TOP 30 Best Summer vacation in Massachusetts

Summer Village on the Pond Westford is a charming lodging institution located at 6 Summer Village Road in Westford, Massachusetts. Nestled in a picturesque setting by a serene pond, this institution offers a peaceful and idyllic retreat for guests looking to escape the hustle and bustle of everyday life. The accommodations are cozy and comfortable, providing a perfect home away from home for visitors. With a range of amenities and activities available on-site, including swimming, fishing, and hiking, guests can enjoy a relaxing and rejuvenating stay in the heart of nature. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Summer Village on the Pond Westford is the perfect destination for your next trip.

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 Summer Village Condo Association Trust is a charming lodging institution located at 6 Summer Village Road in Westford, Massachusetts, United States. Nestled in a picturesque setting, this trust offers cozy and comfortable accommodations for visitors looking to relax and unwind in a serene environment. With a range of amenities and activities available, guests can enjoy a peaceful retreat surrounded by natural beauty. Whether you're looking for a weekend getaway or an extended stay, the Summer Village Condo Association Trust is the perfect destination for your next vacation.

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.

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.

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.

The Skinny Dip: A Summer Collective is a trendy clothing store located at 23 Old South Wharf in Nantucket, Massachusetts. This unique store offers a curated selection of stylish summer essentials, perfect for those looking to update their wardrobe for the season. From breezy dresses to chic swimwear, The Skinny Dip has everything you need to look your best during the warmer months. Stop by and browse their collection of on-trend pieces that will have you feeling confident and stylish all summer long.

Summer House is a charming institution nestled in the heart of Southwick, Massachusetts. Located at 552 College Highway, it is a delightful combination of a food establishment, restaurant, and store all rolled into one. With a warm and inviting atmosphere, Summer House offers a diverse menu of delicious dishes, as well as a selection of unique and locally sourced products for purchase. Whether you're looking for a tasty meal, a relaxing dining experience, or a one-of-a-kind shopping experience, Summer House has something for everyone. Come and visit us today and discover the joys of summer all year round.

Welcome to Summer Scoops Ice Cream at Osborne Materials, your go-to destination for delicious, handcrafted ice cream in Plainville, Massachusetts. Located conveniently at 80 Washington Street, our charming ice cream store is the perfect spot to indulge in a sweet treat with family and friends. We take pride in offering a wide variety of flavors, crafted with the finest ingredients to ensure a delightful experience with every scoop. Whether you're craving a classic vanilla or an adventurous new flavor, there's something for everyone at Summer Scoops. Our friendly staff is dedicated to providing exceptional service in a warm and welcoming atmosphere. Stop by today to enjoy a scoop (or two) and make your summer days even sweeter!

The Adventure Summer Program: Global Beats - Latin Fiesta is a vibrant and exciting school located at 5 Meacham Street in Somerville, Massachusetts, United States. This unique institution offers students the opportunity to immerse themselves in the rich and diverse cultures of Latin America through music, dance, and art. Students will have the chance to explore traditional Latin rhythms, learn popular dance styles such as salsa and bachata, and create their own artwork inspired by the region. Join us for a summer filled with fun, creativity, and global learning!

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.

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.

Summer Breeze Cape Cod is a premier real estate and travel agency located in the picturesque town of Eastham, Massachusetts. Situated at 85 Lupin Way, our agency specializes in providing exceptional vacation rental properties along the stunning Cape Cod coastline. Whether you are looking for a beachfront cottage or a charming farmhouse, our dedicated team is here to help you find the perfect getaway for your summer escape. With personalized service and attention to detail, Summer Breeze Cape Cod is your go-to destination for a memorable vacation experience on the Cape.

Summer Breeze Cape Cod is a reputable real estate and travel agency located at 175 Meadow Drive in Eastham, Massachusetts. Specializing in vacation rentals and property sales in the picturesque Cape Cod area, we offer a wide range of accommodations to suit every traveler's needs. Our experienced team is dedicated to providing exceptional service and helping clients find their perfect summer getaway. Whether you are looking to rent a cozy beachfront cottage or purchase a dream vacation home, Summer Breeze Cape Cod is here to make your stay on the Cape a memorable one. Contact us today to start planning your summer escape!

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!

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.

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.

Summer Shack is a vibrant and popular food establishment located at 63 County Road in Mattapoisett, Massachusetts. This restaurant offers a variety of delicious meals for dine-in or takeout, perfect for those looking to enjoy a tasty meal on the go. Whether you're craving fresh seafood, juicy burgers, or flavorful salads, Summer Shack has something for everyone. With its welcoming atmosphere and top-notch service, this institution is a must-visit for anyone in the area looking for a satisfying dining experience.

