The Purple Pub with outdoor seating and autumn foliage.

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Williamstown vacation homes

A wicker basket with a plant on a table, a green bottle, and a cushion on a chair.

1. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Williamstown
10.0 out of 10, Exceptional, (2 reviews)
"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "
United States
Michelle B.
The price is ￥47,965
￥97,713 total
includes taxes & fees
Oct 13 - Oct 14
Walk to Williams * Steam Sauna * Ritz-Carlton Bed
A wooden kitchen with a central island, bar stools, and a dining table with chairs.

2. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (9 reviews)
"This home is super cozy and had all the amenities I needed after a long drive. I will be staying here again."
United States
Jess M.
The price is ￥18,333
￥32,205 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Home in Pownal VT
A kitchen with white cabinets, a wooden dining table, and pendant lights.

3. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
10.0 out of 10, Exceptional, (61 reviews)
"Cute and comfy home. We enjoyed the unique decor and lack of TVs everywhere. It was a great break from all the crazy. Lots of conversation and togetherness."
United States
Diane
The price is ￥36,161
￥76,551 total
includes taxes & fees
Oct 13 - Oct 14
A roomy remodeled retreat close to MassMoCA
A bedroom with a bed, bedside tables, a window, and a radiator.

4. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
Woodford
The price is ￥24,600
￥68,476 total
includes taxes & fees
Oct 8 - Oct 9
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
A wooden cabin with a balcony, surrounded by trees and a gravel driveway.

5. Greylock Cabin

Greylock Cabin
Florida
10.0 out of 10, Exceptional, (7 reviews)
"This is a beautiful cabin on an amazing property with a great view of Mt Greylock! Clean, comfortable, great location, communication with the owner was outstanding and questions were answered quickly. It all went smoothly and we highly recommend this property!"
United States
Margaret M.
The price is ￥45,597
￥74,356 total
includes taxes & fees
Oct 12 - Oct 13
Greylock Cabin
A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.

6. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hoosick Falls
9.8 out of 10, Exceptional, (115 reviews)
"This is the third time we’ve stayed at this lovely home and it’s always a treat! Very clean, with a Well stocked kitchen, comfy beds and huge back yard plus a fenced in portion, your dog will love-close to Bennington and walking trails with lots to do. A home away from home! "
United States
Anita T.
The price is ￥29,703
￥62,416 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Pool

7. Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
8.4 out of 10, Very good, (10 reviews)
"The owner was responsive. The heater worked well. The living spaces are as advertised. Traveling with 5 adults and a toddler; the layout is great. Convenient location for day trips and hiking."
United States
Maura L.
The price is ￥25,424
￥85,665 total
includes taxes & fees
Oct 8 - Oct 9
Comfortable Berkshires retreat on mtn resort, SISO
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

8. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Stephentown
9.8 out of 10, Exceptional, (7 reviews)
"The host was extremely communicative and went above and beyond to ensure guest comfort."
United States
Diego G.
The price is ￥27,792
￥88,516 total
includes taxes & fees
Oct 12 - Oct 13
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

9. NEW RENO - Chalet-style farm loft near Tanglewood

NEW RENO - Chalet-style farm loft near Tanglewood
New Lebanon
8.6 out of 10, Excellent, (7 reviews)
"We enjoyed our stay and the location. This rustic, spacious loft was great for our brief visit to the Berkshires. "
United States
Joanna P.
The price is ￥11,073
￥32,725 total
includes taxes & fees
Oct 8 - Oct 9
NEW RENO - Chalet-style farm loft near Tanglewood
A wooden deck with outdoor furniture, including chairs and a table, surrounded by a lush garden and trees.

10. Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (22 reviews)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is ￥99,317
￥181,435 total
includes taxes & fees
Oct 20 - Oct 21
Hancock Village Inn Near Jiminy Peak
A spacious living room with a dining area, a kitchen, and a large window.

11. 1800s Carriage house in Berkshires / Hudson Valley

1800s Carriage house in Berkshires / Hudson Valley
New Lebanon
7.0 out of 10, Good, (2 reviews)
"Lovely location with a view of the mountains from the deck.Both bedrooms- a master bedroom and a kids room are air conditioned. (The living room and kitchen are cooled with overhead fan)"
United States
Leslie H.
The price is ￥13,603
￥35,786 total
includes taxes & fees
Nov 2 - Nov 3
1800s Carriage house in Berkshires / Hudson Valley
An aerial view of a house surrounded by a forest with autumn foliage.

12. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
Whitingham
10.0 out of 10, Exceptional, (15 reviews)
"I had a wonderful experience. I went with my family to celebrate my birthday and get away from the city and this was the perfect house to do it. The only thing I would’ve liked is more kitchen items, other than that everything was perfect. "
United States
Sandra S.
The price is ￥37,267
￥87,899 total
includes taxes & fees
Oct 28 - Oct 29
Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
A cozy interior with a wooden ceiling, a large window, and a table with chairs.

13. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Wilmington
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful home and property with quick access to a clubhouse with a gym, indoor and outdoor pools, and hot tub. Great for our family trip (including two kids) and lots of games/entertainment for the kids. The house had everything we needed (including kitchenware needed for cooking and preparing food)."
United States
Natalie
The price is ￥30,950
￥90,354 total
includes taxes & fees
Oct 27 - Oct 28
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
A wooden deck with a table and chairs, surrounded by a white railing.

14. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
8.4 out of 10, Very good, (10 reviews)
"Very comfortable and clean accommodations in a nice neighborhood, and a great deck to appreciate the view."
United States
Stephen L.
The price is ￥42,494
￥77,804 total
includes taxes & fees
Oct 13 - Oct 14
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
A modern, semi-circular wooden cabin with large windows, surrounded by lush greenery and trees.

15. Treat yourself at the stunning June Farms Wellness Huts!

Treat yourself at the stunning June Farms Wellness Huts!
West Sand Lake
10.0 out of 10, Exceptional, (8 reviews)
"The wellness hut was an amazing getaway. Beautiful interior and design. Loved the little outdoor sauna. Loved the front porch/deck. Would definitely return for another stay."
United States
SteveS
The price is ￥41,271
￥72,979 total
includes taxes & fees
Oct 12 - Oct 13
Treat yourself at the stunning June Farms Wellness Huts!
A cozy living room with a fireplace, a large TV, a Christmas tree, and a leather sofa.

16. 5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (8 reviews)
"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "
United States
Jason F.
5BR Berkshire Home Mins To The Mountain
A wooden staircase leading to a cabin with a balcony, surrounded by trees.

17. New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly

New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly
Wilmington
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful house and a terrific central location for all things outdoors."
United States
Alex B.
The price is ￥63,006
￥122,230 total
includes taxes & fees
Oct 9 - Oct 10
New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly
A white two-story house with a porch, surrounded by trees and a hill.

18. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

1789 Shaker Farmhouse in Berkshires/Hudson Valley
Canaan
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful stay. The house was spacious and the owner was readily available for all questions. It’s a really nice location. "
United States
Christine C.
The price is ￥37,014
￥80,330 total
includes taxes & fees
Nov 3 - Nov 4
1789 Shaker Farmhouse in Berkshires/Hudson Valley
A spacious living room with a fireplace, leather furniture, wooden beams, and a cityscape painting.

19. Walk To Town, Hottub, Firepit, Games, Mt Snow

Walk To Town, Hottub, Firepit, Games, Mt Snow
Wilmington
10.0 out of 10, Exceptional, (65 reviews)
"Beautiful house, amazing location, helpful and responsive hosts."
United States
Jeremy P.
The price is ￥54,296
￥129,341 total
includes taxes & fees
Oct 8 - Oct 9
Walk To Town, Hottub, Firepit, Games, Mt Snow
A modern living room with a grey sectional sofa, a brown leather ottoman, a woven rug, a dining table with chairs, and a view through large windows.

20. Ellie’s Overlook, best view in the Berkshires!

Ellie’s Overlook, best view in the Berkshires!
Richmond
The price is ￥49,742
￥109,135 total
includes taxes & fees
Oct 17 - Oct 18
Ellie’s Overlook, best view in the Berkshires!
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Very spacious and inviting..Loved the coffee maker in lobby!!!! All the girls at the front desk were extremely nice and welcoming. Very clean property and great location.. to Great Barrington, Lenox, Stockbridge, and Lee with great restaurants near by in those towns as well"
Frank 2-night trip
Posted 7 hours ago
Berkshire Mountain Lodge

Find out more about Williamstown

Williamstown Vacation Homes information

Number of reviews
371
Accommodation
378 Vacation Homes
Lowest Price
￥32,205
Highest Price
￥181,435