TOP 30 Best Cozy holiday cottages in Massachusetts

Gaard Motel is a cozy and welcoming lodging establishment located at 8 Washington Street in the charming town of Foxborough, Massachusetts. Our convenient location makes us the perfect choice for travelers looking to explore all that the area has to offer, including nearby attractions like Gillette Stadium and Patriot Place. Our comfortable rooms are equipped with all the amenities you need for a relaxing stay, and our friendly staff is always on hand to ensure your visit is enjoyable. Whether you're in town for business or pleasure, Gaard Motel is the ideal choice for your accommodations in Foxborough.

The Inn at Ring's Island is a charming lodging establishment located at 175 Bridge Road in Salisbury, Massachusetts. Nestled in a picturesque setting, this quaint inn offers a peaceful retreat for guests looking to escape the hustle and bustle of everyday life. With comfortable accommodations and friendly service, The Inn at Ring's Island provides a cozy and welcoming atmosphere for travelers seeking a relaxing getaway. Whether you're visiting for business or pleasure, this charming inn is the perfect place to rest and rejuvenate during your stay in the United States.

Located in the charming town of Ipswich, Massachusetts, the Ipswich Inn Bed & Breakfast offers a cozy and inviting stay for guests looking for a relaxing getaway. Situated at 2 East Street, this quaint establishment provides comfortable accommodations with a touch of New England charm. With its convenient location near local attractions such as Crane Beach and the Ipswich River Wildlife Sanctuary, guests can easily explore the beauty of the area. Whether you are visiting for a weekend escape or a romantic retreat, the Ipswich Inn Bed & Breakfast is the perfect choice for a memorable stay in Ipswich.

Beach Road Grove Cabins is a charming real estate and travel agency located at 104 Beach Road in Salisbury, Massachusetts. Our cozy cabins are nestled in a grove near the beach, offering guests a peaceful and relaxing retreat. Whether you're looking to buy or rent a cabin for a weekend getaway or an extended vacation, our knowledgeable staff is here to help you find the perfect property to suit your needs. Come stay with us and experience the beauty of the Massachusetts coast at Beach Road Grove Cabins.

The Longwood Inn is a charming lodging establishment located at 123 Longwood Avenue in Brookline, Massachusetts, United States. This historic inn offers comfortable accommodations in a convenient location near many attractions and amenities. Guests can enjoy a cozy and welcoming atmosphere, along with friendly service and modern amenities. Whether visiting for business or pleasure, the Longwood Inn provides a relaxing and enjoyable stay for all guests.

The Coolidge Corner Guest House is a charming Victorian bed and breakfast located in a quiet residential neighborhood in Brookline, Massachusetts. Just a short walk from the Green Line public transit station, this affordable lodging option offers comfortable guest rooms with modern amenities such as flat-screen TVs and free WiFi. Guests can enjoy a complimentary breakfast featuring Boston's best bagels, as well as access to common areas including a private garden and kitchenette. The friendly and knowledgeable staff are happy to provide recommendations for dining and sightseeing in the area. With easy access to downtown Boston, local colleges, and hospitals, the Coolidge Corner Guest House is the perfect place to stay for exploring the historic town of Brookline and the bustling city of Boston. Contact us directly for the best rates and deals on your stay!

Oasis Guest House is a charming lodging establishment located at 22 Edgerly Road in the heart of Boston, Massachusetts. Offering a peaceful and relaxing escape from the bustling city, this guest house provides comfortable accommodations and personalized service to ensure a memorable stay for all guests. With its convenient location, guests can easily explore the nearby attractions and enjoy all that Boston has to offer. Whether you are visiting for business or pleasure, Oasis Guest House is the perfect home away from home.

Sunny Hill Garden Suites is a charming lodging establishment located at 74 Georgia Street in the bustling city of Boston, Massachusetts. Surrounded by beautiful gardens and lush greenery, this peaceful retreat offers guests a tranquil and relaxing stay in the heart of the city. The suites are elegantly decorated and fully equipped with modern amenities, providing a comfortable and cozy environment for travelers. With its convenient location and warm hospitality, Sunny Hill Garden Suites is the perfect choice for those looking for a memorable stay in Boston.

Mac's Guest House Inc is a cozy and welcoming lodging establishment located at 194 Callender Street in the heart of Boston, Massachusetts. Our guest house offers comfortable and affordable accommodations for travelers looking to explore all that the city has to offer. Conveniently situated near popular attractions, restaurants, and shopping destinations, Mac's Guest House Inc is the perfect home away from home for your next visit to Boston. Our friendly staff is dedicated to providing exceptional service and ensuring that your stay is enjoyable and memorable. Book your stay with us today and experience the comfort and hospitality of Mac's Guest House Inc.

The Swansea Motor Inn is a charming lodging establishment located in Swansea, Massachusetts, United States. Situated in a picturesque area, this cozy inn offers comfortable accommodations for travelers looking to relax and unwind. The inn features spacious rooms, friendly staff, and convenient amenities to ensure a pleasant stay for guests. Whether you are visiting for business or leisure, the Swansea Motor Inn is the perfect choice for a peaceful retreat in the heart of New England.

