TOP 30 Best Rustic vacation rentals in Massachusetts

High Pocket Vacation Rental is a charming lodging located at 38 Adams Place in the picturesque town of Colrain, Massachusetts, United States. Nestled in a serene and peaceful setting, this vacation rental offers a cozy and comfortable stay for guests looking to escape the hustle and bustle of everyday life. With well-appointed accommodations and a range of amenities, High Pocket Vacation Rental is the perfect home away from home for your next getaway. Whether you're looking to relax and unwind or explore the beautiful surroundings, this institution provides a welcoming and inviting atmosphere for all visitors.

Centerville, LLC Rental Properties is a premier rental company located in Barnstable, Massachusetts. Our properties are situated at 1645 Santuit-Newtown Road, offering a peaceful and picturesque setting for our tenants. We provide a range of rental options to suit every need, from cozy apartments to spacious family homes. Our dedicated team is committed to providing exceptional customer service and ensuring that our tenants feel at home. Whether you are looking for a short-term rental or a long-term lease, Centerville, LLC Rental Properties has the perfect solution for you. Contact us today to learn more about our available properties and experience the comfort and convenience of renting with us.

R.G. Rustics is a unique institution located at 186 Mountain Road in Erving, Massachusetts. As a real estate agency, store, and travel agency all rolled into one, R.G. Rustics offers a one-of-a-kind experience for those looking to buy or sell property, shop for rustic home decor, or plan their next adventure. With a focus on personalized service and attention to detail, R.G. Rustics is the go-to destination for all your real estate, home decor, and travel needs in the United States.

Located on Thumpertown Road in Eastham, Massachusetts, Hank Joan’s Rentals offers cozy and charming cottages for lodging on the bayside of Cape Cod. Just a short stroll away from Thumpertown beach, guests can enjoy the serene beauty of the bay and relax in a peaceful setting. The rustic charm of the cottages provides a homey atmosphere for a relaxing vacation experience. With easy access to the Cape Cod National Seashore and delicious ice cream nearby, Hank Joan’s Rentals is the perfect destination for a memorable getaway on the Cape.

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.

The Berkshires Cottage is a charming real estate and travel agency located at 87 Blunt Road in Great Barrington, Massachusetts. Specializing in vacation rentals and property sales in the picturesque Berkshires region, our agency offers a wide range of cozy cottages, luxurious estates, and scenic properties for visitors and residents alike. Whether you're looking for a weekend getaway or a permanent vacation home, our experienced team is dedicated to helping you find the perfect place to call your own in this beautiful corner of the United States. Visit us at The Berkshires Cottage and let us help you make your dream of living in the Berkshires a reality.

Benton Cove Cabins is a real estate and travel agency located at 189 Ray Hubbard Road in Otis, Massachusetts, United States. Our lakeside cabin rental, "Leeway," offers stunning sunsets and a peaceful retreat on Benton Pond. The 2024 season runs from May 17 to October 13, offering activities such as hiking, swimming, canoeing, kayaking, and more. "Leeway" comfortably sleeps six guests and features two bedrooms, a fully equipped kitchen, a bathroom with modern amenities, and a cozy living room with a stone fireplace. Guests can enjoy their private dock, gas grill, and access to row boats, a canoe, and kayaks. With 225 feet of lakefront shared with our sister cabin "Arcadia," Benton Cove Cabins is the perfect destination for families seeking a relaxing getaway in the Berkshires.

Grieshaber's Getaway is a premier travel agency located at 60 Sutton Place in East Longmeadow, Massachusetts. We specialize in creating unforgettable travel experiences for our clients, offering a wide range of services including booking flights, accommodations, and activities. Our team of experienced travel experts is dedicated to providing personalized service and expert advice to help you plan the perfect getaway. Whether you're looking for a relaxing beach vacation, a thrilling adventure, or a romantic escape, Grieshaber's Getaway has you covered. Contact us today to start planning your dream vacation!

The Log Cabin is a cozy and inviting bar located at 500 Easthampton Road in Holyoke, Massachusetts. With its rustic decor and warm atmosphere, it is the perfect spot to unwind and enjoy a drink with friends. Whether you're looking for a casual night out or a place to celebrate a special occasion, The Log Cabin offers a welcoming environment and a wide selection of beverages to choose from. Come visit us and experience the charm of this local favorite.

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.

