TOP 30 Vacation house rentals in Massachusetts

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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.

Pilgrim Colony Cottages is a charming lodging establishment located at 670 Shore Road in Truro, Massachusetts. Offering cozy and comfortable accommodations, this institution serves as both a real estate agency and a travel agency, providing guests with the perfect getaway experience. Nestled in a picturesque location, Pilgrim Colony Cottages is the ideal destination for those looking to relax and unwind in the serene surroundings of Cape Cod. With a range of amenities and personalized services, guests can enjoy a memorable stay at this delightful retreat.

Beach Cottage at 368 is a charming real estate and travel agency located at 368 Commercial Street in the picturesque town of Provincetown, Massachusetts. Offering a variety of beachfront properties for sale or rent, Beach Cottage at 368 is your go-to destination for finding the perfect vacation home or investment property. With a team of knowledgeable agents ready to assist you in finding your dream beach cottage, this institution is dedicated to helping you make the most of your time in beautiful Provincetown. Whether you're looking for a cozy retreat for a weekend getaway or a long-term rental with stunning ocean views, Beach Cottage at 368 has something for everyone. Visit us today and let us help you find your own piece of paradise on the Cape Cod coast.

Days Cottages Condominiums is a historic colony of iconic cottages located at 276 Shore Road in Truro, Massachusetts, United States. This charming resort is not only a popular tourist attraction but also a beloved destination for generations of guests. The cottages have been featured in film, artwork, and photography, making them a truly iconic part of the local landscape. With their picturesque setting and cozy accommodations, Days Cottages Condominiums offer a unique and unforgettable vacation experience.

Brewster Cottages is a charming lodging destination located at 25 Barnacle Road in Brewster, Massachusetts, United States. This cozy establishment combines the comforts of home with the luxury of a vacation getaway, offering a unique experience for travelers looking to relax and unwind. As both a real estate and travel agency, Brewster Cottages provides guests with a seamless booking process and personalized service to ensure a memorable stay. Whether you're looking for a weekend retreat or a longer vacation, Brewster Cottages is the perfect choice for your next escape.

Sunset Bluff Cottages is a charming accommodation located at 1 Knowles Heights Road in Truro, Massachusetts, United States. Nestled on a picturesque bluff overlooking the stunning sunset views of the ocean, this quaint retreat offers cozy cottages for a relaxing getaway. Each cottage is beautifully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy peaceful walks along the nearby beach, relax on their private deck with a glass of wine, or explore the charming town of Truro. With its serene atmosphere and breathtaking views, Sunset Bluff Cottages is the perfect destination for a tranquil and rejuvenating vacation.

Wellfleet by the Sea Cottages is a charming real estate and travel agency located at 370 Ocean View Drive in Wellfleet, Massachusetts. Our cottages offer a cozy and comfortable stay by the sea, perfect for those looking to escape the hustle and bustle of everyday life. With stunning ocean views and a peaceful atmosphere, our cottages provide the ideal setting for a relaxing vacation or a weekend getaway. Whether you're looking to rent a cottage for a week or purchase your own piece of paradise, Wellfleet by the Sea Cottages is here to help make your coastal dreams a reality.

Wellfleet Bayside Cottage is a charming lodging located at 65 Pier Road in the picturesque town of Wellfleet, Massachusetts. Nestled along the beautiful shores of the bay, this cozy cottage offers a peaceful retreat for guests looking to relax and unwind. The cottage features comfortable accommodations, a fully equipped kitchen, and a private deck with stunning views of the water. Whether you're looking for a romantic getaway or a family vacation, Wellfleet Bayside Cottage is the perfect destination for a memorable stay on the Cape.

