Williamstown holiday lettings

We found 323 holiday rentals — enter your dates for availability

Discover a selection of 38 homes, 11 apartments and other holiday rentals in Williamstown that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include cable TV and a washer and dryer. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Williamstown

Showing deals for:16 Jan - 23 Jan

Image gallery for Large, family-friendly farmhouse located in the beautiful Berkshires

Exterior
9.8 out of 10, Exceptional, (33 reviews)
Exceptional
(33 reviews)

Large, family-friendly farmhouse located in the beautiful Berkshires

Williamstown, MA

20% off
Price is £3,158
for 7 nights, 1 room
£451 per night
includes taxes & fees
Large, family-friendly farmhouse located in the beautiful Berkshires

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Why visit Williamstown

  • Scenic Outdoor Activities: Williamstown boasts stunning landscapes, perfect for skiing, hiking, and enjoying the countryside.
  • Cultural Richness: Explore the historic colleges, charming libraries, and vibrant arts centres that enrich the town's cultural scene.
  • Family-Friendly Attractions: The area offers a variety of activities suitable for families, ensuring an enjoyable experience for all ages.
  • Beautiful Williamstown Beach: Relax at the picturesque beach, ideal for unwinding in a serene setting.
  • Diverse Accommodation Options: Choose from lovely villas, cosy condos, or charming cabins for a comfortable stay.

Popular types of accommodation in Williamstown

Discover a variety of holiday rentals in Williamstown, perfect for your next getaway. Whether you prefer houses, cosy condos, or charming cabins, there’s something to suit every traveler's needs. With a focus on transparency and savings, our platform ensures you find the ideal accommodation for your stay. Explore the best holiday lettings in Williamstown and enjoy a memorable holiday experience.

  • Houses: The top choice for visitors to Williamstown, these homes offer ample space and a home-like atmosphere for families or groups.
  • Condos: A popular option for those seeking modern amenities and convenience, condos provide a comfortable base for exploring the area.
  • Cabins: Ideal for nature enthusiasts, these charming retreats offer a rustic experience amidst stunning landscapes.
  • Apartments: A practical choice for couples or solo travellers, apartments offer a compact yet comfortable stay.
  • Cottages: These quaint dwellings provide a delightful and cosy setting for a romantic getaway or peaceful retreat.**

Top attractions in and around Williamstown

Williamstown offers a delightful blend of skiing, adventure, and sports activities for a memorable holiday. Visitors can explore historic colleges and universities, charming libraries, and vibrant arts centres. This picturesque town caters to those seeking outdoor pursuits, cultural experiences, and family-friendly attractions, making it an ideal destination for all types of travellers.

  • Williams College: This historic institution boasts stunning architecture and beautiful landscapes, providing a serene atmosphere for leisurely strolls. Visitors can explore its rich cultural heritage and vibrant campus life, often enhanced by art exhibitions and performances.
  • The Clark Art Institute: Renowned for its impressive collection of European and American art, The Clark offers a peaceful environment where you can appreciate masterpieces amidst picturesque grounds. The blend of art and nature creates an inspiring experience for all visitors.
  • Massachusetts Museum of Contemporary Art: Located a short drive away, this cultural centre showcases innovative contemporary art in a repurposed factory space. The dynamic exhibitions and installations encourage thought-provoking discussions and artistic exploration.

Things to do recommended for couples

For a romantic getaway in Williamstown, indulge in the thrill of skiing at Jiminy Peak Mountain Resort, only 7.5km away. Alternatively, explore the enchanting trails at Prospect Mountain Cross-Country Ski Center or the Nordic Ski Center, both a mere 8.1km from your base.

Things to do recommended for families

Families will delight in the cosmic wonders at Hopkins Observatory, explore the tranquil beauty of Windsor Lake Park, or enjoy a lovely day at the Trail Head Picnic Area, perfect for relaxation and wellness. Each location offers a unique experience for a memorable family outing.

Things to do recommended for groups

Groups visiting Williamstown can enjoy the cultural performances at the Williamstown Theatre Festival, challenge themselves at the scenic Taconic Golf Club, and embark on outdoor adventures at the Williamstown Trailhead, perfect for creating lasting memories together.

