Williamstown Vacation Rentals

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Vacation Rentals in Williamstown

Lobby
Vacation Village in the Berkshires

Condo in Williamstown

3.0 star property
8.8 out of 10, Excellent, (2168)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
$111 nightly
The price is $124
Dec 8 - Dec 9
Total with taxes and fees
Vacation Village in the Berkshires
Exterior
Huttopia Berkshires

Camping in Williamstown

1.0 star property
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
$151 nightly
The price is $169
Dec 16 - Dec 17
Total with taxes and fees
Huttopia Berkshires
Property grounds
2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox

Vacation Home in Hancock

9.8 out of 10, Exceptional, (70)
"Great stay at a comfortable house with three generations of our family. Debbie was very responsive to several questions we had. The house was perfectly situated for day trips in the area. Thanks much!"
United States
Wayne G.
2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox
Exterior
Jiminy Peak Mountain Resort

Condo resort in Hancock

3.0 star property
8.2 out of 10, Very Good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
$189 nightly
The price is $211
Dec 8 - Dec 9
Total with taxes and fees
Jiminy Peak Mountain Resort
Indoor pool, outdoor pool, pool umbrellas, sun loungers
The Ponds at Foxhollow

Condo resort in Lenox

3.0 star property
8.6 out of 10, Excellent, (136)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
United States
Cyril
The Ponds at Foxhollow
Exterior detail
Taborton Harvest Boulder Pines Cabin in the woods

Cabin in Sand Lake

10.0 out of 10, Exceptional, (13)
"Loved the earthiness and serenity of the cabin and great room. Everything built and made and maintained by the Adamos- truly a haven "
United States
Joanna R.
$166 nightly
The price is $184
Dec 8 - Dec 9
Total with taxes and fees
Taborton Harvest Boulder Pines Cabin in the woods
Property grounds
Beautiful Lodging at Mount Snow with Hot Tub on Deck

Chalet in Wilmington

9.4 out of 10, Exceptional, (42)
"My family and I loved our stay. This cabin had everything we needed and more. One thing we do wish we had was fans in the upstairs rooms, as we stayed in the summer time and it did get quite hot up there. The owners were very helpful, and amazing with communication. We would absolutely love to stay here again one day! "
United States
lizzie m.
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Exterior detail
The Kemble- Built by a US Secretary of State in Lenox

Villa in Lenox

10.0 out of 10, Exceptional, (17)
"Perfect house for our family reunion. Everything was perfect."
United States
Michael C.
The Kemble- Built by a US Secretary of State in Lenox
Terrace/patio
Spacious 5-bedroom house in charming Lee with WiFi

Vacation Home in Lee

8.0 out of 10, Very Good, (1)
"House was large, clean, and comfortable. "
United States
John Z.
$666 nightly
The price is $743
Dec 14 - Dec 15
Total with taxes and fees
Spacious 5-bedroom house in charming Lee with WiFi
1 bedroom, iron/ironing board, WiFi, bed sheets
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

Cabin in Wilmington

7.4 out of 10, Good, (8)
"The cabin was a perfect rustic experience for foliage viewing and exploring Wilmington and the nearby areas!! Everything was perfect!"
United States
Tessa A.
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
Exterior
Bear Creek Cabin

Cabin in Charlemont

10.0 out of 10, Exceptional, (43)
"We enjoyed our stay!!"
United States
Hillary S.
$536 nightly
The price is $599
Dec 8 - Dec 9
Total with taxes and fees
Bear Creek Cabin
Exterior
Beautiful 5-star Estate! Pool, Pond, Game Room, Gym, Library, Party Barn, Trails

Vacation Home in Old Chatham

9.6 out of 10, Exceptional, (93)
"What a lovely property. Laurie was so kind and helpful checking us in, and the house was so fun. Would absolutely stay here again. "
United States
Daniel R.
Beautiful 5-star Estate! Pool, Pond, Game Room, Gym, Library, Party Barn, Trails
Exterior
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Cottage in Woodford

8.8 out of 10, Excellent, (3)
"Perfect cottage on the water!! Enjoyed kayaking and pedal boat with family. Beautiful greenery! Very quick respond."
United States
Elzbieta M.
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Property grounds
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Vacation Home in Hinsdale

9.8 out of 10, Exceptional, (19)
"Rich was an amazing host. Beautiful lake and sunsets. I would love to stay there again"
United States
maria f.
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Fridge, microwave, oven, stovetop
Amore Estate - beautiful room with many places to explore and relax in.

Vacation Home in Lenox

9.2 out of 10, Wonderful, (33)
"Beautiful property. The house and grounds, including a beautiful pool were amazing. Loved sitting on the porch and watching the birds.So much to do in the Berkshires, would definitely like to come back."
United States
Jacquie S.
Amore Estate - beautiful room with many places to explore and relax in.
A heated pool
Comfortable Berkshires retreat on mtn resort, SISO

Vacation Home in Hancock

9.0 out of 10, Wonderful, (7)
"Kind and responsive host."
United States
Javier
$722 nightly
The price is $733
Dec 8 - Dec 9
Total with taxes and fees
Comfortable Berkshires retreat on mtn resort, SISO
Dining
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Vacation Home in Stockbridge

10.0 out of 10, Exceptional, (135)
"Clean house, well appointed, great location, responsive owner"
United States
sara m.
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Smart TV, fireplace, DVD player, music library
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

Apartment in Pownal

9.4 out of 10, Exceptional, (85)
"This unique hideaway was great for our family. The open layout might not work for everyone, but suited us just fine! We were only here a couple nights but enjoyed the location and using the hot tub! "
United States
Elizabeth R.
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Fridge, microwave, oven, stovetop
Taborton Harvest Timber Trails Unique cabin experience

Cabin in Sand Lake

10.0 out of 10, Exceptional, (1)
"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."
United States
Georgia M.
$165 nightly
The price is $183
Dec 8 - Dec 9
Total with taxes and fees
Taborton Harvest Timber Trails Unique cabin experience
Property grounds
Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

Cabin in Woodford

10.0 out of 10, Exceptional, (1)
"This Cozy Cabin was amazing. Chris and Nicole were great hosts who were very responsive and courteous to make our trip as relaxing as we needed. They left detailed instructions on how the place operated and made sure the place was ready to go for when we arrived. If you want to get away for some peace and quiet whether it be for a day or a week, I highly recommend this spot. We would absolutely book with them again!! "
United States
Evan M.
$404 nightly
The price is $453
Dec 9 - Dec 10
Total with taxes and fees
Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Williamstown Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Clean spacious toom"
Daniel 2-night trip
Posted 1 day ago
Vacation Village in the Berkshires

Find out more about Williamstown

Everything you need to know about Williamstown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Williamstown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Williamstown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Williamstown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Williamstown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Williamstown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $124 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Williamstown rentals

At Expedia, we put the best Williamstown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Williamstown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Williamstown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Williamstown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Williamstown?

Yes, we give you a choice of vacation rentals in Williamstown close to Hopkins Observatory, or you can choose a more remote option if you'd like a relaxing place to stay. Tourists like the college campus and art scene in Williamstown. You can also check out the museums while you're visiting.

What are some of the best vacation home rentals that Williamstown has to offer?

2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox: This Williamstown vacation home rental is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Williamstown?

Choose from 34 Expedia vacation rentals in Williamstown for a memorable vacation.

What can I see and do in Williamstown?

Cultural attractions include Williams College Museum of Art and Sterling and Francine Clark Art Institute, whereas Mount Greylock State Reservation and Brodie Mountain are a couple of picturesque spots to enjoy the outdoors. While here, The Clark Art Institute and Williamstown Theatre Festival are other places worth a visit.

What are vacation rentals like in Williamstown?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Williamstown. Vacation rentals feature amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.