The Berkshires vacation rentals

Why visit The Berkshires

1. Stunning Natural Scenery: The Berkshires is renowned for its breathtaking landscapes, including the majestic Berkshire Mountains and serene lakes.
2. Cultural Richness: Discover historic houses, art venues, and vibrant cultural offerings that showcase the region's heritage.
3. Outdoor Adventures: Enjoy a variety of outdoor activities, perfect for adventure enthusiasts and nature lovers alike.
4. Romantic Getaways: The area provides charming spots ideal for couples seeking a romantic escape amidst beautiful surroundings.
5. Diverse Accommodation Options: From cozy cottages to modern condos, The Berkshires offers a range of comfortable places to stay.

Popular types of accommodation around The Berkshires

Planning a getaway to The Berkshires? The excitement begins with selecting the perfect place to stay! Discover a variety of vacation rentals, including houses, cozy cottages, and modern condos. Whether you’re seeking a spacious house rental for the whole family or a quaint retreat for a romantic escape, The Berkshires offers something for everyone. Experience comfort and convenience as you explore this beautiful region!

• Houses: The top choice for visitors to The Berkshires, these homes offer ample space and comfort for families, friends, or couples looking for a relaxing getaway.
• Condos: A popular option for those seeking modern amenities and convenient locations, condos provide a stylish and comfortable stay in the heart of the Berkshires.
• Cottages: These quaint, charming retreats are perfect for a cozy escape, immersing you in the natural beauty of the region.
• Apartments: Ideal for couples or solo travellers, apartments offer a home-like atmosphere with easy access to local attractions.
• Cabins: For a true rustic experience, cabins provide a peaceful refuge surrounded by nature, perfect for outdoor enthusiasts.**

Top attractions around The Berkshires

The Berkshires, Massachusetts, is a fantastic destination for outdoor and adventure enthusiasts, boasting stunning scenery and a rich cultural experience. Visitors can explore historic houses, serene lakes, and nature reserves, making it perfect for those seeking both relaxation and adventure. Additionally, consider beachfront rentals for a unique stay while immersing yourself in the area's natural beauty and cultural offerings.

1. National Shrine of the Divine Mercy: A serene and spiritual site, this shrine offers visitors a peaceful atmosphere with its beautiful architecture and rich cultural significance, perfect for contemplation and reflection.
2. Otis Reservoir: This picturesque lake is ideal for romantic getaways and outdoor activities, featuring stunning scenery, sandy beaches, and opportunities for swimming, boating, and picnicking.
3. Ashintully Gardens: A delightful botanical garden that provides a family-friendly environment, showcasing a variety of flora in a tranquil setting, perfect for outdoor strolls and romantic moments.

Things to do recommended for couples

For a romantic getaway in The Berkshires, consider skiing at Ski Butternut, just 14.5km away, or enjoy a captivating performance at Jacob's Pillow, 11.3km distant. For music lovers, Tanglewood Music Center, located 24.1km away, offers an unforgettable concert experience amidst beautiful surroundings.

Things to do recommended for families

Families will love exploring Goose Pond Reservation, only 12.9km from The Berkshires, and enjoying the serene vibes at Tyringham Cobble, 11.3km away. Lake Mansfield Park, located 17.7km from the area, offers a perfect spot for relaxation and fun in nature.

Things to do recommended for groups

In The Berkshires, your group can enjoy shopping at Lee Premium Outlets, hike the scenic Housatonic River Walk, or experience captivating performances at the Mahaiwe Performing Arts Center. Each location offers a unique blend of entertainment, adventure, and culture perfect for group travellers.

What do I need to keep in mind when booking a vacation around The Berkshires

If you're planning a trip with a group, family, or pets, or if you're interested in extended stays, it's important to prioritize your needs when filtering options. Here are some helpful booking tips for Vrbo.

• Traveling to The Berkshires with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
• Traveling to The Berkshires with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
• Taking your pets with you to The Berkshires: For many families, a trip isn't truly complete without their furry companions. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
• Planning for a long term stay visiting The Berkshires: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By applying the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding amenities like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay around The Berkshires

The Berkshires, a stunning region in Massachusetts, offers a delightful blend of outdoor adventure and breathtaking scenery. With its family-friendly atmosphere, romantic spots, and rich historical charm, you'll find the perfect escape. Explore the majestic Berkshire Mountains, relax in luxurious estates, and discover beautiful landscapes that make this area a top destination for all types of travellers. Enjoy a memorable vacation amidst the natural beauty and vibrant culture of the Berkshires.

• Great Barrington: Located 17.7km from The Berkshires, Great Barrington is a vibrant town renowned for its outdoor adventures and sporting activities. Visitors flock here for exceptional skiing experiences at nearby resorts and thrilling outdoor sports in the stunning natural landscapes. The area is marked by beautiful lakes, majestic mountains, and the iconic national state park, making it a haven for nature lovers and adventure seekers. With a charming downtown area filled with eclectic shops and restaurants, Great Barrington serves as a perfect base for exploring the scenic beauty of the Berkshires.
• Stockbridge: Situated 19.3km from The Berkshires, Stockbridge is a picturesque town steeped in culture and history. Famed for its romantic ambiance and artistic heritage, it offers a rich array of cultural experiences, including live music concerts and theatrical performances. The charming streets are lined with historic landmarks such as serene lakes, intriguing monuments, and significant shrines that add to its allure. Stockbridge is also home to the Norman Rockwell Museum, showcasing the works of the beloved American illustrator, making it a must-visit for art enthusiasts.
• Lee: Located 17.7km from The Berkshires, Lee is a delightful town that offers a perfect blend of romance, entertainment, and family-friendly activities. Visitors can enjoy captivating theatre performances and music concerts, making it an ideal destination for those seeking a lively atmosphere. The scenic surroundings include tranquil lakes, impressive mountains, and historical monuments that enhance the town's charm. Lee’s quaint downtown features unique shops and dining options, inviting visitors to explore and unwind in this welcoming community.

Best time to go to The Berkshires

If you're planning a trip to The Berkshires, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	22.8°F (-5.1°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
February	24.6°F (-4.1°C)	Light Rain	Mostly Cloudy	Average	Average
March	32.5°F (0.3°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	44.2°F (6.8°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
May	56.3°F (13.5°C)	Light Rain	Mostly Sunny	Average	Average
June	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	70.3°F (21.3°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	68.4°F (20.2°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	61.3°F (16.3°C)	Light Rain	Mostly Sunny	Average	Average
October	50.0°F (10.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
November	37.8°F (3.2°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	29.5°F (-1.4°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly High

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, manage your existing arrangements, and keep track of your bookings. All the properties you’ve saved or reserved are neatly categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.