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Compare 101 Vacation Homes in Williamsburg with updated reviews, rates, and availability.

Cozy apartment located in quiet Williamsburg
9.6 out of 10, Exceptional, (41)
"Property was as advertised. Easy to get in and was exactly what we were looking for. "
The price is ¥21,578
¥37,253 total
includes taxes & fees
Sep 23 - Sep 24
Cozy apartment located in quiet Williamsburg
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
10.0 out of 10, Exceptional, (141)
"Great place and views. "
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
Peace and quiet on the lake
9.6 out of 10, Exceptional, (190)
"Loved it!"
Peace and quiet on the lake
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (87)
"We loved our stay. Great communication with owners. Property was clean and had everything we needed. Loved having the 2 bedrooms. Would definitely stay again."
The price is ¥20,858
¥30,047 total
includes taxes & fees
Sep 23 - Sep 24
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Lovely 2nd Floor Apartment
9.6 out of 10, Exceptional, (7)
"Lovely place! Very clean. Excellent communications with our host! Very homey!"
The price is ¥17,118
¥28,922 total
includes taxes & fees
Sep 29 - Sep 30
Lovely 2nd Floor Apartment
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (213)
"We had a great stay at the carriage house! The property was incredible, we especially loved the variety of trails to explore. Our hosts were very helpful with directions and local recommendations. The house was charming and cozy. Would visit again! "
Berkshire Village Carriage House - Super Private!!
Westfield Vacation Rental w/ Porch, Pets Welcome!
2.0 star property
2.0 out of 10, (1)
"The house looked like an abandoned property. It was dirty and gross. The sheets had hair on them. We actually couldn't stay. We were hopeful that after taking pictures and sending them, we have some sort of recoupment but we did not. Even though we booked through vrbo, it was apparently another company's listing and they were also no help. We won't use vrbo again. Also watch out for Evelve,"
Westfield Vacation Rental w/ Porch, Pets Welcome!
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (9)
"Near Jacob's Pillow!"
Pristine Home In Becket Woods
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (122)
"My partner and I were in MA to drop our eldest at Smith College for their first year. We chose Flight's End for the location and the fact that we were allowed to bring our pups with us. It was incredibly peaceful and just what we needed during an otherwise emotional time with such a big transition for our family. "
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Berkshire Lake access
10.0 out of 10, Exceptional, (46)
"Our stay was fabulous. The house was beautiful and well maintained and equipped. Joni was easy to work with and always available. "
Berkshire Lake access
Big farmhouse in the foothills of the Berkshires
10.0 out of 10, Exceptional, (127)
"We planned a family reunion in the area. The farm house was pet friendly and the perfect location to our family that lived 20 minutes away. Eric was very accommodating. It was quiet and relaxing."
The price is ¥30,928
¥55,347 total
includes taxes & fees
Sep 23 - Sep 24
Big farmhouse in the foothills of the Berkshires
Amherst, Perfect Location, UMass, Smith, MHC!
10.0 out of 10, Exceptional, (14)
"The house was perfect for us as we moved our daughter into UMASS. Close to the college, restaurants and shopping. Very clean house and had everything we needed. "
Amherst, Perfect Location, UMass, Smith, MHC!
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, (102)
"We have 2 dogs who travel with us. So renting pet friendly homes is a much better option than a hotel room. The house was clean, comfortable, and the fenced in yard was great for our dogs. Nice big bath towels (my favorite) and a nicely stocked kitchen made staying at this house very enjoyable. An added bonus were two sets of dog-loving neighbors who came out to greet us and say hello to our pups. Thanks Julie for providing a welcoming place to stay for our weekend getaway."
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
1810 Brook Side Mill/House / EV Level 2 Charging on Site
10.0 out of 10, Exceptional, (67)
"The house was clean and looked newly remodeled. It had everything we needed for our 3 night stay. It is a good location when visiting Western MA. We would stay there again. Western MA. "
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
8.6 out of 10, Excellent, (7)
"This cottage was very comfortable, clean and contained everything needed for our visit. It is in a very scenic quiet area just off the Mohawk Trail and yet a short drive to anything you might need. We enjoyed sitting out on the deck and enjoying the view."
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Lovely 2-bedroom house private 2ac setting. Hiking, swimming, kayaking, skiing.
2.0 star property
10.0 out of 10, Exceptional, (3)
"What a great stay we had—two couples who were in Rowe visiting old friends. Clean and very pleasant home—two comfortable bedrooms. A nice outdoor deck with a table and chairs to enjoy the Berkshires air. Very easy and pleasant, and the owner Lori was an excellent communicator. Would stay again!"
The price is ¥35,963
¥54,587 total
includes taxes & fees
Sep 23 - Sep 24
Lovely 2-bedroom house private 2ac setting. Hiking, swimming, kayaking, skiing.
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (128)
"Spent 2 nights as a teacher with 7 students, and another chaperone to attend the Big E with FFA kids. Plenty of room, as kids don’t mind sharing, or sleeping on a pull out couch. Everything was very clean, and the property manager was very responsive and helpful. They even left some goodies for the kids! Would recommend!"
Hadley Amherst Location.Explore the Valley Colleges!
Quintessential 6-BR Berkshires Lodge
9.8 out of 10, Exceptional, (7)
"Nice. Quiet. The new pool is very nice."
Quintessential 6-BR Berkshires Lodge
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (60)
"We all had a wonderful time and the Creation Station was everything we imagined and then some! Super host and atmosphere. Thank you."
The price is ¥25,893
¥40,331 total
includes taxes & fees
Sep 23 - Sep 24
The Creation Station is a cozy place so make yourself at home.
Private Cabin On Over 12 Acres Of Woods!
9.6 out of 10, Exceptional, (4)
"The property was perfect for our weekend in Becket. The house was very comfortable and the grounds quite beautiful. We enjoyed our visit."
Private Cabin On Over 12 Acres Of Woods!
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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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Other property types in Williamsburg

Cozy apartment located in quiet Williamsburg
9.6 out of 10, Exceptional, (41)
"Property was as advertised. Easy to get in and was exactly what we were looking for. "
The price is ¥21,578
¥37,253 total
includes taxes & fees
Sep 23 - Sep 24
Cozy apartment located in quiet Williamsburg
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (205)
"My stay was shorter than I had planned but the few days I was here was so relaxing. First of all, the bed is so comfortable, I slept like a baby. Very quiet area. Nice to walk around with my dogs and explore. The cottage was nicely outfitted with any needs you might have. Beautiful time of year to stay here! I cannot wait to go back. I also want to say I appreciate that they allowed my two dogs. My dogs are very well behaved, and I travel with them quite often. Not all places allow this, so I...
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (87)
"We loved our stay. Great communication with owners. Property was clean and had everything we needed. Loved having the 2 bedrooms. Would definitely stay again."
The price is ¥20,858
¥30,047 total
includes taxes & fees
Sep 23 - Sep 24
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
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.