Berkshire County holiday lettings

Why visit Berkshire County

• Scenic outdoor activities: Berkshire County is ideal for outdoor enthusiasts, featuring excellent skiing and picturesque state parks.
• Rich cultural experiences: Discover historic houses and vibrant local arts, reflecting the region's heritage.
• Charming towns: Explore delightful communities like Barrington, known for its romantic atmosphere and inviting shops.
• Family-friendly attractions: Enjoy a variety of attractions suitable for all ages, ensuring fun for everyone.
• Cozy accommodations: Choose from a range of holiday rentals, from cottages to modern condos, perfect for a memorable stay.

Popular types of accommodation in Berkshire County

At Vrbo, we offer a delightful selection of holiday rentals in Berkshire County, catering to every traveler's needs. Whether you're seeking a private vacation home, a cosy cottage, or a modern condo, we've got you covered. Our collection of houses for rent and cottage rentals ensures you can find the perfect base for your getaway. Explore the charm of Berkshire County and make unforgettable memories with your loved ones.

• Houses: The top choice for visitors to Berkshire County, offering spacious and comfortable stays ideal for families or groups.
• Condos: A popular option for those seeking modern amenities and convenience, perfect for short or extended stays.
• Cottages: Quaint and charming, these provide a delightful retreat amidst scenic surroundings.
• Apartments: A practical choice for solo travellers or couples, featuring essential comforts in urban settings.
• Cabins: A favourite among nature enthusiasts, offering a rustic escape with stunning views.**

Top attractions in Berkshire County

Berkshire County, Massachusetts, is perfect for adventure seekers and outdoor enthusiasts, offering a range of activities including skiing. Visitors can explore historic houses, nature reserves, and state parks, making it an ideal destination for those seeking culture, family experiences, and outdoor fun. Whether you're travelling solo, with family, or friends, Berkshire County promises a memorable holiday filled with diverse attractions and stunning landscapes.

• Williams College: A prestigious institution with a rich history, Williams College boasts beautiful architecture and stunning natural surroundings, perfect for leisurely strolls. The campus is steeped in academic culture, featuring galleries and libraries that celebrate both art and scholarship.
• National Shrine of the Divine Mercy: This serene shrine offers a peaceful retreat for reflection and prayer. With its beautiful gardens and inspiring architecture, visitors can experience a deep sense of spirituality amidst a tranquil setting.
• Massachusetts Museum of Contemporary Art: Known as Mass MoCA, this vibrant cultural centre showcases innovative contemporary art in a former factory building. The cutting-edge installations and exhibitions provide a unique experience for art enthusiasts and casual visitors alike.

Things to do recommended for couples

For a romantic getaway in Berkshire County, indulge in a concert at Tanglewood Music Center, embrace the thrill of skiing at Jiminy Peak Mountain Resort, or be captivated by the dance performances at Jacob's Pillow. Each experience offers a unique blend of entertainment and romance.

Things to do recommended for families

Families exploring Berkshire County can unwind at Goose Pond Reservation and Lake Mansfield Park, both offering serene outdoor experiences. For a touch of wonder, visit the Hopkins Observatory, where engaging family entertainment awaits, making for a delightful day out.

Things to do recommended for groups

Groups visiting Berkshire County can indulge in retail therapy at Lee Premium Outlets, enjoy captivating performances at Shakespeare and Company, and embark on scenic adventures along the Housatonic River Walk, perfect for outdoor enthusiasts and culture lovers alike.

What do I need to keep in mind when booking a vacation in 'Berkshire County

When planning your trip, whether you're heading out with a group, enjoying a family getaway, bringing your pets along, or seeking an extended stay, it’s important to prioritise your preferences when filtering options. Here are some helpful booking tips for using Vrbo.

• Traveling to Berkshire County with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options, and more, on Vrbo.
• Traveling to Berkshire County with young kids: Journeying with young children can present its challenges. It's essential to prioritise their comfort and safety while ensuring access to suitable amenities, like a private swimming pool. Additionally, it's wise to take into account your closeness to family-friendly attractions.
• Taking your pets with you to Berkshire County: For many, a family holiday isn't truly finished without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and bedding, ensuring that everyone feels comfortably at home.
• Planning for a long term stay visiting Berkshire County: If you’re in search of holiday rentals offering special rates for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Berkshire County

Berkshire County, Massachusetts, offers a delightful blend of outdoor adventures and charming towns. Visitors can explore scenic landscapes ideal for skiing and relaxation, while family-friendly attractions abound. Discover the vibrant local shops and the inviting atmosphere of downtown Barrington, where romance and tranquillity await. This region promises a memorable experience, whether you’re seeking thrill or a peaceful retreat amidst picturesque surroundings.

• Lenox: Nestled in the heart of Berkshire County, Lenox is a charming town renowned for its vibrant arts scene and romantic atmosphere. Visitors flock to Lenox for a variety of entertainment options, including music concerts and theatre productions. The town is surrounded by stunning natural beauty, with nearby lakes and mountains offering ample opportunities for outdoor exploration. Noteworthy attractions include the renowned Tanglewood Music Festival and the historic Ventfort Hall, which hosts various cultural events, making Lenox an enchanting destination for families and couples alike.
• The Berkshires: The Berkshires encompass a picturesque region ideal for outdoor enthusiasts and adventure seekers. This enchanting area is characterised by its breathtaking scenery, with rolling hills and majestic mountains. Visitors can indulge in an array of activities, particularly skiing at the numerous ski resorts and fields available. The Berkshires is home to beautiful lakes and event venues that host a variety of conferences and gatherings. The region's natural beauty serves as a backdrop for unforgettable experiences, including hiking, cycling, and exploring local art galleries.
• Williamstown: Williamstown, a vibrant city within Berkshire County, is known for its rich history and academic presence, exemplified by the esteemed Williams College. This charming locale attracts sports and adventure enthusiasts, particularly those interested in skiing, with top-notch ski fields and resorts nearby. Visitors can explore the scenic mountains and lakes that surround the city, making it perfect for outdoor activities year-round. The city’s cultural offerings, including art exhibits and historical landmarks, further enhance its appeal, ensuring a delightful experience for all who visit.

Booking with Vrbo is a breeze

Are you hoping to cut costs on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can achieve considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board provides you with a dedicated space to plan new adventures, pick up from where you last left off, or easily manage and arrange your travel plans. You can now find the properties you've previously saved and booked under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.