful water views in each room. Relax on the deck or bbq on the patio or take a short drive into charming Boothbay Harbor town for lobster rolls. We have three bedrooms and a den/office and 2 full bathrooms and can accommodate up to 7 guests. The house is private and has ample parking. One week rentals for June, July, and August (Saturday-Saturday). Starting January 2025 we will no longer allow pets.

Top guest favourite

Home in Georgetown

5 out of 5 average rating, 101 reviews

Perched atop the Coast of the Atlantic Ocean

Enjoy sweeping vistas of the Atlantic Ocean from this 2002 home perched among spruce trees above the rocky coast. Watch for bald eagles and seals. Fall asleep to the sound of crashing waves. Walk down to the edge of the ocean to lounge or picnic. The intrepid visitor can scramble along the shore. Walk 6 minutes or drive the 0.1 miles to the park entrance. Hike the Little River Trail. The house has vaulted ceilings, panoramic views, fully equipped kitchen, and whirlpool bath.

Top guest favourite

Home in Boothbay Harbor

5 out of 5 average rating, 46 reviews

The Happy Harbor House-Walk to town!

The Happy Harbor House - your ultimate harbor retreat! Newly renovated in the coastal design style, located on one level, with all the modern amenities you could hope for. This 3 bedroom 2 bathroom house is an oasis for families, friends or couples looking for a fun & cheerful stay. Although not on the water, you'll be a 2 minute walk to the head of the harbor, Opera House & 3 waterfront restaurants. And a mere 5 minute walk to shops & waterfront attractions in charming Boothbay Harbor.

Top guest favourite

Home in Southport

4.95 out of 5 average rating, 43 reviews

Decker Cove Southport Island Paradise

Brand new construction in 2019. 3 bed, 3 bath home. Partial views of Decker Cove from all bedrooms, walking distance to Robinson's Wharf Restaurant. Central Air Conditioning, Radiant Heat, Gas Fireplace, Open Concept Living Dining and Kitchen with gas range, dishwasher, built in microwave and coffee station. Enjoy our fire pit, gas grill, new hard top gazebo, and the 40 foot Farmers porch overlooking the views of Decker Cove. Bring a boat and launch at the public launch 1/2 mile away!

Guest favourite

Home in Bath

4.91 out of 5 average rating, 345 reviews

Gorgeous Studio on the Kennebec

Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.

Top guest favourite

Home in Boothbay Harbor

5 out of 5 average rating, 89 reviews

Pinkham Cove - Water Front Cottage

Authentic oceanfront Maine home, with stunning views and amazing sunsets. Located on Pinkham Cove at the mouth of Boothbay Harbor. Experience the village of BBH , hiking trails, Botanical Gardens and explore the tranquility of Maine. This is the perfect getaway cottage. Enjoy the deck and beach access. The home was recently remodeled. The kitchen is a gem with quartz countertops and Bosch appliances. Curl up by the cozy fireplace, enjoy the amazing harbor view!!

Guest favourite

Home in Southport

4.96 out of 5 average rating, 23 reviews

Boothbay area architectural gem

Welcome to this modern architectural gem tucked among the spruces on Southport Island. The newly renovated house is full of fun angles and expansive windows and is cantilevered over a granite ledge; think Frank Lloyd Wright meets Dr. Seuss. Two master suites (one 1st floor, one 2nd floor), a bunk room and a 4th Queen bedroom. 3.5 luxurious baths.