Williamstown, MA Vacation Homes from ￥32,193

Williamstown Vacation Homes
United States of America
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The Purple Pub with outdoor seating and autumn foliage.

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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.

A house with a front porch, a large window, and a potted plant with purple flowers.

A bedroom with a large bed, a window, and a chandelier.

A modern kitchen with a dining area, a sofa, and a bookshelf.

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)

10/10

Exceptional

(2 reviews)

"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "

Michelle B.

The price is ￥47,947

￥47,947

￥97,676 total

includes taxes & fees

Oct 7 - Oct 8

Walk to Williams * Steam Sauna * Ritz-Carlton Bed

A wooden kitchen with a central island, bar stools, and a dining table with chairs.

A small, single-story house with a porch, surrounded by a well-maintained lawn and trees.

A living room with a floral sofa, a black leather chair, a small table, and a patterned rug.

A kitchen with wooden cabinets, a stainless steel refrigerator, a gas stove, and a built-in oven.

2. Cozy Home in Pownal VT

Cozy Home in Pownal VT

Pownal

10.0 out of 10, Exceptional, (9 reviews)

10/10

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."

Jess M.

The price is ￥18,326

￥18,326

￥32,193 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.

A kitchen with white cabinets, wooden dining table, and chairs. There are hanging pendant lights and a window with a view.

A narrow hallway with a wooden floor, a black door at the end, and a wall with floral wallpaper.

A room with a wooden bench, a table, and a door with glass panels.

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)

10/10

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."

Diane

The price is ￥36,148

￥36,148

￥76,523 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.

A modern living room with a flat-screen TV, wooden flooring, a gray sofa, and a kitchen in the background.

A cozy cabin interior with a dining area, sofa, fireplace, and a television.

A kitchen with wooden floors, white cabinets, a central island, and stainless steel appliances.

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 ￥23,015

￥23,015

￥66,422 total

includes taxes & fees

Oct 6 - Oct 7

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.

An outdoor seating area with a wooden table and chairs, a small fire pit, and string lights.

A cozy cabin interior with a kitchen, dining area, and living room.

A modern kitchen with wooden floors, stainless steel appliances, and grey cabinets.

5. Greylock Cabin

Greylock Cabin

Florida

10.0 out of 10, Exceptional, (7 reviews)

10/10

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!"

Margaret M.

The price is ￥45,579

￥45,579

￥74,827 total

includes taxes & fees

Oct 6 - Oct 7

Greylock Cabin

A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.

A two-story house with a front porch, a small garden, and a mailbox.

A living room with a fireplace, a television, a ceiling fan, a clock, and a window with curtains.

A wooden bear statue with a 'WELCOME' sign in front of a garden with various plants and a stone pathway.

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)

9.8/10

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! "

Anita T.

The price is ￥29,692

￥29,692

￥62,392 total

includes taxes & fees

Oct 6 - Oct 7

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

A wooden deck with two Adirondack chairs and a railing, surrounded by trees with autumn foliage.

A two-story house with a front porch, a small garden with autumn leaves, and a clear blue sky.

A kitchen with a central island, a built-in sink, and a ceiling fan.

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)

8.4/10

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."

Maura L.

The price is ￥25,414

￥25,414

￥85,279 total

includes taxes & fees

Oct 6 - Oct 7

Comfortable Berkshires retreat on mtn resort, SISO

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

A spacious kitchen with a large island, built-in appliances, and a laundry area.

A modern living room with a fireplace, white cabinetry, a large flat-screen TV, and a cozy seating area with patterned cushions.

A wooden deck with a bench and umbrella, a door, and a window.

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)

9.8/10

Exceptional

(7 reviews)

"The host was extremely communicative and went above and beyond to ensure guest comfort."

Diego G.

The price is ￥27,782

￥27,782

￥88,483 total

includes taxes & fees

Oct 6 - Oct 7

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.

A living room with two grey sofas, a wooden coffee table, a painting on the wall, and a lamp.

A compact kitchen with a dining table and chairs, a microwave, and a refrigerator.

A white house with a porch, surrounded by a grassy lawn and trees with autumn foliage.

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)

8.6/10

Excellent

(7 reviews)

"Awesome location went for a solo trip w the purpose of spending time alone in nature with myself and god got exactly that calm quiet beautiful scenic area great room and service would book again"

Varun M.

The price is ￥11,050

￥11,050

￥32,833 total

includes taxes & fees

Oct 6 - Oct 7

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.

A wooden cabinet with multiple compartments, including glass doors and drawers, likely used for storage.

A large white house with black shutters, surrounded by snow-covered trees and a fence.

A modern kitchen with wooden cabinets, a central island, a refrigerator, a sink, and pendant lighting.

10. Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak

Hancock

10.0 out of 10, Exceptional, (22 reviews)

10/10

Exceptional

(22 reviews)

"Amazing Inn. Cozy and everything we needed. "

Price F.

The price is ￥99,280

￥99,280

￥181,192 total

includes taxes & fees

Oct 6 - Oct 7

Hancock Village Inn Near Jiminy Peak

A spacious living room with a dining area, a kitchen, and a large window.

