TOP 30 Best Vacation homes for sale in Massachusetts

Crumpin-Fox Club is a prestigious 18-hole golf course located in Bernardston, Massachusetts. Founded in 1969 by David Berleson, the course was designed by Roger Rulewich of Robert Trent Jones, Inc. The front nine holes were built first, followed by extensive renovations to the back nine holes, driving range, and irrigation system. The course features bent grass fairways and opened in June of 1990. Our mission at Crumpin-Fox Club is to provide an enjoyable and challenging golf experience while promoting the values of the game. The club is also home to Zeke's Grill, a popular restaurant named after the beloved family dog who made the course his home in 1991. Zeke's Grill serves classic pub food and comfort dishes, perfect for golfers, locals, and travelers alike.

Shilalis Real Estate is a reputable real estate agency located at 443 Mount Auburn Street in Watertown, Massachusetts. With a strong presence in the local market, Shilalis Real Estate offers a wide range of services for buyers, sellers, and renters. Their team of experienced agents provides personalized assistance and guidance throughout the entire real estate process, ensuring a smooth and successful transaction. Whether you are looking to buy, sell, or rent a property, Shilalis Real Estate is committed to helping you achieve your real estate goals. Contact them today to learn more about their services and how they can assist you with your real estate needs.

Foran Realty Inc. is a reputable real estate agency located at 543 Main Street in Dennis, Massachusetts, United States. With a team of experienced and dedicated real estate professionals, Foran Realty Inc. offers a wide range of services including buying, selling, and renting properties in the area. Whether you are looking for your dream home or trying to sell your property, Foran Realty Inc. is committed to providing top-notch service and expertise to help you achieve your real estate goals. Contact them today to experience the difference their personalized approach can make in your real estate transactions.

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!

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.

Great Island Ocean Club is a premier destination for those seeking a luxurious and relaxing getaway in Yarmouth, Massachusetts. Located at 3 Television Lane, this institution offers a range of services including lodging, real estate, and travel assistance. Whether you are looking to rent a stunning oceanfront property, purchase a vacation home, or plan the perfect getaway, Great Island Ocean Club has you covered. With top-notch amenities, breathtaking views, and exceptional customer service, this institution is the perfect choice for those looking to experience the best that Cape Cod has to offer.

Safe Harbor Green Harbor is a storage and store institution located at 239 Dyke Road in Marshfield, Massachusetts, United States. We take pride in caring for your boat with passion and meticulous attention to detail. As a Member of Safe Harbor, you have access to our premium locations, amenities, events, and unparalleled boating lifestyle opportunities. One 3 Nine is a local spot that has been serving up fresh American classics for over 30 years. With a menu featuring a wide variety of delicious offerings such as burgers, salads, tacos, fish and chips, flatbreads, and tantalizing desserts, it's the perfect place to relax and enjoy a meal with stunning waterside views, full bar service, and TVs to catch the big game.

First Choice Realty | First Choice Dorsey Group is a reputable institution located at 1396A Beacon Street, Brookline, Massachusetts, United States. As a general contractor and real estate agency, we have a dedicated team of skilled and trained real estate agents who specialize in buyer, seller, and rental representation. Our agents cover the metro-Boston area, including Brookline and Cambridge, offering exclusive off-market listings to our clients. The First Choice Dorsey Group, affiliated with Compass, is known for their expertise in buying and selling properties, increasing ROI for investment properties, real estate development, and property management. Our experienced team strives to provide the best competitive advantages the market has to offer, ensuring a successful and efficient real estate transaction for our clients.

Lion Gate Real Estate Inc. is a premier real estate agency located at 180 Morgan Street in Fall River, Massachusetts, United States. Our experienced team of real estate professionals is dedicated to helping clients buy, sell, and rent properties in the area. Whether you are looking for your dream home, investment property, or commercial space, we are here to guide you every step of the way. Contact us today to start your real estate journey with Lion Gate Real Estate Inc.

