Great Barrington vacation rentals

Why visit Great Barrington

1. Outdoor Adventure: Enjoy skiing, hiking, and exploring stunning national and state parks amidst breathtaking mountain views.
2. Cultural Experiences: Discover the rich history and heritage through charming historic homes and local museums.
3. Scenic Lakes: Relax by picturesque lakes perfect for fishing, kayaking, or picnicking with family and friends.
4. Charming Neighborhoods: Stroll through welcoming neighborhoods filled with unique shops, restaurants, and beautiful architecture.
5. Diverse Accommodations: Choose from a range of vacation rentals, from cozy condos to spacious homes, fitting every budget.

Popular types of accommodation in Great Barrington

Discover the charm of Great Barrington with our diverse vacation rentals. Whether you’re seeking budget-friendly apartments or a cozy home with a screened-in porch, there’s something for everyone. Popular options include condos, apart-hotels, and whole homes tailored to your needs. Explore great Barrington’s hidden gems and enjoy a relaxing getaway in the heart of the Berkshires!

• Condos: The top choice for visitors in Great Barrington, offering modern amenities and a comfortable stay in a community setting.
• Apartments: A close second, these self-contained units provide a home-like atmosphere with easy access to the town.
• Houses: Ideal for families or groups, these homes provide space and privacy for a memorable getaway.
• Cottages: Quaint and cozy, these charming abodes offer a delightful retreat in nature.
• Cabins: Perfect for an outdoor experience, these rustic lodgings are great for those seeking adventure.**

Top attractions in Great Barrington

Great Barrington, Massachusetts, offers a fantastic blend of outdoor adventure and cultural experiences. Ideal for ski enthusiasts and sports lovers, the area features attractions such as national and state parks, scenic lakes, and historic houses. Travelers can enjoy various activities while soaking in the breathtaking views and exploring the local heritage. Don't miss the chance to admire the charming architecture of the historic homes in the area!

1. National Shrine of the Divine Mercy: Located 7 miles from Great Barrington, this serene shrine offers a peaceful atmosphere for reflection and prayer, surrounded by beautiful gardens and religious art that enhance its spiritual culture.
2. Norman Rockwell Museum: Situated 6 miles away, this museum features renowned American illustrator Norman Rockwell's work, showcasing his iconic paintings that capture everyday life and culture, making it a must-visit for art lovers.
3. Lake Buel: Right in Great Barrington, this picturesque lake is perfect for romantic strolls, beach activities, and enjoying stunning outdoor scenery, providing a tranquil escape for visitors.

Things to do recommended for couples

Great Barrington offers a perfect romantic getaway for couples. Enjoy skiing at Ski Butternut, savor exquisite wines at Les Trois Emme Winery, and experience live performances at Tanglewood Music Center. These activities create unforgettable memories in a charming atmosphere.

Things to do recommended for families

Your family can enjoy a day at Lake Mansfield Park, perfect for relaxation and outdoor fun. Take a short drive to Tyringham Cobble or Goose Pond Reservation for more recreational activities, all set in beautiful surroundings that promote wellness and relaxation.

Things to do recommended for groups

Groups visiting Great Barrington can enjoy a scenic hike along the Housatonic River Walk, experience captivating performances at the Mahaiwe Performing Arts Center, and shop at the Lee Premium Outlets, just a short drive away for a fun day of family-friendly entertainment.

What do I need to keep in mind when booking a vacation in Great Barrington

If you're traveling with a group, family, or pets, or planning an extended stay, be sure to prioritize your preferences when filtering options. Here are some helpful booking tips for Vrbo.

• Traveling to Great Barrington with a group: Think about how many bedrooms you'll require, as well as additional features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily refine your search for these options and more on Vrbo.
• Traveling to Great Barrington with young kids: Traveling with young kids can present some challenges. It’s important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, considering how close you are to family-friendly attractions can enhance your experience.
• Taking your pets with you to Great Barrington: For many families, a vacation wouldn't be the same without their furry companions. If you can relate to this, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that all members of your family feel comfortable and at home.
• Planning for a long term stay visiting Great Barrington: If you're in search of vacation rentals that offer discounts 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 options like a parking space, a well-equipped kitchen, or a private pool in your search for the perfect getaway.

Where to stay in Great Barrington

Great Barrington, nestled in the scenic Southern Berkshires of Berkshire County, Massachusetts, offers a perfect blend of adventure and relaxation. Explore its family-friendly atmosphere, rich history, and romantic settings while enjoying stunning mountain views. Whether you're skiing down the slopes or strolling through charming neighborhoods, you'll find a welcoming community and a variety of activities to make your vacation unforgettable.

• Lenox: Located 12 miles from Great Barrington, Lenox is a charming town known for its vibrant arts scene and romantic ambiance. This picturesque area offers a wealth of entertainment options, including live music concerts and theatrical performances. Outdoor enthusiasts can enjoy skiing in the nearby mountains during winter, while the tranquil lakes and parks provide a perfect backdrop for family outings. Lenox is also home to the renowned Tanglewood Music Center, where visitors can experience world-class performances in a stunning outdoor setting.
• Hudson: Situated 22 miles away from Great Barrington, Hudson is a thriving city that attracts adventure seekers and nature lovers alike. Known for its stunning scenery, Hudson offers numerous outdoor activities, including skiing at nearby resorts and exploring the beautiful lakes and parks in the region. The city features a lively downtown area with unique shops and restaurants, making it a great spot to unwind after a day of adventure. Hudson's picturesque views and vibrant community make it an appealing destination for those looking to connect with nature.
• Stockbridge: Just 7 miles from Great Barrington, Stockbridge is a delightful town steeped in history and culture. It offers visitors a romantic setting with its charming streets and cultural attractions. The town is famous for its art scene, with galleries and theaters showcasing local talent. Outdoor enthusiasts can engage in skiing at nearby ski fields, while the serene lakes and historical monuments provide plenty of opportunities for exploration. Stockbridge is also home to the iconic Norman Rockwell Museum, making it a must-see for art lovers.

Best time to go to Great Barrington

If you're planning a trip to Great Barrington, 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 October to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	23.2°F (-4.9°C)	Light Rain	Mostly Cloudy	Average	Slightly High
February	24.8°F (-4.0°C)	Light Rain	Mostly Cloudy	Average	Slightly High
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	55.9°F (13.3°C)	Light Rain	Mostly Sunny	Average	Average
June	63.7°F (17.6°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	69.8°F (21.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	67.8°F (19.9°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	60.8°F (16.0°C)	Light Rain	Mostly Sunny	Average	Average
October	49.8°F (9.9°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
November	37.8°F (3.2°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	29.7°F (-1.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly High

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate significantly. Plus, opting for a longer stay can often lead to substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow down your search by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. It truly benefits you to take on the planning role! When you join our travel rewards program, One Key, you can immediately access exclusive member savings and accumulate OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your upcoming adventures, pick up where you last stopped, or manage your travel arrangements. You can easily access the properties you've saved or booked, now categorized into Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.