TOP 30 Vacation homes for sale in Massachusetts

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Evergreen Home Real Estate is a reputable real estate agency located at 1040 West Street in Pittsfield, Massachusetts. With a team of experienced and knowledgeable agents, they are dedicated to helping clients find their dream homes or sell their properties quickly and efficiently. Whether you are a first-time homebuyer or a seasoned investor, Evergreen Home Real Estate offers personalized service and expert guidance every step of the way. Trust them to make your real estate experience smooth and successful.

Beachcombers Vacation Rentals and Real Estate Sales is a premier real estate and travel agency located in Aquinnah, Massachusetts. Situated at 10 Old South Road, this institution offers a wide range of vacation rentals and properties for sale in this picturesque coastal town. Whether you are looking for a dream vacation rental or interested in purchasing your own piece of paradise, Beachcombers Vacation Rentals and Real Estate Sales has the expertise and resources to help you find the perfect property. With a team of experienced agents and a commitment to exceptional customer service, Beachcombers is your go-to destination for all your real estate and vacation rental needs in Aquinnah, Massachusetts.

Martha's Vineyard Island Home Realty is a premier real estate agency located at 97 Circuit Avenue in Oak Bluffs, Massachusetts. Specializing in properties on beautiful Martha's Vineyard, our team of experienced agents is dedicated to helping clients find their dream island home. Whether you're looking for a cozy cottage, a waterfront estate, or a charming vacation rental, we have the expertise to guide you through the buying or selling process. Trust Martha's Vineyard Island Home Realty to make your island living dreams a reality.

Chatham Vacation Properties is a reputable real estate agency located at 1429 Massachusetts Avenue in Lexington, Massachusetts. Specializing in vacation properties, they offer a wide range of rental and sales options for those looking to experience the beauty of Cape Cod. With a team of experienced agents, Chatham Vacation Properties is dedicated to providing top-notch service and helping clients find their perfect vacation home. Whether you're looking for a quaint cottage by the beach or a luxurious waterfront estate, Chatham Vacation Properties has something for everyone. Visit their office today to start planning your dream vacation in Cape Cod.

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.

My Cape Cod Realty, run by Melanie Cauchon, is a top-rated real estate agency located in the picturesque town of Brewster, Massachusetts. Specializing in properties throughout Cape Cod, our team of experienced agents is dedicated to helping clients find their dream home or vacation rental. Whether you are looking to buy, sell, or rent, we provide personalized service and expert guidance every step of the way. With a deep knowledge of the local market and a commitment to excellence, My Cape Cod Realty is your go-to agency for all your real estate needs on beautiful Cape Cod. Visit us at 326 Blueberry Pond Drive to start your property search today!

The Highland Group at Compass, located at 75 Crest Avenue in Winthrop, Massachusetts, is a premier real estate agency with a 40-year history of excellence. Led by industry veteran Jim Polino, this dynamic team of highly-skilled agents is dedicated to putting their clients' needs first. They work with a diverse range of clients, from first-time buyers to experienced investors, and create personalized strategies to help each client achieve their goals. Clients praise the team for their professionalism, solid advice, and collaborative approach, making the buying or selling process smooth and efficient. The Highland Group has been recognized as a leading home seller in Winthrop for 40 consecutive years and is now backed by Compass' cutting-edge technology and support. Sales staff receive ongoing training and education to stay up-to-date with industry trends, and strong relationships with mortgage lenders ensure a high success rate with buyer financing. The Highland Group at Compass is committed to providing the highest level of service to every client, resulting in repeat business and referrals. With their elite client care and dedication to finding everyone their perfect place in the world, the Highland Group is truly shining a new light on real estate.

Jack Conway North Attleboro is a reputable real estate agency located at 855 East Washington Street in North Attleborough, Massachusetts. With a team of experienced and knowledgeable real estate professionals, they are dedicated to helping clients buy, sell, or rent properties in the area. Whether you are looking for a new home, an investment property, or commercial real estate, Jack Conway North Attleboro is committed to providing top-notch service and expertise to meet your real estate needs. Contact them today to start your real estate journey!

