Discover a selection of 177 vacation rentals in Williamstown, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $135 per night, and houses and cottages are popular options for a stay in Williamstown. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Williamstown
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Destination guide

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.

Things to do

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.

Activities

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.

Weather

Not hot, not here, not really

Wool hats and jackets at the ready. A Williamstown vacation rental might offer up one of the best mixes of cultural and outdoor activities in the States, but that upland setting means you're not going to be basking in tropical heat 365 days a year. There are 4 distinct seasons in Williamstown, with fall being among the most visually stunning. Summers are warm, but you can still expect a decent amount of rain. As for winter, just watch that mercury plummet. Williamstown sees plenty of snow, so there's never been a better time to clip on a pair of skis.

Natural features

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.

How to get there

How to get 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're unable to find a flight that fits your schedule, you can also fly into Albany, NY (ALB-Albany Intl.), which is 31.1 mi (50 km) away.

How many vacation rentals are available around Williamstown, MA?

Our 2021 property listings offer a large selection of 177 vacation rentals around Williamstown. From 87 house rentals to 5 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Williamstown?

Vrbo offers a large selection of vacation rentals near lovely places in Williamstown. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Williamstown Historical Museum: 215 vacation rentals
  • Williamstown Theatre Festival: 226 vacation rentals
  • 62 Center for Theater and Dance: 222 vacation rentals
  • Williams College: 233 vacation rentals
  • Taconic Golf Club: 222 vacation rentals

But there are many other points of interest around Williamstown listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Williamstown?

Yes, of course. Vrbo has 87 Houses in Williamstown. Our other popular types of vacation rentals in Williamstown include:

  • Cottages: 5 rentals available
  • Cabins: 5 rentals available
  • Condos/Apartments: 54 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Farmhouses and more.

Can I find a vacation rental with pool in Williamstown?

Yes, you can select your preferred vacation rental with pool among our 79 vacation rentals with pool available in Williamstown. Please use our search bar to access the selection of vacation rentals available.