TOP 30 Best Romantic getaway cottages in Massachusetts

Poplar Cottage is a charming institution nestled in the picturesque town of Great Barrington, Massachusetts, United States. This cozy cottage offers a peaceful and serene setting, perfect for those looking to escape the hustle and bustle of city life. With its quaint architecture and beautiful surroundings, Poplar Cottage provides a tranquil retreat for guests seeking relaxation and rejuvenation. Whether you're looking for a romantic getaway or a quiet weekend retreat, Poplar Cottage is the perfect destination for your next escape.

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.

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.

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.

Dunroamin Cottages is a charming real estate and travel agency located at 10 John Ewer Road in Sandwich, Massachusetts. Offering a selection of cozy cottages for rent, Dunroamin Cottages provides the perfect getaway for those looking to escape the hustle and bustle of city life. Situated in a picturesque location, guests can enjoy the tranquility of the surrounding nature while still being close to local attractions and amenities. Whether you're looking for a romantic retreat or a family vacation, Dunroamin Cottages has something for everyone. Book your stay today and experience the beauty of Cape Cod at Dunroamin Cottages.

Topside Cottages is a charming accommodation located at 3 Knowles Heights Road in the picturesque town of Provincetown, Massachusetts. Nestled in a quiet residential neighborhood, these cozy cottages offer a peaceful retreat just minutes away from the bustling town center and beautiful beaches. Each cottage is uniquely decorated and equipped with modern amenities to ensure a comfortable stay for guests. With its convenient location and warm hospitality, Topside Cottages is the perfect choice for a memorable getaway on Cape Cod.

Glendon Beach Cottages is a charming lodging establishment located at 91 Glendon Road in Dennis, Massachusetts, United States. These cozy cottages offer a peaceful retreat just steps away from the beautiful Glendon Beach. Each cottage is tastefully decorated and equipped with all the amenities needed for a comfortable stay. Guests can enjoy stunning ocean views, relax on the private deck, or take a leisurely stroll along the sandy shores. Whether you're looking for a romantic getaway or a fun family vacation, Glendon Beach Cottages is the perfect choice for your next seaside escape.

Cranberry Cottages is a charming accommodation located at 785 State Highway in Eastham, Massachusetts, United States. Nestled in a picturesque setting, Cranberry Cottages offers cozy and comfortable cottages for guests looking for a relaxing getaway on Cape Cod. Each cottage is tastefully decorated and fully equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the tranquil surroundings, explore the nearby beaches, or take a short drive to the bustling town center for shopping and dining. Whether you're looking for a romantic retreat or a family vacation, Cranberry Cottages provides the perfect setting for a memorable stay on the Cape.

Beachcamp Cottage is a charming seaside retreat located at 94 Old Wharf Road in Dennis, Massachusetts, on the beautiful Cape Cod peninsula. This cozy cottage offers a peaceful escape just steps away from the sandy shores of the Atlantic Ocean. With comfortable accommodations and a laid-back atmosphere, Beachcamp Cottage is the perfect place to relax and unwind. Enjoy stunning ocean views, explore the nearby beaches and nature trails, or simply kick back and soak up the sun on the deck. Whether you're looking for a romantic getaway or a fun-filled family vacation, Beachcamp Cottage is the ideal destination for your next beachside adventure.

Located at 60 Ocean Drive in Dennis, Massachusetts, Uppvall Cottages is a real estate and travel agency that offers the perfect homeport for your Cape Cod vacation. Whether you're looking to relax on the beach, go windsurfing, or explore the many points of interest on the Cape, we have something for everyone. With 115 sandy beaches to choose from, including the Cape Cod National Seashore, there's no shortage of fun in the sun. Choose to vacation with us in the bustling months of July and August, or opt for a more peaceful experience at the beginning or end of the summer season. Create wonderful vacation memories with us at Uppvall Cottages.

Chatham Seaside Cottages is a charming lodging institution located at 439 Ridgevale Road in the picturesque town of Chatham, Massachusetts. Nestled along the stunning coastline of Cape Cod, this quaint retreat offers guests a peaceful and relaxing getaway by the sea. The cozy cottages provide a comfortable and cozy atmosphere, perfect for a romantic weekend escape or a family vacation. With easy access to the beach and nearby attractions, Chatham Seaside Cottages is the ideal destination for those looking to experience the beauty of the Massachusetts coast.

