Williamstown vacation rentals

We found 298 vacation rentals — enter your dates for availability

Discover a selection of 37 homes, 10 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:May 22 - May 29

Image gallery for Ski at Historic Stone Church in The Berkshires

Interior
10 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

Ski at Historic Stone Church in The Berkshires

Lanesborough

9% off
Price is $353
$2,470 for 7 nights
All fees included
Ski at Historic Stone Church in The Berkshires

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Williamstown

Why visit Williamstown

  • Outdoor Adventures: Enjoy skiing and various sports in the stunning landscapes surrounding Williamstown.
  • Cultural Experiences: Explore local attractions like galleries, the library, and the arts center for a taste of the town's vibrant culture.
  • Picturesque Downtown: Stroll through charming streets filled with unique local shops and eateries.
  • Family-Friendly Atmosphere: Discover activities suitable for all ages, making it perfect for family vacations.
  • Diverse Accommodation: Choose from cozy vacation rentals, modern condos, or rustic cabins to suit your stay.

Popular types of accommodation in Williamstown

Planning a getaway to Williamstown? Discover the charm of this picturesque town with an array of vacation rentals to suit your needs. From cozy houses and modern condos to rustic cabins, there's something for everyone. Enjoy great deals on your stay, with features like convenient parking to make your trip hassle-free. Explore our selection of Williamstown rentals, including spacious apartments and villas, and find the perfect home away from home.

  • Houses: The top choice for travelers in Williamstown, offering spacious and comfortable settings perfect for families or groups.
  • Condos: A popular option for those seeking modern amenities and convenient locations, ideal for couples or small families.
  • Cabins: A charming retreat for nature lovers, providing a cozy atmosphere and easy access to outdoor adventures.
  • Apartments: Great for solo travelers or couples, these rentals offer a home-like feel in the heart of the town.
  • Cottages: Quaint and inviting, cottages provide a picturesque escape with a touch of rustic charm.**

Top attractions in and around Williamstown

Williamstown, Massachusetts, offers a delightful mix of outdoor adventures, cultural experiences, and family-friendly activities. Visitors can enjoy skiing and other sports while exploring local attractions such as the library, arts center, and nature reserve. This charming town is perfect for those seeking a blend of adventure and culture in a picturesque setting.

  • Williams College: A prestigious liberal arts college known for its stunning campus and rich history. Visitors can enjoy beautiful architecture and art galleries, all while experiencing the vibrant academic atmosphere.
  • The Clark Art Institute: A renowned art museum featuring an impressive collection of European and American art, set in a picturesque landscape. The museum offers a tranquil experience with its beautiful gardens and walking trails.
  • Massachusetts Museum of Contemporary Art: Located 5 miles away, this cultural hub showcases contemporary art through innovative exhibitions and installations. The transformed industrial space adds a unique charm to the artistic experience.

Things to do recommended for couples

For a romantic getaway in Williamstown, explore the slopes at Jiminy Peak Mountain Resort or enjoy cross-country skiing at Prospect Mountain. Both destinations offer stunning views and a cozy atmosphere, perfect for couples seeking adventure and quality time together in the beautiful Berkshire Mountains.

Things to do recommended for families

Families visiting Williamstown can explore the stars at the Hopkins Observatory, enjoy outdoor activities at Windsor Lake Park just 6 miles away, and relax at the Trail Head Picnic Area located 13 miles from town, perfect for a delightful family outing.

Things to do recommended for groups

In Williamstown, groups can enjoy the vibrant performances at the Williamstown Theatre Festival, hit the links at the scenic Taconic Golf Club, or embark on an adventurous hike along the Broad Brook Trailhead, just a short drive away for stunning outdoor views.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, family, pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Williamstown with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Williamstown with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with having age-appropriate features, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly activities.
  • Taking your pets with you to Williamstown: For many families, a vacation isn't truly enjoyable unless their furry companion is along for the ride. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Williamstown: 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 consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Williamstown

Williamstown, Massachusetts, offers a charming blend of scenic beauty and adventure. From the picturesque downtown filled with local shops to the outdoor fun of nearby ski resorts, there's something for everyone. Explore the family-friendly atmosphere and romantic spots in the surrounding neighborhoods, or embark on exciting adventures in the stunning landscapes. With its vibrant community and welcoming environment, Williamstown is the perfect base for your vacation explorations.

