Williamstown Vacation Rentals, Massachusetts: house rentals & more

Discover a selection of 29 homes, 11 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.

Find the best place to stay - Williamstown

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Sleeps 25 · 8 bedrooms · 3 bathrooms

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Condo/Apartment

Top rated rentals - Williamstown

Williamstown Vacation Rental | 3BR | 3BA | Stairs Required | 3,600 Sq Ft

A weekend away

Peace of mind
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All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
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You're done with being pigeonholed

Are you the sort who likes to roam wild in the hills, just you and the mountain? Or the sort who likes to gaze pensively at classical art? Or do you prefer to take in a theater production then dissect it over a glass of wine afterwards? Wait, you're all those things? Well, then a Williamstown vacation rental could be the one for you. Up in the Berkshires, Williamstown's got the perfect mix of cultural and outdoor activities, and that's before you get onto the charm of the place itself, with its cool, college-town vibe.

The fine art of fine art in Williamstown

Make no mistake, booking a Williamstown vacation rental will land you in a real culture capital. To get a feel for the place, why not start with local history at the Williamstown Historical Museum? After that, it's all about the art in Williamstown. You're spoiled rotten, with the Williams College Museum of Art, the Massachusetts Museum of Contemporary Art, and the famous Clark Art Institute. And since no-one wants to hang around indoors all day, you might want to check out the fields, wetlands, and historic modernist house at Field Farm.

It's an Appalachian invasion

Williamstown is a hotspot for culture vultures, with a thriving arts scene and a famous annual summer theater festival. But a Williamstown vacation rental is a gift for outdoor types too. Look past the neatly-dressed college kids for a moment. See those heavily-bearded types with ragged clothes and big packs? They're here because the Appalachian Trail passes pretty close to the town. If you want to hike some of the trail too - just to say you've done it - try the bit up round Pine Cobble Mountain. What's more, come winter, many of those hiking trails become ski trails.

Mounting mountains in the brilliant Berkshires

Williamstown is up in the celebrated highland country of the Berkshires, and it's so spectacular you won't know where to look. There are some serious mountains up here, including Pine Cobble Mountain, and Mount Greylock, the highest point in Massachusetts. You're also spoiled for choice when it comes to national forests and reservations, and as you can imagine, the wildlife that comes with them ain't half bad. Head up into Green Mountain National Forest for potential sightings of bear, beaver, and moose. Bird life also flourishes up here, and you never know what you might see if you're quiet enough.

Transportation to and around Williamstown

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

Frequently asked questions

What is the most popular type of vacation rental accommodation in Williamstown?

According to our research, houses are the most sought-after vacation property type in Williamstown. But naturally, everyone's idea of an epic stay can differ. Vrbo has vacation 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 vacation rental in Williamstown?

A number of factors determine how much you pay for a vacation rental in Williamstown, including the type of property, season and length of stay. But, all of our vacation 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 vacation 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 vacation rentals in Williamstown?

You're in luck! There are. You can pick from two vacation rentals that allow pets in Williamstown. Lots of our pet-friendly vacation 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 vacation rentals, there are options to match your style and taste, whether you're going on a vacation with relatives, friends or even pets.

Are there large group vacation rentals in Williamstown?

Take your pick of two Vrbo vacation 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 favorite people — and no one else.

Are there vacation rentals in Williamstown that welcome kids?

Gather the whole crew for a memorable adventure in Williamstown at one of our two family-friendly vacation 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 favorite.

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 vacation rentals with air conditioning in Williamstown?

Williamstown has two vacation 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 vacation rental in Williamstown?

You'll have to check with the Williamstown vacation property you'd like on Vrbo as age restrictions vary. However, it's normally 16, 18 or 21.

How long can I rent a vacation rental in Williamstown for?

The length of time you can book a vacation 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.