TOP 10 Vacation house rentals in Orleans, Massachusetts

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Orleans Village Properties, LLC is a reputable real estate agency located at 220 Main Street in Orleans, Massachusetts, United States. With a strong focus on providing top-notch service to clients looking to buy or sell properties in the area, their team of experienced agents are dedicated to helping clients navigate the real estate market with ease. Whether you are searching for your dream home or looking to sell your current property, Orleans Village Properties, LLC is committed to making the process as smooth and stress-free as possible. Contact them today to learn more about their services and how they can assist you with your real estate needs.

Berkshire Hathaway HomeServices Robert Paul Properties Orleans is a real estate agency located at 414 South Orleans Road in Orleans, Massachusetts, United States. Situated in the heart of Cape Cod, Orleans is known for its picturesque harbors, beautiful beaches, and crystal-clear lakes. Our office is conveniently located where Route 39 meets Route 28 in South Orleans, making it easy for clients to access our services. Whether you are looking to sell your home or find your dream home on the Lower Cape, our experienced team is ready to assist you every step of the way. Visit us today and let us help you navigate the real estate market in this charming coastal town.

Summer Breeze Cottage is a charming vacation rental located at 16 Pleasant View Drive in Orleans, Massachusetts, United States. Nestled in a peaceful neighborhood, this cozy cottage offers a relaxing retreat for guests looking to escape the hustle and bustle of everyday life. With its serene surroundings and close proximity to the beach, Summer Breeze Cottage is the perfect place to unwind and enjoy the beauty of Cape Cod. Whether you're looking for a romantic getaway or a fun family vacation, this quaint cottage is the ideal destination for your summer escape. Book your stay at Summer Breeze Cottage and experience the ultimate relaxation in a picturesque setting.

William Raveis Real Estate - Orleans Real Estate Sales and Rentals is a reputable institution located at 207 Main Street in Orleans, Massachusetts, United States. As a leading real estate agency, they specialize in property sales and rentals in the Orleans area. With a team of experienced professionals, they provide top-notch service to help clients find their dream home or investment property. In addition to real estate services, they also offer finance and insurance solutions to meet all of their clients' needs. Trust William Raveis Real Estate - Orleans Real Estate Sales and Rentals for all of your real estate needs in Orleans.

Del Mar Vacations is a well-established real estate and travel agency located in Orleans, Massachusetts. Specializing in vacation rentals and property management, our dedicated team is committed to providing top-notch service to clients looking to explore the beautiful Cape Cod area. Whether you're looking for a cozy beachfront cottage or a luxurious waterfront home, Del Mar Vacations has a wide range of properties to suit every taste and budget. With our expert knowledge of the area and personalized approach, we strive to make your vacation experience unforgettable. Visit us at 24 South Orleans Road to start planning your dream getaway today.

Located at 29 Main Street in Orleans, Massachusetts, WeNeedaVacation.com is a premier institution offering lodging, real estate, and travel services. Specializing in vacation rentals on Cape Cod, Martha's Vineyard, and Nantucket since 1997, we provide a wide range of options for travelers looking to explore the beautiful beaches, natural landscapes, and unique history of these iconic destinations. From historic Plymouth to the tip of Provincetown, the Cape offers an unparalleled combination of beauty and fun activities. Martha's Vineyard Island boasts six charming towns and 110 square miles of natural beauty, while Nantucket features a preserved main town surrounded by picturesque seaside communities. We offer flexible-length plans with no hidden fees or commissions, guaranteeing booking results and providing personalized services and resources for our members. As the go-to rental site for the Cape & Islands, WeNeedaVacation.com ensures a memorable and stress-free vacation experience. For added protection, travelers can also obtain instant travel insurance quotes through our website.

