TOP 30 Best relaxing cottages in Massachusetts

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Pine Lake RV Resort & Cottages is a charming lodging destination located at 30 River Road in Sturbridge, Massachusetts. This beautiful resort offers a peaceful and scenic retreat for those looking to relax and unwind in the heart of nature. Guests can enjoy spacious RV sites with full hookups, as well as cozy cottages for a more traditional stay. The resort features a range of amenities including a swimming pool, playground, and recreational activities such as fishing and hiking. Whether you're looking for a weekend getaway or a longer vacation, Pine Lake RV Resort & Cottages is the perfect choice for your next adventure in Massachusetts.

Located at 135 South Shore Drive in Yarmouth, Massachusetts, Seaside Cottages offers a relaxing getaway on the oceanfront with a private beach overlooking Nantucket Sound. Our five-acre cottage colony is the perfect destination for couples and families looking to unwind and enjoy the beauty of Cape Cod. When you book directly with us, you won't have to worry about any additional booking or cleaning fees. Take advantage of our May special - stay 2 nights and get the 3rd night free! Or plan your fall getaway with our fall special - stay 2 nights and get the 3rd night 50% off. Just make sure to book online and note that blackout dates apply.

The Salty Cottage is a charming real estate and travel agency located at 27 Locust Road in Eastham, Massachusetts. This cozy cottage is perfect for small families or two couples looking for a quiet retreat close to all the attractions Cape Cod has to offer. Situated in the heart of Eastham's Historic Town Center, it is just steps away from Salt Pond and the National Seashore Visitor Center, as well as a short bike ride to the Cape Cod Rail Trail. The cottage features two bedrooms with high-quality queen-size mattresses, pillows, and linens, along with a pull-out couch for larger groups. The bathroom includes a washer and dryer for added convenience. Guests can enjoy the modern decorations and finishes inside, or relax outside on the deck overlooking a natural wooded area, complete with outdoor shower and dining space for four.

Located in the picturesque town of Pittsfield, Massachusetts, the Best Western Plus Berkshire Hills Inn & Suites offers comfortable and modern lodging for travelers looking to explore the beautiful Berkshires region. Situated at 1350 West Housatonic Street, this hotel provides guests with a convenient location near popular attractions such as Tanglewood, Hancock Shaker Village, and the Norman Rockwell Museum. The hotel features spacious rooms and suites equipped with amenities such as free Wi-Fi, flat-screen TVs, and mini fridges. Guests can also enjoy a complimentary hot breakfast, a fitness center, and an indoor pool. Whether visiting for business or leisure, the Best Western Plus Berkshire Hills Inn & Suites provides a welcoming and relaxing atmosphere for all guests.

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.

The Lake House Guest Cottages of the Berkshires is a charming retreat nestled on the shores of Pontoosuc Lake in Lanesborough, Massachusetts. This picturesque institution offers cozy and beautifully appointed cottages for overnight stays, providing guests with a peaceful and serene atmosphere to relax and unwind. The on-site restaurant serves delicious meals made with locally sourced ingredients, offering a taste of the region's culinary delights. Whether you're looking for a romantic getaway, a family vacation, or a solo escape, The Lake House Guest Cottages of the Berkshires is the perfect destination for a memorable and rejuvenating experience.

Cavalier Cottage Bed & Breakfast is a charming lodging establishment located at 236 East Oxbow Road in the picturesque town of Charlemont, Massachusetts. This cozy retreat offers guests a peaceful and comfortable stay in a beautiful countryside setting. The cottage-style accommodations are tastefully decorated and feature modern amenities to ensure a relaxing experience. Guests can enjoy a delicious homemade breakfast each morning and take advantage of the convenient location near outdoor recreational activities such as hiking, skiing, and river rafting. Whether you are looking for a romantic getaway or a relaxing escape, Cavalier Cottage Bed & Breakfast is the perfect destination for your next vacation.

The Best Western Plus New Englander is a charming lodging institution located at 1 Rainin Road in Woburn, Massachusetts. This cozy hotel offers a welcoming atmosphere and comfortable accommodations for travelers looking to explore the historic New England region. With its convenient location and excellent amenities, guests can enjoy a relaxing stay in a picturesque setting. Whether you are visiting for business or pleasure, the Best Western Plus New Englander is the perfect choice for your next trip to Massachusetts.

The Best Western Plus Chelmsford Inn is a charming lodging establishment located at 187 Chelmsford Street in the picturesque town of Chelmsford, Massachusetts. This cozy inn offers comfortable and spacious rooms, modern amenities, and friendly service to ensure a pleasant stay for guests. Conveniently situated near local attractions and dining options, the Best Western Plus Chelmsford Inn is the perfect choice for travelers looking for a relaxing and enjoyable experience in the United States.

Best Western Plus North Shore Hotel is a luxurious lodging option located at 50 Dayton Street in Danvers, Massachusetts. This hotel offers top-notch amenities and services to ensure a comfortable and enjoyable stay for guests. With its convenient location in the North Shore area, guests can easily access popular attractions, shopping centers, and dining options. Whether you are traveling for business or leisure, Best Western Plus North Shore Hotel provides a relaxing and upscale environment for your stay.

