TOP 10 Unique cottages with character in Massachusetts

The Cottage B and B is a charming lodging establishment located at 14 Prospect Hill Road in the picturesque town of Stockbridge, Massachusetts. This historic bed and breakfast offers cozy accommodations in a beautifully restored cottage, providing guests with a peaceful and relaxing retreat. In addition to its comfortable rooms, The Cottage B and B also features a small museum showcasing local artifacts and history, adding a unique touch to the overall guest experience. Whether you are looking for a romantic getaway or a cultural escape, The Cottage B and B is the perfect destination for your next visit to Stockbridge.

Wheel In Cottages is a charming lodging establishment located in Eastham, Massachusetts, United States. As a real estate agency and travel agency, we offer cozy and comfortable cottages for your vacation getaway. Our cottages are equipped with all the amenities you need for a relaxing stay, including fully equipped kitchens, private bathrooms, and outdoor seating areas. Whether you're looking for a romantic retreat or a family vacation, Wheel In Cottages has the perfect accommodation for you. Book your stay with us today and experience the beauty of Cape Cod in style and comfort.

Welcome to The Cozy Cottage, your charming neighborhood store nestled in the heart of Hanson, Massachusetts. Located at 1272 Main Street, The Cozy Cottage is your go-to destination for a delightful shopping experience. Our store is lovingly curated with a unique selection of home décor, artisan crafts, and thoughtful gifts that add warmth and character to any space. Whether you're searching for a special present or looking to enhance your home with distinctive pieces, our friendly and knowledgeable staff is here to help you find exactly what you need. Step into The Cozy Cottage and discover the perfect blend of comfort and style. We look forward to welcoming you soon!

Publick House Historic Inn is a charming and cozy establishment located at 277 Main Street in Sturbridge, Massachusetts. This historic inn offers a unique combination of food, lodging, and restaurant services, making it the perfect destination for a relaxing getaway or a delicious meal. With its quaint New England charm and warm hospitality, Publick House Historic Inn provides guests with a truly memorable experience. Whether you're looking for a comfortable place to stay, a delectable meal, or a cozy spot to relax, this institution has everything you need for a delightful stay in Sturbridge.

The Verb Hotel is a stylish and retro-inspired lodging located at 1271 Boylston Street in the vibrant city of Boston, Massachusetts. This unique hotel offers a fun and funky atmosphere, with a nod to the music and pop culture of the 1960s and 70s. Guests can enjoy comfortable rooms, a lively on-site restaurant and bar, and convenient amenities such as free Wi-Fi and a fitness center. The Verb Hotel is the perfect choice for travelers looking for a one-of-a-kind experience in the heart of Boston.

The Captain's House Plymouth is a charming and historic institution located at 8 Brewster Street in Plymouth, Massachusetts. As a real estate agency, they specialize in helping clients find their dream homes in this picturesque coastal town. Additionally, as a travel agency, they offer personalized vacation planning services to help visitors make the most of their time in Plymouth. With a team of experienced professionals and a deep knowledge of the local area, The Captain's House Plymouth is your go-to destination for all things real estate and travel in Plymouth, Massachusetts.

The Stockbridge Country Inn is a charming bed and breakfast located at 26 Glendale Road in Stockbridge, Massachusetts. Nestled in the heart of the picturesque Berkshires, this cozy inn offers beautifully appointed guest accommodations, each with its own unique character and style. Guests can enjoy a peaceful and relaxing atmosphere, surrounded by stunning gardens and a cozy fireplace room. Conveniently located just 1 mile away from the Norman Rockwell Museum and Chesterwood, The Stockbridge Country Inn is the #1 closest Berkshires Bed and Breakfast to these popular attractions. This makes it an ideal choice for visitors looking to explore the museum while enjoying the serene surroundings of the Berkshires.

Located in the charming town of Newburyport, Massachusetts, the Compass Rose Inn offers a cozy and welcoming lodging experience. Situated at 5 1/2 Center Street, this quaint inn is the perfect destination for travelers seeking a peaceful retreat. The Compass Rose Inn boasts comfortable accommodations, friendly staff, and a convenient location near local attractions and dining options. Whether you're visiting for business or pleasure, you'll feel right at home at the Compass Rose Inn.

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.

The Paquachuck Inn, located at 2056 Main Road in Westport, Massachusetts, invites you to experience a historic stay on the coast. Built in 1827 by privateer Issac Cory, this three-story post and beam building once served as a ship chandlery, general store, customs house, and post office. Original artifacts from its maritime past, such as store cabinets and harpoons, can still be found throughout the inn. Situated on Westport Point, with views of the harbor entrance, fishing fleet, and oyster farm, the Paquachuck Inn offers a glimpse into the town's rich history. The name "Paquachuck" comes from the local clam, the quahog, and reflects the area's Native American heritage.

