Holiday lodging in Massachusetts

Located at 29 Main Street in Orleans, Massachusetts, WeNeedaVacation.com is a premier institution offering lodging, real estate, and travel services. Specializing in vacation rentals on Cape Cod, Martha's Vineyard, and Nantucket since 1997, we provide a wide range of options for travelers looking to explore the beautiful beaches, natural landscapes, and unique history of these iconic destinations. From historic Plymouth to the tip of Provincetown, the Cape offers an unparalleled combination of beauty and fun activities. Martha's Vineyard Island boasts six charming towns and 110 square miles of natural beauty, while Nantucket features a preserved main town surrounded by picturesque seaside communities. We offer flexible-length plans with no hidden fees or commissions, guaranteeing booking results and providing personalized services and resources for our members. As the go-to rental site for the Cape & Islands, WeNeedaVacation.com ensures a memorable and stress-free vacation experience. For added protection, travelers can also obtain instant travel insurance quotes through our website.

Waterfront Rentals is a premier real estate and travel agency located at 411 Massachusetts 28 in Yarmouth, Massachusetts. Specializing in luxurious waterfront properties, our agency offers a wide range of rental options for those looking to enjoy the beauty of Cape Cod's stunning coastlines. Whether you're seeking a peaceful retreat or a fun-filled vacation, our experienced team is dedicated to helping you find the perfect rental for your needs. With top-notch customer service and a diverse selection of properties, Waterfront Rentals is your go-to destination for an unforgettable stay on the shores of Massachusetts.

Located at 10 Richmond Mountain Road in Lenox, Massachusetts, the Apple Tree Inn is a charming lodging option that serves as the perfect retreat for those looking to nurture their creativity. Surrounded by the natural beauty of the Berkshires, this institution offers a peaceful escape from the ordinary where guests can unlock new ideas and inspiration. The inn features a picturesque 1885 Victorian main house with 13 rooms that blend historic charm with modern amenities such as Frette linens. Additionally, there is a rustic Lodge with 21 rooms that provide a cozy and tranquil setting overlooking the lush green forests and rolling hills of the Berkshires.

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 Ponds at Foxhollow is a secluded resort located in the heart of the Berkshire Mountains at 3 Fox Hollow Drive, Lenox, Massachusetts. The resort offers one and two bedroom condominiums for timesharing or rental purposes, each with a master bedroom, fully equipped kitchen, living area with a double sleeper sofa, and a deck overlooking a picturesque pond. The property spans 223 acres, perfect for hiking in the warmer months and cross country skiing in the winter. The resort also offers outdoor activity equipment and canoes for guests to use. With breathtaking mountain views and a variety of recreational and cultural activities nearby, The Ponds at Foxhollow is the perfect destination for a relaxing getaway. Please note that the hot tub is temporarily out of service, but a new one is on the way.

Welcome to Brook Farm Inn, a charming lodging establishment located at 15 Hawthorne Street in Lenox, Massachusetts. Our Victorian Inn offers 15 guest rooms, including a carriage house with three luxury accommodations, perfect for a relaxing getaway in the beautiful Berkshires. Surrounded by trees and award-winning gardens, our inn provides a serene and secluded atmosphere, while still being just a short walk from historic Lenox village. Built in 1882 and furnished with antiques, our elegant inn features a library filled with poetry, history, and literature, where guests can enjoy the soothing sounds of classical music. Each room at Brook Farm Inn includes a full plated breakfast, providing a perfect start to the day before exploring all that the Berkshires have to offer. From skiing and hiking to theater and antiquing, there is something for everyone to enjoy in the area.

The Cornell Inn is a charming lodging establishment located at 203 Main Street in Lenox, Massachusetts, United States. This historic inn offers cozy accommodations, friendly service, and a convenient location in the heart of the Berkshires. Guests can relax in comfortable rooms, enjoy a delicious breakfast, and explore the nearby shops, restaurants, and attractions. Whether you're visiting for a romantic getaway, a family vacation, or a business trip, the Cornell Inn is the perfect place to stay in Lenox.

Berkshire Inns is a charming lodging institution located at 461 Pittsfield Road in Lenox, Massachusetts, United States. Offering comfortable and cozy accommodations, Berkshire Inns provides a peaceful retreat for guests looking to explore the beautiful Berkshires region. With its convenient location and welcoming atmosphere, Berkshire Inns is the perfect choice for travelers seeking a relaxing stay in the heart of New England.

Jiminy Peak Mountain Resort is a premier destination located at 37 Corey Road in Hancock, Massachusetts, United States. This institution offers a wide range of activities for visitors, including skiing and snowboarding in the winter, as well as hiking, biking, and zip-lining in the summer. With on-site lodging options, dining establishments, and a variety of recreational amenities, Jiminy Peak Mountain Resort is the perfect destination for a family vacation or weekend getaway. Experience the beauty of the Berkshire Mountains while enjoying all that this top-rated tourist attraction has to offer.