Best Western Plus The Inn At Sharon/Foxboro is a charming lodging institution located at 395 Old Post Road in Sharon, Massachusetts, United States. This cozy hotel offers a comfortable stay for guests visiting the area for business or leisure. The rooms are well-appointed with modern amenities, and the friendly staff ensures a pleasant and memorable experience for all visitors. Conveniently located near Foxboro, home of the famous Gillette Stadium, this hotel is the perfect choice for those attending events or games in the area. With its convenient location and excellent service, Best Western Plus The Inn At Sharon/Foxboro is a top choice for travelers looking for a relaxing and enjoyable stay in Sharon.

Best Western North Attleboro/Providence Beltway is a cozy lodging option located at 707 South Washington Street in North Attleborough, Massachusetts. Situated just a short drive away from Providence, Rhode Island, this hotel offers comfortable accommodations and convenient amenities for both leisure and business travelers. Guests can enjoy spacious rooms, complimentary breakfast, a fitness center, and a seasonal outdoor pool. With its convenient location and friendly staff, Best Western North Attleboro/Providence Beltway is the perfect choice for those looking for a relaxing stay in the New England area.

Best Western Rockland is a charming lodging institution located at 909 Hingham Street in Rockland, Massachusetts, United States. This cozy hotel offers comfortable accommodations and top-notch amenities for guests looking for a relaxing stay in the area. With its convenient location, guests can easily access nearby attractions and restaurants. Whether you are visiting for business or leisure, Best Western Rockland is the perfect choice for a pleasant and enjoyable stay.

Best Western Braintree Inn is a cozy and comfortable lodging option located at 190 Wood Road in Braintree, Massachusetts. Situated in a convenient location, this hotel offers a range of amenities and services to ensure a pleasant stay for guests. The rooms are well-appointed and feature modern decor, making it the perfect place to relax after a long day of exploring the nearby attractions. Whether you are visiting for business or leisure, Best Western Braintree Inn provides a welcoming atmosphere and friendly staff to make your stay enjoyable.

Best Western Adams Inn Quincy-Boston is a charming lodging facility located at 29 Hancock Street in Quincy, Massachusetts, just a short drive away from bustling Boston. With comfortable rooms, modern amenities, and friendly service, this hotel is the perfect choice for both business and leisure travelers. Guests can enjoy a delicious meal at the on-site Adams Pub, take a dip in the outdoor pool, or explore the nearby attractions such as the Adams National Historical Park. Whether you are visiting for work or pleasure, Best Western Adams Inn Quincy-Boston is sure to provide a relaxing and enjoyable stay.

Menemsha Inn & Cottages is a charming and peaceful retreat located at 457 North Road in the picturesque town of Chilmark, Massachusetts. This unique institution offers a combination of health, lodging, and park amenities, providing guests with a truly rejuvenating experience. The inn features cozy cottages nestled among lush gardens and scenic surroundings, offering a tranquil escape from the hustle and bustle of everyday life. Guests can enjoy comfortable accommodations, delicious meals, and a variety of wellness activities such as yoga classes, spa treatments, and nature walks.

A Lady Winnette Cottage is a charming lodging establishment located at 3 Corinthian Lane in the picturesque town of Marblehead, Massachusetts, United States. This cozy cottage offers a peaceful retreat for guests looking to relax and unwind in a serene coastal setting. With comfortable accommodations and a warm, welcoming atmosphere, A Lady Winnette Cottage is the perfect choice for a romantic getaway or a peaceful weekend escape. Experience the beauty and tranquility of Marblehead at this lovely institution.

Inkwell Beach Cottage is a charming lodging located at 83 Seaview Avenue in Oak Bluffs, Massachusetts, United States. Nestled in a picturesque seaside town, this cozy cottage offers a relaxing and comfortable retreat for guests looking to unwind and enjoy the beauty of Martha's Vineyard. Just steps away from the sandy shores of Inkwell Beach, guests can enjoy stunning ocean views and easy access to swimming, sunbathing, and beachcombing. The cottage features well-appointed rooms, a fully equipped kitchen, and a spacious living area, making it the perfect home-away-from-home for a seaside getaway. Whether you're looking for a romantic escape or a fun-filled family vacation, Inkwell Beach Cottage provides a peaceful and idyllic setting for your next trip to the Cape Cod area.

Lighthouse Lane Cottages is a charming lodging option located at 5 Lighthouse Lane in Rockport, Massachusetts, United States. This institution offers cozy and well-appointed cottages for rent, making it the perfect accommodation choice for travelers looking for a peaceful and relaxing getaway. As a real estate agency, Lighthouse Lane Cottages also helps clients find their dream vacation home or investment property in the scenic coastal town of Rockport. Additionally, as a travel agency, they can assist guests in planning their itinerary and exploring the best attractions and activities in the area. Whether you are looking for a weekend escape or a long-term rental, Lighthouse Lane Cottages is your go-to destination for a memorable and enjoyable stay in Rockport.

