TOP 30 Vacation homes in Massachusetts

FearlessRose vacation rental is a cozy and welcoming lodging institution located on Appleton Street in Springfield, Massachusetts, United States. Our rental property offers a comfortable and stylish accommodation option for travelers looking to experience the charm of Springfield. With modern amenities, spacious rooms, and a convenient location, FearlessRose vacation rental is the perfect choice for a relaxing and enjoyable stay in the area. Whether you are visiting for business or pleasure, our institution provides a peaceful retreat where you can unwind and recharge during your trip. Book your stay with us today and experience the comfort and convenience of FearlessRose vacation rental.

Cape Cod Vacation Rentals is a reputable real estate and travel agency located at 33 Bradford Street in Concord, Massachusetts. Specializing in providing high-quality vacation rental properties in the picturesque Cape Cod area, our agency offers a wide range of accommodations to suit every traveler's needs. Whether you're looking for a cozy beachfront cottage or a spacious luxury villa, our team of experienced agents is dedicated to helping you find the perfect vacation rental for your next getaway. With personalized service and attention to detail, Cape Cod Vacation Rentals is your go-to destination for a memorable and relaxing vacation experience on the beautiful shores of Cape Cod.

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.

My Cape Cod Vacation Home is a coastal retreat located in Dennis Port, Massachusetts, offering a peaceful getaway on beautiful Cape Cod. Our lodging establishment features 5 uniquely designed guest rooms, each providing a tranquil environment for a restful night's sleep. Situated within walking distance to the beach, guests can enjoy the sun, sand, and surf just moments away. Additionally, our property boasts a cozy fire pit for evening relaxation and central air conditioning for ultimate comfort. Whether you're looking for a relaxing beach vacation or a convenient home base for exploring all that Cape Cod has to offer, My Cape Cod Vacation Home is the perfect choice.

The Sherman Guest Home is a charming lodging establishment located at 326 Lexington Street in the heart of Waltham, Massachusetts. This cozy guest home offers a warm and inviting atmosphere for visitors looking for a comfortable and convenient place to stay. With spacious rooms, modern amenities, and a friendly staff, guests can relax and unwind in style. The Sherman Guest Home is the perfect choice for travelers seeking a home away from home in the beautiful city of Waltham.

Vacation Inn Cape Cod is a charming lodging establishment located at 53 Teaticket Highway in Falmouth, Massachusetts. This cozy inn offers comfortable accommodations and top-notch amenities for travelers looking to experience the beauty of Cape Cod. Whether you're looking to relax on the nearby beaches, explore the quaint towns of the Cape, or indulge in delicious seafood, Vacation Inn Cape Cod is the perfect home base for your getaway. With friendly staff and a convenient location, this inn is a great choice for your next vacation in the United States.

Berkshire Homes and Condos is a reputable real estate agency located at 48 Saint Ann's Avenue in Lenox, Massachusetts, United States. Specializing in luxury homes and vacation condos in the picturesque Berkshire region, this agency offers exclusive listings and full property details for interested buyers and renters. With prices and inventory updated as of April 5, 2024, Berkshire Homes and Condos provides unparalleled service and expertise in the local real estate market. To access their full range of properties and continue your search, simply agree to their Terms of Use.

Jiminy Peak Vacation Home Rentals is a real estate and travel agency located at 37 Corey Road in Hancock, Massachusetts, United States. We offer cozy vacation homes perfect for winter weekends, holiday periods, and spring, summer, and fall getaways. For winter weekends and holiday periods, we require a 7-day cancellation notice with a 10% cancellation fee of the total reservation. For midweek stays during non-holiday periods, we require a 48-hour cancellation notice with the same cancellation fee policy.

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.

High Pocket Vacation Rental is a charming lodging located at 38 Adams Place in the picturesque town of Colrain, Massachusetts, United States. Nestled in a serene and peaceful setting, this vacation rental offers a cozy and comfortable stay for guests looking to escape the hustle and bustle of everyday life. With well-appointed accommodations and a range of amenities, High Pocket Vacation Rental is the perfect home away from home for your next getaway. Whether you're looking to relax and unwind or explore the beautiful surroundings, this institution provides a welcoming and inviting atmosphere for all visitors.

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.

Arthouse Vacation Rental is a unique lodging option located at 256 Amory Street in Boston, Massachusetts. This institution offers a one-of-a-kind experience for travelers looking for a cozy and artistic place to stay during their visit to the city. As a combination of a lodging, real estate agency, and travel agency, Arthouse Vacation Rental provides guests with a comfortable and memorable stay in a prime location. With a focus on creativity and design, this institution offers a range of accommodation options to suit every traveler's needs. Experience the charm of Boston while staying at Arthouse Vacation Rental.

