Williamstown vacation rentals

We found 322 vacation rentals — enter your dates for availability

Discover a selection of 37 homes, 12 apartments, and other vacation rentals in Williamstown that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll have the best amenities for spending time at your home away from home, which might include parking and a garden. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Williamstown

Showing deals for:Nov 7 - Nov 14
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Find out more about Williamstown

Find out more about Williamstown

Why visit Williamstown

  1. Rich cultural scene: Explore art galleries, libraries, and cultural centres that showcase local talent and heritage.
  2. Outdoor adventures: Enjoy skiing, hiking, and other adventure sports in the scenic surroundings of the Berkshires.
  3. Charming downtown: Stroll through the vibrant downtown area filled with quaint shops and eateries.
  4. Family-friendly atmosphere: Discover parks and attractions that cater to visitors of all ages, ensuring fun for the whole family.
  5. Unique accommodations: Choose from a range of cozy vacation rentals, including private homes and cabins for a memorable stay.

Popular types of accommodation in Williamstown

If you're exploring vacation rentals in Williamstown, look no further! Our platform offers a variety of popular accommodations, including houses, condos, and cozy cabins. Whether you're searching for williamstown apartments or looking to secure apartment rentals in williamstown, we provide all the essential information you need for a hassle-free stay. Experience the charm of Williamstown with the perfect rental that suits your needs!

  • Houses: These are the top choice for visitors seeking a spacious and comfortable getaway, perfect for families or groups.
  • Condos: A great option for those who prefer modern amenities and shared facilities while enjoying a home-like atmosphere.
  • Cabins: Ideal for those looking to immerse themselves in nature, offering a cozy retreat in a serene setting.
  • Apartments: Convenient and practical, perfect for couples or solo travelers wanting easy access to local attractions.
  • Cottages: Quaint and charming, these provide a picturesque escape with a touch of rustic charm.**

Top attractions in Williamstown

Williamstown, Massachusetts, is an excellent destination for those seeking ski, adventure, and sports vacations. This charming town offers a variety of attractions, including libraries, arts centres, and cultural centres, making it ideal for outdoor enthusiasts and families alike. With a rich cultural scene and numerous opportunities for exploration, visitors can enjoy a well-rounded experience tailored to their interests.

  1. Williams College: A historic institution nestled in the heart of Williamstown, this college boasts stunning architecture and a vibrant cultural atmosphere. Visitors can explore beautiful campuses, art galleries, and enjoy various cultural events.
  2. Massachusetts Museum of Contemporary Art: Located 8.0km from Williamstown, this expansive cultural centre showcases cutting-edge contemporary art in a unique industrial setting, offering visitors an engaging experience with rotating exhibitions and special events.
  3. The Clark Art Institute: Situated in Williamstown, this renowned art centre combines art, nature, and education. Home to an impressive collection of European and American art, the serene grounds invite leisurely exploration and reflection.

Things to do recommended for couples

Seeking a romantic getaway in Williamstown? Enjoy thrilling days at Jiminy Peak Mountain Resort or Prospect Mountain, where you can embrace the winter sports vibes together. After an adventurous day, cozy up and relish the beautiful mountain views as you unwind.

Things to do recommended for families

In Williamstown, families can marvel at the stars at the Hopkins Observatory, unwind at Windsor Lake Park, or enjoy a picnic at the Trail Head Picnic Area. Each spot offers unique experiences that promote relaxation and fun for all ages.

Things to do recommended for groups

Experience the vibrant culture at the Williamstown Theatre Festival, embrace the outdoors at Taconic Golf Club, and embark on an adventure along the Williamstown Trailhead. These engaging activities offer something for everyone in your group, ensuring a memorable visit to this charming town.

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

If you're travelling with a group, enjoying a family getaway, bringing along your pets, or seeking longer accommodations, it’s important to apply the right filters based on your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Williamstown with a group: Think about how many bedrooms you'll require, along with amenities like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all of these options, and much more, on Vrbo.
  • Traveling to Williamstown with young kids: Travelling with young children can present some challenges. It's important to prioritise their comfort and safety, along with ensuring access to age-appropriate amenities, like a private swimming pool. Additionally, considering your proximity to family-friendly attractions will enhance your experience.
  • Taking your pets with you to Williamstown: For many families, a vacation feels incomplete without their beloved pet by their side. If you can relate to this, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer amenities such as feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Williamstown: If you’re seeking 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 consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in Williamstown

Williamstown, Massachusetts, is a charming destination perfect for skiing and adventure enthusiasts. Visitors can explore the vibrant downtown area, filled with art galleries and scenic views. Nearby suburbs offer family-friendly atmospheres and romantic spots, making it an ideal getaway for all. Whether you're seeking thrilling outdoor activities or a leisurely stroll through picturesque neighbourhoods, Williamstown promises a memorable experience that captures the essence of New England charm.

  • North Adams: Located 8.0km from Williamstown, North Adams is a vibrant city known for its adventurous spirit and outdoor activities. This city attracts visitors seeking thrilling skiing experiences at nearby resorts and ski fields. Art enthusiasts will be delighted by the renowned Massachusetts Museum of Contemporary Art (MASS MoCA), a cultural centre that showcases innovative exhibitions and installations. Stroll through the downtown area to discover public art installations and local shops that reflect the city's creative energy.
  • Bennington: Situated 19.3km away from Williamstown, Bennington is a charming city that offers a blend of outdoor adventure and cultural experiences. Known for its excellent skiing options and access to ski fields, this destination is perfect for sports enthusiasts. Take in the stunning views at Bennington Battle Monument, or enjoy the serene beauty of the local lakes and mountains. Bennington is also home to historic landmarks, including Bennington College, where the picturesque campus adds an artistic flair to your visit.
  • Hancock: Hancock is another delightful city located 19.3km from Williamstown, ideal for those seeking a rustic outdoor adventure. Known for its ski resorts and fields, Hancock offers ample opportunities for skiing enthusiasts. Nature lovers will appreciate the breathtaking peaks and the tranquil lakes that surround the area. The picturesque landscape makes it a fantastic spot for hiking and exploring, providing a perfect escape into the heart of nature.