The Inn at Newton Highlands is a charming lodging establishment located at 1170 Walnut Street in Newton, Massachusetts. This cozy inn offers a comfortable and inviting atmosphere for guests looking to relax and unwind in a peaceful setting. The Inn features well-appointed rooms, friendly staff, and convenient amenities to ensure a pleasant stay for visitors. Whether you are traveling for business or leisure, The Inn at Newton Highlands is the perfect choice for a memorable and enjoyable experience in the heart of Newton.

Rogers and Brown House Bed & Breakfast is a charming lodging establishment located at 83 County Road in Ipswich, Massachusetts, United States. This historic property offers cozy and comfortable accommodations for guests looking to experience the beauty and charm of New England. The inn features beautifully decorated rooms, a delicious homemade breakfast served each morning, and a warm and welcoming atmosphere. Guests can relax in the peaceful surroundings of the property or explore the nearby attractions such as Crane Beach and the Ipswich River Wildlife Sanctuary. Whether you are visiting for a romantic getaway or a weekend retreat, Rogers and Brown House Bed & Breakfast is the perfect place to stay.

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!

The Inn at St Botolph is a charming boutique lodging located at 99 Saint Botolph Street in the heart of Boston, Massachusetts. This elegant and historic institution offers a unique and cozy atmosphere for guests to relax and unwind during their stay in the bustling city. With beautifully appointed rooms and top-notch amenities, The Inn at St Botolph provides a luxurious home away from home for visitors looking to experience the best of Boston. Whether you're in town for business or pleasure, The Inn at St Botolph is the perfect choice for a memorable and comfortable stay.

The Hotel Salem is a charming and stylish lodging located in the heart of historic Salem, Massachusetts. Situated at 209 Essex Street, this boutique hotel offers a unique and inviting atmosphere for guests to relax and unwind. With modern amenities, comfortable accommodations, and friendly staff, The Hotel Salem is the perfect choice for visitors looking to experience the rich history and culture of this iconic New England town. Whether you're exploring the nearby attractions, enjoying the vibrant local dining scene, or simply taking in the picturesque views of Salem, The Hotel Salem provides a cozy and convenient home base for your stay.

The Salem Inn is a charming lodging establishment located at 7 Summer Street in the historic town of Salem, Massachusetts, United States. This quaint inn offers a cozy and comfortable atmosphere for guests to relax and unwind during their stay. With its convenient location near local attractions such as the Salem Witch Museum and Salem Maritime National Historic Site, The Salem Inn is the perfect choice for travelers looking to explore the rich history and culture of this iconic New England town. Enjoy a peaceful retreat in one of their well-appointed rooms or suites, complete with modern amenities and thoughtful touches to ensure a memorable experience. Experience the warm hospitality and personalized service that The Salem Inn is known for, making it a top choice for visitors seeking a memorable stay in Salem.

The Davis Square Inn is a charming lodging establishment located at 204 Morrison Avenue in the bustling neighborhood of Davis Square in Somerville, Massachusetts. This cozy inn offers comfortable accommodations and personalized service to make your stay a memorable one. With its convenient location, guests can easily explore all that Somerville and nearby Boston have to offer. Whether you are visiting for business or pleasure, The Davis Square Inn is the perfect home away from home.

The Coach House is a charming lodging establishment located at 284 Lafayette Street in the historic city of Salem, Massachusetts. This cozy retreat offers comfortable accommodations in a quaint and picturesque setting. Guests can relax in well-appointed rooms and enjoy the warm hospitality of the staff. The Coach House is the perfect place to stay for those looking to experience the rich history and culture of Salem while enjoying a peaceful and relaxing getaway.

The Stepping Stone Inn is a charming lodging establishment located in the heart of Salem, Massachusetts. Situated at 19 North Washington Square, this historic inn offers a cozy and inviting atmosphere for guests looking to explore the rich history and culture of the area. With comfortable accommodations and personalized service, The Stepping Stone Inn is the perfect home base for visitors looking to experience all that Salem has to offer. Whether you're in town for a weekend getaway or a longer stay, The Stepping Stone Inn is the ideal choice for a memorable and relaxing stay in this picturesque New England town.

Northey Street House Bed and Breakfast is a charming lodging establishment located at 30 Northey Street in the historic city of Salem, Massachusetts. This cozy bed and breakfast offers comfortable accommodations in a beautiful Victorian-style home. Guests can enjoy a delicious homemade breakfast each morning and relax in the inviting common areas. Whether you are visiting Salem for its rich history, vibrant culture, or stunning waterfront views, Northey Street House Bed and Breakfast is the perfect place to stay. Book your stay today and experience the warmth and hospitality of this lovely establishment.