Cove House Rentals is a reputable real estate agency located at 37 Cranberry Highway in Orleans, Massachusetts. Specializing in vacation rentals, Cove House Rentals offers a wide selection of beautiful properties for visitors looking to enjoy the charming town of Orleans and its surrounding areas. With a dedicated team of professionals, Cove House Rentals is committed to providing top-notch service and helping clients find the perfect vacation rental for their needs. Whether you're looking for a cozy beach cottage or a luxurious waterfront estate, Cove House Rentals has something for everyone. Book your next vacation with Cove House Rentals and experience the best of Cape Cod living.

Beach Road Properties is a reputable real estate agency located at 41 Main Street in Orleans, Massachusetts, United States. Specializing in buying, selling, and renting properties along the picturesque Beach Road, our experienced agents are dedicated to helping clients find their dream beachfront homes or investment properties. With a strong focus on customer service and local expertise, Beach Road Properties is committed to providing personalized and professional real estate services to meet the needs of every client. Whether you are looking for a vacation home, a rental property, or a permanent residence, Beach Road Properties is here to assist you every step of the way. Contact us today to start your real estate journey!

Rent A House On Cape Cod is a premier real estate agency located on Old Duck Hole Road in Orleans, Massachusetts. We specialize in providing luxurious and comfortable rental properties for those looking to experience the beauty of Cape Cod. Our team of experienced professionals is dedicated to helping you find the perfect vacation rental that meets your needs and exceeds your expectations. Whether you are looking for a cozy cottage by the beach or a spacious waterfront estate, we have a wide selection of properties to choose from. Trust Rent A House On Cape Cod to make your vacation on the Cape a truly unforgettable experience.

Kinlin Grover Vacation Rentals is a reputable real estate and travel agency located at 55 Main Street in Orleans, Massachusetts. With a strong focus on providing top-notch vacation rental services, Kinlin Grover offers a wide range of luxurious properties for visitors looking to experience the beauty of Cape Cod. Whether you're planning a romantic getaway or a family vacation, their experienced team is dedicated to helping you find the perfect rental that suits your needs and preferences. From beachfront cottages to charming historic homes, Kinlin Grover Vacation Rentals has something for everyone. Experience the ultimate vacation on Cape Cod with Kinlin Grover Vacation Rentals.

Captain's Walk is a premier real estate and travel agency located at 82 Captain Linnell Road in the charming town of Orleans, Massachusetts. Specializing in luxury properties and unforgettable travel experiences, Captain's Walk offers unparalleled service and expertise to help you find your dream home or plan the perfect getaway. Whether you're looking to buy or sell a property, or seeking a unique travel adventure, Captain's Walk is dedicated to providing exceptional service and personalized attention to meet all of your needs. Visit us today and let us help you navigate your next real estate or travel journey with ease and confidence.

Nauset Rental is a real estate and travel agency located at 3 Main Street in Eastham, Massachusetts. Specializing in Lower and Mid Cape Rentals in towns such as Orleans, Chatham, Harwich, Brewster, and Dennis, Nauset Rental offers secure online payments, damage and travel insurance, and is locally owned and operated with proper licensing and insurance. Guests have raved about their experiences staying at Nauset Rental properties, praising the lovely houses and locations, short walks to beautiful beaches, and amenities such as games and music systems. The owner, Kent, has been described as a joy to work with, accommodating last-minute bookings and even welcoming guests with pets. The properties offer private beach access, stunning views, and a quiet, secluded neighborhood close to activities.

Christie's International Real Estate Atlantic Brokerage is a prestigious real estate agency located at 7 Bayberry Court in Nantucket, Massachusetts. As the exclusive affiliate for Provincetown, Truro, Wellfleet, Eastham, Orleans, Brewster, Chatham, Harwich, and Nantucket, Atlantic Brokerage offers unparalleled expertise and local knowledge to help clients find their dream properties and build long-term wealth. With personalized solutions and a commitment to excellence, Atlantic Brokerage is dedicated to exceeding client expectations. Independently owned and operated, Atlantic Brokerage is a trusted partner in the luxury real estate market. Visit their office at 584 Route 28 in Harwich Port, MA 02646 to discover the difference of working with Christie's International Real Estate Atlantic Brokerage.