Best time to go to Williamstown

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.3°F (-5.4°C)Light RainMostly CloudySlightly LowSlightly High
February24.3°F (-4.3°C)Light RainMostly CloudyAverageSlightly High
March32.0°F (0.0°C)Light RainMostly CloudyAverageAverage
April44.1°F (6.7°C)Light RainMostly CloudySlightly HighSlightly Low
May56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
June63.9°F (17.7°C)Light RainMostly SunnySlightly HighAverage
July69.8°F (21.0°C)Light RainMostly SunnySlightly HighAverage
August67.6°F (19.8°C)Light RainMostly SunnyAverageAverage
September60.6°F (15.9°C)Light RainMostly SunnyAverageSlightly Low
October49.6°F (9.8°C)Light RainMostly CloudyAverageSlightly Low
November37.2°F (2.9°C)Light RainMostly SunnySlightly LowAverage
December28.9°F (-1.7°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can be a smart move, as prices often vary. Additionally, opting for a longer stay can lead to significant savings. To help you discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of vacation rental. We're here to support you in finding the best options for your travel plans!

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, develop your existing itineraries, or manage your bookings. Your saved or reserved properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The artsy area of Williamstown awaits your stay

Take a vacation to Williamstown and enjoy the area's art galleries, museums and theater scene. This scenic city is known for its university setting, hiking and skiing. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Williamstown

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 Williamstown a one-of-a-kind vacation spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Waubeeka Golf Links (4.2 mi / 6.8 km)
  • Jiminy Peak Mountain Resort (11.7 mi / 18.9 km)
  • Prospect Mountain Cross-Country Ski Center (13.1 mi / 21.1 km)
  • Berkshire East Ski Resort (18 mi / 29 km)
  • Bousquet Ski Area (20.9 mi / 33.6 km)
  • Kennedy Park (23.2 mi / 37.4 km)

Exploring the natural features in Williamstown

Whether you're looking for adventure or just want to spend some time taking in the scenery, Williamstown is a great spot to appreciate mother nature. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Mount Greylock State Reservation (5 mi / 8 km)
  • Mount Greylock (5.5 mi / 8.8 km)
  • Brodie Mountain (5.7 mi / 9.1 km)
  • Windsor Lake Park (5.8 mi / 9.3 km)
  • Taconic Lake (10.7 mi / 17.3 km)
  • Mount Greylock State Reservation Visitor Center (10.9 mi / 17.6 km)

Transportation to and around Williamstown

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 20.3 mi (32.7 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Albany Intl. Airport (ALB), which is 30.8 mi (49.6 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Williamstown?
According to our research, houses are the most sought-after vacation property type in Williamstown. But naturally, everyone's idea of an epic stay can differ. Vrbo has vacation homes of all shapes, sizes and budgets, and we'll help you locate the best fit for your needs.
How much does it cost to rent a vacation rental in Williamstown?
A number of factors determine how much you pay for a vacation rental in Williamstown, including the type of property, season and length of stay. But, all of our vacation homes have one thing in common — unbeatable value. Simply add your travel dates to find your dream escape.
How much does it cost to rent a beach house in Williamstown?
When you travel and the style and size of the property will help determine the cost of your beachside vacation rental. Type in your Williamstown travel dates to view your available options on Vrbo. Did someone just say "private pool"? Use the filters to pick the features and amenities you want in your rental.
Are there pet-friendly vacation rentals in Williamstown?
You're in luck! There are. You can pick from two vacation rentals that allow pets in Williamstown. Lots of our pet-friendly vacation rentals come with a garden for your fur child to play around in, dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find a pad that'll get tails wagging on Vrbo.
What are popular rental amenities in Williamstown?
When it comes to rental amenities that people prefer in Williamstown, a fireplace, a barbecue grill and a garden are the most popular. With Vrbo vacation rentals, there are options to match your style and taste, whether you're going on a vacation with relatives, friends or even pets.
Are there large group vacation rentals in Williamstown?
Take your pick of two Vrbo vacation rentals in Williamstown that can accommodate a group of five or more guests. You'll get all the room and privacy you need to hang out with your favorite people — and no one else.
Are there vacation rentals in Williamstown that welcome kids?
Gather the whole crew for a memorable adventure in Williamstown at one of our two family-friendly vacation homes. Lots of these stays offer conveniences that are great for trips with youngsters, like laundry facilities, living rooms and swimming pools. Just check the "Properties good for families" filter box and choose your favorite.
What are the top attractions for families in Williamstown?
Keep the kids entertained at these popular family-friendly attractions in Williamstown:

  • Williamstown Historical Museum
  • Hopkins Observatory
  • Massachusetts Museum of Contemporary Art

How can I find vacation rentals with air conditioning in Williamstown?
Williamstown has two vacation rentals where you can kick back in air-conditioned comfort. To locate a property on Vrbo that features this perk, enter your desired travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Williamstown?
You'll have to check with the Williamstown vacation property you'd like on Vrbo as age restrictions vary. However, it's normally 16, 18 or 21.
How long can I rent a vacation rental in Williamstown for?
The length of time you can book a vacation rental in Williamstown is up to the property. Simply enter your desired dates to display a list of options offering extended stays. With lots of features like kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find someplace just right to call your home away from home in Williamstown.

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