House vacation rentals in Southport

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Top-rated house rentals in Southport

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Top guest favorite

Home in Georgetown

5 out of 5 average rating, 82 reviews

Moss House: A Modern Waterfront Cabin in the Woods

Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock - perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Guest favorite

Home in Georgetown

4.96 out of 5 average rating, 24 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 favorite

A waterfront view is captured from a deck, showcasing calm waters surrounded by a lush landscape of colorful trees. The bright blue sky reflects on the surface of the creek, while greenery provides a serene foreground.

Home in Bath

5 out of 5 average rating, 105 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!

Guest favorite

The exterior of a coastal carriage house is showcased, featuring a light grey facade. A curved balcony is visible above a ground-level entry. Lush green grass surrounds the building, with a backdrop of tall trees under a clear blue sky.

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

The open interior space features a wooden dining table surrounded by white chairs. The kitchen area includes modern appliances, and large windows allow natural light to fill the room, connecting it to the outdoor views. A cozy seating area is visible in the corner.

Home in Harpswell

4.94 out of 5 average rating, 124 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 favorite

The front entrance showcases a vibrant red door framed by two sconces, inviting guests inside. Steps lead up to a spacious deck, which is flanked by decorative flower pots. The house features a classic shingle exterior, accented by charming dormer windows.

Home in Boothbay Harbor

4.93 out of 5 average rating, 124 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 favorite

The rocky coast is lined with spruce trees, showcasing natural contours along the shoreline. Calm blue waters gently lap against the rocks, while a clear sky enhances the scenic view. A few homes are nestled among the trees, blending harmoniously with the coastal landscape.

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 favorite

A welcoming living area features a comfortable sectional sofa in light fabric, complemented by decorative pillows. A round coffee table rests on a patterned rug, while two framed nautical artworks adorn the walls. A wooden console table displays books and decorative items, adding warmth to the space.

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 favorite

A modern home with a blue exterior is surrounded by trees and a grassy area. The front features large windows and a covered porch with seating options. A stone pathway leads to an outdoor gathering area with chairs, and the setting is illuminated by a soft evening light.

Home in Southport

4.95 out of 5 average rating, 42 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 favorite

A charming white cottage with a sloped roof is situated near the water's edge. Orange window boxes add a pop of color to the exterior, while a stone patio features several wooden chairs. Lush greenery surrounds the property, providing a natural backdrop.

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 favorite

A modern kitchen is illuminated by a rustic light fixture with exposed bulbs, enhancing the open layout. Quartz countertops extend through the space, complemented by stainless steel appliances. A vase of mixed flowers sits on the counter, with a scenic view of the ocean visible through large windows.

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!!

Top guest favorite

A bright corner of the cabin features a comfortable light-colored sectional sofa adorned with a decorative blanket. A wooden coffee table stands nearby, and natural light filters through large windows, highlighting the snowy landscape outside. A green potted plant adds a touch of nature to the space.

Home in Bridgton

5 out of 5 average rating, 107 reviews

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.