TOP 10 Vacation house rentals in Massachusetts

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Birch Hill Bed & Breakfast is a charming lodging located at 254 South Undermountain Road in Sheffield, Massachusetts, United States. Nestled in the picturesque Berkshires region, this cozy B&B offers a peaceful retreat for guests looking to escape the hustle and bustle of city life. With comfortable accommodations, delicious homemade breakfasts, and warm hospitality, Birch Hill Bed & Breakfast is the perfect place to relax and unwind during your stay in the Berkshires.

Holiday Inn Express & Suites Great Barrington - Lenox Area is a modern and comfortable lodging option located at 415 Stockbridge Road in the charming town of Great Barrington, Massachusetts. Situated in the heart of the picturesque Lenox Area, this hotel offers guests a convenient and relaxing stay with easy access to a variety of attractions and activities. The hotel features spacious and well-appointed guest rooms and suites, each equipped with modern amenities such as flat-screen TVs, free Wi-Fi, and comfortable bedding. Guests can also enjoy complimentary breakfast each morning, as well as access to a fitness center and indoor pool.

Welcome to Quality Inn Great Barrington, a 100% smoke-free hotel located at 372 Main Street in the charming forested mountain town of Great Barrington, Massachusetts. Whether you are visiting for business or pleasure, our hotel offers excellent value and a range of amenities to ensure a great experience during your stay. Our hotel features free wifi throughout the property, a complimentary continental breakfast each morning, free parking, an exercise room, and 24-hour desk service. Each room is equipped with a fridge, microwave, flat-screen television, desk with chair, coffee maker, and more. We strive to provide all the amenities you expect, along with special touches to enhance your Berkshires experience.

Travelodge by Wyndham Great Barrington Berkshires is a cozy and comfortable lodging option located at 400 Stockbridge Road in the charming town of Great Barrington, Massachusetts. Situated in the picturesque Berkshires region, this hotel offers convenient access to local attractions, restaurants, and outdoor activities. The rooms are clean and well-appointed, providing guests with a relaxing retreat after a day of exploring. The friendly staff is always ready to assist with any needs or questions, ensuring a pleasant stay for all visitors. Whether you are in town for business or leisure, Travelodge by Wyndham Great Barrington Berkshires is the perfect choice for your accommodations.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires is a cozy and modern lodging option located at 249 Stockbridge Road in the charming town of Great Barrington, Massachusetts. Situated in the heart of the picturesque Berkshires region, this hotel offers guests a convenient and comfortable stay with close proximity to popular attractions such as Tanglewood, Norman Rockwell Museum, and Ski Butternut. The hotel features spacious and well-appointed rooms and suites, a complimentary hot breakfast buffet, a fitness center, an indoor pool, and free Wi-Fi. Whether you are visiting for business or leisure, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires provides a welcoming and relaxing atmosphere for all guests.

Welcome to Monument Mountain Motel, a budget-friendly lodging option in the heart of Great Barrington, Massachusetts. Located in the beautiful Berkshire Mountains, our motel offers comfortable rooms and family-style amenities. Whether you're in town for business or pleasure, our convenient location puts you near iconic attractions such as Tanglewood Music Festival, Ski Butternut Resort, and the Norman Rockwell Museum. At Monument Mountain Motel, we strive to provide a pleasant and affordable experience for all our guests. Enjoy free wifi, in-room microwaves and fridges, and a spacious patio with barbecue facilities. Family travelers will appreciate our family-friendly amenities, while business travelers will find our simplicity and affordability to be just what they need.

The Wainwright Inn Bed & Breakfast is a charming and historic lodging establishment located at 518 South Main Street in the picturesque town of Great Barrington, Massachusetts, United States. This cozy inn offers comfortable accommodations in a beautiful Victorian-style setting, perfect for a relaxing getaway or romantic retreat. Guests can enjoy a delicious homemade breakfast each morning and explore the nearby attractions, including the Berkshire Mountains and quaint shops and restaurants in the town center. With its warm hospitality and inviting atmosphere, The Wainwright Inn Bed & Breakfast is the perfect choice for a memorable stay in the Berkshires.

