Southport, Maine Vacation Rentals

Explore 73 rental homes and villas in Southport, Maine for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. With a wide range of homes to offer, pricing can start as low as $66 per night with homes containing as many as 6 bedrooms and 5 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Southport Overview
Southport, Maine, is a hidden gem on the New England coastline, a place where the quaint charm of a seaside village meets the unspoiled beauty of the Atlantic. Imagine waking up in a private home, nestled among whispering pines, with the ocean's breeze as your morning greeting. Here, you can indulge in the luxury of space and privacy, with many homes offering pet-friendly accommodations, so your furry friends can join in on the coastal adventure. The town's crown jewel is the Hendricks Head Lighthouse, an emblem of maritime heritage perched on the edge of the Sheepscot River. While the lighthouse is a private landmark, the adjacent beach is a public treasure, inviting you to bask in the sun and enjoy the rhythmic lull of the waves. Southport's shoreline is a canvas of natural splendor, with opportunities to stroll along sandy stretches or rocky outcrops, each offering a unique perspective of the ocean's majesty. For those who seek the tranquility of a waterfront oasis, Southport does not disappoint. Select from an array of homes with swimming pools, where you can enjoy a refreshing dip with a view of the sea, blending the best of both aquatic worlds. Sailing aficionados will be in their element, with the town's marinas serving as gateways to nautical escapades. Charter a private boat for an intimate day on the water, or join a guided tour to witness the playful dance of seals and the occasional whale sighting. The maritime culture is alive and well, with the local boatyards echoing the craftsmanship and spirit of the sea. Delve into the area's storied past at the Southport Historical Society, where tales of seafaring folk and the evolution of this coastal enclave come to life. For those drawn to the call of the wild, the island's trails offer serene walks through verdant woods and along dramatic cliffs, with the Southport Island Loop being a favorite for its stunning vistas and wildlife encounters. Culinary delights await in Southport, where the ocean's bounty is served with flair and freshness. Savor the day's catch, from luscious lobster to delicate clams, in settings that range from rustic eateries to restaurants with panoramic views that make every meal a visual feast. In Southport, the essence of a Maine retreat is captured in every wave, every lighthouse beam, and every tranquil moment. It's more than a destination; it's an experience that invites you to unwind, embrace the coastal rhythm, and create memories in a place that feels like your own seaside sanctuary.
Cultural Attractions in Southport
Southport, Maine, is a picturesque island destination that offers a serene and intimate cultural experience for travelers who cherish the arts, history, and local customs. This charming coastal town, with its quintessential New England character, provides a tranquil backdrop for a variety of cultural pursuits. Begin your exploration at the Southport Historical Society, where you can delve into the island's past and learn about the maritime heritage that has shaped the community. The society's museum features exhibits on local history, including shipbuilding, fishing, and the everyday life of Southport's residents through the ages. Art enthusiasts will find joy in visiting the numerous local art galleries that dot the region. These galleries showcase the work of Maine artists, whose pieces often reflect the natural beauty and maritime themes of the area. The nearby town of Boothbay Harbor also hosts art shows and gallery hops, especially during the summer months, allowing visitors to appreciate the vibrant local art scene. Live music can be enjoyed at various venues and events throughout the year. The Boothbay Harbor Opera House, a short drive from Southport, offers an array of performances ranging from classical concerts to contemporary bands. During the summer, the Windjammer Days festival features live music, celebrating Maine's boating heritage with a week of maritime activities and entertainment. For a more hands-on experience of local customs, Southport and the surrounding areas offer opportunities to engage with traditional crafts. Workshops and classes in boat building, pottery, and other crafts allow visitors to learn from skilled artisans. The region's culinary customs can also be explored through its seafood cuisine, with lobster and clam bakes being a staple of the local dining experience. Southport's natural beauty enhances its cultural offerings. The island's picturesque landscapes, from rocky shores to lush forests, have inspired artists for generations. A visit to Hendricks Head Lighthouse or a boat tour around the island provides a scenic backdrop for contemplation and inspiration. While Southport may not boast the large museums or concert halls of a big city, its cultural offerings are deeply intertwined with the local community and landscape. It's a place where culture is lived and breathed, where history is preserved with care, and where the arts are celebrated in harmony with the natural environment. Southport invites visitors to slow down, savor the moment, and immerse themselves in the authentic cultural tapestry of coastal Maine living.