Welcome to Key Realty, your trusted real estate agency located on Flintstone Road in the beautiful town of Windsor, Massachusetts. At Key Realty, we are committed to advising, guiding, counseling, and advocating for our clients through every step of the real estate transaction process. From the initial consultation to the closing celebration, we are by your side to ensure a seamless and successful experience. Led by Nadine Hiser, a compassionate and professional real estate expert with 35 years of experience as a real estate investor and over 22 years in real estate sales, our team specializes in the purchase and sale of homes, investment properties, estates, farms, unique homes, and bank-owned or foreclosure properties. Nadine and her team are renowned for their exceptional customer service, attention to detail, and unwavering commitment to their clients.

Stone House Properties is a reputable real estate agency located at 35 Railroad Street in Great Barrington, Massachusetts, United States. With a team of experienced agents, including the highly praised Melissa Dimassimo, Stone House Properties is dedicated to providing exceptional service to clients during all stages of the real estate process. Whether you are buying, selling, or renting a property, the team at Stone House Properties is committed to making the experience as smooth and stress-free as possible. Contact Stone House Properties today for all of your real estate needs.

The Berkshires Cottage is a charming real estate and travel agency located at 87 Blunt Road in Great Barrington, Massachusetts. Specializing in vacation rentals and property sales in the picturesque Berkshires region, our agency offers a wide range of cozy cottages, luxurious estates, and scenic properties for visitors and residents alike. Whether you're looking for a weekend getaway or a permanent vacation home, our experienced team is dedicated to helping you find the perfect place to call your own in this beautiful corner of the United States. Visit us at The Berkshires Cottage and let us help you make your dream of living in the Berkshires a reality.

Island Real Estate is a prestigious real estate agency located at 107 Beach Road in Tisbury, Massachusetts. Specializing in waterfront properties and luxury homes, Island Real Estate offers a unique opportunity to own a piece of paradise on Martha's Vineyard. With panoramic views and exclusive listings like the Harthaven Waterfront Compound, this agency is the go-to destination for those seeking a dream home or vacation property. Whether you are looking to buy, sell, or rent, Island Real Estate's team of experienced agents is dedicated to helping you find the perfect property to suit your needs. Contact us today to start your journey to owning a piece of the beautiful Martha's Vineyard coastline.

Hernandez Furniture & Travel is a one-stop destination for all your home furnishing and travel needs. Located at 433 Main Street in Holyoke, Massachusetts, this store offers a wide range of high-quality furniture, home goods, and travel accessories. Whether you're looking to update your living room decor or plan your next vacation, Hernandez Furniture & Travel has you covered. With a friendly and knowledgeable staff ready to assist you, you'll find everything you need to make your house feel like a home and your travels unforgettable.

Beach Realty is a premier real estate and travel agency located at 133 North Shore Boulevard in Sandwich, Massachusetts. Our experienced team of agents specializes in buying and selling beachfront properties, vacation rentals, and investment properties in the beautiful coastal town of Sandwich. Whether you are looking for a dream beach house or planning a relaxing getaway, Beach Realty is here to help you find the perfect property to suit your needs. Contact us today to start your beachfront living experience!

Berkshire Hathaway HomeServices Barnbrook Realty is a prestigious real estate agency located in the charming town of Great Barrington, Massachusetts. Situated at 271 Main Street, this agency specializes in helping clients buy and sell residential properties in the picturesque Berkshire region. With a team of experienced and knowledgeable real estate professionals, Berkshire Hathaway HomeServices Barnbrook Realty provides top-notch service and guidance to clients looking to find their dream home or investment property. Whether you are a first-time homebuyer or a seasoned investor, this agency is dedicated to helping you navigate the real estate market with ease and confidence.