The Barrington Bed and Breakfast is a charming lodging establishment located at 281 Main Street in the picturesque town of Great Barrington, Massachusetts. This cozy B&B offers a warm and inviting atmosphere for guests looking for a relaxing getaway in the heart of the Berkshires. The beautifully decorated rooms are equipped with modern amenities to ensure a comfortable stay, and guests can enjoy a delicious homemade breakfast each morning. Conveniently located near shops, restaurants, and attractions, The Barrington Bed and Breakfast is the perfect choice for those seeking a peaceful retreat in a quaint New England town.

The Egremont Village Inn is a charming and historic lodging establishment located at 17 Main Street in the picturesque town of Egremont, Massachusetts, United States. This cozy inn offers a comfortable and welcoming atmosphere, perfect for a relaxing getaway in the Berkshires. Guests can enjoy beautifully appointed rooms, delicious meals at the on-site restaurant, and easy access to the area's many attractions and outdoor activities. Whether you're looking for a romantic retreat, a family vacation, or a solo adventure, The Egremont Village Inn is the perfect choice for your stay in the Berkshires.

Lantern House Motel is a charming lodging establishment located at 256 Stockbridge Road in the picturesque town of Great Barrington, Massachusetts, United States. Offering comfortable and affordable accommodations, this quaint motel is the perfect choice for travelers looking to explore the beautiful Berkshires region. With its convenient location and friendly staff, Lantern House Motel provides a cozy home away from home for guests looking to relax and unwind during their stay. Whether you are visiting for business or pleasure, you are sure to enjoy your time at this welcoming institution.

Granville House is a charming lodging institution located at 98 Division Street in the picturesque town of New Marlborough, Massachusetts. This cozy and inviting establishment offers comfortable accommodations for visitors looking to experience the beauty and tranquility of the Berkshires region. With its convenient location and warm hospitality, Granville House is the perfect choice for a relaxing getaway in New England.

Located in the quaint village of New Marlborough in Massachusetts, The Old Inn On The Green is a historic institution offering both bar services and lodging. The inn, originally a stagecoach relay, features beautifully restored guest rooms, fine dining in candlelit rooms, and seasonal outdoor dining on the garden terrace. The Southfield Store, open for takeout daily, is also part of the institution. Whether you are visiting for business or pleasure, for dinner or an overnight stay, The Old Inn On The Green provides a charming and authentic experience in the heart of the Berkshire region. With its picturesque surroundings of rolling fields and meadows, this historic inn is a perfect destination for those seeking a peaceful retreat in New England. Visit us at 134 Hartsville-New Marlborough Rd, New Marlborough, MA 01230 or contact us at 413-229-7924 or [email protected]. Feel the love and experience the best of the oldest at The Old Inn On The Green.

Gedney Farm is a charming institution located at 34 Hartsville-New Marlborough Road in New Marlborough, Massachusetts. This historic property offers a unique combination of food, lodging, and a restaurant, making it a perfect destination for those looking for a relaxing and luxurious getaway. The farm's picturesque surroundings and elegant accommodations provide guests with a truly unforgettable experience. Whether you're looking to enjoy a delicious meal at the on-site restaurant, relax in one of the cozy guest rooms, or explore the beautiful countryside, Gedney Farm has something for everyone. Come and experience the beauty and hospitality of this hidden gem in the heart of Massachusetts.

Swann Lodge is a charming lodging facility located on Brett Road in the picturesque town of Monterey, Massachusetts. Surrounded by beautiful scenery and offering a peaceful retreat for guests, Swann Lodge is the perfect destination for those seeking a relaxing getaway in the United States. With cozy accommodations and a warm, welcoming atmosphere, Swann Lodge provides a comfortable and inviting stay for visitors looking to unwind and recharge in the tranquil surroundings of Monterey. Whether you're exploring the nearby attractions or simply enjoying the serenity of the area, Swann Lodge offers a memorable experience for all who stay.

