TOP 20 Best Harpswell maine vacation rentals in Maine

The Harpswell Inn is a charming lodging establishment located at 108 Lookout Point Road in the picturesque town of Harpswell, Maine, United States. This historic inn offers cozy accommodations with a touch of old-world charm, perfect for a relaxing getaway or romantic escape. Nestled amidst beautiful gardens and overlooking the tranquil waters of Casco Bay, The Harpswell Inn provides a peaceful retreat for guests seeking a tranquil and rejuvenating experience. With its warm hospitality, comfortable rooms, and stunning waterfront views, The Harpswell Inn is the perfect destination for those looking to unwind and reconnect with nature.

Harpswell Property Management is a trusted real estate agency located at 1958 Harpswell Island Road in the picturesque town of Harpswell, Maine, United States. With a team of experienced professionals, they specialize in managing residential and commercial properties, providing top-notch services to both property owners and tenants. Whether you are looking to rent, buy, or sell a property in the area, Harpswell Property Management is dedicated to helping you achieve your real estate goals with efficiency and expertise. Contact them today to experience the difference in property management services.

Your Island Connection - Vacation Rentals is a premier real estate and travel agency located in the picturesque town of Harpswell, Maine. Situated at 2067 Harpswell Island Road, our agency specializes in providing top-notch vacation rentals for those looking to escape to the stunning islands of Maine. Whether you're seeking a cozy cottage by the sea or a luxurious waterfront home, our team of experts is dedicated to helping you find the perfect rental for your island getaway. With a wide range of properties to choose from and personalized service, Your Island Connection is your go-to destination for a memorable vacation experience in Maine.

Mainestay Vacations is a premier real estate and travel agency located in the picturesque town of Harpswell, Maine. Situated at 1624 Harpswell Island Road, Mainestay Vacations offers a wide range of vacation rental properties, from cozy cottages to luxurious waterfront homes. Whether you're looking for a peaceful retreat by the sea or a fun-filled family getaway, Mainestay Vacations has the perfect accommodation for you. With personalized service and local expertise, Mainestay Vacations is committed to helping you create unforgettable memories in beautiful Maine.

Safe Harbour Property Management & Rentals is a reputable institution located in the picturesque town of Harpswell, Maine. Situated on Spruce Ledge Road, this company offers professional property management services and a wide range of rental properties for those looking for a place to call home in this beautiful coastal community. With a commitment to providing safe and comfortable living spaces, Safe Harbour Property Management & Rentals is dedicated to ensuring that their clients have a positive and stress-free rental experience. Whether you are looking for a long-term rental or a vacation property, this institution is sure to have the perfect option for you.

Midcoast Charters is a premier charter fishing company located at 68 Garrison Cove Road in Harpswell, Maine. Our experienced captains offer unforgettable fishing experiences along the beautiful midcoast of Maine. Whether you are a seasoned angler or a beginner, our charters cater to all skill levels. Join us for a day of fishing on the pristine waters of the midcoast, where you can reel in a variety of fish species such as striped bass, bluefish, and mackerel. Book your trip with Midcoast Charters for a memorable day on the water!

Sea Escape Cottages & Charters is a charming lodging institution located at 23 Sea Escape Lane in the picturesque town of Harpswell, Maine. Nestled along the scenic coast of the United States, this tranquil retreat offers cozy cottages with breathtaking ocean views. Guests can enjoy a peaceful stay surrounded by nature, with the option to book private charters for unforgettable adventures at sea. Whether you're seeking a relaxing getaway or an exciting maritime experience, Sea Escape Cottages & Charters is the perfect destination for your next vacation.

The Bailey Island Motel is a charming seaside lodging located at 2041 Harpswell Island Road in the picturesque town of Harpswell, Maine. Nestled on the stunning Bailey Island, this motel offers cozy accommodations with beautiful views of the ocean. Guests can enjoy comfortable rooms, friendly service, and easy access to nearby attractions such as beaches, hiking trails, and local seafood restaurants. Whether you're looking for a relaxing getaway or a fun-filled adventure by the sea, the Bailey Island Motel is the perfect choice for your next vacation in Maine.

Log Cabin Island Inn is a charming lodging establishment located on Log Cabin Road in Harpswell, Maine. Situated on a picturesque island, this inn offers a peaceful and secluded retreat for guests looking to escape the hustle and bustle of everyday life. The cozy log cabins provide a rustic yet comfortable accommodation option, with stunning views of the surrounding natural beauty. Guests can enjoy a variety of outdoor activities such as hiking, fishing, and kayaking, or simply relax and unwind in the serene atmosphere of the island. Whether you're looking for a romantic getaway or a family vacation, Log Cabin Island Inn is the perfect destination for a memorable and rejuvenating experience.

