Williamstown holiday lettings

We found 291 holiday rentals — enter your dates for availability

Discover a selection of 38 homes, 10 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:17 Jul - 24 Jul

Image gallery for Walk to campus; open concept kitchen/living;nature trail at end of this quiet st

Living area
8.4 out of 10, Very good, (5 reviews)
Very good
(5 reviews)

Walk to campus; open concept kitchen/living;nature trail at end of this quiet st

Williamstown

8% off
Price is £1,725
for 7 nights, 1 home
£246 per night
includes taxes & fees
Walk to campus; open concept kitchen/living;nature trail at end of this quiet st

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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)
  • 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)

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)
  • Campers Beach (5.9 mi / 9.6 km)
  • Taconic Lake (10.7 mi / 17.3 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 the best area to stay in Williamstown, Massachusetts, a fantastic choice would be the vicinity around the Williams College campus. This area not only offers a range of holiday rental properties but also immerses you in the vibrant academic atmosphere of the college. You can enjoy easy access to the Williams College Museum of Art, which boasts an impressive collection of American art, and the stunning natural beauty of the surrounding Berkshires.

Another appealing option is the area near the quaint downtown, where you'll find charming shops and delightful eateries. Staying here allows you to explore the local culture and perhaps catch a performance at the renowned Williamstown Theatre Festival.
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 the best ski resort rentals near Williamstown, Massachusetts, travellers should focus on the nearby Mount Greylock area, which offers excellent access to outdoor winter activities. The quaint town of Williamstown itself features a selection of charming rental properties, including cosy cabins and spacious homes, all within a short drive to the slopes. Many accommodations are equipped with essential amenities such as fully stocked kitchens, fireplaces, and comfortable living areas, ideal for unwinding after a day of skiing.

In addition, properties in Williamstown often provide access to local attractions, such as the Williams College Museum of Art and the scenic surroundings of the Berkshires. Visitors can also find rentals that boast outdoor spaces, like decks or patios, which are superb for enjoying the winter landscape. For those seeking a more rustic experience, nearby towns like New Ashford and Lanesborough offer a range of traditional New England homes, some of which include features like wood-burning stoves and access to hiking trails, allowing for an extensive winter getaway.
What is the most popular type of holiday rental accomodation in Williamstown?
In Williamstown, holiday houses are the most popular type of holiday rental, with around 132 available across the picturesque town. These spacious properties often feature multiple bedrooms, fully equipped kitchens, and outdoor areas ideal for relaxation after a day of exploring the local attractions, such as the Williams College Museum of Art and the beautiful landscapes of the Berkshires. Additionally, there are about 36 apartments and 24 condos that provide a more compact yet comfortable stay, generally equipped with modern amenities and convenient access to local dining and shopping options. For those seeking a quaint escape, around 20 cottages are available, offering a charming, rustic atmosphere.
Are there any family house rentals in Williamstown?
In Williamstown, Massachusetts, there are many family-friendly house rentals available, with around 41 options to choose from. This charming town, known for its picturesque landscapes and vibrant arts scene, offers a variety of properties suited for families. Many homes feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can enjoy fresh air and play.

Visitors will appreciate the proximity to local attractions, such as the Williams College Museum of Art and the scenic Mount Greylock State Reservation, which is superb for hiking and outdoor activities. Additionally, several rental properties include amenities like Wi-Fi, air conditioning, and even game rooms, ensuring a comfortable and entertaining stay for all ages.
Can I rent a holiday home with a pool or hot tub in Williamstown?
In Williamstown, there are several holiday homes available for rent that feature pools, with around 11 options to choose from. This picturesque town, located in the Berkshires, offers a serene environment ideal for relaxation and outdoor activities. Many of these properties come with amenities such as private pools, hot tubs, and spacious outdoor areas great for family gatherings or quiet evenings under the stars.

Travellers can also expect fully equipped kitchens, comfortable living spaces, and sometimes even scenic views of the surrounding mountains. The area is rich in cultural attractions, including the renowned Clark Art Institute, making it a great destination for those looking to combine relaxation with exploration.
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, with around 15 options for travellers seeking to bring their furry companions along. Many of these properties offer amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them suitable for families or groups.

The town is surrounded by stunning natural beauty, including the nearby Mount Greylock State Reservation, which provides ample opportunities for outdoor adventures with pets, such as hiking and exploring scenic trails. Additionally, the charming downtown area features pet-friendly cafes and shops, ideal for those travelling with their dogs.
Are there any remote work holiday rentals in Williamstown?
In Williamstown, Massachusetts, there are numerous options for remote work holiday rentals, with around 204 available throughout the area. This charming town, known for its picturesque landscapes and cultural attractions, provides a conducive environment for remote workers. Many properties feature essential amenities such as reliable Wi-Fi, dedicated workspaces, and comfortable living areas to ensure a productive stay. Additionally, some rentals may offer more specialized features like safe in-room options and access to third-party internet services, catering specifically to those who need to stay connected.

The town is home to top sites like Williams College and the Clark Art Institute, which can provide a delightful break from work. The surrounding natural beauty allows for leisurely walks or hikes in the nearby mountains, making it a great blend of 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, holiday rentals typically feature a range of amenities that cater to the needs of travellers. Most properties come equipped with a kitchen, allowing guests to prepare their own meals, while many also include a deck or patio, providing a lovely outdoor space to relax and enjoy the fresh air. Onsite parking is commonly available, making it convenient for those travelling by car. Additionally, many rentals offer coffee and tea-making facilities, as well as blenders for those who appreciate a morning smoothie or a quick snack.
When is the best time to visit Williamstown for a holiday rental?
The peak season for visiting Williamstown is during the summer months, specifically from June to August, with July being the most popular time for holiday rentals. This period attracts a diverse crowd, including art enthusiasts who flock to the renowned Massachusetts Museum of Contemporary Art and nature lovers who revel in the region's picturesque landscapes.

During these warm months, temperatures typically hover between 20 to 30 degrees Celsius, creating an inclusive setting for outdoor activities such as hiking the scenic trails of Mount Greylock or enjoying a leisurely stroll through the charming town centre. With vibrant festivals and events, July offers a lively option that enhances the experience of exploring this cultural gem.

For those looking for a more budget-friendly option, visiting Williamstown in December can be a delightful choice. While it falls outside the peak season, this month offers a unique charm with quiet streets, festive decorations, and opportunities for winter activities like snowshoeing and cross-country skiing.
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 take part in a variety of attractions that highlight the town's rich cultural and natural heritage. The Clark Art Institute is a major draw, featuring an impressive collection of European and American art, surrounded by beautiful landscapes and walking trails. Nearby, Williams College offers picturesque campus grounds, and the Williams College Museum of Art showcases contemporary and historic works.

For those who enjoy the outdoors, Mount Greylock State Reservation is just a short drive away, providing stunning vistas and hiking opportunities, including the challenging hike to the summit of Mount Greylock, the highest peak in Massachusetts. The Sterling and Francine Clark Art Institute's gardens also offer a serene setting for a leisurely stroll.

Additionally, the town hosts various cultural events and festivals throughout the year, enriching the experience for both residents and visitors.
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 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 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.
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, 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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