Lakeside Terrace is a charming lodging institution located at 24 Lakeside Terrace in the picturesque town of Monterey, Massachusetts, United States. Nestled by a tranquil lake, Lakeside Terrace offers guests a peaceful and serene setting to relax and unwind. The cozy accommodations and friendly staff ensure a comfortable stay for guests looking to escape the hustle and bustle of city life. With its beautiful surroundings and convenient location, Lakeside Terrace is the perfect destination for a relaxing getaway in the heart of nature.

Maplewood Bed & Breakfast is a charming lodging establishment located at 266 Massachusetts 8 North in Otis, Massachusetts, United States. Nestled in a picturesque setting, this cozy bed and breakfast offers guests a peaceful retreat surrounded by nature. The comfortable accommodations and warm hospitality make Maplewood Bed & Breakfast the perfect choice for a relaxing getaway in the beautiful Berkshires region. With its convenient location and inviting atmosphere, guests can enjoy a memorable stay at this delightful B&B.

Klondike Campground, located at Massachusetts 8 in Otis, Massachusetts, is the perfect destination for outdoor enthusiasts looking to immerse themselves in nature. This campground offers a variety of lodging options, including tent sites, RV hookups, and cabins, providing something for everyone. With its scenic surroundings and convenient amenities, such as picnic areas, hiking trails, and a playground, Klondike Campground is the ideal spot for a relaxing getaway. Whether you're looking to unwind in the great outdoors or embark on an adventure, this park has something for everyone. Book your stay at Klondike Campground and experience the beauty of Massachusetts in a unique and unforgettable way.

The New Boston Inn is a charming and historic establishment located at 101 North Main Street in the picturesque town of Sandisfield, Massachusetts. This institution offers a unique combination of a bar, restaurant, and lodging, making it the perfect destination for travelers and locals alike. Guests can enjoy delicious meals made with locally-sourced ingredients in the cozy dining room, relax with a drink at the bar, or spend the night in one of the comfortable and beautifully appointed rooms. With its warm hospitality and inviting atmosphere, the New Boston Inn is the ideal spot for a memorable dining and lodging experience in the heart of New England.

Located in the picturesque town of Sandisfield, Massachusetts, Hillside Garden Inn offers a charming and relaxing Bed and Breakfast experience. Housed in the historic Elijah Twining House, dating back to 1785, guests can enjoy immaculate accommodations and gracious hospitality. The inn boasts a spacious wrap-around porch overlooking the Farmington River, as well as a screened-in patio and hilltop gazebo with stunning panoramic views of the distant hills. Sandisfield, with its beautiful landscapes and thriving arts scene, is the perfect destination for outdoor enthusiasts and culture lovers alike. The Berkshires region offers plenty of activities year-round, from skiing and hiking to water sports and cultural events. For those who enjoy shopping, Prime Outlets are just a short drive away.

Camp Overflow is a charming campground and lodging facility located at 700 Tolland Road in the picturesque town of Otis, Massachusetts, United States. Surrounded by nature, this park offers a peaceful retreat for visitors looking to escape the hustle and bustle of city life. With spacious campsites, cozy cabins, and modern amenities, Camp Overflow provides a comfortable and relaxing environment for guests to enjoy. Whether you're looking to unwind in nature, explore the nearby hiking trails, or simply relax by the campfire, Camp Overflow is the perfect destination for your next outdoor adventure.

Laurel Ridge Campground is a family-friendly destination located in the picturesque Berkshire mountains of Otis, Massachusetts. Whether you're camping solo or with a group, our campground offers a variety of sites to suit your needs. From grassy safari field sites to gravel or grass inner loop sites, there's something for everyone. Our campground features a range of amenities, including a new playscape for kids, a basketball court, horseshoes, a swimming pool, and even bingo nights. If you're looking for a peaceful retreat, you'll find plenty of relaxation here too. Enjoy the fresh mountain air, good company, and a full schedule of activities to keep you entertained.

Briarcliff Motel is a charming lodging establishment located at 506 Stockbridge Road in Great Barrington, Massachusetts, United States. Nestled in the picturesque Berkshire Mountains, this cozy motel offers comfortable and affordable accommodations for travelers looking to explore the beauty of the region. With its convenient location and friendly staff, Briarcliff Motel is the perfect choice for a relaxing getaway in the heart of New England.