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

When travelling with a group, family, pets, or planning for an extended stay, it's essential to apply the appropriate filters to match your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Williamstown with a group: Think about how many bedrooms you require, as well as any amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily apply filters for all of these options, and many more, on Vrbo.
  • Traveling to Williamstown with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities for their age, such as a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Williamstown: For many families, a holiday isn't truly enjoyable without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer 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 holiday lets offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Williamstown

Williamstown, Massachusetts, offers a delightful blend of scenic beauty and family-friendly activities, making it an ideal destination for adventure seekers and those looking to unwind. Explore the charming countryside nearby, enjoy a day at Williamstown Beach, or stay in one of the lovely villas that dot the landscape. With its fabulous location and vibrant atmosphere, your visit promises to be a memorable experience filled with romance and excitement.

  • North Adams: Situated a mere 3.1km from Williamstown, North Adams is a vibrant city known for its adventurous spirit and outdoor pursuits. This charming destination attracts visitors seeking exhilarating skiing experiences, with several ski fields and resorts in close proximity. Beyond the slopes, North Adams is rich in cultural offerings, featuring the renowned Massachusetts Museum of Contemporary Art (MASS MoCA) that showcases cutting-edge art exhibitions. Stroll through the city to discover an array of public art installations and cultural centres that celebrate local creativity, making North Adams a must-visit for art enthusiasts and adventurers alike.
  • Bennington: Located 7.5km from Williamstown, Bennington is a picturesque city that invites visitors to engage in thrilling skiing and sports activities. The area boasts excellent ski resorts, perfect for both seasoned skiers and beginners. In addition to winter sports, Bennington is renowned for its natural beauty, with stunning lakes and mountains that offer year-round outdoor adventures. The historic Bennington College adds a touch of academic charm, while the town’s rich heritage can be explored through its various museums and landmarks. Whether you seek adventure or leisure, Bennington provides a delightful escape into nature and culture.
  • Adams: Just 4.3km from Williamstown, Adams is an outdoor enthusiast's haven, offering a perfect blend of adventure and stunning landscapes. The city is known for its ski resorts, making it a popular destination for winter sports lovers. Surrounded by majestic mountains and beautiful lakes, Adams provides ample opportunities for hiking, fishing, and exploring the great outdoors. The nearby Mount Greylock State Reservation offers breathtaking views and scenic trails, enticing visitors to immerse themselves in nature. With its quaint charm and recreational offerings, Adams is a delightful stop for those looking to experience the beauty of the Berkshires.

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 on your upcoming holiday? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly area to plan new journeys, resume your previous arrangements, or manage your travel plans. You can easily find the properties you've saved or booked, organised under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The arty area of Williamstown awaits your stay

Take a holiday to Williamstown and enjoy the area's art galleries, museums and theatre 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 hoping to discover attractions to see while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Williamstown has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 exciting outdoor activities or just want to appreciate the scenery, Williamstown is a great spot to appreciate mother nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • 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)

Transport to and around Williamstown

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

Frequently asked questions

What is the best area to stay in Williamstown when booking a holiday rental?
When considering a holiday rental in Williamstown, Massachusetts, a popular area to stay is near Williams College. This picturesque neighbourhood not only offers a charming atmosphere but also places you within easy reach of some of the town's top attractions, such as the renowned Williams College Museum of Art, which boasts an impressive collection of American art, and the lovely campus grounds great for a leisurely stroll.

Another appealing option is the area surrounding the Clark Art Institute. This neighbourhood features a variety of properties, allowing for a delightful stay amidst stunning landscapes and cultural experiences. The Clark Art Institute itself is a must-visit, showcasing an extensive collection of European and American art set in beautifully landscaped gardens.

For those who enjoy outdoor activities, staying near the scenic Mount Greylock State Reservation is an excellent choice. This area is popular for its hiking trails and offers breathtaking views from the highest peak in Massachusetts. There are several properties available here, suiting families and couples alike who wish to immerse themselves in nature while still being close to the cultural offerings of the town.
How much does it cost to rent a holiday home in Williamstown?
Prices for holiday 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 holiday 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, travellers should consider the nearby area of Mount Greylock, which is renowned for its winter sports. Although there aren't extensive ski facilities directly in Williamstown, the closest ski options can be found at Jiminy Peak Mountain Resort, located about 30 minutes away in Hancock.