CP Property Group is a reputable real estate agency located at 672 Chestnut Street in Springfield, Massachusetts, United States. With a team of experienced and dedicated professionals, CP Property Group specializes in buying, selling, and renting residential and commercial properties in the local area. Whether you are looking for your dream home, a new office space, or an investment property, CP Property Group is committed to providing top-notch service and expertise to help you achieve your real estate goals. Contact us today to learn more about how we can assist you with all of your real estate needs.

The Ponds at Foxhollow is a secluded resort located in the heart of the Berkshire Mountains at 3 Fox Hollow Drive, Lenox, Massachusetts. The resort offers one and two bedroom condominiums for timesharing or rental purposes, each with a master bedroom, fully equipped kitchen, living area with a double sleeper sofa, and a deck overlooking a picturesque pond. The property spans 223 acres, perfect for hiking in the warmer months and cross country skiing in the winter. The resort also offers outdoor activity equipment and canoes for guests to use. With breathtaking mountain views and a variety of recreational and cultural activities nearby, The Ponds at Foxhollow is the perfect destination for a relaxing getaway. Please note that the hot tub is temporarily out of service, but a new one is on the way.

Casas is a charming institution located at 5 Sandy Hill Lane in Provincetown, Massachusetts. This cozy establishment offers a variety of accommodation options, including comfortable rooms and suites, perfect for a relaxing getaway. Guests can enjoy the peaceful surroundings and beautiful views of the surrounding area. Casas is known for its friendly staff, excellent service, and convenient location near popular attractions and activities. Whether you are looking for a romantic retreat or a fun family vacation, Casas is the perfect choice for your stay in Provincetown.

Pilgrim Beach Village is a premier real estate and travel agency located at 174 Shore Road in Truro, Massachusetts. Our agency specializes in providing luxurious beachfront properties for sale or rent, as well as personalized travel experiences for those looking to explore the beautiful Cape Cod area. With a team of experienced agents and travel experts, Pilgrim Beach Village is committed to helping clients find their dream vacation home or plan the perfect getaway. Whether you're looking for a relaxing beach retreat or an adventurous outdoor excursion, Pilgrim Beach Village has the resources and expertise to make your travel dreams a reality. Visit us today and let us help you create unforgettable memories on the stunning shores of Truro, Massachusetts.

Barnbrook Realty is a reputable real estate agency located at 27 Housatonic Street in Lenox, Massachusetts. With a team of experienced and knowledgeable agents, Barnbrook Realty specializes in helping clients buy and sell residential and commercial properties in the Lenox area. Whether you are looking for a cozy home in the heart of town or a spacious office space for your business, Barnbrook Realty is dedicated to providing top-notch service and helping you find the perfect property to meet your needs. Contact Barnbrook Realty today to start your real estate journey in Lenox, Massachusetts.

Taggart House is a unique institution located at 18 Main Street in the charming town of Stockbridge, Massachusetts. As a health center, Taggart House offers a range of services aimed at promoting wellness and holistic healing. Whether you're looking for acupuncture, massage therapy, or nutritional counseling, their team of experienced professionals is dedicated to helping you achieve optimal health. In addition to their health services, Taggart House also operates as a real estate agency, assisting clients in finding their dream home in the picturesque Berkshires region. With a deep knowledge of the local market and a commitment to personalized service, their team can help you navigate the real estate process with ease.

Stone House Properties LLC is a reputable real estate agency located in Pittsfield, Massachusetts, United States. Specializing in buying, selling, and renting residential properties, our experienced team of professionals is dedicated to providing top-notch services to our clients. Whether you are looking for a cozy starter home or a luxurious estate, we have the expertise to help you find the perfect property to suit your needs. With a focus on customer satisfaction and attention to detail, Stone House Properties LLC is the go-to agency for all your real estate needs in the Pittsfield area.

