Williamstown vacation rentals

We found 302 vacation rentals — enter your dates for availability

Discover a selection of 34 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:Feb 27 - Mar 6

Image gallery for Quarry Hill Farm - stunning views - cozy yet expansive

Exterior
9.8 out of 10, Exceptional, (68 reviews)
Exceptional
(68 reviews)

Quarry Hill Farm - stunning views - cozy yet expansive

Pownal, VT

5% off
Price is CA $871
CA $7,953 total
includes taxes & fees
Quarry Hill Farm - stunning views - cozy yet expansive

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Find out more about Williamstown

Why visit Williamstown

  • Scenic outdoor activities: Williamstown offers excellent skiing and a variety of outdoor adventures, perfect for thrill-seekers.
  • Cultural experiences: Explore local libraries and arts centres that showcase the town's vibrant cultural scene.
  • Charming main street: Stroll along picturesque homes and enjoy the quaint charm of the town's main street.
  • Stunning waterfront views: Relax and soak in beautiful waterfront landscapes, ideal for peaceful retreats.
  • Diverse accommodations: Choose from cozy cabins, stylish condos, or private vacation homes tailored to your needs.

Popular types of accommodation in Williamstown

Planning a getaway to Williamstown? You’re in for a treat. Discover a variety of popular accommodation options, including houses, cozy cabins, and stylish condos. Whether you’re seeking rustic charm or a luxurious mansion rental, our selection of holiday cottages has something for everyone. Enjoy your stay in this beautiful destination with the reassurance of transparent information and savings for your perfect vacation rental experience.

  • Houses: The top choice for visitors in Williamstown, these homes offer a spacious and comfortable retreat, perfect for families or groups seeking a home-away-from-home experience.
  • Condos: A popular option for couples or small families, condos provide a blend of convenience and amenities in a shared building setting.
  • Cabins: Ideal for nature lovers, cabins offer a cozy escape, often nestled in scenic surroundings.
  • Apartments: A practical option for those wanting easy access to local attractions, apartments offer flexibility and comfort.
  • Cottages: These quaint and charming rentals provide a delightful stay, often with a rustic feel and proximity to nature.**

Top attractions in and around Williamstown

Williamstown, Massachusetts, is an ideal destination for ski enthusiasts and adventure seekers alike. With a variety of attractions such as libraries, arts centres, and nature reserves, it offers a rich blend of outdoor activities and cultural experiences. Whether you're travelling with family or friends, you'll find plenty to explore and enjoy in this charming town, making it a perfect choice for your next vacation.

  • Williams College: A prestigious liberal arts college known for its beautiful campus and rich history. Explore its stunning architecture and vibrant cultural scene, including art galleries and theatre productions.
  • The Clark Art Institute: This renowned art museum combines impressive European and American art collections with breathtaking landscapes. Enjoy its serene setting and engaging exhibitions.
  • Massachusetts Museum of Contemporary Art: Located 8.0km away, this cultural centre showcases innovative contemporary art in a repurposed factory. Experience dynamic installations and thought-provoking performances.

Things to do recommended for couples

For a romantic getaway in Williamstown, embrace the ski vibes at nearby Jiminy Peak Mountain Resort or try cross-country skiing at Prospect Mountain. Enjoy the beautiful winter landscapes together, creating unforgettable memories in the great outdoors.

Things to do recommended for families

During your family vacation in Williamstown, enjoy the serenity of Windsor Lake Park, just 9.7km away, and explore the wonders of the Hopkins Observatory nearby. For a delightful picnic, the Trail Head Picnic Area, 20.9km from town, offers a perfect spot for relaxation and family bonding.

Things to do recommended for groups

Enjoy a round of golf at the scenic Taconic Golf Club, embark on an adventurous hike at the Williamstown Trailhead, or explore the stunning views along the Mountain Meadow Preserve Vermont Trailhead, located a mere 4.8km from town. Perfect for group camaraderie.