Kids IconFamily friendly activities in Southport
Southport, Maine, is a picturesque coastal town that offers a serene escape for families and a treasure trove of activities that children will adore. Nestled at the tip of the Boothbay Peninsula, Southport is surrounded by the sparkling waters of the Atlantic, providing a backdrop for countless adventures. Begin your family journey at the Hendricks Head Beach, where the gentle surf is perfect for young swimmers. The soft sand invites castle building and beachcombing, and the occasional sighting of seals adds a touch of wildlife wonder. For a touch of history and a unique experience, visit the Hendricks Head Lighthouse. Although it's not open to the public, the view from the beach is picturesque, and it's a great spot for family photos and imagining the life of a lighthouse keeper. Take a short drive to the nearby Coastal Maine Botanical Gardens, where children can explore the enchanting Fairy House Village, build their own fairy houses, and wander through the Butterfly House. The gardens offer a variety of family-friendly programs and activities that change with the seasons, ensuring there's always something new to discover. Boat tours are a must when visiting Southport. Embark on a seal-watching cruise or a lobstering trip to learn about Maine's iconic crustacean. These excursions provide hands-on experiences and the thrill of being on the water, which is always a hit with the kids. For a day of learning and fun, the Maine State Aquarium in nearby Boothbay Harbor is a short drive away. Here, children can get up close with local sea creatures in the touch tanks, watch lobsters of all colors, and learn about marine conservation. Adventure seekers will enjoy a visit to the Boothbay Railway Village, where you can ride on a vintage steam train and explore the historic village. The antique car museum is also a fascinating detour, showcasing vehicles from the early 20th century. Dining in Southport is a family affair, with many restaurants offering kid-friendly menus featuring fresh seafood and local specialties. Don't forget to treat the little ones to some homemade Maine ice cream, a perfect way to end a day of exploration. In Southport, Maine, the combination of natural beauty, engaging activities, and a welcoming atmosphere creates a family vacation that's both relaxing and full of discovery. It's a place where childhood memories are made against the backdrop of lighthouses, lobster boats, and the endless horizon of the sea.
Nature IconOutdoor activities in Southport
Southport, Maine, is a picturesque island located at the mouth of the Sheepscot River, offering a serene escape into nature's embrace. This coastal gem is a haven for outdoor enthusiasts and those seeking to connect with the tranquil beauty of the Maine outdoors. For those drawn to the sea, Southport is a gateway to aquatic adventures. Kayaking and canoeing are popular activities, allowing visitors to glide through the calm waters, explore hidden coves, and perhaps catch a glimpse of seals basking on the rocks. Sailing is another cherished pastime, with the gentle sea breezes providing perfect conditions for a day on the water. The island's coastline is dotted with rugged cliffs and sandy beaches, ideal for beachcombing, picnicking, or simply soaking in the panoramic ocean views. Hendricks Head Beach is a local favorite, offering a quiet spot to relax and watch the lobster boats as they head out to sea. Nature walks and hiking are also at the heart of Southport's outdoor offerings. The island's trails meander through lush forests, leading to unexpected vistas and quiet spots where the only sounds are the rustling leaves and the distant call of seabirds. Birdwatchers will delight in the variety of species that call this area home, from ospreys and eagles to a myriad of songbirds. For a touch of history combined with natural beauty, the Hendricks Head Light is a must-see. This charming lighthouse, perched on the edge of the island, offers stunning views of the Sheepscot River and is a perfect spot for photography or a moment of reflection. Gardening enthusiasts will appreciate the Coastal Maine Botanical Gardens, located a short drive away in Boothbay. This sprawling landscape of flora and fauna showcases the region's botanical diversity and is a peaceful retreat for those looking to immerse themselves in the beauty of nature. Lastly, Southport's clear night skies are a celestial wonder, offering stargazers an unobstructed view of the Milky Way and constellations. The lack of light pollution makes for an unforgettable night-time experience, whether you're an amateur astronomer or simply wish to make a wish upon a shooting star. In Southport, Maine, the natural world is your oyster, offering a wealth of outdoor activities and stunning landscapes that invite you to disconnect from the hustle and bustle and reconnect with the earth's quiet majesty.
