TOP 30 Best Massachusetts vacations in Massachusetts

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.

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.

New England Vacation Rentals and Property Management is a premier institution located at 1455 Main Street in Chatham, Massachusetts. This multi-faceted establishment offers a range of services including lodging, real estate agency, and travel agency assistance. Whether you're looking for a cozy vacation rental for a weekend getaway or seeking professional property management services, this institution has you covered. With a prime location in the heart of New England, they specialize in providing top-notch accommodations and expert guidance for all your vacation and real estate needs. Visit New England Vacation Rentals and Property Management for a seamless and memorable experience in beautiful Chatham, Massachusetts.

Coldwell Banker Martha Murray Real Estate/Martha Murray Vacation Rentals is a premier institution located in Dennis, Massachusetts, United States. As a full-service real estate agency and travel agency, we offer a wide range of services to meet all of your property buying, selling, and vacation rental needs. Our experienced team of professionals is dedicated to providing top-notch customer service and expert guidance throughout the entire process. Whether you are looking to buy your dream home, sell your property, or book a vacation rental, we are here to assist you every step of the way. Visit us at 63 Lower County Road to experience the excellence and professionalism that sets us apart from the rest.

Chatham Vacation Rentals is a reputable real estate agency located at 1291 Main Street in the picturesque town of Chatham, Massachusetts. Specializing in vacation rentals, they offer a wide range of beautiful properties for visitors looking to experience the charm and beauty of Cape Cod. Whether you're seeking a cozy cottage by the beach or a spacious waterfront estate, Chatham Vacation Rentals has the perfect accommodation for your next getaway. Their friendly and knowledgeable staff are dedicated to helping you find the ideal rental property to make your vacation unforgettable. With their prime location in Chatham, you'll have easy access to the town's shops, restaurants, and beaches, ensuring a truly memorable vacation experience.

Marriott Vacation Club Pulse at Custom House, Boston is a luxurious lodging institution located at 3 McKinley Square, in the heart of Boston, Massachusetts, United States. This historic building offers stunning views of the city skyline and waterfront, along with modern amenities and comfortable accommodations. Guests can enjoy easy access to popular attractions, shopping, and dining options in the bustling city center. Whether you are visiting for business or leisure, Marriott Vacation Club Pulse at Custom House provides a convenient and elegant stay in one of America's most vibrant cities.

New England Vacation Rentals and Property Management is a premier institution located in Harwich, Massachusetts, United States. As a lodging, real estate, and travel agency all rolled into one, we offer a wide range of services to cater to all your vacation rental and property management needs. Our dedicated team is committed to providing top-notch customer service and ensuring that your stay in New England is nothing short of unforgettable. Whether you're looking for a cozy cottage by the beach or a luxurious vacation home in the countryside, we have the perfect property for you. Contact us today to start planning your dream vacation!

Holiday Inn Club Vacations Oak n’ Spruce Resort - Tour Reception is a welcoming lodging institution located in Lee, Massachusetts, United States. Situated at 165 Meadow Street, this resort offers a relaxing and comfortable environment for guests to enjoy during their vacation. The tour reception area provides guests with information about the resort's amenities and activities, ensuring a memorable stay for all visitors. With its convenient location and friendly staff, Holiday Inn Club Vacations Oak n’ Spruce Resort - Tour Reception is the perfect choice for those seeking a peaceful getaway in the beautiful Berkshires region.

Sagres Vacations is a premier travel agency located at 139 South Main Street in Fall River, Massachusetts. We specialize in creating unforgettable vacation experiences for our clients, offering a wide range of travel packages to destinations around the world. Our team of experienced travel experts is dedicated to providing personalized service and expert advice to help you plan the perfect getaway. Whether you're looking for a relaxing beach vacation, a cultural adventure, or a romantic escape, Sagres Vacations has the expertise to make your travel dreams a reality. Contact us today to start planning your next unforgettable vacation!

Bluegreen Vacations The Soundings, Ascend Resort Collection is a charming lodging institution located at 79 Chase Avenue in Dennis, Massachusetts, United States. Situated right on the beautiful shores of Cape Cod, this resort offers guests a peaceful and picturesque getaway. The accommodations are spacious and comfortable, with modern amenities and stunning views of the ocean. Guests can relax by the outdoor pool, take a stroll along the beach, or explore the nearby attractions such as museums, shops, and restaurants. Whether you're looking for a romantic retreat or a fun family vacation, Bluegreen Vacations The Soundings is the perfect destination.

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!

Vacation Village in the Berkshires is a charming lodging institution located at 276 Brodie Mountain Road in Hancock, Massachusetts, United States. Nestled in the picturesque Berkshires region, this resort offers cozy accommodations and top-notch amenities for a relaxing and enjoyable vacation experience. Guests can unwind in spacious suites equipped with modern comforts, take a dip in the indoor or outdoor pools, or explore the nearby attractions such as ski slopes, hiking trails, and cultural venues. Whether you're seeking a romantic getaway or a fun family vacation, Vacation Village in the Berkshires is the perfect destination for your next trip.

