Western Massachusetts vacation rentals

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Find out more about Western Massachusetts

Find out more about Western Massachusetts

Why visit Western Massachusetts

  1. Outdoor Adventures: Western Massachusetts is a haven for outdoor enthusiasts, offering hiking trails and lush parks for all ages.
  2. Cultural Heritage: Explore vibrant urban parks, historic homes, and the rich cultural tapestry of the region.
  3. Family-Friendly Atmosphere: Charming neighbourhoods like West Hartford provide relaxing spots and friendly locals, perfect for families.
  4. Diverse Accommodations: Choose from cozy cabins, private vacation homes, or modern apartments for a comfortable stay.
  5. Downtown Springfield: Experience the lively downtown area filled with cultural experiences and local cuisine.

Popular types of accommodation around Western Massachusetts

Planning a getaway to Western Massachusetts? Discover the perfect accommodation for your stay! From charming houses and cozy cabins to modern apartments, there’s something for everyone. Whether you're searching for Massachusetts vacation rentals or specific options like Western Mass apartments, you’ll find a range of choices that offer comfort and convenience. Enjoy your adventure knowing you have a great place to call home during your travels!

  • Houses: The top choice for visitors in Western Massachusetts, offering spacious and comfortable accommodations ideal for families or groups.
  • Apartments: A popular option for those seeking a convenient stay, providing all the amenities of home in a stylish setting.
  • Cabins: Perfect for those who desire a rustic escape, these charming retreats are nestled in nature.
  • Cottages: A delightful and intimate option, ideal for couples or small families looking for a cozy getaway.
  • Chalets: Offering a unique alpine experience, these accommodations feature stunning views and a warm, inviting atmosphere.**

Top attractions around Western Massachusetts

Western Massachusetts offers an ideal getaway for outdoor enthusiasts and adventure seekers. Visitors can explore a blend of historic and modern colleges and universities, alongside vibrant urban parks. This region is perfect for families and culture lovers, providing a rich tapestry of experiences that highlight the natural beauty and cultural heritage of the area. Whether you're hiking, exploring local history, or enjoying family-friendly activities, there's something for everyone in Western Massachusetts.

  1. University of Massachusetts Amherst: A vibrant modern university offering a lively campus atmosphere with diverse activities and events. Visitors can enjoy city vibes while exploring its beautiful grounds and engaging with the academic community.
  2. Smith College: This historic women’s college boasts stunning architecture and lush gardens, providing a rich cultural experience. Stroll through the campus to appreciate its artistic heritage and vibrant intellectual community.
  3. Chesterfield Gorge: A breathtaking natural canyon ideal for outdoor enthusiasts. Explore scenic hiking trails and experience the thrill of nature’s beauty in this picturesque setting, perfect for adventure lovers.

Things to do recommended for couples

Seeking a romantic getaway in Western Massachusetts? Embrace the thrill at Berkshire East Ski Resort or the charm of Jacob's Pillow for an unforgettable cultural experience. For ski enthusiasts, Blandford Ski Area offers exciting slopes. Enjoy a blend of adventure and romance in this picturesque region!

Things to do recommended for families

During your family vacation in Western Massachusetts, enjoy a thrilling day at the Mullins Center for sports excitement, try your luck at Spare Time Bowling for fun-filled adventure, or unwind in the serene Land of Providence for some much-needed relaxation.

Things to do recommended for groups

Experience the vibrant culture at the Academy of Music Theater, indulge in shopping at Holyoke Mall, or embark on an adventure along the Skyline Trail, where stunning scenery awaits. These activities offer a fantastic blend of entertainment and outdoor fun for your group!

What do I need to keep in mind when booking a vacation around Western Massachusetts

If you're planning a trip with a group, family, furry friends, or considering an extended stay, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Western Massachusetts with a group: Take into account how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Western Massachusetts with young kids: Journeying with young children can be quite a task. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Western Massachusetts: For many families, a getaway isn't truly satisfying unless their furry companion is along for the adventure. If this resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations 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 Western Massachusetts: 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 using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Western Massachusetts

Western Massachusetts offers a perfect blend of outdoor adventure and scenic beauty, ideal for a memorable vacation. Explore the vibrant downtown Springfield, rich with historic homes and cultural experiences. Nearby, the charming neighbourhoods of West Hartford provide a family-friendly atmosphere, complete with friendly locals and relaxing spots. Whether hiking in lush parks or indulging in local cuisine, you'll find plenty to enjoy in this captivating region of the United States.

  • Northampton: Northampton is a vibrant city located 16.1km from Western Massachusetts, known for its rich cultural scene and outdoor activities. The city boasts a lively atmosphere with a variety of shops, restaurants, and art galleries, making it an ideal destination for those looking to immerse themselves in local culture. Notable attractions include historic and modern universities, as well as scenic lakes for leisurely strolls or picnics. Visitors can also enjoy live music performances and the excitement of nearby casinos. With its blend of cultural experiences and outdoor beauty, Northampton offers something for everyone.
  • Amherst: Located 25.7km from Western Massachusetts, Amherst is a charming city that celebrates education and community spirit. Home to both historic and modern universities, Amherst is a hub of intellectual and cultural activities. Outdoor enthusiasts will appreciate the ski fields in winter, as well as the picturesque lakes for summer activities. The city also offers a variety of dining options and local events that showcase its vibrant community. Whether you’re exploring the historic sites or enjoying the natural surroundings, Amherst provides a perfect balance of culture and outdoor adventure.
  • Chesterfield: Chesterfield, situated just 3.2km from Western Massachusetts, is a haven for those seeking outdoor adventures and stunning scenery. This quiet city invites visitors to explore its nature reserves, parks, and breathtaking canyon gorges. Ideal for hiking, skiing, and enjoying the great outdoors, Chesterfield offers a tranquil escape from the hustle and bustle of urban life. With its natural beauty and opportunities for exploration, this picturesque town is perfect for anyone looking to connect with nature and experience the serenity of rural Massachusetts.

