Williamstown Vacation Rentals

Our Favorite Vacation Rentals in Williamstown

  • Jiminy Peak Vacation Home
     Country House
  • Walking distance to downtown
    Excellent2br Home/Apartment
  • Cozy 3 bedroom cape at end of road in Williamstown
    Excellent3br Home/Apartment
  • 395 North - Williamstown getaway
    Excellent3br Home/Apartment
  • Charming In Town Cottage
    Excellent3br Home/Apartment
  • 4 bedroom charming Colonial near dtwn Williamstown
    Excellent4br Home/Apartment
  • Hollywood Bungalow in Berkshires
  • Charming Williamstown Cape
    Excellent3br Home/Apartment

Check prices for these upcoming dates

Williamstown Vacation Rentals with a Pool

  • 11-acre mid-century estate, newly renovated
    Good4br Home/Apartment
  • Shop TWO premium outlet centers before Xmas!
    Good2br Home/Apartment
  • Berkshire Cottage for 4 near Jiminy Peak
    Good2br Home/Apartment
  • Karin's Place: A Secluded Retreat
    Excellent9br Home/Apartment

Williamstown Vacation Rentals with Wi-Fi

  • Three bedroom two bath ranch house
    Good3br Home/Apartment
  • Williamstown apartment, family and hiking friendly
  • Bright Guest House with Mountain Views
  • Williamstown MA Beautiful Berkshires Farmhouse!
    Excellent4br Home/Apartment

Williamstown Pet-Friendly Vacation Rentals

  • Cozy in-town bungalow.
    Excellent2br Home/Apartment
  • Rustic Private Cottage in Green Mountains of VT
     3br Cottage
  • Freemans Grove Benevolent Society Walk to MoCA
    Excellent2br Home/Apartment
  • The Cottage at Five Corners
    Excellent3br Home/Apartment

Williamstown Travel Guide

Sharing a border with both Vermont and New York, Williamstown, MA, is located in an area that makes for quick and easy travel. According to New York Times, Williamstown is “one of the loveliest communities in the New England area”, and it’s no wonder as the town is home to a plethora of natural beauty and a friendly atmosphere that holds the community together.

Things to Do in Williamstown

The Clark Art Institute at the Williams College Museum of Art attracts visitors from all around Massachusetts with its modern, contemporary, and international art.

Oozing with natural beauty, Hopkins Memorial Forest is full of winding trails and footbridges, making it the perfect spot for walking the dog or a hike with the kids. The Mountain Meadow Preserve, Money Brook Trail, March Cataract Falls, and Taconic Trail State Park, complete with a slow-moving river and teams of fish, are a few other scenic locations within Williamstown.

Golf is a popular pastime for both visitors and residents, as Williamstown is home to two public golf courses, including the Waubeeka Golf Course featuring a pub that overlooks the course. When it comes to shopping, Williamstown definitely isn’t lacking. There are a number of specialty shops and boutiques including Empire Antiques, Mountain Goat Artisans, and Water Street Books.

Best Places to Stay in Williamstown

Vacation homes in Williamstown are quaint, modern, and located all around the city. One of the best areas to find a rental home in is the area around the center of town, as it puts you within walking distance of parks, shopping, food, and entertainment. Many of the rentals are pet friendly and large enough to host a number of your closest family and friends.

Best Time to Visit Williamstown

The best time to visit Williamstown is during the middle of the year. The weather at this time is warm but comfortable and the area sees a lot of precipitation.

Food in Williamstown

Food in Williamstown is abundant and diverse with dining options from small cafes to upscale restaurants and pubs. Offering cozy, casual fare, the Water Street Grill is a popular choice for those looking for a tasty meal and a glass of beer. The Spice Root serves authentic Indian cuisine, and Coyote Flaco offers Mexican food.

Best Events in Williamstown

The Williamstown Theater Festival features acclaimed actors and local, emerging talents on center stage. The festival includes revamped editions of classic plays and musicals, comfortable seating, and a ton of fun.

Things to Do for Families in Williamstown

Sweet Brook Farm, a working alpaca farm in Williamstown, is a great place for family outings. The farm offers close encounters with alpacas and llamas, as well as maple syrup tastings and an explanation of the maple syrup making process, and a general store.

Price and Availability in Williamstown

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The cheapest day to stay at a vacation rental in Williamstown tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Williamstown tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Williamstown is in February, while the cheapest month is in May. The most popular time to book a vacation rental in Williamstown is in the high season in July. Williamstown has its low season in April, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Williamstown

Rainy days
66° -16°
69° 17°
87° 37°
92° 41°
94° 45°
90° 50°
90° 41°
81° 24°
Rainy days

This climate histogram shows you the weather patterns in Williamstown. The hottest month in Williamstown is June, when temperatures peak at 94 ˚F. The coolest month is December, when temperatures drop to -16 ˚F. The wettest month in Williamstown is May with 7.48 inches of rain, while the driest month is August with 1.49 inches of rain.

What Expert Travelers Think

  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    JazThe Life of a Social Butterfly
  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — I love All the Rooms because instead of having to check one place for home rentals, another for hotel, another for bed and breakfasts, and yet another for a room rental in a private residence, I can finally see EVERYTHING at one site; saving me considerable time

    Jeff Campbell
    Jeff CampbellMiddle Class Dad

Vacation Rentals in Williamstown

At AllTheRooms.com we have accommodations from all of the leading providers - Airbnb, Bed and Breakfast, Priceline and many more. We have 358 vacation rentals, hotels and other places to stay in Williamstown ranging from cheap options to extravagant places to stay. When traveling on a budget, the most economical place to stay in Williamstown is available at $40 per night. The average price of a rental is $243 per night.

If you need an internet connection during your stay in Williamstown, then you can choose from over 162 places to stay that have WiFi internet. 32 of our accommodations include a breakfast in the price. Choose from 6 places to stay that provide gym options, so you won't miss a single workout. If you are driving to Williamstown, you'll want to pick from 159 places to stay that provide parking. 21 accommodations have a a pool or jacuzzi

AllTheRooms has 27 pet-friendly places to stay in Williamstown, so if you're traveling with your pet you won't have any problems.

We combine a wide variety of Williamstown accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 4 providers, including 153 places to stay from Airbnb, 4 accommodations from Bed and Breakfast and 3 places to stay from Priceline.

210 of our places to stay in Williamstown have been rated by previous guests. They rated 68% as great. 93 accommodations allow instant booking.

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