Montvale Cottage is a charming lodging establishment located at 0 Montvale Road in Worcester, Massachusetts, United States. Nestled in a picturesque setting, this cozy cottage offers a peaceful retreat for travelers looking to relax and unwind. With comfortable accommodations and a warm, welcoming atmosphere, Montvale Cottage is the perfect destination for a weekend getaway or extended stay. Guests can enjoy the tranquil surroundings and explore the nearby attractions, making it an ideal choice for both leisure and business travelers. Whether you're looking for a romantic escape or a quiet retreat, Montvale Cottage provides a memorable experience for all who visit.

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.

Cape Cod Cozy Cottages offers comfortable and charming accommodations in the picturesque town of Sandwich, Massachusetts. Nestled at 111A Salt Marsh Road, our cottages provide a peaceful retreat for guests looking to relax and unwind on the beautiful Cape Cod peninsula. Each cottage is equipped with modern amenities and tastefully decorated to create a cozy and inviting atmosphere. Whether you're looking for a romantic getaway or a family vacation, Cape Cod Cozy Cottages is the perfect destination for your next stay in the United States.

Barefoot Cottage Company is a charming lodging institution located at 130 Camelot Drive in Plymouth, Massachusetts, United States. Nestled in a picturesque setting, this cozy retreat offers a relaxing escape for guests looking to unwind and recharge. The cottages are beautifully decorated and equipped with modern amenities to ensure a comfortable stay. Whether you're seeking a romantic getaway or a family vacation, Barefoot Cottage Company provides a peaceful and serene atmosphere for all guests to enjoy. Experience the tranquility of coastal living at this idyllic retreat in Plymouth.

The Sandpiper Cottage is a charming 3-bedroom beach cottage located in West Dennis, Massachusetts. Just a short walk from South Village Beach, this cozy cottage is perfect for a family getaway. The cottage sleeps 7 comfortably, with a fully equipped kitchen and a fenced-in backyard for children and pets to play safely. The spacious deck and firepit provide the perfect setting for outdoor relaxation. With amenities such as Wi-Fi, Xfinity TV, and a DVD library, there is plenty of entertainment for all. Whether you're looking for a family beach vacation or a romantic getaway, The Sandpiper Cottage is the ideal spot for relaxation and fun.

The Willows Cottages is a charming lodging establishment located at 286 Old Wharf Road in Dennis, Massachusetts, United States. Nestled in a peaceful and picturesque setting, the cottages offer a cozy and comfortable retreat for guests looking to unwind and relax. Each cottage is well-appointed with modern amenities and features a unique and inviting decor. The tranquil surroundings and friendly atmosphere make The Willows Cottages the perfect destination for a romantic getaway or a peaceful family vacation. Whether you're looking to explore the nearby beaches, enjoy outdoor activities, or simply relax and rejuvenate, The Willows Cottages provides a memorable and enjoyable experience for all guests.

Metter's Cottages is a charming accommodation located at 84 Chatharbor Lane in the picturesque town of Chatham, Massachusetts. Nestled in a tranquil setting, these cozy cottages offer a perfect retreat for those looking to escape the hustle and bustle of everyday life. Each cottage is beautifully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the peaceful surroundings, relax on the private deck, or take a short stroll to the nearby beach. Metter's Cottages is the ideal choice for a relaxing getaway on Cape Cod.

Chatham Beach Cottages is a charming waterfront retreat located on Little Beach Road in the picturesque town of Chatham, Massachusetts. Nestled along the sandy shores of the Atlantic Ocean, this cozy getaway offers a collection of well-appointed cottages with stunning ocean views and easy access to the beach. Guests can relax on their private deck, take a leisurely stroll along the shoreline, or explore the quaint shops and restaurants in town. Whether seeking a romantic escape or a family vacation, Chatham Beach Cottages provides a peaceful and idyllic setting for a memorable coastal retreat.

Summer Breeze Cottage is a charming vacation rental located at 16 Pleasant View Drive in Orleans, Massachusetts, United States. Nestled in a peaceful neighborhood, this cozy cottage offers a relaxing retreat for guests looking to escape the hustle and bustle of everyday life. With its serene surroundings and close proximity to the beach, Summer Breeze Cottage is the perfect place to unwind and enjoy the beauty of Cape Cod. Whether you're looking for a romantic getaway or a fun family vacation, this quaint cottage is the ideal destination for your summer escape. Book your stay at Summer Breeze Cottage and experience the ultimate relaxation in a picturesque setting.