  • North Adams: Located 5 miles from Williamstown, North Adams is a vibrant city known for its adventurous spirit and outdoor activities. Visitors flock to North Adams for skiing and other winter sports, with easy access to ski resorts and fields. Beyond the slopes, the city boasts a rich cultural scene, highlighted by the Massachusetts Museum of Contemporary Art (MASS MoCA), which features a diverse array of art exhibits and public installations. The local cultural center also hosts various events, making it a hub for art enthusiasts.
  • Bennington: Situated 12 miles away from Williamstown, Bennington is a charming city that attracts visitors for its sports and adventure offerings, particularly skiing. The nearby mountains provide excellent skiing opportunities, while the scenic Bennington Lake is perfect for outdoor activities year-round. The city is also home to historic landmarks, including Bennington College, which offers a glimpse into its academic heritage. Outdoor lovers will appreciate the picturesque views and hiking trails that surround this vibrant community.
  • Adams: Located 7 miles from Williamstown, Adams is a city that caters to adventure seekers and outdoor enthusiasts. The area is known for its ski resorts, providing thrilling winter experiences for visitors. The natural beauty of the region is exemplified by the stunning mountains and peaks that beckon hikers and nature lovers. Nearby lakes offer opportunities for fishing, kayaking, and relaxation, making Adams an ideal destination for those looking to immerse themselves in the great outdoors.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 a breeze

Are you hoping to save money on your next adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on the full amount of your booking. Being the planner has its perks. When you become a member of our travel rewards program, One Key, you'll gain access to exclusive discounts and earn OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform where you can easily create new trips, resume your previous planning, or review and organize your travel arrangements. You'll find your saved or booked properties neatly organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

You're done with being pigeonholed

Are you the sort who likes to roam wild in the hills, just you and the mountain? Or the sort who likes to gaze pensively at classical art? Or do you prefer to take in a theater production then dissect it over a glass of wine afterwards? Wait, you're all those things? Well, then a Williamstown vacation rental could be the one for you. Up in the Berkshires, Williamstown's got the perfect mix of cultural and outdoor activities, and that's before you get onto the charm of the place itself, with its cool, college-town vibe.

The fine art of fine art in Williamstown

Make no mistake, booking a Williamstown vacation rental will land you in a real culture capital. To get a feel for the place, why not start with local history at the Williamstown Historical Museum? After that, it's all about the art in Williamstown. You're spoiled rotten, with the Williams College Museum of Art, the Massachusetts Museum of Contemporary Art, and the famous Clark Art Institute. And since no-one wants to hang around indoors all day, you might want to check out the fields, wetlands, and historic modernist house at Field Farm.

It's an Appalachian invasion

Williamstown is a hotspot for culture vultures, with a thriving arts scene and a famous annual summer theater festival. But a Williamstown vacation rental is a gift for outdoor types too. Look past the neatly-dressed college kids for a moment. See those heavily-bearded types with ragged clothes and big packs? They're here because the Appalachian Trail passes pretty close to the town. If you want to hike some of the trail too - just to say you've done it - try the bit up round Pine Cobble Mountain. What's more, come winter, many of those hiking trails become ski trails.

Mounting mountains in the brilliant Berkshires

Williamstown is up in the celebrated highland country of the Berkshires, and it's so spectacular you won't know where to look. There are some serious mountains up here, including Pine Cobble Mountain, and Mount Greylock, the highest point in Massachusetts. You're also spoiled for choice when it comes to national forests and reservations, and as you can imagine, the wildlife that comes with them ain't half bad. Head up into Green Mountain National Forest for potential sightings of bear, beaver, and moose. Bird life also flourishes up here, and you never know what you might see if you're quiet enough.

Transportation to and around Williamstown

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

Frequently asked questions

What is the best area to stay in Williamstown, Massachusetts, United States of America when booking a vacation rental?
In Williamstown, Massachusetts, the area surrounding the Clark Art Institute is an excellent choice for vacation rentals. This vibrant neighborhood not only offers proximity to the renowned art museum but also provides easy access to beautiful outdoor spaces, such as the nearby Mount Greylock State Reservation, which boasts stunning views and hiking trails. Additionally, you'll find charming local shops and cafes that capture the essence of this picturesque town.

Another appealing area is close to Williams College, which often hosts events and performances that visitors can enjoy. Staying here allows you to immerse yourself in the vibrant academic atmosphere while being just a short walk from the college's art galleries and cultural offerings.
How much does it cost to rent a vacation home in Williamstown?
Prices for vacation rentals in Williamstown vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Williamstown to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Williamstown vacation house rentals?
You can find great discounts on house rentals in Williamstown on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Williamstown ski resort rentals?
For ski resort rentals near Williamstown, travelers should consider accommodations in the nearby town of Adams, which is just a short drive from the slopes of Jiminy Peak. This area offers a variety of vacation rentals, including cozy cabins and larger homes that can cater to families or groups. Many properties come with amenities such as fully equipped kitchens, fireplaces, and outdoor spaces for enjoying the beautiful mountain views.

In addition to Adams, the charming town of North Adams provides additional lodging options, including modern condos and quaint inns. These often feature convenient amenities like Wi-Fi, ski storage, and easy access to local dining options and cultural attractions, including the Massachusetts Museum of Contemporary Art. The proximity to the ski resort allows easy day trips for skiing, while the surrounding areas also offer hiking trails for those interested in exploring the natural beauty during the off-season.
What is the most popular type of vacation rental accomodation in Williamstown?
In Williamstown, vacation houses are the most popular type of rental, with about 33 available throughout the area. These houses often come with multiple bedrooms, spacious living areas, and fully equipped kitchens, making them superb for families or groups visiting this charming town. Additionally, several apartments, condos, and cottages can be found, each offering unique features such as cozy interiors and outdoor spaces for relaxation. The rentals are typically situated close to local attractions like Williams College and the nearby scenic beauty of the Berkshires, providing a comfortable home base for exploring the area.
Are there any family house rentals in Williamstown?
In Williamstown, Massachusetts, families can find a variety of house rentals—about 41 options available throughout the area. This picturesque town is renowned for its cultural institutions and outdoor activities, making it an excellent choice for family getaways. Many of the properties feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces for children to enjoy.