Beach Rose Cottages is a charming lodging institution located at 164 Kendrick Avenue in Wellfleet, Massachusetts, United States. Nestled in a picturesque coastal town, Beach Rose Cottages offers cozy and comfortable accommodations for guests looking to escape and unwind by the beach. The cottages are beautifully decorated and equipped with modern amenities to ensure a relaxing stay. With its convenient location near the beach, guests can enjoy stunning ocean views, tranquil walks along the shore, and a variety of outdoor activities. Whether you're seeking a romantic getaway or a family vacation, Beach Rose Cottages provides a peaceful retreat for all.

Cape Truro Cottages is a charming seaside retreat located at 95 Shore Road in Truro, Massachusetts. Nestled in the heart of Cape Cod, our cottages offer a cozy and comfortable stay for guests looking to relax and unwind by the beach. Each cottage is beautifully decorated and fully equipped with modern amenities to ensure a memorable stay. Guests can enjoy stunning ocean views, easy access to the beach, and a peaceful atmosphere perfect for a weekend getaway or a longer vacation. Come experience the beauty of Cape Cod at Cape Truro Cottages.

Ocean View Cottages offers charming vacation cottages for rent in the picturesque town of Wellfleet, Massachusetts. Situated at 230 Pilgrim Road, our cottages provide guests with stunning views of the ocean and a serene escape from the hustle and bustle of everyday life. As a real estate and travel agency, we are dedicated to helping our guests find the perfect rental property for their vacation needs. Whether you're looking for a cozy retreat for a romantic getaway or a spacious cottage for a family vacation, Ocean View Cottages has something for everyone. Book your stay with us and experience the beauty of Wellfleet in comfort and style.

Ambergris Gables & Owl's Nest Cottage is a charming and historical vacation rental located in Eastham, Massachusetts. Situated on a private one acre lot, this well-appointed property is perfect for families looking to escape and explore the beauty of Cape Cod. With three bedrooms in the main house and an additional cottage, there is plenty of space for up to eight guests. The property features three full bathrooms, a steam shower, outdoor shower covered in roses, and a fully equipped kitchen perfect for family meals. The Owl's Nest Cottage, constructed with reclaimed wood, offers a cozy retreat with a wrap-around porch and wood-burning fireplace. Guests can enjoy nearby beaches, hiking trails, and local attractions, making it an ideal location for a relaxing getaway. The hosts, Nick and Trina, are attentive and responsive, ensuring a memorable stay for all guests. Whether you're looking to relax on the beach or explore the Cape, Ambergris Gables & Owl's Nest Cottage is the perfect vacation rental for your next trip to Eastham.

Pleasant Forest Shores cottages is a charming lodging establishment located at 259 Pleasant Street in the picturesque town of Chatham, Massachusetts, United States. Nestled in a tranquil forest setting, the cottages offer a peaceful retreat for guests looking to escape the hustle and bustle of everyday life. Each cottage is tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the serene surroundings, take a leisurely stroll to the nearby beach, or explore the quaint shops and restaurants in the town center. Whether you are seeking a romantic getaway or a family vacation, Pleasant Forest Shores cottages provide the perfect setting for a relaxing and rejuvenating experience.

The Flying Seahorse offers charming summer cottage rentals in the picturesque town of Oak Bluffs, Massachusetts. Nestled at 8 Pennacook Avenue, our real estate and travel agency specializes in providing cozy accommodations for your summer getaway. With a prime location near the beach and local attractions, our cottages are perfect for families, couples, and solo travelers looking to relax and unwind. Book your stay with The Flying Seahorse for a memorable summer retreat on Martha's Vineyard.

Sea Glass Cottage is a charming travel agency located at 96 Center Hill Road in Plymouth, Massachusetts. Our cozy and inviting space is the perfect place to plan your next seaside getaway. Specializing in beach vacations and coastal adventures, our knowledgeable staff is dedicated to helping you create unforgettable experiences by the ocean. Whether you're seeking a relaxing beach retreat or an exciting water sports excursion, Sea Glass Cottage is here to make your travel dreams a reality. Visit us today and let us help you discover the beauty of the sea.