Wallis Cove Cabins is a charming lodging institution nestled on Island Road in Douglas, Massachusetts, United States. Surrounded by the tranquil beauty of nature, these cozy cabins offer a peaceful retreat for guests looking to escape the hustle and bustle of everyday life. Each cabin is thoughtfully designed and equipped with modern amenities to ensure a comfortable stay. Whether you're seeking a romantic getaway or a family vacation, Wallis Cove Cabins provides the perfect setting for a memorable experience. Explore the nearby hiking trails, relax by the lake, or simply unwind on your private deck and take in the picturesque views. Experience the tranquility and serenity of Wallis Cove Cabins for a truly unforgettable stay.

Stonover Farm is a charming lodging institution located at 169 Under Mountain Road in Lenox, Massachusetts, United States. Surrounded by picturesque countryside, this tranquil farm offers a peaceful retreat for guests looking to escape the hustle and bustle of city life. The property features beautifully appointed rooms, a cozy fireplace, and stunning views of the rolling hills. Guests can enjoy a relaxing stay in this idyllic setting, with opportunities for hiking, biking, and exploring the nearby attractions. Whether you're seeking a romantic getaway or a peaceful weekend retreat, Stonover Farm provides a warm and welcoming atmosphere for a memorable stay.

Rose and Goat Retreat is a charming and cozy real estate and travel agency located in the picturesque town of North Adams, Massachusetts. Situated at 25 Moores Road, this institution offers a unique blend of services that cater to both property buyers and travelers looking for a peaceful escape. Whether you are in search of a dream home nestled in the scenic beauty of North Adams or planning a relaxing getaway to rejuvenate your soul, Rose and Goat Retreat has got you covered. With a team of experienced professionals and a wide range of properties and travel packages to choose from, you can trust that your needs and preferences will be taken care of with utmost care and attention to detail.

Foolhardy Hill is a charming campground, lodging, and park located at 232 Zoar Road in the picturesque town of Charlemont, Massachusetts, United States. Nestled in the rolling hills of the Berkshires, this institution offers a one-of-a-kind experience for nature lovers and outdoor enthusiasts. With spacious campsites, cozy cabins, and a variety of recreational activities, including hiking, fishing, and birdwatching, Foolhardy Hill provides the perfect getaway for those looking to unwind and reconnect with the great outdoors. Whether you're seeking a peaceful retreat or an action-packed adventure, this hidden gem is sure to delight visitors of all ages.

Stone House Farm is a charming lodging institution located at 649 East Pleasant Street in Amherst, Massachusetts. Nestled in the picturesque countryside of New England, this historic stone house offers a peaceful and serene retreat for guests seeking a relaxing getaway. The farm is surrounded by lush greenery and beautiful gardens, providing a tranquil atmosphere for visitors to unwind and rejuvenate. With its cozy rooms, warm hospitality, and scenic views, Stone House Farm is the perfect destination for those looking to escape the hustle and bustle of city life and immerse themselves in the beauty of nature.

Canoe River Campground is a picturesque retreat nestled in the heart of Mansfield, Massachusetts. Situated at 137 Mill Street, this charming campground offers a serene escape from the hustle and bustle of everyday life. With its tranquil setting and lush surroundings, Canoe River Campground is the perfect destination for nature lovers and outdoor enthusiasts. Guests can choose from a variety of lodging options, including tent sites, RV sites, and cozy cabins. The campground also features modern amenities such as clean restrooms, hot showers, and a convenient camp store. Whether you're looking for a relaxing weekend getaway or a fun-filled family vacation, Canoe River Campground has something for everyone.

Pinewood Lodge Campground and Function Hall is a charming destination nestled in the heart of Plymouth, Massachusetts. Situated at 190 Pinewood Road, this institution offers a unique blend of campground, lodging, and park facilities. With spacious campsites, cozy cabins, and well-maintained grounds, guests can enjoy a peaceful retreat surrounded by nature. The function hall provides a versatile space for events and gatherings, making it an ideal venue for weddings, reunions, and celebrations. Whether you're looking to relax in the great outdoors or host a special event, Pinewood Lodge Campground and Function Hall has everything you need for a memorable stay.

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.

The Crocker Tavern House is a beautifully restored historic landmark located in Barnstable Village, Massachusetts. Originally built in 1754 as a colonial-era tavern, the house now serves as a vacation home rental. With seven bedrooms and six bathrooms, it can comfortably accommodate up to 14 guests, making it perfect for family vacations or small events. The house retains many of its period details, offering guests a genuine experience of staying in a pre-revolution landmark. Situated in the historic neighborhood of Barnstable Village, guests can enjoy quaint coffee shops, restaurants, and boutiques within walking distance. The house is also just a short walk to Barnstable Harbor and Beach, where guests can enjoy outdoor activities and scenic views. For those looking to explore further, larger beaches, island ferries, and whale watch cruises are just a short drive away.