Cozy Cottage is a charming and inviting institution located at 215 Pilgrim Spring Road in Wellfleet, Massachusetts. Nestled in a picturesque setting, this quaint cottage offers a warm and welcoming atmosphere for guests to relax and unwind. Whether you are looking for a peaceful retreat or a romantic getaway, Cozy Cottage provides a cozy and comfortable escape from the hustle and bustle of everyday life. With its convenient location in Wellfleet, guests can easily explore the natural beauty and attractions of Cape Cod while enjoying the comforts of home. Experience the charm and hospitality of Cozy Cottage during your stay in this idyllic New England setting.

Gibson Cottages is a charming lodging institution located on Depot Road in the picturesque town of Eastham, Massachusetts, United States. Nestled in a peaceful and serene setting, Gibson Cottages offers cozy and comfortable accommodations for visitors looking to experience the beauty of Cape Cod. Each cottage is equipped with all the amenities needed for a relaxing stay, including kitchen facilities, spacious living areas, and private outdoor spaces. Guests can enjoy the tranquility of the surrounding nature while still being just a short drive away from the town's shops, restaurants, and attractions. Whether you're looking for a romantic getaway or a family vacation, Gibson Cottages is the perfect place to unwind and make lasting memories.

Ocean Front Cottage is a charming accommodation located on Wildflower Lane in the picturesque town of Orleans, Massachusetts. This cozy cottage offers stunning views of the ocean, providing guests with a peaceful and tranquil retreat. The cottage is beautifully furnished and equipped with all the amenities needed for a comfortable stay. Guests can relax on the private patio, take a leisurely stroll along the beach, or explore the nearby shops and restaurants. Whether you're looking for a romantic getaway or a family vacation, Ocean Front Cottage is the perfect destination for a memorable stay by the sea.

Welcome to Seranak Cottage, a charming retreat nestled in the heart of Lenox, Massachusetts. Located at the picturesque address of Lenox, Massachusetts 01240, our cottage offers a serene escape for those seeking tranquility and comfort in the beautiful Berkshires. Seranak Cottage is steeped in history and surrounded by natural beauty, providing an ideal setting for relaxation and rejuvenation. Whether you're planning a romantic getaway, a family vacation, or a solo retreat, our cottage promises a cozy and inviting atmosphere.

Welcome to Cutler Maine Cottage, your premier travel agency located at 69 Adams Street, Danvers, Massachusetts. We specialize in crafting unforgettable travel experiences tailored to your unique desires. Whether you're dreaming of a serene getaway in the picturesque landscapes of Maine or seeking exciting adventures beyond, our expert team is here to turn your travel dreams into reality. At Cutler Maine Cottage, we pride ourselves on our personalized service, attention to detail, and insider knowledge that ensures every trip is seamless and memorable. Discover the world with us and experience the difference of a truly customized journey. Visit us today and let your adventure begin!

Norse Wall Guest House is a charming lodging establishment located at 7 Cottage Street in the picturesque town of Provincetown, Massachusetts, United States. This cozy guest house offers comfortable accommodations for travelers looking to experience the beauty and charm of Cape Cod. With its welcoming atmosphere and convenient location near local attractions, Norse Wall Guest House is the perfect choice for a relaxing getaway. Enjoy a peaceful stay in this quaint guest house and explore all that Provincetown has to offer.

Direct Travel - Norwood is a premier travel agency located in the heart of Norwood, Massachusetts. Our experienced team of travel experts is dedicated to helping you plan the perfect getaway, whether it's a relaxing beach vacation, an adventurous safari, or a romantic European getaway. From booking flights and accommodations to arranging tours and activities, we handle all the details so you can focus on enjoying your trip. Visit us at 10 Cottage Street East and let us turn your travel dreams into reality.

Sheffield Lodge is a charming lodging located at 400 South Undermountain Road in Sheffield, Massachusetts, United States. Nestled in the picturesque Berkshire Mountains, this cozy retreat offers comfortable accommodations and a peaceful atmosphere for guests looking to escape the hustle and bustle of city life. Whether you're seeking a romantic getaway or a relaxing vacation in nature, Sheffield Lodge provides a tranquil setting for all guests to unwind and rejuvenate. With its convenient location near local attractions and outdoor activities, this institution is the perfect destination for those seeking a peaceful retreat in the heart of Massachusetts.