Evergreen Buyer Brokers is a reputable real estate agency located at 1040 West Street in Pittsfield, Massachusetts, United States. With a team of experienced and dedicated buyer brokers, we specialize in helping clients find their dream homes in the Berkshire County area. Our personalized approach ensures that each client receives individualized attention and expert guidance throughout the home buying process. Whether you are a first-time homebuyer or looking to upgrade to a new property, Evergreen Buyer Brokers is committed to helping you find the perfect home to suit your needs and budget. Contact us today to start your journey towards finding your forever home.

Halstead Hopkinton is a premier real estate agency located at 5 Woodview Way, Hopkinton, Massachusetts, United States. Our institution offers a luxurious and vibrant community for those looking to socialize, relax, and stay active. Our club room is the perfect spot for off-the-clock entertainment, where you can leave the planning to us and simply show up to enjoy. Stay in shape at our state-of-the-art fitness center, equipped with top-of-the-line machines for all your workout needs.

Lands End Realty, Inc. is a reputable real estate agency located at 1010 Grand Army of the Republic Highway in Swansea, Massachusetts, United States. With a team of experienced and knowledgeable agents, they provide top-notch services in buying, selling, and renting properties. Whether you are looking for a new home, investment property, or commercial space, Lands End Realty, Inc. is dedicated to helping you find the perfect real estate solution to meet your needs. Contact them today to start your real estate journey with confidence.

Linden Tree Carriage House is a charming real estate and travel agency located at 252R High Street in the picturesque town of Newburyport, Massachusetts. Our dedicated team of professionals is committed to helping clients find their dream home or plan the perfect getaway. With a focus on personalized service and attention to detail, Linden Tree Carriage House is the go-to destination for all your real estate and travel needs. Visit us today and let us help you turn your dreams into reality.

Feiner Real Estate is a premier real estate agency located at 80 Beach Plum Lane in Chilmark, Massachusetts. Specializing in luxury properties and waterfront homes, our team of experienced agents is dedicated to helping clients find their dream home on Martha's Vineyard. With a reputation for exceptional service and expertise in the local market, Feiner Real Estate is the go-to agency for those looking to buy or sell property in this exclusive area. Contact us today to start your real estate journey with us.

Flanders Up-Island Real Estate is a premier real estate agency located in Chilmark, Massachusetts. Situated at 39 State Road, this agency specializes in buying and selling properties on Martha's Vineyard's scenic up-island region. With a team of experienced and knowledgeable real estate agents, Flanders Up-Island Real Estate provides top-notch service to clients looking to find their dream home or investment property in this sought-after area. Whether you are looking for a waterfront property, a charming cottage, or a luxury estate, Flanders Up-Island Real Estate can help you navigate the competitive real estate market on Martha's Vineyard. Contact them today to start your property search or to list your home for sale.

Roooney & Company of Martha's Vineyard, Inc. is a reputable real estate agency located on Lily Farm Road in West Tisbury, Massachusetts, United States. With a strong presence in the local market, they specialize in helping clients buy, sell, and rent properties on the beautiful island of Martha's Vineyard. Their experienced team of agents provides personalized service and expert guidance to ensure a smooth and successful real estate transaction. Whether you are looking for a vacation home, investment property, or permanent residence, Roooney & Company of Martha's Vineyard, Inc. is dedicated to helping you find the perfect property to suit your needs.

Kelleher Real Estate Services of MV, Inc. is a reputable real estate agency located at 16 South Vine Lane in the charming town of West Tisbury, Massachusetts. With a team of experienced and dedicated professionals, they specialize in helping clients buy, sell, and rent properties on the beautiful island of Martha's Vineyard. Whether you are looking for a vacation home, investment property, or your dream house, Kelleher Real Estate Services of MV, Inc. is committed to providing exceptional service and finding the perfect property to suit your needs. Contact them today to start your real estate journey on Martha's Vineyard.