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.

Brownies Cabins is a charming lodging institution nestled in the picturesque town of Wellfleet, Massachusetts. Offering cozy and comfortable cabins for guests to relax and unwind, Brownies Cabins provides a peaceful retreat surrounded by nature. The cabins are equipped with modern amenities to ensure a comfortable stay, and the friendly staff are always on hand to assist with any requests. Whether you're looking for a romantic getaway or a family vacation, Brownies Cabins is the perfect choice for a memorable stay in Wellfleet.

Bayview Cottages is a charming accommodation located at 658 Shore Road in the picturesque town of Provincetown, Massachusetts. Surrounded by stunning views of the bay, this cozy retreat offers a peaceful and relaxing atmosphere for guests to unwind and enjoy a memorable stay. The cottages are tastefully decorated and equipped with modern amenities to ensure a comfortable experience. Whether you are looking for a romantic getaway or a family vacation, Bayview Cottages is the perfect choice for your next trip to Cape Cod.

Pine Shore Cottages is a charming lodging destination located at 1370 Main Street in the picturesque town of Chatham, Massachusetts. Nestled among the pine trees, this cozy retreat offers a peaceful and relaxing atmosphere for guests to enjoy. As both a lodging and real estate agency, Pine Shore Cottages provides comfortable accommodations for travelers looking to experience the beauty of Cape Cod, as well as opportunities for those interested in purchasing a vacation home in this desirable location. With a dedicated team of professionals, Pine Shore Cottages also doubles as a travel agency, helping guests plan their perfect getaway to this idyllic seaside town. Experience the tranquility and beauty of Chatham at Pine Shore Cottages.

The Countryside Motel, located at 115 Mechanic Street in Bellingham, Massachusetts, offers comfortable and affordable lodging in a charming countryside setting. Our well-maintained rooms are perfect for travelers looking for a peaceful retreat while still being conveniently located near local attractions and amenities. Whether you're visiting for business or pleasure, our friendly staff is dedicated to ensuring your stay is enjoyable and relaxing. Book your stay at Countryside Motel for a cozy and welcoming experience in the heart of beautiful Bellingham.

Upper Goose Pond Cabin is a charming wilderness retreat nestled in the heart of Lee, Massachusetts. This rustic lodging offers a tranquil escape from the hustle and bustle of city life, surrounded by the natural beauty of the Berkshire Mountains. The cabin is located right on the shores of Upper Goose Pond, providing guests with stunning views and opportunities for fishing, swimming, and hiking. Whether you're looking for a peaceful weekend getaway or a basecamp for outdoor adventures, Upper Goose Pond Cabin is the perfect destination.

The Cottage @ Round Hill is a charming lodging located at 44 Round Hill Road in the picturesque town of Northampton, Massachusetts, United States. Nestled in a serene and peaceful setting, this cozy cottage offers a relaxing retreat for guests looking to escape the hustle and bustle of everyday life. With its comfortable accommodations and beautiful surroundings, The Cottage @ Round Hill is the perfect destination for a weekend getaway or a longer stay in the scenic New England countryside. Experience tranquility and comfort at this hidden gem in Northampton.

Rufus House is a charming lodging establishment located at 661 Bernardston Road in Greenfield, Massachusetts, United States. This cozy and welcoming inn offers comfortable accommodations for travelers looking for a peaceful and relaxing stay. The rooms are tastefully decorated and equipped with modern amenities to ensure a pleasant experience for guests. The serene surroundings of Rufus House make it the perfect retreat for those seeking a tranquil getaway. Enjoy a restful stay at this lovely institution in the heart of Greenfield.

Turtle Pine Village is a charming institution located at 140 Elm Street in Kingston, Massachusetts. Nestled in a serene and picturesque setting, this village offers a unique blend of modern amenities and rustic charm. With beautifully landscaped grounds and cozy cottages, Turtle Pine Village provides a peaceful retreat for residents and visitors alike. Whether you're looking to relax by the pond, take a leisurely stroll through the gardens, or simply enjoy the tranquility of nature, Turtle Pine Village is the perfect destination for those seeking a peaceful escape from the hustle and bustle of everyday life.