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.


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.


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 2020 property listings offer a large selection of 168 vacation rentals around Williamstown. From 71 house rentals to 51 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a mountain-view property in Williamstown?

Nestle yourself and your squad in the mountains and prepare for enthralling sunrises, otherworldly stargazing and a ton of fresh air. Vrbo has 60 mountain vacation rentals available. Alternatively, you might prefer trying a different sort of setting. Vrbo has a broad range of rental options to choose from, including:

  • 43 rural vacation rentals.
  • 26 resort vacation rentals.
  • 23 mountainside vacation rentals.

Can I rent a house in Williamstown?

If you want to live like a local and don't feel like sharing space with strangers this time round, renting a whole house is the way to go. There are 72 houses currently available on Vrbo. Prices start from $45 a night. Or perhaps you'd rather one of the area's other popular lodging types, such as:

  • Condo: 35 vacation homes. Prices start from $100 per night.
  • Resort: 15 vacation homes. Prices start from $166 per night.
  • Hotel: 12 vacation homes. Prices start from $19 per night.

Can I stay in Williamstown in a large group?

There's nothing like reuniting with old friends or spending a few weeks with your beloved relatives in a sensational new locale. And the best thing is Vrbo has places to suit. Condo vacation homes are the most popular choice here for big groups of guests. Our global database presently has 27 available. If you are hoping to stay in a big group, the properties for rent that can meet your needs include:

  • Are you on the hunt for vacation homes that can fit 8 of you? We have 110 that will be perfect. Prices start from $100 per night.
  • If you've got 6 in your group, you'll be thrilled to discover that there are 56 vacation homes that are suitable. The starting price is $96 a night.
  • Seeking vacation rentals to suit 10 guests? You'll be happy to hear we have 20 that will fit the bill. You can bag one for as little as $150 per night.

You and all your mates will be well catered to when you plan your Williamstown getaway with us!

Where are the cheapest rentals in Williamstown?

Teeny tiny hotel rooms are no place to spend those precious vacation moments! Explore our thrifty rentals today and ensure everyone in your crew has enough room to move. North Bennington is a good area to look at if you want to keep a handle on your budget. Vrbo has 3 rentals, and the average price is an agreeable $195 per night. Another 24 Vrbo rentals are available in or around Lee. With an average price of $268 a night, you're sure to snatch a deal worth boasting to your friends about.

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