The Pinehills, located at 33 Summerhouse Drive in Plymouth, Massachusetts, is a unique institution that combines the charm of a New England village with modern amenities. As a general contractor and real estate agency, The Pinehills offers inspired new homes and daily adventures just 45 miles from Boston and near Cape Cod. Whether you are an outdoor enthusiast, a food lover, a history buff, or a golf aficionado, The Pinehills has something for everyone. With artfully crafted new homes nestled among towering pines and some with ocean views, the institution offers a range of housing options including custom homes, cottages, townhomes, condominiums, and luxury apartments for rent.

The Country Club of Greenfield is a prestigious and exclusive institution located at 244 Country Club Road in Greenfield, Massachusetts, United States. With its lush green surroundings and top-notch facilities, the club offers a wide range of amenities for its members including a beautiful golf course, tennis courts, swimming pool, and fine dining options. Whether you are looking to relax and unwind or engage in some friendly competition, the Country Club of Greenfield provides the perfect setting for a luxurious and enjoyable experience.

Welcome to Sandcastle, a charming 4-star, 55 active-lifestyle manufactured housing community located in the heart of Attleboro, Massachusetts. Nestled at 11 Drawbridge Lane, our community offers a unique blend of comfort, convenience, and community spirit, making it the perfect place to build your dreams. Discover the natural beauty of Bristol County, renowned for its scenic waterways, unspoiled coastline, and miles of picturesque nature trails. Sandcastle provides a vibrant and engaging environment, featuring amenities designed to keep you active and healthy. Meet new friends at our multi-purpose clubhouse, take a refreshing dip in our spacious outdoor swimming pool, or relax by the fire pit and barbecue area. There's truly something for everyone here!

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.

T.J. Maxx is a popular department store located at 846 Lexington Street in Waltham, Massachusetts, United States. This store offers a wide selection of clothing, accessories, jewelry, and home goods at discounted prices. With a variety of brands and styles to choose from, T.J. Maxx is a go-to destination for fashion-forward shoppers looking for great deals on quality merchandise. Whether you're in need of a new outfit, a gift for a loved one, or just want to spruce up your home decor, T.J. Maxx has something for everyone. Visit us today to discover the latest trends and unbeatable prices!

Red Tree Real Estate is a reputable real estate agency located at 193 Harvard Street in Brookline, Massachusetts, serving the Greater Boston area since 2013. Our team is dedicated to helping you find the perfect property at a price you can afford. Situated in the vibrant Coolidge Corner neighborhood, we are deeply rooted in the community and have a wealth of experience in buying, selling, and renting properties throughout Greater Boston. With a decade of expertise in the local market, we understand the unique stories and characteristics of each neighborhood, town, and village in the Greater Boston area. Our team works tirelessly to find the ideal match for your needs and preferences. Whether you are interested in buying, selling, or renting, Red Tree Real Estate offers proven strategies and techniques to make your property stand out from the competition.

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.

Monarch Realty, Inc. is a reputable real estate agency located at 97 Summer Street in Adams, Massachusetts, United States. With a team of experienced and knowledgeable agents, Monarch Realty, Inc. specializes in helping clients buy, sell, and rent residential and commercial properties in the area. Whether you are looking for your dream home, investment property, or office space, Monarch Realty, Inc. is dedicated to providing top-notch service and finding the perfect property to meet your needs. Contact them today to start your real estate journey with confidence and peace of mind.

Sand Dollar Realty is a premier real estate agency located at 449 Massachusetts 6A in Sandwich, Massachusetts. Our experienced agents specialize in helping clients find their dream homes or investment properties in the picturesque town of Sandwich. We also offer vacation rental services for those looking to explore the beautiful Cape Cod area. Whether you're looking to buy, sell, or rent, Sand Dollar Realty is here to assist you every step of the way. Contact us today to start your real estate journey!

Doherty Properties is a full-service real estate agency located in Chelmsford, Massachusetts. We offer a wide range of services including rentals, sales, retail, commercial, investment, property management, and legal services. Our experienced agents and staff are dedicated to guiding clients through every step of the real estate transaction process. At Doherty Properties, our mission is to provide cutting-edge technology and access to the best rental and sales database in the region. We strive to help clients understand the value of their properties and provide exceptional service throughout their real estate journey.