Visitors will appreciate amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay. The neighborhood is close to attractions like the Clark Art Institute and Williams College, offering opportunities to explore art and history. Additionally, the nearby Mount Greylock State Reservation provides access to hiking trails and stunning views, superb for family adventures.
Can I rent a vacation home with a pool or hot tub in Williamstown?
In Williamstown, you can find several vacation homes available for rent that feature pools or hot tubs, with around 11 options to choose from. This picturesque town, located in the Berkshires, offers a charming blend of cultural attractions and natural beauty, making it an appealing destination for travelers. Many of these properties come with amenities such as private pools, outdoor hot tubs, spacious patios, and fully equipped kitchens, providing a comfortable setting for relaxation and family gatherings.

In addition to the amenities, the area is known for its beautiful landscapes, hiking trails, and proximity to attractions like the Williams College Museum of Art and the Clark Art Institute.
Can I find long-stay vacation rentals in Williamstown?
A long-stay vacation rental in Williamstown is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Williamstown?
In Williamstown, travelers will find a variety of pet-friendly house rentals, with around 15 options available. Many of these homes come equipped with essential amenities such as fully stocked kitchens, cozy living areas, and outdoor spaces where pets can enjoy the fresh air. The town is located in the picturesque Berkshires, providing easy access to beautiful landscapes and outdoor activities.

Nearby, the Mount Greylock State Reservation offers hiking trails that are superb for exploring with pets, along with stunning views from the summit. Additionally, the charming downtown area features pet-friendly cafes and shops, enhancing the overall experience for visitors traveling with their furry companions.
Are there any remote work vacation rentals in Williamstown?
In Williamstown, Massachusetts, there are a variety of remote work vacation rentals available, with around 51 options to choose from. This picturesque town, known for its cultural attractions such as the Clark Art Institute and Williams College, offers properties that cater to remote workers. Many rentals come equipped with essential amenities like high-speed Wi-Fi, dedicated workspaces, and comfortable desks, ensuring a productive environment. Additionally, you can expect features such as fully equipped kitchens, spacious living areas, and sometimes even outdoor spaces for relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Williamstown vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Williamstown with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Williamstown?
In Williamstown, popular rental amenities include kitchens, allowing travelers to prepare their own meals and enjoy the convenience of home-cooked dining. Many properties also feature decks or patios, great for relaxing outdoors while taking in the scenic views of the surrounding mountains and greenery. Onsite parking is commonly available, making it easy for guests to explore the area with their own vehicles. Additionally, vacation rentals often come equipped with coffee and tea makers, as well as blenders, suiting those who appreciate a good start to their day or enjoy making smoothies.
When is the best time to visit Williamstown for a vacation rental?
The best time to visit Williamstown for a vacation rental is during the peak season from June to August, with July being the most popular month. This vibrant period attracts travelers seeking to immerse themselves in the stunning natural beauty and rich cultural offerings of the Berkshires. Visitors can enjoy outdoor activities such as hiking in the nearby Mount Greylock State Reservation, which boasts breathtaking views, as well as exploring the local art scene and attending performances at the renowned Williamstown Theatre Festival.

During these summer months, temperatures typically range from the mid-50s to the low 80s Fahrenheit, providing ideal conditions for sightseeing and leisurely strolls through the picturesque town. With a number of events and festivals, July is particularly lively, making it a wonderful time to mingle with fellow travelers and locals alike.

For those looking for a more budget-friendly option, consider visiting in December. This quieter month offers a unique charm with the town adorned in festive decorations, and it's a great time to experience the cozy atmosphere of winter. While the weather can be chilly, it opens up opportunities for winter sports nearby, making it a special time for those who appreciate the season's beauty.
How early should I book a Williamstown vacation rental?
Book your Williamstown vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Williamstown, Massachusetts, United States of America?
In Williamstown, visitors can explore a range of attractions that highlight the area's natural beauty and cultural offerings. The Clark Art Institute, located on South Street, is a must-visit for art enthusiasts, featuring an impressive collection of American and European art set against a picturesque landscape. Nearby, Williams College's campus offers scenic views and the Williams College Museum of Art, which showcases contemporary and historical pieces.

For those interested in the outdoors, Mount Greylock State Reservation provides opportunities for hiking and stunning vistas from the highest peak in Massachusetts. The nearby Williamstown Theatre Festival presents a vibrant arts scene, with performances that attract theater lovers each summer.

Additionally, the Hopper Trail offers a beautiful walking route that connects visitors to the natural beauty of the area, making it an ideal spot for enjoying the outdoors.
Can I change or cancel my Williamstown home rental booking on Vrbo?
To find Williamstown vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Williamstown vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas