Williamstown vacation rentals

We found 324 vacation rentals — enter your dates for availability

Discover a selection of 38 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:Dec 19 - Dec 26
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Find out more about Williamstown

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 when booking a vacation rental?
When looking for the ideal area to stay in Williamstown, Massachusetts, consider the charming neighborhood surrounding Williams College. This area is not only picturesque but also offers a vibrant atmosphere with easy access to various attractions. Staying here allows you to explore the beautiful Williams College campus, known for its stunning architecture and lush grounds. Additionally, the nearby Clark Art Institute is a must-visit, showcasing an impressive collection of American and European art.

Another great option is the vicinity of the Williamstown Theatre Festival, which attracts theater enthusiasts from all over. This area is known for its cultural offerings, and you'll find a variety of vacation rental properties that cater to different preferences. The combination of natural beauty, artistic flair, and community spirit makes these neighborhoods appealing choices for visitors.
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, Massachusetts, travelers should consider accommodations in the nearby town of North Adams, which is just a short drive from the slopes of Jiminy Peak. This ski area offers a variety of winter sports, and there are several rental options available in North Adams, including cozy cabins and modern apartments. Many properties in this area come equipped with amenities such as full kitchens, fireplaces, and comfortable living areas, great for relaxing after a day on the slopes.

Additionally, the surrounding Berkshires region provides a scenic backdrop and a wealth of outdoor activities beyond skiing. Rentals in the Williamstown area often feature easy access to hiking trails, and some properties may include outdoor spaces like decks or patios, allowing guests to enjoy the beautiful mountain views. For those looking to explore local culture, the area is home to art museums and theaters, with various dining options available in nearby towns.
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 30 available throughout the area. These houses often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups looking for a home-like experience. Additionally, there are several apartments, cottages, condos, and cabins available, providing a variety of options for different preferences. Many of these properties are situated close to local attractions such as the Clark Art Institute and Williams College, allowing guests to easily explore the cultural and natural beauty of the surrounding region.
Are there any family house rentals in Williamstown?
In Williamstown, Massachusetts, there is a strong selection of family-friendly vacation homes, with around 34 options to choose from. The charming neighborhoods offer a mix of spacious houses and cozy cabins, superb for families looking to enjoy a getaway. Many of these properties come equipped with full kitchens, allowing for easy meal prep, as well as comfortable living areas where everyone can gather after a day of adventure.

Visitors can explore the area's rich cultural scene, including the nearby Williams College Museum of Art and the beautiful landscapes of the Berkshires. Outdoor enthusiasts will appreciate the proximity to hiking trails and parks, providing ample opportunities for family outings. See all family-friendly rentals in Williamstown.
Can I rent a vacation home with a pool or hot tub in Williamstown?
In Williamstown, there are several vacation homes available for rent that feature pools and hot tubs, suiting those looking for a relaxing getaway. This charming town, located in the Berkshires, offers a variety of properties, many of which are located in scenic areas that provide beautiful views of the surrounding mountains. Travelers can expect amenities such as private pools, hot tubs, spacious outdoor decks, and fully equipped kitchens, ideal for both relaxation and entertaining. Find your rental in Williamstown with a pool or a hot tub.
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 available, with approximately 15 options to choose from. Many of these properties feature amenities such as fully equipped kitchens, spacious living rooms, and outdoor spaces where pets can play. The charming neighborhood offers a serene atmosphere, superb for those looking to relax and enjoy nature.

Nearby, the Williams College campus and the surrounding Berkshires provide ample opportunities for outdoor activities. The area is known for its beautiful hiking trails, such as those found in Mount Greylock State Reservation, where pet owners can explore the scenic landscapes together with their furry companions. Additionally, the local parks often welcome pets, allowing for enjoyable strolls and picnics. See all pet-friendly rentals in Williamstown.
Are there any remote work vacation rentals in Williamstown?
In Williamstown, Massachusetts, there are plenty of options for remote work vacation rentals, with around 41 available throughout the area. This charming town, known for its picturesque landscapes and cultural attractions, provides a conducive environment for those looking to blend work and leisure. Travelers can expect properties equipped with essential remote work amenities such as desks, high-speed Wi-Fi, and comfortable office setups, ensuring a productive stay. Many rentals also come with added comforts like fully equipped kitchens, spacious living areas, and beautiful outdoor spaces, allowing guests to unwind after a day of work.

The town is home to top points of interest, including the Williams College Museum of Art and the stunning natural scenery of the nearby Mount Greylock State Reservation, which offers hiking trails and breathtaking views. 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 vacation rental amenities include kitchens, allowing travelers to prepare their own meals with ease. WiFi is commonly available, providing connectivity for both leisure and work. Many rentals also feature a blender for those who enjoy smoothies or cooking, along with patios where guests can relax outdoors and take in the picturesque surroundings. Additionally, coffee and tea makers are often included, ensuring guests can enjoy their morning beverages at their convenience.
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 summer months, particularly in July. This period represents the peak travel season, where visitors flock to enjoy the vibrant arts scene, outdoor activities, and cultural festivals that this charming town has to offer. With warm temperatures typically ranging from the mid-60s to mid-80s Fahrenheit, it's an ideal time for hiking in the surrounding Berkshire Mountains or exploring the picturesque landscapes that make Williamstown a favorite destination for nature lovers.

During July, you can immerse yourself in the local culture, as the town hosts various events and performances, including shows at the renowned Williamstown Theatre Festival. The lively atmosphere enhances the experience of wandering through the historic streets and visiting the Clark Art Institute, which boasts an impressive collection of American and European art.

If you're looking for a more budget-friendly option, consider planning your visit in December.
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?
In Williamstown, visitors can enjoy a variety of attractions that highlight the area's natural beauty and cultural offerings. The Clark Art Institute is a must-visit, showcasing an impressive collection of European and American art, along with beautiful grounds ideal for a leisurely stroll.

The Williams College Museum of Art is another significant cultural site, featuring contemporary and historical art pieces and often hosting special exhibitions.

Nature lovers will appreciate the stunning views and hiking opportunities at Mount Greylock, the highest peak in Massachusetts, located just a short drive away. The surrounding area offers scenic trails and breathtaking vistas, making it a superb spot for outdoor enthusiasts.
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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

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