Welcome to Marion Inn, a charming lodging located at 105 Marion Street in the heart of Brookline, Massachusetts. Our cozy inn offers comfortable accommodations and a warm atmosphere for guests looking to experience the beauty of New England. Conveniently situated near shops, restaurants, and attractions, Marion Inn is the perfect home base for exploring all that Brookline has to offer. Whether you are visiting for business or pleasure, our friendly staff is dedicated to ensuring your stay is enjoyable and memorable. Book your stay at Marion Inn today and experience the best of Massachusetts hospitality.

Three Dogs Villa is a charming lodging establishment located in Middleborough, Massachusetts. Situated at 364 Marion Road, this cozy retreat offers a peaceful and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The villa is pet-friendly, welcoming furry friends of all shapes and sizes to join their owners on a memorable stay. With comfortable accommodations and personalized service, Three Dogs Villa is the perfect destination for a weekend getaway or a longer vacation. Enjoy the serene surroundings and make unforgettable memories at this delightful institution.

Falmouth Heights Motor Lodge is a charming lodging establishment located at 146 Falmouth Heights Road in the picturesque town of Falmouth, Massachusetts. Situated in the United States, this cozy motor lodge offers comfortable and affordable accommodations for guests looking to explore the beautiful Cape Cod region. With its convenient location near the beach and local attractions, Falmouth Heights Motor Lodge is the perfect choice for a relaxing getaway or a fun-filled vacation. Experience warm hospitality and a welcoming atmosphere during your stay at this lovely institution.

Shea's Riverside Inn & Motel is a charming lodging establishment located at 132 Main Street in the picturesque town of Essex, Massachusetts, United States. Nestled along the banks of the Essex River, this cozy inn offers a peaceful and scenic retreat for guests looking to unwind and relax. The well-appointed rooms and suites are tastefully decorated and provide all the comforts of home. Guests can enjoy a leisurely stroll along the river, relax on the outdoor patio, or explore the nearby shops and restaurants in the quaint town center. Whether you're looking for a romantic getaway or a peaceful weekend escape, Shea's Riverside Inn & Motel is the perfect destination for your next vacation.

Eagle House Motel & Guesthouse is a charming lodging option located at 8 Cleaves Street in Rockport, Massachusetts, United States. Situated in a quaint coastal town, this institution offers comfortable accommodations for travelers looking to explore the beauty of New England. With a mix of motel rooms and guesthouse suites, guests can choose the perfect setting for their stay. The Eagle House Motel & Guesthouse is known for its friendly staff, clean rooms, and convenient location near local attractions, shops, and restaurants. Whether you're visiting for a weekend getaway or an extended vacation, this cozy establishment provides a welcoming and affordable place to rest and relax.

Ocean House Hotel at Bass Rocks is a charming and cozy lodging located in Gloucester, Massachusetts. Situated at 107 Atlantic Road, this beautiful hotel offers stunning views of the Atlantic Ocean and Bass Rocks. With its elegant decor, comfortable rooms, and exceptional service, guests can enjoy a relaxing and memorable stay. Whether you're looking for a romantic getaway, a family vacation, or a weekend retreat, Ocean House Hotel at Bass Rocks is the perfect destination for your next visit to the Massachusetts coast.

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.

The Beach & King Street Inn is a charming lodging establishment located at 2 King Street in Rockport, Massachusetts, right across from Front Beach. This stunning Cape Ann beach house on the North Shore offers picturesque accommodations with breathtaking ocean views. Just a 5-minute walk away from historic Bearskin Neck and the village, our Rockport beach house rental is the perfect place to stay while exploring one of New England's premier destination spots. Rockport, MA is known for its artist galleries, unique shops, and superb seafood restaurants, making it a delightful place to visit. Enjoy evening strolls along the shore, soak in the small town atmosphere, and indulge in delicious local cuisine. Our vacation rental provides a relaxing getaway with ocean breezes and the soothing sounds of the surf to rejuvenate your spirits.

The Cove At Rockport is a charming lodging located at 1 King Street in the picturesque town of Rockport, Massachusetts. Situated in the United States, this institution offers cozy accommodations with stunning views of the surrounding area. Guests can enjoy a peaceful retreat by the sea, with easy access to local attractions, shops, and restaurants. Whether you're looking for a romantic getaway or a family vacation, The Cove At Rockport provides a comfortable and welcoming atmosphere for all travelers.

Beachside Village is a charming lodging institution located at 45 Surf Drive in the coastal town of Falmouth, Massachusetts, United States. Situated just steps away from the sandy shores of the beach, this quaint village offers a peaceful retreat for visitors looking to relax and unwind by the sea. The cozy accommodations and picturesque surroundings make Beachside Village the perfect destination for a tranquil getaway. Whether you're seeking a romantic escape or a family vacation, this seaside retreat provides a comfortable and inviting setting for guests to enjoy the beauty of the Massachusetts coastline.