Beach Days Cottage is a real estate and travel agency located at 83 Worcester Court in Falmouth, Massachusetts. Our cozy cottages offer a comfortable and convenient stay for our guests, with a full kitchen equipped with cooking essentials. We require a minimum three day stay and a deposit for reservations. Our friendly staff is always available to answer any questions about your vacation rental or the services available in the Falmouth area. You can book your stay at our beach houses through AirBnB. We can't wait to welcome you to Beach Days Cottage for a relaxing and enjoyable vacation on Cape Cod.

Wee Bonnie Haven Cottage is a charming and cozy lodging option located at 576 Shore Road in Truro, Massachusetts, United States. This quaint cottage offers a peaceful and tranquil retreat for visitors looking to escape the hustle and bustle of everyday life. As a real estate agency, Wee Bonnie Haven Cottage also provides opportunities for guests to explore the possibility of owning their own little piece of paradise in this beautiful coastal town. Additionally, as a travel agency, they can help guests plan their dream vacation to Truro and make the most of their stay. Whether you're looking for a relaxing getaway or a new place to call home, Wee Bonnie Haven Cottage has something for everyone.

Dennis Seashores Cottages is a charming real estate and travel agency located at 20 Chase Avenue in Dennis, Massachusetts. Our agency specializes in providing cozy and comfortable cottages by the sea for rent or sale. With stunning ocean views and convenient access to the beach, our cottages are the perfect getaway for those looking to relax and unwind by the water. Whether you're looking for a weekend retreat or a long-term vacation rental, Dennis Seashores Cottages has the perfect seaside escape for you. Contact us today to book your stay at one of our beautiful cottages on the shores of Dennis.

Larkspur Cottage is a charming real estate and travel agency located at 276 Shore Road in the picturesque town of Truro, Massachusetts. Our agency specializes in helping clients find their dream vacation rental or forever home on Cape Cod. With a team of experienced agents and a wide selection of properties to choose from, Larkspur Cottage is dedicated to providing personalized service and expert advice to make your real estate or travel experience seamless and enjoyable. Visit us today and let us help you find the perfect property or plan your next unforgettable vacation.

Roseville Cottages is a charming real estate and travel agency located at 39 Corn Hill Road in Truro, Massachusetts, United States. Our cozy cottages provide the perfect retreat for those looking to escape the hustle and bustle of everyday life. Whether you're looking to buy or rent a cottage for a relaxing getaway, our experienced team is here to help. With picturesque views and a tranquil atmosphere, Roseville Cottages is the ideal destination for your next vacation. Contact us today to start planning your dream getaway.

Pleasant Bay Cottage is a charming real estate and travel agency located at 2038 Massachusetts 28 in Harwich, Massachusetts. Our agency specializes in helping clients find their dream vacation rental or permanent residence in the beautiful and scenic area of Pleasant Bay. With our personalized service and attention to detail, we strive to make the process of buying or renting a property as smooth and enjoyable as possible. Whether you are looking for a cozy cottage for a weekend getaway or a luxurious waterfront home, Pleasant Bay Cottage is here to help you find the perfect place to call home. Contact us today to start your search for your ideal property in this picturesque coastal region of Massachusetts.

Black Fish Cottage is a charming and cozy real estate and travel agency located at 85 Baker Road in Wellfleet, Massachusetts. Our team specializes in helping clients find their dream vacation rental or summer home in this picturesque coastal town. With a personalized approach and attention to detail, we strive to make the process of buying or renting a property as seamless and enjoyable as possible. Whether you're looking for a weekend getaway or a long-term investment, Black Fish Cottage is here to help you every step of the way. Visit us today and let us help you find the perfect place to call home in Wellfleet.

Smith Heights Cottages is a charming lodging establishment located at 1440 State Highway in Eastham, Massachusetts. Nestled in a picturesque setting, this institution offers cozy and comfortable cottages for travelers looking for a relaxing getaway. Whether you're looking for a romantic retreat or a family vacation, Smith Heights Cottages has accommodations to suit your needs. As a real estate agency, they also offer opportunities for those interested in purchasing a vacation home in this beautiful area. Additionally, their travel agency services can help guests plan and book their next adventure in Cape Cod. Experience the beauty of Eastham and create lasting memories at Smith Heights Cottages.

