Discover a selection of 209 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.

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

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.

What are the top vacation rentals in or near Williamstown?

Whatever your vacation needs, you'll find a rental property in or around Williamstown that's perfect for you. Why not try these on for size?:

  • Around 45 miles from the center of Williamstown, you'll want to keep coming back to "Close To Skiing Beautiful +family Friendly". It has 4 bedrooms and a host of amenities including a dishwasher and a garden.
  • Alternatively, make a booking at "4br/3bath Lakefront/ski House In Berkshires. Fully Fitted Kitchen. Hi Speed Wifi". Around 40 miles from the heart of Williamstown, it has 4 bedrooms and comes with a lake view and children's books.

For even more great options, use the search bar at the top of the page to find the perfect Williamstown vacation rental for you.

Can I find log cabins to rent in or near Williamstown?

From time to time, you just want to get away from the hurly-burly of everyday life. That's where Vrbo can help. We've got a great selection of log cabin vacation rentals in and around Williamstown where you can unwind in nature. Try these on for size:

  • "Log Cabin By Berkshire East" has all the comforts you need for a relaxed vacation, including a kitchen and a balcony. After you've unpacked, head outdoors and take in the picturesque scenery.
  • Invite a couple of friends along or cuddle up with your sweetheart at "Water Front Log Cabin Next To Tanglewood". A smart TV and a fireplace are some of the many conveniences you'll find at this sought-after option.

What are the top-rated vacation rentals for weekend getaways in or near Williamstown?

Clock out on Friday afternoon and then forget all about the office. If you're craving some relaxation and fun, these escapes in and near Williamstown are the ideal weekend getaway:

  • Located 25 miles to the south of central Williamstown, "The Playhouse: 7, 000 Square Feet Of Berkshires Modern Luxury And History" is a great fit for nature buffs and adventurous types. Stay busy by exploring nearby outdoor attractions, such as Umpachene Falls Park and Brodie Mountain. Then, ramp up the fun with some kayaking or tennis.
  • "The Clearing - Quiet - Close To Nature" is another dream escape to consider. Around 25 miles southeast of Williamstown, use it as a base to do a little cross-country skiing or snorkeling. Skyline Country Club and Look Memorial Park should also be on your itinerary if you stay here.

Can I find studio apartments for rent in and around Williamstown?

Studio apartments are a tough act to follow when it comes to character, convenience and location. Stay in one of these studio apartments for rent in or near Williamstown and experience a taste of the local culture:

  • Toss your bags down and put your feet up at "Unique People And Pet - Welcoming Country Haven". Amenities including coffee and tea making facilities and shopping will make you feel right at home here.
  • Alternatively, spend your vacation at "The Clearing - Quiet - Close To Nature", which comes with conveniences including a restaurant dining guide and a fridge.

When you're ready to step out of your studio apartment and cross off the sights, there's plenty to entertain you around Williamstown. Love cultural attractions? Visit Blue Man Group and Showcase Live.

Can I find short term rentals in or near Williamstown?

From time to time, you just need to escape from it all, even if it's only for one or two days. Experience a pleasant mix of exploring and relaxing at one of these short-term rentals in or around Williamstown:

  • Close to the heart of Williamstown, "Swiss Chalet Style Timber Frame Home In Berkshires With All Modern Conveniences" is great for a quick break. While you're about, make sure you get to leading sights like Walden Pond and Louisa May Alcott's Orchard House.
  • Leap out of bed, make a cup of coffee and then plan what to explore around "Unique People And Pet - Welcoming Country Haven". Old Manse and Concord Visitors Center should be on your itinerary if you stay at this short-term rental.

What are the best romantic weekend getaways in or near Williamstown?

Whether spent in a cabin, a cottage or a treehouse, a romantic weekend getaway is an excellent way to add some fire to your relationship. Whisk your partner off for a couple of days at one of these sought-after escapes in or near Williamstown:

  • Sneak off on Friday afternoon for a few passion-filled evenings at "Swiss Chalet Style Timber Frame Home In Berkshires With All Modern Conveniences". Around 20 miles from Williamstown, it comes with lots of nice touches, including a fireplace and skiing facilities.
  • Alternatively, spend your break sipping wine and canoodling at "Unique People And Pet - Welcoming Country Haven", around 20 miles from Williamstown. Skiing facilities and beauty services will help set the mood.

What are the best large group vacation rentals in or near Williamstown?

Cast your eye over these large group vacation rentals in or near Williamstown and forget about leaving anyone off your guest list:

  • Providing space, comfort and privacy, you'll get your guests' seal of approval at "The Playhouse: 7, 000 Square Feet Of Berkshires Modern Luxury And History". Up to 20 people can be accommodated at this property which has 6 bedrooms, a fireplace and a kitchen. This group getaway is around 25 miles to the south of Williamstown.
  • "General Williams Estate House Lenox" is another awesome option. It's around 30 miles to the south of Williamstown, has 6 bedrooms and accommodates up to 16 guests. A swimming pool and a garden are among the things designed to make your group vacation even more comfortable.

What are the best houses for rent with a pool in or near Williamstown?

Nothing says fun like a pool does. Pull out your unicorn floatie and check out these rental houses in or near Williamstown that feature this must-have amenity:

  • Treat your loved ones to a memorable stay at "General Williams Estate House Lenox". There's plenty to love about this escape apart from its pool, such as a living room and cable/satellite TV services.
  • "Hearts Desire Is A Furnished Whole House In A Small" is the sort of place you go to get away from the everyday and enjoy your surroundings, starting with its glorious pool. On-site watersports and a separate dining area are also on hand to make your visit comfortable and convenient.

Not sure what the weather is like in Williamstown? It has a humid continental climate, with average summertime temperatures ranging from 50 ºF to 75 ºF. If you'd like a little more inspiration on where to stay in this popular destination, use the search bar at the top of the page and adjust the filters to scroll through our entire selection of Williamstown vacation rentals.

What are the best large family vacation rentals in or near Williamstown?

Every family get-together should be memorable. Whether you're planning some time away with the kids or a reunion with relatives, our large family vacation rentals in or near Williamstown offer a comfy home away from home with plenty of space for everyone:

  • Get everyone under the same roof at "The Playhouse: 7, 000 Square Feet Of Berkshires Modern Luxury And History", which has 6 bedrooms that sleep up to 20 guests. This escape is located 25 miles to the south of Williamstown and features amenities such as a dishwasher and on-site watersports.
  • "Bargain Rates After Late Cancellation" is another popular option. It's about 30 miles to the south of Williamstown, has 5 bedrooms and accommodates up to 10 guests. Handy amenities here include a garden and a travel crib.

If you're chasing family-friendly attractions around the area, you won't have to go far. New England Aquarium, Newbury Street and CoCo Key Water Resort - Boston offer fun for both kids and grown-ups.

Can I find family cabin rentals in or near Williamstown?

Time spent with family is important, which is why we'll help you find a place where you can truly connect. Rent one of these family cabin rentals in or near Williamstown and create wonderful memories with the people you love the most:

  • "Cabin - A - Frame In Sherwood Forest" - Located around 25 miles south of central Williamstown, this family-friendly getaway comes with coffee and tea making facilities and a fridge.
  • "Cozy Renovated Cabin In Williamstown" - Another fabulous option, this vacation rental comes with a DVD player, nearby birdwatching activities and more. You'll find it around 4 miles to the south of Williamstown.

For more options, use the search bar at the top of the page and adjust the filters to find the Williamstown vacation rental that's perfect for your needs.