Sandpiper Rentals is a premier real estate and travel agency located in the charming town of Edgartown, Massachusetts. Specializing in Martha's Vineyard vacation rentals, we offer a wide range of luxurious properties to choose from for your next getaway. Whether you are looking for a cozy cottage by the beach or a spacious waterfront estate, our team of experts is dedicated to helping you find the perfect vacation rental to suit your needs. With our convenient location on Winter Street, we are just a short distance away from all the attractions and activities that Martha's Vineyard has to offer. Trust Sandpiper Rentals to make your vacation dreams a reality.

Salisbury Sea Breeze Vacation Homes in Salisbury, Massachusetts offers a collection of stunning vacation rental properties perfect for a seaside getaway. Located at 268A North End Boulevard, this real estate and travel agency specializes in providing guests with beautiful accommodations just steps away from the beach. Whether you're looking for a cozy cottage for a romantic retreat or a spacious beach house for a family vacation, Salisbury Sea Breeze Vacation Homes has the perfect property for you. Experience the beauty of the Massachusetts coastline and enjoy a relaxing stay at one of their charming vacation homes.

So Summer & Co. is a trendy clothing store located at 395 State Road in Tisbury, Massachusetts. Our store offers a wide selection of stylish and chic summer apparel for both men and women. From flowy sundresses to beach-ready swimwear, we have everything you need to look your best during the sunny season. Visit us today and let our friendly staff help you find the perfect outfit for your next summer adventure.

Seaside Summer Rentals is a premier real estate and travel agency located at 1370 Massachusetts 134 in Dennis, Massachusetts. We specialize in providing luxury vacation rentals along the picturesque seaside of Cape Cod. Our properties range from cozy beach cottages to spacious waterfront estates, ensuring that every guest can find their perfect summer retreat. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Contact us today to start planning your dream getaway by the sea!

The Original Summer Breeze is a charming lodging and real estate agency located at 140 Linda Lane in Eastham, Massachusetts, United States. Nestled in a peaceful and picturesque setting, this institution offers a unique and unforgettable experience for guests looking to relax and unwind in the beautiful Cape Cod area. With cozy accommodations and personalized real estate services, The Original Summer Breeze is the perfect destination for those seeking a tranquil retreat or looking to invest in a piece of paradise. Experience the warmth and hospitality of this one-of-a-kind institution during your next visit to Eastham.

NICER Vacation is a trendy clothing store located at 19 Main Street in the charming town of Nantucket, Massachusetts. Our store offers a curated selection of stylish and comfortable vacation wear for men and women. Whether you're looking for the perfect beach outfit or a chic ensemble for a night out, NICER Vacation has you covered. Visit us today and elevate your vacation wardrobe with our fashionable pieces.

Summer Hill Farm LLC is a charming travel agency located at 14 Rhodes Street in Plainville, Massachusetts. Our team of experienced professionals is dedicated to providing personalized and unforgettable travel experiences for our clients. Whether you're looking for a relaxing beach getaway, an adventurous hiking trip, or a cultural exploration, we have the expertise to create the perfect itinerary for you. With our attention to detail and commitment to customer satisfaction, Summer Hill Farm LLC is your go-to destination for all your travel needs. Contact us today to start planning your dream vacation!

Marblehead Summer House is a charming lodging institution located at 27 Front Street in the historic town of Marblehead, Massachusetts. This quaint and cozy retreat offers a relaxing and comfortable stay for guests looking to experience the beauty and charm of New England's coastline. With its convenient location near local attractions, shops, and restaurants, Marblehead Summer House provides the perfect base for exploring all that this picturesque seaside town has to offer. Whether you're looking for a weekend getaway or a longer stay, this welcoming establishment is the ideal choice for your summer vacation.

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.

Summer Breeze Cape Cod is a premier real estate and travel agency located at 235 Quail Cover Lane in Eastham, Massachusetts. Specializing in vacation rentals and property sales on picturesque Cape Cod, our team of experienced professionals is dedicated to helping clients find their perfect summer getaway. Whether you're looking for a cozy cottage by the beach or a luxurious waterfront estate, Summer Breeze Cape Cod has a wide range of options to suit every taste and budget. Let us help you make your dream vacation a reality on beautiful Cape Cod.

The Summer House Cottages is a charming seaside retreat located at 17 Ocean Avenue in Siasconset, Massachusetts. This institution offers a unique combination of food, lodging, and restaurant services, making it the perfect destination for a relaxing getaway by the ocean. The cozy cottages provide a comfortable and intimate stay, while the on-site restaurant serves delicious meals made with fresh, local ingredients. Guests can enjoy stunning views of the ocean and easy access to the beach, creating a peaceful and rejuvenating atmosphere. Whether you're looking for a romantic escape or a family vacation, The Summer House Cottages is the ideal choice for a memorable stay on the beautiful island of Nantucket.