Friendly Cottage is a charming lodging establishment located on Misty Rose Lane in the picturesque town of Harpswell, Maine, United States. This cozy cottage offers a warm and welcoming atmosphere for guests looking for a relaxing getaway in a serene setting. The quaint surroundings and friendly staff make it the perfect place to unwind and enjoy the beauty of nature. Whether you're seeking a romantic retreat or a family vacation, Friendly Cottage is the ideal destination for a memorable stay.

Gull's Rest is a charming seaside cottage located in South Harpswell, Maine. This 100-year-old Victorian gingerbread cottage has been lovingly renovated and offers a cozy and authentic Maine vacation experience. Situated on a quiet lane in the summer community of Pott's Point, Gull's Rest features a covered wrap-around porch where you can enjoy the sights and sounds of the ocean. The cottage has four bedrooms named after nearby islands and a fully functional kitchen. Nearby attractions include Pott's Point Preserve, Dolphin Marina & Restaurant, and various dining options in Brunswick and Bailey Island. The town of Harpswell offers a peaceful and quintessentially Maine experience, with friendly neighbors and beautiful scenery. The property is well-maintained and fully equipped for a comfortable stay, making it the perfect base for exploring the surrounding area. Whether you want to relax by the sea or explore the nearby attractions, Gull's Rest offers a delightful vacation experience.

The Sou'wester on Orr's Island is a charming lodging located at 1750 Harpswell Island Road in Harpswell, Maine, United States. Nestled in a picturesque coastal town, this institution offers cozy accommodations with stunning views of the surrounding natural beauty. Guests can relax and unwind in comfortable rooms, enjoy delicious meals at the on-site restaurant, and explore the nearby beaches and hiking trails. Whether you're looking for a peaceful retreat or an adventurous getaway, The Sou'wester on Orr's Island is the perfect destination for a memorable stay in Maine.

The Gills Group is a renowned institution located on Senter Lane in Harpswell, Maine, United States. With a focus on providing high-quality education and training programs, The Gills Group offers a wide range of courses and services to help individuals achieve their academic and professional goals. Whether you are looking to enhance your skills, advance your career, or pursue a new passion, The Gills Group is dedicated to helping you succeed. Our experienced faculty and staff are committed to providing a supportive and engaging learning environment, ensuring that all students receive the guidance and resources they need to excel. Join us at The Gills Group and take the first step towards a brighter future.

SeahavenattheColony is a premier real estate and travel agency located at 3 North Colony Branch in the picturesque town of Harpswell, Maine. Our dedicated team of professionals specializes in helping clients find their dream homes or plan unforgettable vacations in this charming coastal community. Whether you're looking to buy or rent a property, or seeking assistance in arranging a relaxing getaway, SeahavenattheColony is committed to providing exceptional service and personalized attention to meet all your needs. Contact us today to start your journey towards finding the perfect home or planning the ultimate vacation in Harpswell, Maine.

Dockside Cottage is a charming waterfront retreat situated at 20 Wood Landing Road in Harpswell, Maine. This cozy cottage offers stunning views of the serene bay and provides a peaceful escape from the hustle and bustle of everyday life. With its rustic charm and comfortable amenities, Dockside Cottage is the perfect place to relax, unwind, and enjoy the beauty of the Maine coast. Whether you're looking for a romantic getaway or a family vacation, this idyllic retreat is sure to make your stay unforgettable.

Coastal Cottages at Lookout Point offers charming and cozy accommodations in the picturesque town of Harpswell, Maine. Nestled on 22 Wood Landing Road, this idyllic retreat provides stunning views of the ocean and easy access to nearby beaches and hiking trails. Each cottage is beautifully decorated and fully equipped with modern amenities, making it the perfect place for a relaxing getaway or romantic escape. Whether you're looking to unwind by the fireplace, explore the local seafood restaurants, or simply soak in the natural beauty of the Maine coast, Coastal Cottages at Lookout Point is the ideal destination for your next vacation.