Vacation Village in the Berkshires is a charming lodging institution located at 276 Brodie Mountain Road in Hancock, Massachusetts, United States. Nestled in the picturesque Berkshires region, this resort offers cozy accommodations and top-notch amenities for a relaxing and enjoyable vacation experience. Guests can unwind in spacious suites equipped with modern comforts, take a dip in the indoor or outdoor pools, or explore the nearby attractions such as ski slopes, hiking trails, and cultural venues. Whether you're seeking a romantic getaway or a fun family vacation, Vacation Village in the Berkshires is the perfect destination for your next trip.

Experience the enchantment of Disney Magic at Jiminy Mountain, a charming lodging located at 37 Corey Road in Hancock, Massachusetts. Nestled in the picturesque landscapes of the United States, this institution offers a truly magical stay for guests of all ages. With cozy accommodations, breathtaking views, and a touch of Disney charm, guests can enjoy a one-of-a-kind experience surrounded by the beauty of nature. Whether you're looking for a relaxing retreat or a fun-filled family getaway, Disney Magic at Jiminy Mountain is the perfect destination for creating unforgettable memories.

Stay Berkshires is a charming lodging institution located at 1146 Cold Spring Road in the picturesque town of Williamstown, Massachusetts. Nestled in the heart of the Berkshires, our cozy accommodations offer a peaceful retreat for visitors looking to relax and unwind in a beautiful natural setting. Whether you're exploring the nearby cultural attractions or simply seeking a tranquil escape, Stay Berkshires provides a comfortable and inviting home away from home. Experience the warmth and hospitality of our friendly staff as you enjoy all that the Berkshires have to offer.

Sunset Inn is a charming lodging facility located at 150 Housatonic Street in the picturesque town of Lee, Massachusetts, United States. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind. With its convenient location near popular attractions and scenic views, Sunset Inn is the perfect choice for a peaceful getaway in the heart of the Berkshires. Whether you're visiting for business or pleasure, you'll find everything you need for a comfortable stay at Sunset Inn.

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.

The Williams Inn is a charming lodging establishment located at 101 Spring Street in the picturesque town of Williamstown, Massachusetts, United States. This historic inn offers comfortable accommodations and modern amenities for guests looking to explore the beauty of the Berkshires region. With its convenient location near Williams College and the Clark Art Institute, The Williams Inn is the perfect place to stay for visitors seeking a relaxing and memorable experience in this charming New England town.

Walker Island Family Camping is a serene retreat nestled in the heart of Chester, Massachusetts, United States. Situated at 27 U.S. 20, this campground offers a peaceful escape for families looking to reconnect with nature and each other. With spacious lodging options, including tent sites and cabins, guests can enjoy a comfortable and relaxing stay surrounded by the beauty of the park. Whether you're looking to explore the hiking trails, go fishing in the nearby lake, or simply unwind by the campfire, Walker Island Family Camping provides the perfect setting for a memorable outdoor adventure.

Canterbury Farm is a charming lodging institution located at 1986 Fred Snow Road in Becket, Massachusetts, United States. Surrounded by picturesque countryside, this cozy retreat offers a peaceful escape from the hustle and bustle of city life. Guests can enjoy comfortable accommodations, delicious meals, and a range of outdoor activities such as hiking, fishing, and horseback riding. Whether you're looking for a romantic getaway or a family vacation, Canterbury Farm is the perfect destination for relaxation and rejuvenation.

Nine Mountain Retreats is a health and lodging institution located at 9 Mountain Street in Plainfield, Massachusetts, United States. Our mission and vision are centered around creating a warm and nurturing space for exploration in various realms such as human connection, spiritual practice, social change, embodiment, and the healing arts. We host a variety of group retreats, intensives, courses, and workshops that support personal growth and development. At Nine Mountain Retreats, there is always something exciting happening. From women's retreats to Thai massage trainings, creative residencies, silent meditation retreats, team-building adventures, and more, our dynamic programs offer participants the opportunity to engage in transformative experiences. Whether you are a yoga practitioner, meditation enthusiast, activist, musician, artist, spiritual seeker, educator, or crafter, you are welcome to join us at Nine Mountain.

Cumworth Farm Blueberries and Bed & Breakfast is a charming lodging located at 472 West Cummington Road in the picturesque town of Cummington, Massachusetts. Nestled in the heart of blueberry country, this cozy bed and breakfast offers guests a unique experience surrounded by nature and tranquility. Guests can enjoy picking fresh blueberries on the farm, relaxing in the comfortable accommodations, and indulging in delicious homemade breakfasts made with locally sourced ingredients. Whether you're looking for a peaceful retreat or a fun outdoor adventure, Cumworth Farm Blueberries and Bed & Breakfast is the perfect destination for a memorable stay in the beautiful Berkshires.

Peppermint Park Camping Resort is a charming campground and lodging facility nestled in the picturesque town of Plainfield, Massachusetts. Situated at 169 Grant Street, this serene retreat offers a peaceful and natural setting for visitors to relax and unwind. The park features spacious campsites for tents and RVs, as well as cozy cabins for those seeking a more comfortable stay. Guests can enjoy a variety of outdoor activities such as hiking, fishing, and picnicking in the beautiful surroundings. With its tranquil atmosphere and convenient location, Peppermint Park Camping Resort is the perfect destination for a memorable outdoor getaway.

Bourke Shire Farm Bed & Breakfast is a charming lodging located at 15 South Road in the picturesque town of Heath, Massachusetts. Nestled in the heart of the United States, this cozy B&B offers guests a peaceful and relaxing retreat surrounded by the beauty of the countryside. The property features comfortable rooms, delicious home-cooked meals, and friendly hospitality. Whether you're looking for a romantic getaway or a weekend escape, Bourke Shire Farm Bed & Breakfast is the perfect destination for a memorable stay.

Downton Valley is a charming lodging institution located at 1089 Westhampton Road in Northampton, Massachusetts, United States. Nestled in the picturesque Downton Valley, this institution offers guests a peaceful and serene retreat surrounded by nature. The cozy rooms are elegantly decorated and provide all the comforts of home. Guests can enjoy a delicious breakfast in the dining area or relax on the outdoor patio overlooking the beautiful valley. With its convenient location and warm hospitality, Downton Valley is the perfect destination for a relaxing getaway.

White Birch Campground is a charming and peaceful retreat nestled in the picturesque town of Whately, Massachusetts. Located at 214 North Street, this campground offers a variety of lodging options, including tent sites, RV hookups, and cozy cabins. Surrounded by towering white birch trees and lush greenery, guests can enjoy a tranquil atmosphere perfect for relaxation and outdoor adventure. The campground features amenities such as a playground, picnic areas, and hiking trails, making it an ideal destination for families, couples, and solo travelers alike. Whether you're looking to escape the hustle and bustle of city life or simply reconnect with nature, White Birch Campground provides a welcoming and serene setting for your next getaway.

Two Rivers Bed and Breakfast is a charming lodging establishment situated at 754 River Road in the picturesque town of Deerfield, Massachusetts. Nestled along the banks of two tranquil rivers, this cozy bed and breakfast offers a peaceful retreat for guests looking to escape the hustle and bustle of everyday life. The well-appointed rooms are tastefully decorated and provide a comfortable and inviting atmosphere for a relaxing stay. Guests can enjoy a delicious homemade breakfast each morning, made with locally sourced ingredients. The friendly and attentive staff are always on hand to ensure that guests have a memorable and enjoyable experience during their stay. Whether you are looking for a romantic getaway or a peaceful retreat in nature, Two Rivers Bed and Breakfast is the perfect choice for your next vacation.

Delta Organic Farm B & B Center is a charming lodging facility located at 352 East Hadley Road in Amherst, Massachusetts, United States. Situated on a picturesque organic farm, guests can enjoy a peaceful and relaxing stay surrounded by nature. The center offers comfortable accommodations and delicious organic meals made from fresh produce grown on the farm. Visitors can also participate in farm activities and learn about sustainable farming practices. Whether you're looking for a weekend getaway or a unique farm experience, Delta Organic Farm B & B Center is the perfect destination.

Pet Hotel Hadley is a high-end pet store located at 155 Russell Street in Hadley, Massachusetts. Conveniently situated just off Rte. 91 exit 19 on Rte. 9, our state-of-the-art facility offers top-notch Dog Boarding, Cat Boarding, and Daycare services for your furry friends. Our professional staff members are passionate about caring for your pets and provide a safe, clean, and nurturing environment for them to enjoy while you're away. In addition to our boarding and daycare services, Pet Hotel Hadley also offers grooming services for dogs and cats, including luxurious spa packages. Our experienced groomers take great pride in their work, ensuring that your pet receives the pampering they deserve.

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.

The Suite at Liberty Woods is a cozy lodging option located at 111 Federal Street in Belchertown, Massachusetts. Situated in a peaceful and picturesque setting, this charming establishment offers guests a comfortable and relaxing stay. The spacious suites are tastefully decorated and equipped with modern amenities to ensure a pleasant experience. Whether you are visiting for business or leisure, The Suite at Liberty Woods provides a welcoming atmosphere and attentive service to make your stay memorable. Enjoy the tranquility of the countryside while still being conveniently located near local attractions and amenities. Book your stay today and experience the warmth and hospitality of this lovely establishment.

The Ginger Bed is a charming lodging establishment located at 3 Ginger Bread Lane in the picturesque town of Ashburnham, Massachusetts. This cozy retreat offers a warm and inviting atmosphere, perfect for a relaxing getaway. The rooms are beautifully decorated with a touch of ginger-inspired decor, creating a unique and cozy ambiance. Guests can enjoy comfortable accommodations, friendly service, and a convenient location near local attractions. Whether you're looking for a romantic weekend escape or a peaceful retreat in the countryside, The Ginger Bed is the perfect choice for your next stay in Ashburnham.

Nestled in the picturesque town of Sudbury, Massachusetts, the Inn On The Horse Farm offers a unique and tranquil lodging experience. Located at 277 Old Sudbury Road, this charming inn is surrounded by acres of beautiful farmland and rolling hills. Guests can enjoy a peaceful retreat in a cozy room, each uniquely decorated with a country charm. The Inn On The Horse Farm also offers horseback riding opportunities for guests to explore the scenic countryside. Whether you are looking for a relaxing getaway or a romantic escape, this charming inn is the perfect destination.