Best time to go to Western Massachusetts

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January23.2°F (-4.9°C)Light RainMostly CloudyLowAverage
February24.8°F (-4.0°C)Light RainMostly CloudyAverageAverage
March32.5°F (0.3°C)Light RainMostly CloudyLowSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyLowSlightly Low
May58.6°F (14.8°C)Light RainMostly SunnyAverageAverage
June66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
July72.7°F (22.6°C)Light RainMostly SunnyHighSlightly High
August70.9°F (21.6°C)Light RainMostly SunnyHighSlightly High
September62.8°F (17.1°C)Light RainMostly SunnyAverageSlightly Low
October49.8°F (9.9°C)Light RainMostly SunnyHighAverage
November38.8°F (3.8°C)Light RainMostly SunnyAverageAverage
December29.7°F (-1.3°C)Light RainMostly CloudyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit!

Vrbo Trips: Planning made easy

Vrbo's innovative Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, and easily manage your travel arrangements. You can now find all the properties you’ve saved or booked categorized under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Travel to lively Western Massachusetts

The area's live music and museums are just a few of the reasons to vacation in Western Massachusetts. Renowned for its university setting, sporting events and hiking, this city welcomes all visitors. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Western Massachusetts

Are you looking for attractions to see in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Western Massachusetts a fun place to get away. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Six Flags New England (26.2 mi / 42.1 km)
  • Land of Providence (11 mi / 17.7 km)
  • Bas Ridge Golf Course (14.4 mi / 23.1 km)
  • Berkshire East Ski Resort (16.8 mi / 27.1 km)
  • Elements Hot Tub Spa (17.5 mi / 28.2 km)
  • Otis Ridge (17.6 mi / 28.3 km)

Exploring the natural landscape of Western Massachusetts

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Western Massachusetts is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Chesterfield Gorge (2 mi / 3.2 km)
  • Swift River (5.6 mi / 9.1 km)
  • Glendale Falls (5.9 mi / 9.6 km)
  • Look Memorial Park (8.8 mi / 14.1 km)
  • Smith College Botanic Garden (11.6 mi / 18.7 km)
  • Iroquis Waterfront (12.5 mi / 20.1 km)

Transportation options to and around Western Massachusetts

Fly into Westfield, MA (BAF-Barnes Municipal), the closest airport, located 15.8 mi (25.5 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is 22.5 mi (36.3 km) away.

If you're traveling by train, Northampton Station, Holyoke Station and Amherst Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in Western Massachusetts when booking a vacation rental?
Hancock is one of the most desirable areas to secure a vacation home in Western Massachusetts. Check out our range of comfortable stays and then prepare to discover this destination like a local.
What is the most popular type of vacation rental accommodation in Western Massachusetts?
The most popular types of vacation rentals in Western Massachusetts are houses. After something a little different? Vrbo has numerous options to match the unique needs of our guests, so you’ll see vacation properties in all shapes and sizes. The ideal fit is ready and waiting for you — get yours today.
How much does it cost to rent a vacation rental in Western Massachusetts?
A range of factors influence what you’ll pay for your vacation rental in Western Massachusetts, like the length of stay, type of property and season. Still, all Vrbo homes have something in common — excellent value. Just enter your travel dates to find your perfect match.
How much does it cost to rent a beach house in Western Massachusetts?
When you travel and the size and style of the property will influence the cost of your beachside stay. Type in your Western Massachusetts travel dates to see your options on Vrbo. Can’t live without a hot tub, or maybe a private pool? Use the filters to choose the features and amenities you want.
What are popular rental amenities in Western Massachusetts?
When it comes to rental amenities that guests are searching for in Western Massachusetts, a microwave oven, a stovetop and a fridge rank the highest. With Vrbo vacation rentals, you’ll enjoy choices to match your taste and style, whether you’re going away with relatives, friends or even pets.
Are there large group vacation rentals in Western Massachusetts?
Choose from 135 vacation properties in Western Massachusetts that can accommodate a group of 10 or more people. Whether you’re organizing a vacation with extended family or an event like an anniversary, there’s ample room to get your favorite people together under one roof.
What are the top attractions for families in Western Massachusetts?
Keep your kids busy at these fun family-friendly attractions in Western Massachusetts:

  • Six Flags New England
  • Ski Butternut
  • Jiminy Peak Mountain Resort

Can I find two-bedroom vacation rentals in Western Massachusetts?
Choose from 199 two-bedroom vacation properties in Western Massachusetts. Put the kids in the second room or fill it with a couple of your favorite people. There’s plenty of space for whoever’s fortunate enough to be joining your adventure.
Are there vacation rentals with WiFi in Western Massachusetts?
Western Massachusetts has 311 vacation rentals with WiFi, so you can stay connected while traveling. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movie blockbusters to posting pics on social media, these Vrbo homes will keep you online.
How old do you have to be to rent a vacation rental in Western Massachusetts?
The minimum required age is generally 16, 18 or 21. It can change from one property to another on Vrbo, so check the rules of your preferred Western Massachusetts vacation home before booking.
How long can I rent a vacation rental in Western Massachusetts for?
The length of time you can book a vacation rental in Western Massachusetts differs according to the property. Simply enter your selected travel dates to see a list of options offering extended stays. With lots of creature comforts such as washing machines and kitchens, as well as some offering weekly or monthly discounted prices, you’re sure to find somewhere just right to call your home away from home in Western Massachusetts.

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