A gazebo with a stone floor and a grassy area with trees in the background.

A bedroom with a bed, two bedside tables, a window, a skylight, and a door leading outside.

A living room with a glass coffee table, a sofa, a TV, and a dining area with chairs and a table.

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)

7.0/10

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)"

Leslie H.

The price is ￥13,575

￥13,575

￥35,712 total

includes taxes & fees

Oct 6 - Oct 7

1800s Carriage house in Berkshires / Hudson Valley

An aerial view of a house surrounded by a forest with autumn foliage.

A kitchen with white cabinets, a granite countertop, and a door leading to another room.

A cozy living room with a beige sofa, a wooden coffee table, and two lamps.

A backyard with a campfire, two Adirondack chairs, and a house in the background.

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)

10/10

Exceptional

(15 reviews)

"Great 2 family group vacation spot. Very clean and right in between great ski mountains"

Jonathan

The price is ￥35,201

￥35,201

￥85,214 total

includes taxes & fees

Oct 7 - Oct 8

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.

A spacious kitchen with a central island, wooden cabinetry, and modern appliances.

A cozy cabin interior with a wooden interior, a leather sofa, a pool table, and a large window offering a view of the outdoors.

A cozy living room with a high ceiling, wooden walls, a dining area, and large windows.

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)

10/10

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)."

Natalie

The price is ￥30,939

￥30,939

￥89,785 total

includes taxes & fees

Oct 26 - Oct 27

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.

A modern kitchen with grey cabinets, a black refrigerator, a microwave, and a dishwasher.

A bedroom with a bed, a ceiling fan, a window with curtains, and a framed picture on the wall.

A living room with a sofa, a coffee table, and a television. There are curtains on the windows, and a lamp is on a side table.

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)

8.4/10

Very good

(10 reviews)

"Very comfortable and clean accommodations in a nice neighborhood, and a great deck to appreciate the view."

Stephen L.

The price is ￥42,477

￥42,477

￥77,774 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.

A modern kitchen with a central island, bar stools, and a window with a view of trees.

A wooden cabin with a curved roof, large windows, and a small patio area with seating.

A bathroom with a large bathtub, a shower, and a wall with framed artwork.

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)

10/10

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."

SteveS

The price is ￥43,472

￥43,472

￥75,411 total

includes taxes & fees

Nov 4 - Nov 5

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.

A spacious kitchen with wooden cabinets, a stainless steel refrigerator, and a central island.

A bedroom with a bed, a nightstand, a lamp, a ceiling fan, and two windows.

A wooden-floored hallway with a door, a window, and a chandelier.

16. 5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain

Charlemont

10.0 out of 10, Exceptional, (8 reviews)

10/10

Exceptional

(8 reviews)

"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "

Jason F.

The price is ￥75,137

￥75,137

￥144,934 total

includes taxes & fees

Oct 9 - Oct 10

5BR Berkshire Home Mins To The Mountain

A wooden staircase leading to a cabin with a balcony, surrounded by trees.

A kitchen with wooden flooring, a dining area with a table and chairs, and a window with a view of greenery.

A wooden staircase leading to a house with a porch, surrounded by greenery.

A bedroom with a large sliding glass door leading to a balcony with a view of a lake and 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)

10/10

Exceptional

(2 reviews)

"Beautiful house and a terrific central location for all things outdoors."

Alex B.

The price is ￥62,982

￥62,982

￥120,935 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.

A dining room with a wooden table and chairs, a fireplace, and a chandelier.

A cozy living room with a green sofa, a patterned armchair, a wooden coffee table, and a bookshelf.

A neatly made bed with a white and light green color scheme, two bedside tables with lamps, and a window with sheer curtains.

18. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

1789 Shaker Farmhouse in Berkshires/Hudson Valley

Canaan

10.0 out of 10, Exceptional, (5 reviews)

10/10

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. "

Christine C.

The price is ￥31,254

￥31,254

￥74,126 total

includes taxes & fees

Oct 7 - Oct 8

1789 Shaker Farmhouse in Berkshires/Hudson Valley

A spacious living room with a fireplace, leather furniture, wooden beams, and a cityscape painting.

A sunroom with a bench and a table, large windows, and a view of the outside.

A stack of rocks by a river with a mountain in the background.

A kitchen with a copper sink, wooden beams, and a dining area with a chandelier.

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)

10/10

Exceptional

(65 reviews)

"Beautiful house, amazing location, helpful and responsive hosts."

Jeremy P.

The price is ￥49,502

￥49,502

￥121,935 total

includes taxes & fees

Oct 6 - Oct 7

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.

A modern kitchen with built-in appliances, wooden cabinets, and a herringbone floor pattern.

A bedroom with a bed, bedside lamp, and a window with curtains.

A dining area with a wooden table and chairs, a view of greenery and mountains through large windows, and a balcony with a railing.

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

Ellie’s Overlook, best view in the Berkshires!

Richmond

The price is ￥49,723

￥49,723

￥109,094 total

includes taxes & fees

Oct 14 - Oct 15

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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