Whaleback Hill Cottages is a charming lodging institution located in the picturesque town of Sandwich, Massachusetts. Nestled on a scenic hilltop overlooking the historic Route 6A, this cozy retreat offers a peaceful and relaxing getaway for guests looking to unwind and rejuvenate. The cottages are beautifully appointed with modern amenities and rustic charm, providing a comfortable and inviting atmosphere for visitors. Whether you're seeking a romantic escape, a family vacation, or a solo retreat, Whaleback Hill Cottages is the perfect destination for your next stay in Cape Cod.

Dunroamin Trailer Park & Cottages is a charming lodging facility located at 5 John Ewer Road in Sandwich, Massachusetts. Offering a quaint and cozy atmosphere, this institution provides a range of accommodations including trailers and cottages for guests looking to enjoy a relaxing getaway. Situated in a picturesque setting, Dunroamin Trailer Park & Cottages is the perfect destination for RV enthusiasts and vacationers seeking a peaceful retreat in the United States. With its convenient location and comfortable amenities, guests are sure to have a memorable stay at this lovely establishment.

Truro Beach Cottages, located at 640 Shore Road in Truro, Massachusetts, offers a perfect escape for those looking to relax and unwind by the beach. Guests have raved about the cleanliness of the cottages, especially during these Covid times, and many have returned for another stay. The property is pet-friendly, making it a great option for those looking to bring their furry friends along for a vacation. The cottages provide a comfortable and stylish stay, with new flooring, kitchens, bathrooms, and mini-split AC systems. Guests can relax on the deck chairs and enjoy the stunning views of the dunes and the Atlantic Ocean. A short drive to downtown Truro and Provincetown offers a variety of activities, including art galleries, watersports, dining, and shopping.

East Harbour Motel & Cottages is a charming lodging establishment situated at 618 Shore Road in Truro, Massachusetts, United States. Nestled in a picturesque location, this institution offers cozy accommodations in the form of comfortable motel rooms and quaint cottages. Guests can enjoy the serene surroundings and easy access to the nearby beaches and attractions. Whether you are looking for a relaxing getaway or a fun-filled vacation, East Harbour Motel & Cottages is the perfect place to stay. Experience warm hospitality and a memorable stay at this lovely institution.

The Cottages at Nantucket Boat Basin is a charming lodging option located at 24 Old South Wharf in Nantucket, Massachusetts. This unique institution offers cozy cottages with stunning views of the marina, perfect for a relaxing getaway. As a real estate agency, they also offer opportunities to invest in waterfront properties in this picturesque location. Additionally, as a travel agency, they can help plan your dream vacation to Nantucket, ensuring a memorable experience. Whether you're looking for a weekend retreat or a long-term investment, The Cottages at Nantucket Boat Basin has everything you need for a perfect stay in this beautiful coastal town.

Snug Cottage is a charming lodging establishment located at 178 Bradford Street in the picturesque town of Provincetown, Massachusetts. This cozy and inviting inn offers a peaceful retreat for guests looking to relax and unwind in a tranquil setting. The beautifully decorated rooms and suites provide a comfortable and homely atmosphere, perfect for a weekend getaway or a longer stay. The friendly staff at Snug Cottage are dedicated to providing top-notch service and ensuring that every guest has a memorable and enjoyable experience. With its convenient location near the town's shops, restaurants, and attractions, Snug Cottage is the ideal choice for those seeking a memorable stay in Provincetown.

A Cape Shore Lodge & Cottages is a charming lodging establishment located at 6 Shore Road in Truro, Massachusetts, United States. Nestled along the picturesque Cape Cod shoreline, this cozy retreat offers comfortable accommodations in the form of both lodge rooms and cottages. Guests can enjoy stunning views of the ocean, relax on the sandy beaches, and explore the nearby attractions such as Cape Cod National Seashore and Provincetown. Whether you're looking for a romantic getaway or a family vacation, A Cape Shore Lodge & Cottages provides the perfect setting for a memorable stay on the Cape.

equipped for cooking meals and the sound of the waves lulls you to sleep at night. Highly recommend for a peaceful and relaxing getaway.

Mermaid Cottage is a charming lodging establishment located at 49 Cliff Street in Dennis, Massachusetts, United States. This cozy cottage offers a unique and relaxing getaway for guests looking to escape the hustle and bustle of everyday life. Decorated in a nautical theme, Mermaid Cottage provides a comfortable and inviting atmosphere for visitors to unwind and recharge. With its close proximity to the beach and local attractions, guests can enjoy a peaceful retreat while still being conveniently located near the heart of Dennis. Whether you're looking for a romantic weekend getaway or a family vacation, Mermaid Cottage is the perfect destination for a memorable stay by the sea.

The Ebb Tide Cottages is a charming lodging option located at 88 Chase Avenue in Dennis, Massachusetts, United States. Nestled near the picturesque coastline, this institution offers cozy and comfortable cottages for guests to enjoy a relaxing getaway by the sea. With its serene atmosphere and convenient location, The Ebb Tide Cottages is the perfect destination for those seeking a peaceful retreat on 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.