Nezinscott Cottage is a charming lodging institution located at 2331 Harpswell Island Road in the picturesque town of Harpswell, Maine. This cozy cottage offers a peaceful and relaxing retreat for visitors looking to escape the hustle and bustle of everyday life. Surrounded by natural beauty and tranquility, Nezinscott Cottage provides a comfortable and welcoming atmosphere for guests to unwind and recharge. Whether you are looking for a romantic getaway, a family vacation, or a solo retreat, Nezinscott Cottage is the perfect destination for your next stay in Maine.

Homes & Harbors/Engel & Volkers Real Estate is a prestigious real estate agency located at 1624 Harpswell Island Road in the charming town of Harpswell, Maine. Specializing in luxury waterfront properties and vacation homes, our experienced agents provide top-notch service to clients looking to buy or sell their dream homes. Whether you're searching for a cozy cottage by the sea or a grand estate with breathtaking harbor views, our team is dedicated to helping you find the perfect property. Contact us today to start your journey towards finding your ideal home in Maine's picturesque coastal region.

Captain's Watch is a charming lodging institution located at 926 Cundy's Harbor Road in the picturesque town of Harpswell, Maine. Situated in a peaceful and scenic setting, this inviting retreat offers guests a cozy and comfortable stay with stunning views of the surrounding landscape. Whether you are looking for a relaxing getaway or a memorable vacation experience, Captain's Watch provides a warm and welcoming atmosphere for all visitors. With its convenient location and attentive staff, this institution is the perfect choice for travelers seeking a tranquil and enjoyable stay in the beautiful state of Maine.

Rob Williams Real Estate is a premier real estate agency located in the picturesque town of Harpswell, Maine. With a prime location at 1958 Harpswell Island Road, our dedicated team of professionals is committed to helping clients buy, sell, and rent properties in this beautiful coastal community. Whether you are looking for a waterfront home, a cozy cottage, or a piece of land to build your dream house, we have the expertise and resources to assist you every step of the way. Trust Rob Williams Real Estate for all your real estate needs in Harpswell and experience unparalleled service and expertise.

The Red House is a historic institution located at 2340 Harpswell Island Road in Harpswell, Maine, United States. This charming red building is a cultural hub for the community, offering a variety of programs and events for all ages. From art exhibits and workshops to live music performances and literary readings, The Red House is a vibrant center for creativity and expression. Visitors can also enjoy the beautiful surroundings of Harpswell Island, with stunning views of the ocean and nearby hiking trails. Whether you're a local resident or just passing through, The Red House is a must-visit destination for anyone seeking inspiration and enrichment.

Scandi House is a charming lodging establishment located at 454 Long Point Road in the picturesque town of Harpswell, Maine. Nestled in the heart of nature, this Scandinavian-inspired retreat offers a cozy and comfortable stay for guests looking to relax and unwind. The tranquil surroundings and welcoming atmosphere make Scandi House the perfect destination for a peaceful getaway. Whether you're seeking a romantic escape or a family vacation, this unique institution provides a serene setting to enjoy the beauty of Maine. Immerse yourself in the natural beauty of the area and experience a truly unforgettable stay at Scandi House.

Lakehouse is a charming lodging institution located at 103 Laurel Cove Road in the picturesque town of Harpswell, Maine, United States. Surrounded by the serene beauty of nature, Lakehouse offers a peaceful retreat for those looking to escape the hustle and bustle of everyday life. With cozy accommodations and stunning views of the lake, guests can relax and unwind in comfort. Whether you're seeking a romantic getaway or a family vacation, Lakehouse provides a tranquil setting for a memorable stay.

Bowdoin College Leighton Sailing Center is a premier sailing institution located at 240 Bayview Road in Harpswell, Maine, United States. The center offers top-notch sailing programs and facilities for students, faculty, and the local community. With access to the beautiful waters of Maine, the center provides a perfect setting for learning and enjoying the sport of sailing. Whether you are a beginner looking to learn the ropes or an experienced sailor wanting to hone your skills, Bowdoin College Leighton Sailing Center has something to offer for everyone. Come sail away with us and experience the thrill of the open sea!

Dawn To Dust is a serene institution located at 1517 Harpswell Island Road in Harpswell, Maine. Our mission is to provide a peaceful and supportive environment for individuals seeking healing and personal growth. From sunrise to sunset, our dedicated staff offers a range of holistic therapies and wellness programs to promote physical, emotional, and spiritual well-being. Whether you are looking to relax and unwind or embark on a journey of self-discovery, Dawn To Dust is the perfect place to rejuvenate your mind, body, and soul. Visit us today and experience the transformative power of our tranquil retreat.