Karen M. Overtoom Real Estate and Vacation Rentals is a premier real estate and travel agency located in the picturesque town of West Tisbury, Massachusetts. With a prime location at 33 Scotchmans Lane, this institution offers a wide range of services to help clients find their dream vacation rental or perfect property. Whether you're looking for a cozy cabin in the woods or a luxurious beachfront villa, the experienced team at Karen M. Overtoom Real Estate and Vacation Rentals is dedicated to helping you find the perfect getaway. With their knowledge of the local area and commitment to customer satisfaction, you can trust that you're in good hands when working with this reputable agency. Experience the beauty of Martha's Vineyard with the help of Karen M. Overtoom Real Estate and Vacation Rentals.

Martha's Vineyard Vacation Rentals & Real Estate is a premier real estate and travel agency located at 107 Beach Road in Tisbury, Massachusetts, United States. Specializing in luxury vacation rentals and real estate properties on the beautiful Martha's Vineyard island, our dedicated team is committed to providing exceptional service and helping clients find their perfect getaway or dream home. Whether you are looking for a relaxing vacation rental or interested in investing in property on the island, Martha's Vineyard Vacation Rentals & Real Estate has the expertise and resources to make your experience unforgettable. Contact us today to start planning your Martha's Vineyard escape!

CAPTAIN MORSE HOUSE Vacation Rental is a charming lodging option located at 80 North Water Street in the picturesque town of Edgartown, Massachusetts. This historic property offers a unique and cozy atmosphere for guests looking to experience the beauty of Martha's Vineyard. As a real estate and travel agency, CAPTAIN MORSE HOUSE Vacation Rental provides top-notch customer service and a range of accommodation options to suit every traveler's needs. Whether you're looking for a romantic getaway or a family vacation, this institution is the perfect choice for your next holiday.

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.

South Shore Real Estate, Vacation Living, Vacation Rentals & Lifestyles is a premier real estate agency located at 37 Front Street in Scituate, Massachusetts. Whether you are looking to buy, sell, or rent a property, our team is here to support and guide you through the entire process. With expertise in new construction, land acquisition, and investment properties, we can help you turn your real estate dreams into reality. In addition to traditional real estate services, we also specialize in vacation rentals and lifestyle experiences. If you are searching for a special place for a vacation, wedding, or retreat, we can make it happen. We can also provide recommendations for top local inns, hotels, and B&Bs to enhance your stay on the South Shore.

Atlantic Vacation Homes is a premier vacation rental and real estate company located in Cape Ann, Massachusetts. With 40 years of experience, we specialize in creating dream vacations for our guests in Gloucester, Rockport, and throughout Boston's North Shore. Our properties are situated in sea-faring communities known for some of the best beaches on the east coast. From pristine beaches to world-class museums, art colonies, festivals, and fresh seafood, Cape Ann has something for everyone. Our vacation rentals cater to every need and budget, offering a comfortable and convenient stay with stunning views and central locations. We prioritize diversity and inclusion, creating a welcoming and respectful environment for our guests, employees, and community partners. As a locally owned company, we give back to the community through supporting local organizations and initiatives. Book your stay with Atlantic Vacation Homes for a memorable and enjoyable experience on Boston's North Shore.

East Sandwich Luxury Vacation Rental is a premier real estate agency located at 11 Fort Hill Road in the charming town of Sandwich, Massachusetts. Our agency specializes in offering luxurious vacation rentals in the East Sandwich area, providing guests with top-notch accommodations and exceptional service. Whether you are looking for a beachfront property, a cozy cottage, or a spacious family home, we have a wide selection of rental options to choose from. With stunning views, upscale amenities, and a prime location near the beach, our vacation rentals are the perfect choice for a memorable getaway on Cape Cod. Book your stay with East Sandwich Luxury Vacation Rental and experience the ultimate in relaxation and comfort.

ProHost - Vacation Rentals and Management is a reputable real estate and travel agency located at 197 Palmer Avenue in Falmouth, Massachusetts, United States. Specializing in vacation rentals and property management, our team is dedicated to providing top-notch service to both property owners and vacationers alike. Whether you are looking for the perfect vacation rental or need assistance managing your property, ProHost is here to help. With years of experience in the industry, you can trust us to handle all your real estate and travel needs with professionalism and expertise. Contact us today to learn more about our services and how we can help make your next vacation or property management experience a success.

The Calico Seahorse-Beach Vacation Rentals is a unique institution located at 90 White Horse Road in Plymouth, Massachusetts, United States. As a real estate and travel agency, we offer 7 beach-themed bungalows just a 5-minute walk from White Horse Beach. Each bungalow is a dream destination, fully furnished with everything you need for a beach getaway, including a beach wagon filled with chairs, umbrellas, and boogie boards, as well as an outdoor shower, community fire pit, and your own gas grill. Our accommodations include a Studio that sleeps 2, three 1-bedroom bungalows that sleep 5, two 2-bedroom bungalows that sleep 7, and a 4-bedroom Main house that sleeps 11. All of our bungalows are fully stocked with a kitchen, stainless steel appliances, drip coffee maker, and a Keurig. Each bungalow is themed after places we have traveled around the world, adding a colorful and whimsical touch to the property.

