Williamstown holiday lettings

We found 329 holiday rentals — enter your dates for availability

Discover a selection of 34 homes, 12 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:10 Oct - 17 Oct
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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.

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.

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

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.

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)
  • 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 most popular type of holiday rental accommodation in Williamstown?
According to our research, houses are the most sought-after holiday property type in Williamstown. But naturally, everyone's idea of an epic stay can differ. Vrbo has holiday homes of all shapes, sizes and budgets, and we'll help you locate the best fit for your needs.
How much does it cost to rent a holiday rental in Williamstown?
A number of factors determine how much you pay for a holiday rental in Williamstown, including the type of property, season and length of stay. But, all of our holiday homes have one thing in common --- unbeatable value. Simply add your travel dates to find your dream escape.
How much does it cost to rent a beach house in Williamstown?
When you travel and the style and size of the property will help determine the cost of your beachside holiday rental. Type in your Williamstown travel dates to view your available options on Vrbo. Did someone just say "private pool"? Use the filters to pick the features and amenities you want in your rental.
Are there pet-friendly holiday rentals in Williamstown?
You're in luck! There are. You can pick from two holiday rentals that allow pets in Williamstown. Lots of our pet-friendly holiday rentals come with a garden for your fur child to play around in, dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find a pad that'll get tails wagging on Vrbo.
What are popular rental amenities in Williamstown?
When it comes to rental amenities that people prefer in Williamstown, a fireplace, a barbecue grill and a garden are the most popular. With Vrbo holiday rentals, there are options to match your style and taste, whether you're going on a holiday with relatives, friends or even pets.
Are there large group holiday rentals in Williamstown?
Take your pick of two Vrbo holiday rentals in Williamstown that can accommodate a group of five or more guests. You'll get all the room and privacy you need to hang out with your favourite people --- and no one else.
Are there holiday rentals in Williamstown that welcome kids?
Gather the whole crew for a memorable adventure in Williamstown at one of our two family-friendly holiday homes. Lots of these stays offer conveniences that are great for trips with youngsters, like laundry facilities, living rooms and swimming pools. Just check the "Properties good for families" filter box and choose your favourite.
What are the top attractions for families in Williamstown?
Keep the kids entertained at these popular family-friendly attractions in Williamstown:

  • Williamstown Historical Museum
  • Hopkins Observatory
  • Massachusetts Museum of Contemporary Art

How can I find holiday rentals with air conditioning in Williamstown?
Williamstown has two holiday rentals where you can kick back in air-conditioned comfort. To locate a property on Vrbo that features this perk, enter your desired travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Williamstown?
You'll have to check with the Williamstown holiday property you'd like on Vrbo as age restrictions vary. However, it's normally 16, 18 or 21.
How long can I rent a holiday rental in Williamstown for?
The length of time you can book a holiday rental in Williamstown is up to the property. Simply enter your desired dates to display a list of options offering extended stays. With lots of features like kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find someplace just right to call your home away from home in Williamstown.

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