*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, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Williamstown with a group: Think about the number of bedrooms you'll require, as well as features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Williamstown with young kids: Traveling with young children can present its own set of challenges. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about your closeness to family-friendly activities and attractions.
  • Taking your pets with you to Williamstown: For many families, a vacation isn’t truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and 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 great deals for stays of a month or more, you’ve come to the right spot. By utilizing the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like parking, a well-equipped kitchen, or a private pool in your search for the perfect getaway.

Where to stay near Williamstown

Williamstown, Massachusetts, is a delightful destination for those seeking a blend of adventure and scenic beauty. Explore charming homes along the picturesque main street, enjoy family-friendly activities, and soak in the stunning waterfront views. Venture into nearby regions for romantic escapes or budget-friendly adventures, ensuring a memorable vacation experience in this quaint town. Whether skiing or simply enjoying the serene atmosphere, Williamstown offers a unique escape for every traveller.

  • North Adams: Located 8.0km from Williamstown, North Adams is a vibrant city that combines adventure and culture. It is renowned for its outdoor activities, particularly skiing at nearby resorts and ski fields. Beyond the slopes, visitors can explore the Massachusetts Museum of Contemporary Art (MASS MoCA), which showcases innovative artwork and installations. The city also boasts beautiful public art and a lively cultural centre, making it an ideal destination for art lovers and outdoor enthusiasts alike.
  • Bennington: Situated 19.3km from Williamstown, Bennington is a charming city known for its rich history and outdoor recreational opportunities. The area is popular for skiing, with excellent ski resorts and fields to choose from. Visitors can also enjoy the scenic beauty of Bennington Lake and the surrounding mountains. Don't miss the historic Bennington College, which adds a unique academic vibe to the city. With its blend of adventure, sports, and cultural attractions, Bennington is a must-visit on your vacation.
  • Adams: Just 11.3km from Williamstown, Adams offers a delightful mix of outdoor adventure and stunning natural landscapes. This city is a haven for skiers and outdoor lovers, with various ski fields and resorts available. Explore the foothills of the nearby mountains and enjoy the picturesque views of local lakes. Adams is perfect for those seeking a tranquil escape while still being close to adventure, making it a wonderful addition to your travel itinerary.

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 simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can really pay off, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a helpful platform for planning your adventures, allowing you to easily start new trips, revisit your previous plans, or keep your travel arrangements organized. You can view the properties you’ve saved or booked, neatly sorted into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply 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:

  • Jiminy Peak Mountain Resort (11.7 mi / 18.9 km)
  • Prospect Mountain Cross-Country Ski Center (13.1 mi / 21.1 km)
  • Prospect Mountain Nordic Ski Center (13.2 mi / 21.3 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)
  • Campers Beach (5.9 mi / 9.6 km)
  • Taconic Lake (10.7 mi / 17.3 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 best area to stay in Williamstown when booking a vacation rental?
When considering a vacation rental in Williamstown, Massachusetts, the best area to stay in is the neighbourhood surrounding Williams College. This picturesque area not only offers a charming small-town atmosphere but also provides easy access to some of the region's most top attractions. The college itself is a focal point, renowned for its beautiful campus and the Sterling and Francine Clark Art Institute, which boasts an impressive collection of European and American art.

Another delightful option is the area near the Mount Greylock State Reservation. Staying here allows you to immerse yourself in nature, with a wealth of hiking trails that lead to breathtaking views from the summit of Massachusetts' highest peak. The serene landscape and natural beauty are a major draw for outdoor enthusiasts.
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 travelling 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.
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, the best options are in the nearby area of Mount Greylock and the town of Adams. Williamstown itself is close to Jiminy Peak Mountain Resort, which offers a variety of accommodations suitable for winter sports enthusiasts. In the village of Hancock, just a short drive away, you can find lodges and cabin rentals that cater to families and groups, often featuring amenities like fully equipped kitchens, communal hot tubs, and fireplace lounges for after-ski relaxation.

