Search Vacation Homes in Williamstown

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 325 Vacation Homes in Williamstown with updated reviews, rates, and availability.

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (235)
"Very lovely place to stay. Everything was clean and the owner made everything simple."
The price is AED 551
AED 833 total
includes taxes & fees
26 Jan - 27 Jan
Berkshire Village Carriage House - Super Private!!

Charlemont Retreat on Chickley River w/ EV Charger

9.6 out of 10, Exceptional, (23)
"great place to stay"
Charlemont Retreat on Chickley River w/ EV Charger

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (215)
"We were looking for a place that the two of us and our pup could go and getaway for Christmas, but with a hot tub. We weren't disappointed. It was everything that was pictured and more. Would we go again? Yes! We are hoping to make it an annual pilgrimage."
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Wilmington Vacation Rental Near Hiking and Skiing!

9.0 out of 10, Wonderful, (16)
"We enjoyed our stay and all that the property had to offer. It is close by Mount Snow and all of the shops and restaurants. It was cozy and great to come back to at the end of a day of skiing. The house was stocked with supplies and all of the cabinets were nicely labeled as well."
Wilmington Vacation Rental Near Hiking and Skiing!

Forest Home with Shared Pool & Hot Tub, WiFi, & Washer/Dryer - One Small Dog OK

8.4 out of 10, Very Good, (8)
"Great house in a great neighborhood for two families and our dog that wasn’t too far from Mt Snow. The clubhouse is a plus with a pool!"
Forest Home with Shared Pool & Hot Tub, WiFi, & Washer/Dryer - One Small Dog OK

Amore Estate - beautiful room with many places to explore and relax in.

9.4 out of 10, Exceptional, (21)
"Fantastic, large house with tons of places to explore in the house and on the property. We came for a long weekend with 3 families and both the adults and kids felt quickly at home and really enjoyed our stay. We cannot wait to some back!"
Amore Estate - beautiful room with many places to explore and relax in.

Hearts Desire is a furnished whole house in a small, colorful garden center.

10.0 out of 10, Exceptional, (88)
"We have been staying here at least once a year to ski at the nearby mountains for the past several years. The home is spotless and the amenities are top notch. The house has everything you need to cook a great meal, a huge TV for a cozy movie night, comfortable king beds and the awesome, squeaky clean hot tub. The home is far enough out of town so you feel like you're getting away, while being minutes away from attractions, restaurants and stores. Thank you for sharing your home! We're already...
Hearts Desire is a furnished whole house in a small, colorful garden center.

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

9.6 out of 10, Exceptional, (10)
"As advertised "
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

10.0 out of 10, Exceptional, (127)
"Wonderful, clean, and cozy house that was fully equipped with everything you would need for a weekend away. Perfect for family with kids. The downstairs room had so many fun things to keep them entertained when not skiing. Short drive to Mt Snow. We would definitely recommend for families looking to ski but also want a house to relax in afterwards with plenty of space and fun games. We didn’t check out the clubhouse but the indoor pool looked good and close by. The owner was very responsive and...
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

10.0 out of 10, Exceptional, (63)
"It was an amazing stay. The host was very proactive and helpful. "
The price is AED 1,153
AED 2,205 total
includes taxes & fees
26 Jan - 27 Jan
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

14mi to Mt. Snow! Arcade, Private Suite, King Bed!

9.8 out of 10, Exceptional, (8)
" The home has everything that you could possibly need. The host was great in checking in to make sure our stay was going well and if we needed anything. The beds were comfortable, the living room spacious and a great place to hang out. The house was spotless. The outdoor area is beautiful and a fantastic place to enjoy the beautiful setting. Best VRBO that I have stayed at, we are hoping to make a return trip. Would highly recommend!"
The price is AED 720
AED 1,851 total
includes taxes & fees
4 Feb - 5 Feb
14mi to Mt. Snow! Arcade, Private Suite, King Bed!

Chalet in ChimneyHill Resort - Clubhousse: Heat Pool & Hot tub. low weekly rates

9.8 out of 10, Exceptional, (78)
"the house is very nice, we liked it, everything is clean, we went to the territory of the complex, the children swam in the pool, we will definitely come again, we liked to relax in this house, the owner of the house is very responsive, quickly responds to messages"
Chalet in ChimneyHill Resort - Clubhousse: Heat Pool & Hot tub. low weekly rates

Country Living just minutes from Everything!

10.0 out of 10, Exceptional, (27)
"Very nice, very clean property. Everything you need. Communication with owner is excellent. My family and I were extremely comfortable here!"
Country Living just minutes from Everything!

Spacious Luxury Berkshire's Estate on 21 acres

Spacious Luxury Berkshire's Estate on 21 acres

Comfortable Berkshires retreat on mtn resort, SISO

The price is AED 1,183
AED 2,443 total
includes taxes & fees
26 Jan - 27 Jan
Comfortable Berkshires retreat on mtn resort, SISO

Spyglass village- Golf & Ski

10.0 out of 10, Exceptional, (2)
"Nicely renovated, fully equipped, comfortable and clean. Can’t ask for more. Recommend. "
Spyglass village- Golf & Ski

3 Bedroom Lakefront Home with Hot Tub & Fireplace

10.0 out of 10, Exceptional, (109)
"Completely comfortable. A"
3 Bedroom Lakefront Home with Hot Tub & Fireplace

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

10.0 out of 10, Exceptional, (118)
"Property as described. Great location to towns. Larger interior space than anticipated. Great Kitchen for a group of 5 to cook, chat and enjoy! Overall a warm and spacious home for old college friends to reunite. "
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Chic Pittsfield Home With A View!

8.6 out of 10, Excellent, (10)
"This property was just as shown in the listing and met our needs very well. It was well appointed and had many inviting areas to gather and relax in. The kitchen was well equipped and easy to use. Some very nice touches with closets and bathroom storage areas that made staying there user friendly. "
Chic Pittsfield Home With A View!

Wellspring by AvantStay | Indoor Pool + Views

10.0 out of 10, Exceptional, (10)
"We all enjoyed our stay. The house and indoor pool were wonderful. There are plenty of comfortable places to sit and enjoy the gorgeous views. We loved the location which is both close to Lenox restaurants, as well as, the southern Berkshires for food markets and activities for kids. The property manager was attentive, and the owner was very responsive. We loved our week at this family friendly property and highly recommend it. "
Wellspring by AvantStay | Indoor Pool + Views
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.
Don't see what you're looking for?
See all available properties in Williamstown
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Williamstown

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1757)
"It had a great pool and hot tub. also right near the ski area, jiminey Peak."
The price is AED 551
AED 641 total
includes taxes & fees
2 Feb - 3 Feb
Vacation Village in the Berkshires

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (235)
"Very lovely place to stay. Everything was clean and the owner made everything simple."
The price is AED 551
AED 833 total
includes taxes & fees
26 Jan - 27 Jan
Berkshire Village Carriage House - Super Private!!

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (923)
"Staff was exceptionally helpful and friendly."
The price is AED 694
AED 762 total
includes taxes & fees
26 Jan - 27 Jan
Jiminy Peak Mountain Resort
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.