Nashaquisset is a charming village located on the beautiful island of Nantucket in Massachusetts. This idyllic getaway offers vacation rentals in the form of homes and cottages, perfect for those looking for a peaceful and relaxing retreat. Whether you are looking for a cozy cottage for a romantic getaway or a spacious home for a family vacation, Nashaquisset has a variety of options to suit your needs. As a lodging, real estate, and travel agency, we are dedicated to providing exceptional service to our guests and helping them create unforgettable memories on Nantucket. Visit us at 7 Washaman Avenue to start planning your dream vacation today.

Pilgrims Bliss Nantucket Vacation Home Rental is a luxurious and spacious accommodation located at 27 Pilgrim Road in Nantucket, Massachusetts, United States. This real estate and travel agency offers a main house and guest house that can accommodate up to 24 guests, making it perfect for large families or groups. The property features a heated salt water pool, a pond filled with ducks, a large yard, and is just a short stroll away from town and beaches. The newly updated "Pilgrim's Bliss" provides a unique combination of comfort and convenience, with a 6 bedroom main house and guest house, outdoor living areas, fireplaces, and a private flower-lined path leading to a peaceful pond. The property offers privacy from tall trees and hedges, creating a calm and luxurious setting for guests to enjoy.

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located at 4 Wianno Avenue in Barnstable, Massachusetts, United States. With a reputation for excellence in the vacation rental industry, Kinlin Grover offers a wide range of luxury properties for rent in the beautiful Cape Cod area. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious family home, Kinlin Grover has the perfect vacation rental for you. Their team of experienced agents is dedicated to helping you find the ideal accommodation for your next getaway, ensuring a memorable and stress-free vacation experience. Experience the best of Cape Cod with Kinlin Grover Vacation Rentals.

Property Cape Cod Vacation Rentals is a premier real estate and travel agency located in the heart of Barnstable, Massachusetts. We specialize in providing top-notch vacation rental properties on the beautiful Cape Cod peninsula. Our dedicated team of professionals is committed to helping you find the perfect rental for your next getaway, whether you're looking for a cozy beach cottage or a luxurious waterfront estate. With our extensive knowledge of the area and personalized service, we strive to make your vacation experience unforgettable. Contact us today to start planning your dream Cape Cod vacation!

The Laurel Cape Cod Vacation Rental is a charming property located at 3 Laurel Lane in Truro, Massachusetts. This beautifully appointed vacation rental is managed by a reputable real estate and travel agency, offering guests a unique and memorable experience on Cape Cod. With its prime location and comfortable accommodations, The Laurel is the perfect destination for those looking to relax and unwind on the picturesque shores of Cape Cod. Whether you're seeking a romantic getaway or a family vacation, The Laurel Cape Cod Vacation Rental is the ideal choice for your next escape.

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located at 374 Commercial Street in picturesque Provincetown, Massachusetts. With a wide range of vacation rental properties to choose from, Kinlin Grover offers luxury accommodations for every traveler's needs. Whether you're looking for a cozy beachfront cottage or a spacious waterfront estate, their team of experienced agents is dedicated to helping you find the perfect vacation rental. With a reputation for exceptional customer service and attention to detail, Kinlin Grover Vacation Rentals is the go-to agency for your next getaway in Provincetown.

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located in Truro, Massachusetts. Situated at 314 U.S. 6, this institution offers a wide range of vacation rental properties for those looking to explore the beautiful Cape Cod area. Whether you're seeking a beachfront cottage, a cozy cabin in the woods, or a luxurious waterfront estate, Kinlin Grover has the perfect accommodation for your getaway. With exceptional customer service and a knowledgeable staff, you can trust Kinlin Grover Vacation Rentals to help you plan an unforgettable vacation experience.

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located at 1990 Main Street in Brewster, Massachusetts. Specializing in vacation rentals, they offer a wide range of properties for visitors looking to experience the beauty of Cape Cod. Whether you're looking for a beachfront cottage, a cozy cabin in the woods, or a luxurious oceanfront estate, Kinlin Grover has the perfect accommodation for your getaway. With exceptional customer service and a dedication to providing top-notch accommodations, Kinlin Grover Vacation Rentals is the go-to agency for your next Cape Cod vacation.

Cape Cod Homes Vacation is a reputable real estate agency located at 109 Pawkannawkut Drive in Yarmouth, Massachusetts. We specialize in providing vacation rental homes on Cape Cod, offering a wide selection of properties to suit every traveler's needs and preferences. Whether you are looking for a cozy cottage by the beach or a spacious family home with stunning views, our experienced team is dedicated to helping you find the perfect vacation rental for your stay on Cape Cod. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Contact us today to start planning your dream Cape Cod getaway!