Lucky Duck Pools is a reputable general contractor and store located at 72 Mink Street in Seekonk, Massachusetts. Specializing in all things pool-related, they offer a wide range of services including pool installation, maintenance, and repair. With a team of experienced professionals, Lucky Duck Pools is dedicated to providing top-notch customer service and high-quality products to meet all of your swimming pool needs. Visit their store today to turn your backyard into the ultimate oasis!

Ocean Harbor House is a premier real estate and travel agency located at 101 Brick Hill Road in Orleans, Massachusetts. Our team of experienced professionals is dedicated to helping clients find their dream vacation home or investment property along the stunning coast of Cape Cod. Whether you're looking for a cozy beach cottage or a luxurious waterfront estate, Ocean Harbor House has the expertise and resources to make your real estate dreams a reality. Additionally, our travel agency services can help you plan the perfect getaway to this picturesque seaside destination. Contact us today to start your journey towards owning a piece of paradise or booking the vacation of a lifetime.

The Cottage at Blue Heron Farm is a charming lodging option located at 212 Warner Hill Road in the picturesque town of Charlemont, Massachusetts, United States. Situated on a serene farm property, guests can enjoy a peaceful retreat surrounded by nature. The cozy cottage offers comfortable accommodations and a tranquil atmosphere, perfect for a relaxing getaway. Whether you're looking to unwind in the countryside or explore the nearby attractions, The Cottage at Blue Heron Farm provides a unique and inviting place to stay.

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!

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.

Garfield Townehouse is a premier real estate and travel agency located at 194 Main Street in Lee, Massachusetts. Our dedicated team of professionals are committed to helping clients find their dream homes or plan the perfect vacation getaway. With years of expertise in the industry, we offer personalized service and expert guidance to ensure a seamless and stress-free experience. Whether you're looking to buy or sell a property, or book a memorable trip, Garfield Townehouse is your trusted partner in making your real estate and travel dreams a reality. Contact us today to learn more about our services and how we can assist you.

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.

Stone House Properties LLC is a reputable real estate agency located at 38 Main Street in West Stockbridge, Massachusetts, United States. The agency is known for providing exceptional service to their clients, as evidenced by glowing testimonials from satisfied customers. Whether you are looking to buy or sell a property, the team at Stone House Properties LLC, led by experienced realtors Katie Soules and Jeff Astore, will guide you through the process with professionalism and expertise. Their attention to detail, excellent communication skills, and dedication to client satisfaction make them a top choice for anyone in the Berkshire County area looking to navigate the real estate market. Trust Stone House Properties LLC to help you find your dream home or successfully sell your property with ease.

Greylock Realty is a reputable real estate agency located at 83 Summer Street in Adams, Massachusetts. With a team of experienced and knowledgeable agents, Greylock Realty is dedicated to helping clients buy, sell, and rent properties in the area. Whether you are looking for a new home, commercial space, or investment property, Greylock Realty is committed to providing professional and personalized service to meet your real estate needs. Contact them today to start your real estate journey in Adams, Massachusetts.

Molyneux Realty is a reputable real estate agency located at 58 Patterson Road in Worthington, Massachusetts, United States. Our team of experienced and knowledgeable agents is dedicated to helping clients buy, sell, or rent properties in the area. Whether you are looking for a cozy starter home, a spacious family residence, or a luxurious vacation property, we are here to assist you every step of the way. With a commitment to exceptional customer service and a thorough understanding of the local market, Molyneux Realty is the go-to agency for all your real estate needs in Worthington and beyond. Contact us today to learn more about how we can help you achieve your real estate goals.

Gatehouse Group is a reputable real estate agency located at 120 Forbes Boulevard in Mansfield, Massachusetts, United States. With a team of experienced agents, they provide top-notch services for buying, selling, and renting properties in the area. Whether you are a first-time homebuyer or a seasoned investor, Gatehouse Group is dedicated to helping you find the perfect property to meet your needs. Their commitment to excellence and personalized service sets them apart in the competitive real estate market. Contact Gatehouse Group today to start your journey towards finding your dream home.