In Hancock, visitors can find a variety of rental properties, including cosy lodges and spacious condominiums, many of which offer convenient access to the slopes. These accommodations generally feature amenities such as fully equipped kitchens, fireplaces, and communal areas for socialising after a day on the mountain. Some properties may plus provide ski storage and shuttle services to the resort.

For those who prefer a more secluded experience, the rural areas surrounding Williamstown offer charming cabins and cottages that immerse you in the scenic beauty of the Berkshires. Many of these rentals come with amenities like hot tubs, outdoor fire pits, and expansive views of the winter landscape, making them ideal for families or groups seeking a winter retreat.
What is the most popular type of holiday rental accomodation in Williamstown?
In Williamstown, holiday houses are the most prevalent type of rental, with approximately 33 available in the area. These homes are often situated in serene neighbourhoods, providing a peaceful retreat for travellers. Typically, they feature multiple bedrooms, fully equipped kitchens, spacious living areas, and often outdoor spaces for relaxation and gatherings.
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 located in the scenic Berkshires, making it a delightful destination for families seeking both relaxation and adventure. Many of these properties come equipped with spacious living areas, full kitchens ideal for preparing family meals, and outdoor spaces where children can run and play.

Visitors can explore the nearby Williams College, renowned for its beautiful campus and cultural offerings, including the Sterling and Francine Clark Art Institute, which features impressive art collections and lovely gardens. The area also boasts access to outdoor activities, such as hiking trails in the nearby Mount Greylock State Reservation, providing opportunities for family bonding amidst nature.
Can I rent a holiday home with a pool or hot tub in Williamstown?
In Williamstown, Massachusetts, there are several holiday homes available for rent that feature pools or hot tubs. This picturesque town, located in the Berkshires, is known for its stunning natural beauty and vibrant cultural scene, making it an excellent destination for relaxation and exploration. Many of the available properties come equipped with private outdoor pools, hot tubs, and well-appointed patios or decks, ideal for enjoying the serene surroundings. Inside, travellers can expect spacious living areas, fully equipped kitchens, and comfortable bedrooms, ensuring a pleasant stay.
Can I find long-stay holiday rentals in Williamstown?
A long-stay holiday 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 properties offer amenities such as spacious outdoor areas, fully equipped kitchens, and comfortable living spaces that cater to both pets and their owners.
Are there any remote work holiday rentals in Williamstown?
In Williamstown, Massachusetts, there are numerous options for remote work holiday rentals, with around 45 available for travellers seeking a productive environment. Many of these properties are well-equipped with essential amenities tailored for remote work, including high-speed Wi-Fi, desks, and comfortable chairs, ensuring a conducive workspace. Some rentals even feature dedicated office spaces or laptop workstations, providing an ideal setup for those needing to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Williamstown holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 holiday 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 holiday rental?
The best time to visit Williamstown for a holiday rental is during the peak season from June to August, with July often being the most popular month. This vibrant period attracts visitors keen on exploring the beautiful landscapes and cultural offerings of the Berkshires. With warm temperatures averaging around 25°C, outdoor activities such as hiking, visiting local art galleries, and enjoying the summer festivals are at their best.

During these months, the town buzzes with life, making it an ideal time for families and groups seeking a lively atmosphere. You'll find numerous events taking place, including performances at the renowned Williamstown Theatre Festival, which adds to the charm of the area.

For those looking for a more budget-friendly option, consider visiting in December. While this month sees fewer tourists, it still offers a unique charm with the onset of winter, superb for cosy holidays and enjoying the festive spirit. The peaceful ambiance allows for intimate explorations of the local shops and seasonal festivities, making it a delightful time to experience Williamstown at a slower pace.
How early should I book a Williamstown holiday rental?
Book your Williamstown holiday 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 holiday 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 range of attractions that highlight the area's cultural and natural beauty. The Williams College Museum of Art is a great destination, featuring an impressive collection of contemporary and historical art, and is located within the college's picturesque campus. Nearby, the Clark Art Institute offers a serene setting with stunning gardens and a renowned collection of European and American art, making it a superb spot for art enthusiasts.

For those who appreciate the outdoors, the Mount Greylock State Reservation provides opportunities for hiking and enjoying breathtaking views from the highest peak in Massachusetts. The area around the reservation also includes scenic trails and picnic spots, ideal for families and nature lovers alike.
Can I change or cancel my Williamstown home rental booking on Vrbo?
To find Williamstown holiday 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 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 holiday 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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