A Beach House Oceanfront is a charming lodging located at 45 Black Pond Lane in Plymouth, Massachusetts, United States. Situated right on the oceanfront, this institution offers stunning views of the sea and direct access to the beach. Guests can enjoy a peaceful and relaxing stay in a cozy beach house, complete with all the amenities needed for a comfortable vacation. Whether you're looking to unwind by the water, explore the nearby attractions, or simply soak up the sun, A Beach House Oceanfront is the perfect destination for a seaside getaway.

Blue Shutters Beachside Inn is a charming lodging located at 1 Nautilus Road in Gloucester, Massachusetts. Situated right by the beach, this inn offers stunning ocean views and a peaceful atmosphere for guests to relax and unwind. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a complimentary breakfast each morning and take advantage of the inn's convenient location near local attractions and activities. Whether you're looking for a romantic getaway or a family vacation, Blue Shutters Beachside Inn is the perfect destination for a memorable stay by the sea.

The Edgar Hotel Martha's Vineyard, part of the Ascend Hotel Collection, is a charming lodging located at 227 Upper Main Street in Edgartown, Massachusetts. This boutique hotel offers a unique and personalized experience for guests looking to explore the beauty of Martha's Vineyard. With comfortable accommodations, modern amenities, and a convenient location near local attractions, the Edgar Hotel is the perfect choice for a relaxing getaway on the island.

Edgartown Commons is a charming lodging institution located at 20 Peases Point Way in the picturesque town of Edgartown, Massachusetts. This cozy retreat offers comfortable accommodations in the heart of Martha's Vineyard, just a short walk from the town's shops, restaurants, and scenic beaches. With its convenient location and affordable rates, Edgartown Commons is the perfect home base for exploring all that the island has to offer. Whether you're looking for a relaxing getaway or a fun-filled adventure, this welcoming institution is sure to make your stay unforgettable.

The Dockside Inn is a charming and cozy lodging located at 9 Circuit Avenue Extension in Oak Bluffs, Massachusetts. Situated in the heart of this picturesque seaside town, the inn offers comfortable accommodations and a warm, welcoming atmosphere. Guests can enjoy easy access to the nearby shops, restaurants, and attractions, as well as stunning views of the harbor. Whether you're looking for a relaxing getaway or a fun-filled vacation, The Dockside Inn is the perfect place to stay.

InnSeason Resorts Surfside is a charming lodging institution located at 134 Menauhant Road in Falmouth, Massachusetts, United States. Situated just steps away from the beach, this resort offers guests a relaxing and peaceful retreat by the sea. The accommodations are comfortable and well-appointed, with modern amenities to ensure a pleasant stay. Guests can enjoy a range of on-site facilities including a swimming pool, fitness center, and outdoor BBQ area. With its convenient location and cozy atmosphere, InnSeason Resorts Surfside is the perfect choice for a memorable vacation on Cape Cod.

Accommodations At Rocky Neck offers cozy and comfortable lodging in the heart of Gloucester, Massachusetts. Located at 43 Rocky Neck Avenue, this charming institution provides a peaceful retreat for guests looking to relax and unwind by the sea. With its convenient location just steps away from the beach and local shops and restaurants, Accommodations At Rocky Neck is the perfect choice for travelers seeking a tranquil getaway. The well-appointed rooms and friendly staff ensure a pleasant stay for all visitors. Whether you're exploring the historic sights of Gloucester or simply enjoying a leisurely day at the beach, Accommodations At Rocky Neck is the ideal place to call home during your stay in this picturesque coastal town.

Rocky Shores is a charming lodging institution located at 65 Eden Road in the picturesque town of Rockport, Massachusetts. Nestled along the rocky coastline, this cozy retreat offers stunning views of the ocean and convenient access to nearby beaches and hiking trails. Guests can relax in comfortable accommodations and enjoy the tranquility of the seaside setting. With its welcoming atmosphere and scenic surroundings, Rocky Shores is the perfect destination for a peaceful getaway by the sea.

The Seaward is a charming lodging located at 42 Marmion Way in Rockport, Massachusetts. Nestled along the picturesque coast, this seaside retreat offers guests a peaceful and relaxing escape. With cozy accommodations and stunning ocean views, The Seaward provides a tranquil setting for a memorable getaway. Whether you're looking to unwind by the water or explore the quaint town of Rockport, this institution is the perfect place to stay. Immerse yourself in the beauty of the New England coast at The Seaward.

Sea Breeze Inn beach rentals is a charming lodging located at 270 Ocean Avenue in Barnstable, Massachusetts, United States. Situated near the beautiful coastline, this institution offers cozy and comfortable accommodations for guests looking to enjoy a relaxing beach getaway. With a serene atmosphere and stunning ocean views, Sea Breeze Inn is the perfect destination for those seeking a peaceful retreat by the sea. Whether you're looking to unwind on the beach, explore the nearby attractions, or simply relax in the comfort of your room, Sea Breeze Inn beach rentals provides a warm and welcoming stay for all visitors.