Stevens Cottage Rentals of New Hampshire offers cozy and comfortable lodging options for visitors looking to explore the beautiful state of New Hampshire. Located at 12 Progress Avenue in Tyngsborough, Massachusetts, this institution provides a peaceful retreat for those seeking a relaxing getaway. With a variety of cottage rentals available, guests can enjoy a home away from home experience surrounded by nature and tranquility. Whether you're looking for a romantic escape or a family vacation, Stevens Cottage Rentals of New Hampshire has something for everyone. Book your stay today and experience the charm and beauty of New Hampshire.

158 Cottage St LLC is a multi-faceted institution located in the heart of Boston, Massachusetts. As a lodging establishment, we offer comfortable and stylish accommodations for travelers looking to explore the city. Additionally, we operate as a real estate agency, helping clients buy, sell, and rent properties in the Boston area. Our travel agency services assist visitors in planning their trips, from booking flights to organizing tours and activities. Whether you're looking for a place to stay, a property to invest in, or assistance in planning your next adventure, 158 Cottage St LLC is here to help.

Trailside Cottages at The Mountain Top Inn & Resort offers cozy and charming Vermont vacation homes for rent. Nestled in the picturesque mountains of Cambridge, Massachusetts, these cottages provide the perfect escape for those looking to unwind and reconnect with nature. Whether you're seeking a romantic getaway or a family adventure, our real estate and travel agency team is here to help you find the perfect accommodations for your stay. With breathtaking views and access to a variety of outdoor activities, Trailside Cottages at The Mountain Top Inn & Resort is the ideal destination for your next vacation. Book your stay with us today and experience the beauty of Vermont in comfort and style.

Sunset Cottage Plum Island is a charming real estate and travel agency located at 7 Harbor Street in Newburyport, Massachusetts, United States. Our agency specializes in providing luxurious vacation rentals and real estate listings on the picturesque Plum Island. Whether you are looking for a cozy beachfront cottage or a stunning waterfront property, our experienced team is dedicated to helping you find the perfect getaway or dream home. With our personalized service and local expertise, Sunset Cottage Plum Island is your go-to destination for a memorable and relaxing vacation experience.

Dune Tootin Beach Cottages is a charming lodging option located at 113 North Shore Boulevard in Sandwich, Massachusetts, United States. Nestled along the picturesque coastline, these cozy cottages offer a peaceful retreat for guests looking to unwind and relax by the sea. With comfortable accommodations, stunning ocean views, and easy access to the beach, Dune Tootin Beach Cottages provide the perfect setting for a memorable seaside getaway. Whether you're looking for a romantic escape or a fun family vacation, this institution is the ideal choice for your next coastal retreat.

Otwell Cottage is a charming lodging institution located at 24 North Beach Avenue in Bourne, Massachusetts, United States. This cozy cottage offers a relaxing and comfortable retreat for guests looking to enjoy a peaceful vacation by the beach. With its quaint decor, welcoming atmosphere, and convenient location, Otwell Cottage is the perfect choice for those seeking a memorable stay on Cape Cod. Immerse yourself in the beauty of the surroundings, unwind on the porch, and create lasting memories at this idyllic retreat in Bourne.

Hen Cove Cottage is a charming lodging located at 52 Circuit Avenue in Bourne, Massachusetts. This cozy retreat offers a peaceful and serene atmosphere, perfect for those looking to escape the hustle and bustle of everyday life. Nestled in a picturesque cove, guests can enjoy stunning views of the surrounding natural beauty. The cottage is tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Whether you're looking for a romantic getaway or a family vacation, Hen Cove Cottage is the perfect destination for your next trip to Massachusetts.