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires is a charming lodging destination nestled in the picturesque town of Lee, Massachusetts. Surrounded by the stunning beauty of the Berkshires, this resort offers a perfect retreat for families and couples looking to relax and unwind in a peaceful setting. The resort features spacious accommodations, including comfortable rooms and suites, all equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a range of on-site facilities, including indoor and outdoor pools, a fitness center, tennis courts, and a game room. There are also organized activities and events for guests of all ages to enjoy.

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.

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.

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.

MV Cloud House Vacation Rental is a premier real estate and travel agency located in the picturesque town of Tisbury, Massachusetts. Our agency specializes in providing luxurious vacation rental properties for those looking to experience the beauty of Martha's Vineyard. Nestled at 36 Burts Way, our properties offer stunning views, top-notch amenities, and unparalleled customer service. Whether you are looking for a cozy cottage for a romantic getaway or a spacious beachfront villa for a family vacation, MV Cloud House Vacation Rental has the perfect property for you. Book your dream vacation today and let us help you create memories that will last a lifetime.

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.

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!

New England Vacation Rentals and Property Management is a premier real estate and travel agency located at 180 Brackett Road in Eastham, Massachusetts. Our expert team specializes in providing top-notch vacation rentals and property management services in the picturesque New England region. Whether you are looking for a cozy beachfront cottage or a luxurious mountain retreat, we have the perfect accommodation for your next getaway. Trust us to handle all your property management needs with professionalism and efficiency. Contact us today to start planning your dream vacation in New England!

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located in Wellfleet, Massachusetts. With a prime location on U.S. 6, this institution offers a wide range of vacation rental properties for those looking to explore the charming town of Wellfleet and the surrounding areas. Whether you are seeking a beachfront cottage, a cozy cabin in the woods, or a luxurious waterfront villa, Kinlin Grover Vacation Rentals has the perfect accommodation for your getaway. Their team of experienced agents are dedicated to providing top-notch customer service and ensuring that your vacation experience is seamless and unforgettable. Contact Kinlin Grover Vacation Rentals today to start planning your dream vacation on Cape Cod.

Apple Tree Cape Cod Vacation Properties is a charming institution located at 40 Leilla Rich Drive in Wellfleet, Massachusetts, United States. As a park, real estate agency, and travel agency all rolled into one, we specialize in providing top-notch vacation properties for those looking to experience the beauty of Cape Cod. Our properties are nestled among the iconic apple trees of the region, offering a peaceful and serene setting for guests to relax and unwind. Whether you're looking for a cozy cottage for a romantic getaway or a spacious beachfront home for a family vacation, we have the perfect property for you. Let us help you create unforgettable memories on your next trip to Cape Cod.

Perfect Cape Escape, Vacation Rental is a charming retreat located at 4 Coffey Lane in Dennis, Massachusetts. This real estate and travel agency offers a bright and spacious open concept with 4 beautiful bedrooms, perfect for a relaxing getaway. The large entertaining deck overlooks the expansive backyard, complete with a stone fire pit and outdoor shower for ultimate relaxation. Situated just minutes away from Swan Pond, Main Street, and Nantucket Sound, this vacation rental is in the perfect location for exploring all that Cape Cod has to offer. The property is nestled in a quiet and friendly residential neighborhood, just off route 28. Guests can easily walk to kayaking on Swan Pond River or grab a coffee at Dunkin Donuts. Within a short drive, guests can enjoy the beautiful beaches of Dennis, such as South Village Beach and Sea Street Beach. Nearby convenience stores, shopping plazas, and a variety of shops make it easy to find everything you need for a comfortable stay.

Kinlin Grover Vacation Rentals is a renowned real estate and travel agency located at 856 Main Street in the picturesque town of Chatham, Massachusetts. Offering a wide range of vacation rental properties for visitors looking to explore the charming Cape Cod region, Kinlin Grover Vacation Rentals is committed to providing exceptional service and top-notch accommodations. Whether you're looking for a cozy cottage by the beach or a luxurious waterfront estate, their team of experienced agents is dedicated to helping you find the perfect vacation rental for your needs. With a reputation for excellence and a passion for hospitality, Kinlin Grover Vacation Rentals is your go-to destination for a memorable Cape Cod getaway.

Starfish Vacation Village is a charming seaside retreat located at 2032 U.S. 6 in Wellfleet, Massachusetts. Nestled in the heart of Cape Cod, this idyllic resort offers guests a peaceful and relaxing getaway surrounded by natural beauty. The village features cozy cottages, a sparkling swimming pool, and lush gardens, creating the perfect setting for a memorable vacation. Whether you're looking to unwind on the beach, explore the nearby hiking trails, or simply enjoy a quiet evening by the fire pit, Starfish Vacation Village has something for everyone. Come experience the magic of Cape Cod at this hidden gem on the coast.