The Jared Coffin House is a historic lodging establishment located at 29 Broad Street in the charming town of Nantucket, Massachusetts. This elegant inn offers luxurious accommodations in a beautifully preserved building that dates back to the early 19th century. Guests can enjoy modern amenities while experiencing the rich history and charm of Nantucket. The Jared Coffin House is the perfect destination for those seeking a unique and memorable stay on this picturesque island.

Brewster By The Sea Inn is a charming lodging establishment located at 716 Main Street in Brewster, Massachusetts, United States. This cozy inn offers a relaxing and peaceful retreat for guests looking to unwind and enjoy the beauty of Cape Cod. The inn features beautifully decorated rooms, a delicious homemade breakfast served daily, and a convenient location near the beach and local attractions. With its friendly staff and comfortable accommodations, Brewster By The Sea Inn is the perfect destination for a memorable getaway on the Cape.

The Nolan House B&B is a charming bed and breakfast located at 10 G Street in the heart of Boston, Massachusetts. Our cozy and inviting establishment offers comfortable accommodations for travelers looking for a home away from home. Each room is tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can enjoy a delicious homemade breakfast each morning in our dining area, and relax in our beautiful garden or cozy lounge. Conveniently located near popular attractions and public transportation, The Nolan House B&B is the perfect choice for your next stay in Boston.

1620 Hospitality Plymouth is a premier lodging and real estate agency located at 38 Kenwood Drive in Plymouth, Massachusetts. Our institution offers a wide range of accommodations and properties to suit every traveler's needs. Whether you are looking for a cozy bed and breakfast or a luxurious vacation rental, we have something for everyone. Our team of experienced professionals is dedicated to providing top-notch service and ensuring that your stay in Plymouth is comfortable and memorable. Book with us today and experience the best of hospitality in the historic town of Plymouth.

The Pinehills, located at 33 Summerhouse Drive in Plymouth, Massachusetts, is a unique institution that combines the charm of a New England village with modern amenities. As a general contractor and real estate agency, The Pinehills offers inspired new homes and daily adventures just 45 miles from Boston and near Cape Cod. Whether you are an outdoor enthusiast, a food lover, a history buff, or a golf aficionado, The Pinehills has something for everyone. With artfully crafted new homes nestled among towering pines and some with ocean views, the institution offers a range of housing options including custom homes, cottages, townhomes, condominiums, and luxury apartments for rent.

Country Bumpkin' Antiques is a charming home goods store located at 36 Baldwinville Road in Templeton, Massachusetts. Step into a world of vintage treasures and unique finds at this quaint establishment. From rustic furniture to delicate decor pieces, Country Bumpkin' Antiques offers a wide selection of items to add character and charm to any home. Whether you're a seasoned collector or just looking for that perfect statement piece, you're sure to find something special at this hidden gem in the heart of Massachusetts. Visit us today and let our friendly staff help you discover the perfect piece to elevate your space.

Gray House Antiques is a charming home goods store located in the picturesque coastal town of Manchester-by-the-Sea, Massachusetts. Situated at 38 Union Street, this institution offers a curated collection of unique and timeless antiques that will add character and style to any home. From vintage furniture pieces to one-of-a-kind decor items, Gray House Antiques is a treasure trove for those seeking to add a touch of history and sophistication to their living spaces. Whether you're a seasoned antique collector or a casual shopper looking for something special, this store is sure to delight with its carefully selected inventory and friendly service. Visit Gray House Antiques today and discover the perfect piece to elevate your home decor.

Country Traditions Lighting is a charming home goods store located at 165 River Road in Clarksburg, Massachusetts. Specializing in unique and stylish lighting fixtures, this store offers a wide selection of traditional and country-inspired designs to add a touch of warmth and character to any home. With a focus on quality craftsmanship and timeless style, Country Traditions Lighting is the perfect destination for anyone looking to enhance their living space with beautiful and functional lighting options. Visit us today to discover the perfect lighting solution for your home.

Taunton Antiques Center is a charming and eclectic institution located at 19 Main Street in Taunton, Massachusetts. This hidden gem offers a wide range of unique and timeless treasures for antique enthusiasts and collectors alike. From vintage home goods to rare finds, this store is a haven for those seeking one-of-a-kind pieces to add character and charm to their space. Whether you're a seasoned collector or a casual shopper, Taunton Antiques Center is sure to delight and inspire with its carefully curated selection of items. Visit us today and discover the beauty and history that awaits you at this special institution.

Salty Vibes Resort and Outdoor is a charming store located at U.S. 6 in Wellfleet, Massachusetts. This unique establishment offers a wide selection of furniture and home goods inspired by coastal living and outdoor adventures. From beachy decor to rugged outdoor gear, Salty Vibes has everything you need to bring a touch of seaside charm to your home or outdoor space. Whether you're looking to update your patio furniture or add a nautical flair to your living room, Salty Vibes has something for everyone. Visit us today and let the salty vibes inspire your next home decor project.