Williamstown Vacation Rentals

Our Favorite Vacation Rentals in Williamstown

  • Getaways at the Patricia House
     4br Home/Apartment
    HolidayLettings
    From
    $243
  • ROOM walking distance to Mass MoCa
     Home/Apartment
    HolidayLettings
    From
    $157
  • Sweet Berkshire Getaway
     2br Home/Apartment
    HolidayLettings
    From
    $313
  • Karin's Place
     7br Home/Apartment
    Flipkey
    From
    $1,868
  • Golden Triangle in the Berkshires
    Nice2br Home/Apartment
    HolidayLettings
    From
    $3,140
  • The Lodge at Fox Hollow
     2br Home/Apartment
    HolidayLettings
    From
    $423
  • Whitman Woods - A Berkshire Vacation
    Excellent4br Home/Apartment
    HolidayLettings
    From
    $333
  • NEW! Hancock Log Home - 2Mi to Jiminy Peak Resort!
     3br Home/Apartment
    HolidayLettings
    From
    $359

Check prices for these upcoming dates

Williamstown Vacation Rentals with a Pool

  • Hollywood Bungalow in Berkshires
    ExcellentHome/Apartment
    Airbnb
    From
    $198
  • 11-acre mid-century estate, newly renovated
    Excellent4br Home/Apartment
    Airbnb
    From
    $787
  • Ultra Luxury New Home in Berkshires (Williamstown)
     7br Home/Apartment
    Airbnb
    From
    $5,311
  • Berkshire Cottage for 4 near Jiminy Peak
    Good2br Home/Apartment
    Airbnb
    From
    $219

Williamstown Vacation Rentals with Wi-Fi

  • Williamstown Apt. on Green River Walk to Williams!
    Excellent3br Home/Apartment
    Airbnb
    From
    $157
  • Riverside house, Walk to Town, 10min. to MASS MoCA
    Excellent2br Cottage
    Airbnb
    From
    $175
  • Cozy barn apartment on the river
    ExcellentHome/Apartment
    Airbnb
    From
    $153
  • Walking distance to downtown
    Excellent2br Home/Apartment
    Airbnb
    From
    $161

Williamstown Pet-Friendly Vacation Rentals

  • Apartment walking distance to Mass MoCa!!
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $249
  • 3 BR apartment, walking distance to Mass MoCa
     3br Home/Apartment
    HolidayLettings
    From
    $262
  • Cozy 3 bedroom cape at end of road in Williamstown
    Excellent3br Home/Apartment
    Airbnb
    From
    $161
  • Rustic Private Cottage in Green Mountains of VT
     3br Cottage
    Airbnb
    From
    $254

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

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
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
59° -8°
2
67°
1
75° 20°
3
84° 34°
3
86° 37°
6
90° 49°
4
86° 42°
3
85° 33°
2
77° 29°
6
72° 10°
3
56° -4°
5
58° -9°
3
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Rainy days

This climate histogram shows you the weather patterns in Williamstown. The warmest months in Williamstown are June and July, when temperatures reach 90 ˚F. The coolest month is December, when temperatures drop to -9 ˚F. The wettest month in Williamstown is July with 6.05 inches of rain, while the driest month is October with 1.05 inches of rain.

What Expert Travelers Think

  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

    Amanda Alston
    Amanda AlstonAmanda Alston
  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen

Vacation Rentals in Williamstown

Browse vacation rentals from all the leading providers including Airbnb, Priceline, Agoda and many more at AllTheRooms.com. We have 312 vacation rentals, hotels and other accommodation types in Williamstown ranging from cheap options to extravagant places to stay. For those wanting to keep costs down, the cheapest place to stay in Williamstown comes in at $43 per night. An average accommodation in Williamstown costs on average $254 a night.

If you want internet access during your time in Williamstown, then you can choose from over 152 accommodations that provide WiFi internet. 21 of our accommodations come with breakfast in the price. Choose from 6 places to stay that provide gym options, so you won't miss a single workout. If you're planning on arriving in Williamstown by car, be sure to choose from 154 accommodations that provide parking. 29 vacation rentals come with a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in one of 34 accommodations that are designated as pet-friendly.

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 3 providers, including 141 places to stay from Airbnb, 14 accommodations from Priceline and 3 places to stay from Agoda.

197 of our places to stay in Williamstown have been reviewed by previous guests. They rated 72% as excellent or good. 79 places to stay in are instantly bookable.

Destinations near Williamstown

  • Boston3,434 Properties
  • Nantucket3,192 Properties
  • Provincetown2,229 Properties
  • Dennis Port1,609 Properties
  • Eastham1,543 Properties
  • Chatham1,430 Properties
  • Brewster1,338 Properties
  • Wellfleet1,243 Properties
  • Orleans1,173 Properties
  • Oak Bluffs1,119 Properties
  • Somerville1,015 Properties
  • Edgartown983 Properties
  • West Yarmouth903 Properties
  • Cambridge865 Properties
  • Falmouth859 Properties
  • Mashpee841 Properties
  • Hyannis799 Properties
  • South Yarmouth766 Properties
  • Brookline747 Properties
  • Tisbury701 Properties
  • Plymouth667 Properties
  • Rockport656 Properties
  • East Falmouth654 Properties
  • West Dennis617 Properties
  • North Truro588 Properties
  • Gloucester577 Properties
  • South Chatham571 Properties
  • Lenox534 Properties
  • Harwich502 Properties
  • Worcester484 Properties
  • Salem462 Properties
  • Dennis460 Properties
  • Harwich Port441 Properties
  • East Sandwich438 Properties
  • Centerville433 Properties
  • Hancock429 Properties
  • Great Barrington404 Properties
  • Vineyard Haven396 Properties
  • Revere395 Properties
  • Waltham380 Properties
  • Lee359 Properties
  • Northampton354 Properties
  • Quincy337 Properties
  • Sandwich337 Properties
  • Truro335 Properties
  • Newton327 Properties
  • Medford320 Properties
  • Watertown318 Properties
  • Newburyport305 Properties
  • Marblehead297 Properties
  • Pittsfield297 Properties
  • South Dennis284 Properties
  • North Falmouth265 Properties
  • Chelsea263 Properties
  • Amherst253 Properties
  • Marshfield242 Properties
  • Stockbridge242 Properties
  • Osterville229 Properties
  • Arlington229 Properties
  • Barnstable228 Properties
  • Wareham204 Properties
  • Scituate196 Properties
  • West Harwich193 Properties
  • Woburn185 Properties
  • Chilmark167 Properties
  • Bourne161 Properties
  • Sturbridge151 Properties
  • Fairhaven137 Properties
  • Winthrop127 Properties
  • Ipswich116 Properties
  • Westport115 Properties
  • West Stockbridge108 Properties
  • Marlborough107 Properties
  • Hull95 Properties
  • New Marlborough87 Properties
  • Sheffield80 Properties
  • Manchester75 Properties
  • Springfield64 Properties
  • Concord63 Properties
  • Sudbury48 Properties
  • Ashburnham33 Properties
  • Cheshire22 Properties
  • Hubbardston8 Properties