Weather IconWeather in Southport
Southport, Maine, is a quintessential New England destination that offers a range of weather conditions throughout the year, each bringing its own unique charm to this coastal village. Summer, from June to August, is the most popular time to visit Southport. The weather is warm and pleasant, with average high temperatures ranging from the mid-60s to low 80s Fahrenheit (around 18-28°C). Humidity can be present but is often mitigated by the cool breezes off the Atlantic Ocean. Precipitation is moderate, and the long, sunny days are perfect for enjoying the picturesque harbors, boating, and outdoor dining. Fall, from September to November, is a spectacular season in Southport as the foliage turns to vibrant shades of red, orange, and yellow. Temperatures begin to cool, with highs ranging from the low 60s to the mid-40s Fahrenheit (around 16-7°C). The air is crisp, and the humidity drops, making for comfortable weather to explore the outdoors. Precipitation is relatively low, but it's always wise to have a light jacket on hand for the cooler evenings. Winter, from December to February, is the quietest season, with a serene, snow-covered landscape that can be quite enchanting. Average high temperatures hover around the 30s Fahrenheit (around -1 to 4°C), and lows can dip well below freezing. Snowfall is common, and while it adds to the area's beauty, it can also impact travel plans. This is a time for cozying up by the fire after a day of exploring the winter scenery or engaging in cold-weather activities like cross-country skiing. Spring, from March to May, is a time of renewal in Southport. The weather gradually warms, with temperatures ranging from the 40s to the high 50s Fahrenheit (around 4-15°C). This season can be unpredictable, with a mix of rain, occasional snow in early spring, and emerging sunny days as the season progresses. The humidity is generally low, and the blooming flowers and budding trees add a fresh appeal to the landscape. The climate is especially pleasant during the late spring to early fall, with June and September being particularly delightful for those looking to avoid the peak summer crowds while still enjoying comfortable weather. Whether you're sailing, hiking, or simply relaxing by the sea, Southport's weather offers a classic New England experience throughout the year.
Transportation in Southport
Southport, Maine, is a picturesque island destination that offers a serene escape from the hustle and bustle of city life. This charming coastal town is accessible primarily by car or boat, with the nearest major airport being Portland International Jetport, approximately 60 miles away. From Portland, visitors can rent a car and enjoy a scenic drive up to Southport. For those arriving by sea, Southport is a popular destination for boaters, with several marinas that accommodate visiting vessels. The island is also accessible via the Southport Island Bridge from the mainland town of Boothbay Harbor, which is a hub for tourist activities and provides additional amenities and services. Once on the island, transportation options are limited, which adds to Southport's tranquil charm. The island is relatively small, and while there are no formal public transportation services, its size makes it conducive to exploration by car, bicycle, or on foot. Renting a car is advisable for those who wish to explore the island extensively or visit nearby attractions on the mainland. Southport is moderately walkable, especially in the areas around Hendricks Head Beach and the Southport General Store, where visitors can enjoy the local scenery and hospitality. However, to fully appreciate the beauty of the island and its surroundings, having access to a car or bike will enhance the experience, allowing for visits to the various points of interest such as the Cape Newagen Alpaca Farm and the Southport Historical Society. For those looking to explore the surrounding areas, boat tours are available from Boothbay Harbor, offering a unique perspective of the Maine coastline and the opportunity to visit nearby islands. Additionally, the region is known for its excellent sailing conditions, and charters can be arranged for a day on the water. In summary, Southport, Maine, is a destination that offers a peaceful retreat with a slower pace of life. While transportation options on the island are limited, its small size and the availability of car rentals make it easy to navigate. The island's walkability is perfect for leisurely strolls, but having a car or bike will provide the freedom to explore all that Southport and the surrounding region have to offer.