Cape Cod Skaket Beach Waterfront Rental is a premier real estate and travel agency located at 193 Skaket Beach Road in Orleans, Massachusetts. Offering exquisite waterfront rental properties with stunning views of Skaket Beach, this institution specializes in providing luxurious accommodations for those looking to experience the beauty of Cape Cod. Whether you're seeking a relaxing beach getaway or a fun-filled family vacation, Cape Cod Skaket Beach Waterfront Rental has the perfect rental for you. Book your stay today and enjoy a truly unforgettable experience on the shores of Cape Cod.

Beach Road Vacation Rentals is a premier real estate and travel agency located at 41 Main Street in Orleans, Massachusetts. Our agency offers a wide selection of vacation rentals along the beautiful Beach Road, providing guests with the perfect accommodations for a relaxing and memorable getaway. Whether you're looking for a cozy beachfront cottage or a spacious vacation home with stunning ocean views, our experienced team is dedicated to helping you find the perfect rental for your needs. With our attention to detail and personalized service, Beach Road Vacation Rentals is your go-to destination for a dream vacation on the Cape Cod coast.

Nauset Rental is a real estate and travel agency located at 56 Main Street in Orleans, Massachusetts. Specializing in Lower and Mid Cape Rentals in towns such as Orleans, Chatham, Harwich, Brewster, and Dennis, Nauset Rental offers secure online payments, damage and travel insurance, and is locally owned and operated with proper licensing and insurance. Guests have raved about their experiences at Nauset Rental properties, praising the beautiful locations, amenities such as games and music systems, and the excellent customer service provided by owner Kent. With private beach access and stunning views, guests have enjoyed the peaceful and secluded atmosphere of the neighborhoods while still being close to activities and attractions.

Rock Harbor Realty is a leading real estate agency located in the picturesque town of Orleans, Massachusetts. Our dedicated team of experienced agents is committed to helping clients find their dream homes or investment properties in the beautiful Cape Cod region. With a focus on personalized service and attention to detail, we strive to make the buying or selling process as smooth and stress-free as possible. Whether you are looking for a cozy beachfront cottage or a luxury waterfront estate, Rock Harbor Realty is here to help you every step of the way. Contact us today to start your real estate journey in Cape Cod!

The Parsonage Inn, located at 202 Main Street in Orleans, Massachusetts, is a historic 250-year-old home offering a unique and charming getaway in East Orleans. Originally used as a Parsonage for the local church in the 19th Century, The Parsonage now provides a blend of historic charm and modern comforts for vacationers visiting Cape Cod. The institution offers a variety of accommodation options to suit different needs, including a cozy three-bedroom cottage and a spacious seven-bedroom house with ensuite bathrooms, designer kitchen, and landscaped garden with a hot tub. Guests can also book one of the four guest bedrooms for a relaxing stay during the shoulder seasons.

Gibson Sotheby's International Realty is a prestigious real estate agency located in Orleans, Massachusetts. Our team of experienced agents specialize in luxury properties, providing unparalleled service to both buyers and sellers. Whether you're looking for a waterfront estate or a cozy cottage, we have the expertise to help you find your dream home. Visit us at 6 Massachusetts 6A to learn more about our exclusive listings and personalized approach to real estate.

Yarmouth Cape Cod is a reputable institution located at 279 Orleans Road in Chatham, Massachusetts, United States. As a real estate agency, they specialize in helping clients find their dream homes or vacation rentals in the beautiful Cape Cod area. Additionally, they also operate as a travel agency, offering personalized vacation planning services for those looking to explore the charming town of Yarmouth and beyond. With their expert knowledge of the local area and dedication to customer satisfaction, Yarmouth Cape Cod is the perfect choice for all your real estate and travel needs in Cape Cod.