Brook Cove is a charming lodging institution located at 30 Linda Lane in the picturesque town of Great Barrington, Massachusetts. Surrounded by lush greenery and peaceful surroundings, Brook Cove offers a serene retreat for guests looking to escape the hustle and bustle of city life. The cozy accommodations and warm hospitality make it the perfect destination for a relaxing getaway. Whether you're looking to explore the beautiful Berkshires or simply unwind in nature, Brook Cove provides a tranquil and comfortable stay for all visitors.

Prospect Mountain Campground is a charming and peaceful retreat nestled in the heart of Granville, Massachusetts. Situated at 1349 Main Road, this campground offers a variety of lodging options, including RV sites and cozy cabins, perfect for a weekend getaway or extended stay. The campground is surrounded by lush forests and scenic views of Prospect Mountain, making it an ideal spot for nature lovers and outdoor enthusiasts. Guests can enjoy a range of amenities, including hiking trails, a playground, and a camp store stocked with essentials. The campground also offers real estate services for those looking to purchase their own piece of paradise in this picturesque location. Whether you're seeking a relaxing escape or an adventure-filled vacation, Prospect Mountain Campground has something for everyone. Plan your next trip with the help of their on-site travel agency, and experience the beauty of Massachusetts in a whole new way.

Sodom Mountain Campground is a beautiful nature retreat located at 233 South Loomis Street in Southwick, Massachusetts. This campground offers a variety of spacious sites and prime locations for visitors to enjoy. Each campsite comes equipped with a picnic table and firepit for a cozy outdoor experience. For those looking for a more comfortable stay, Sodom Mountain Campground also offers rustic cozy cabins with modern amenities. These cabins are conveniently located near communal bathrooms and hot showers for added convenience. Additionally, there is a park model available for those seeking a unique lodging experience.

Hilton Garden Inn Springfield, MA offers comfortable and modern lodging accommodations in the heart of Springfield, Massachusetts. Conveniently located at 800 Hall of Fame Avenue, this hotel is perfect for both business and leisure travelers. The hotel features spacious rooms with amenities such as free Wi-Fi, a fitness center, a restaurant serving delicious meals, and a bar for relaxing after a long day. With its convenient location near popular attractions like the Basketball Hall of Fame and Six Flags New England, Hilton Garden Inn Springfield is the perfect choice for your stay in the area.

Located on the shores of Cedar Lake in Sturbridge, Massachusetts, the Sturbridge Host Hotel & Conference Center offers a relaxing retreat with modern amenities and stunning views. With 35,000 square feet of event space, it is the perfect venue for weddings, conferences, and other special events. Guests can enjoy the private beach, paddle boats, and water activities on Cedar Lake, as well as nearby attractions such as Old Sturbridge Village, Wachusett Mountain, and Six Flags New England. Whether you are looking to relax by the lake or explore the area's attractions, the Sturbridge Host Hotel is the ideal choice for your stay in central New England. Contact us for more information and to book your stay.

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 Hampton Inn Auburn is a cozy and comfortable lodging option located at 736 Southbridge Street in Auburn, Massachusetts. This charming hotel offers a convenient location for travelers looking to explore the beautiful surroundings of central Massachusetts. With well-appointed rooms, friendly staff, and modern amenities, the Hampton Inn Auburn is the perfect choice for both business and leisure travelers. Guests can enjoy a complimentary hot breakfast, free Wi-Fi, a fitness center, and a sparkling indoor pool during their stay. Whether you're visiting for a weekend getaway or a business trip, the Hampton Inn Auburn provides a welcoming and relaxing atmosphere for all guests.

Holiday Inn Express & Suites Auburn, an IHG Hotel, is a modern and stylish lodging option located in Auburn, Massachusetts. Situated at 10-12 Johnson Street, this hotel offers comfortable rooms and suites with all the amenities needed for a relaxing stay. Guests can enjoy a complimentary breakfast, access to a fitness center, and a convenient location near local attractions and businesses. Whether traveling for business or leisure, Holiday Inn Express & Suites Auburn provides a welcoming and convenient stay for all guests.