In Williamstown, travellers can also explore charming bed-and-breakfasts and small inns that provide a more intimate experience. Many of these properties boast unique character, comfortable rooms with en-suite bathrooms, and easy access to local attractions such as the Clark Art Institute and Williams College. The area is known for its picturesque landscapes, making it a lovely base for both skiing and exploring the cultural offerings of the region.
What is the most popular type of vacation rental accomodation in Williamstown?
In Williamstown, vacation houses are the most popular type of rental, with around 33 available throughout the charming town. These properties often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or groups seeking a comfortable home base while exploring the area. Additionally, there are several apartments, cottages, condos, and cabins available, each offering various amenities such as cosy living areas and access to nature—great for those looking to enjoy the natural beauty surrounding Williams College and the scenic landscapes.
Are there any family house rentals in Williamstown?
In Williamstown, Massachusetts, there are numerous family-friendly house rentals available, with around 38 options to choose from. This charming town is home to picturesque neighbourhoods, each offering unique attractions. Properties often provide spacious living areas, fully equipped kitchens, and outdoor spaces, making them ideal for family gatherings. Many accommodations come with amenities such as Wi-Fi, air conditioning, and even games rooms for added entertainment.
Can I rent a vacation home with a pool or hot tub in Williamstown?
In Williamstown, Massachusetts, there are several vacation homes available for rent that come with pools or hot tubs, providing a delightful option for travellers seeking relaxation during their stay. This charming town, located in the Berkshires, offers a range of accommodations, from quaint cottages to larger family homes. Many of these properties feature outdoor pools, private hot tubs, and spacious patios or decks, great for enjoying the scenic surroundings.
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. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Williamstown?
In Williamstown, there are several pet-friendly house rentals available, making it a welcoming destination for travellers with furry companions. Many of these vacation homes come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces where pets can roam freely.

The neighbourhood offers a picturesque setting, with easy access to local parks and trails, providing ample opportunities for outdoor walks and recreation with pets. Notably, the nearby Mount Greylock State Reservation features hiking paths with stunning views, ideal for those looking to explore the natural beauty of the area alongside their pets.
Are there any remote work vacation rentals in Williamstown?
In Williamstown, Massachusetts, there are numerous options for remote work vacation rentals, with around 45 available. This charming town, known for its beautiful landscapes and cultural institutions, provides a conducive environment for working remotely. Many properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, and ergonomic desks, ensuring a comfortable and productive work setup. 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 travellers 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 well-equipped kitchens, which are essential for travellers who prefer to prepare their own meals. Most rentals come with cookware, dishware, and utensils, allowing guests to enjoy home-cooked meals at their convenience. Additionally, refrigerators and microwaves are common, providing further flexibility for food storage and quick meal options.
When is the best time to visit Williamstown for a vacation rental?
The best time to book a vacation rental in Williamstown is during the vibrant summer months, particularly in July, when the town is alive with activity and charm. This peak season, spanning from June to August, attracts a lot of visitors looking to enjoy the lush landscapes and cultural experiences that Williamstown has to offer. With temperatures typically hovering in the comfortable 20s Celsius, it's an ideal setting for outdoor activities like hiking in the nearby Berkshire Mountains or exploring the renowned Clark Art Institute.

July stands out as a particularly popular month, offering a lively atmosphere filled with art exhibitions and local events. Visitors can partake in outdoor concerts and enjoy the natural beauty of the area, making it a great backdrop for both relaxation and adventure.

If you're seeking a more budget-friendly option, consider planning your visit in December. While this month is quieter, it provides a unique opportunity to enjoy the festive spirit of the town, with charming vacation decorations and a peaceful ambiance that allows for leisurely strolls and exploration.
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?
Williamstown is a charming town with several top attractions that draw visitors year-round. One of the highlights is the Sterling and Francine Clark Art Institute, which boasts an impressive collection of European and American art set in a beautiful landscape. The nearby Williams College campus is also worth exploring, featuring the Williams College Museum of Art and picturesque views of the surrounding mountains.

Visitors can enjoy the natural beauty of the area at Mount Greylock State Reservation, which offers hiking trails and stunning vistas, especially from the summit of Mount Greylock itself, the highest point in Massachusetts. The town's quaint downtown area features local shops and eateries, providing a lovely atmosphere for leisurely strolls.
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 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 travellers 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 cosy cabin or a beach house, 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.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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, 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 organising 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.

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