
Holiday houses in Williamsburg
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Top-rated holiday rentals in Williamsburg
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Other great holiday rentals in Williamsburg
Guest favourite

Cabin in Williamsburg
4.94 out of 5 average rating, 34 reviewsRetreat in the Woods
NicoleRating, 5 stars1 week ago
Our stay at Maya's place was lovely! We were visiting the area for a wedding and wanted to stay somewhere quiet, safe, and peaceful. This place was exactly what we were looking for! Maya was very responsive and the place was clean and cozy. It was super private, felt safe, and was very cozy! We would definitely come back to stay if we are in the area again!

Home in Goshen
5 out of 5 average rating, 3 reviewsGoshen Lake House
AlisonRating, 5 stars2 weeks ago
Kendra's place was pristinely clean and incredibly easy to use. It's an incredibly peaceful, quiet spot and the house is very comfortable, so we had a very relaxing stay. My son goes to school about a half hour away and we rented the place so he could have quiet time to rest and study for exams in a cozy, comfy, homey atmosphere and that is just what we got! The kitchen is well equipped and we were able to cook everything we wanted. We didn't get a chance to use the grill, but it looked great. Kendra was very responsive and communicative and our stay was totally issue-free so we didn't really need to be in close contact through our stay. The house sleeps lots of people and it could be a fun spot for a big family to have some great family-time or a group of friends to catch up. We would definitely return when we have more time to explore the pretty lake nearby and the surrounding area! Thanks Kendra!
Guest favourite

Home in Williamsburg
4.85 out of 5 average rating, 41 reviewsCute and Cozy Lake Cottage
BarbaraRating, 5 stars1 month ago
While the weather was not optimal (sometimes western MA spring is slow to come), we loved the cottage. It is perfect for walking, hiking, reading and other quiet activities. But, you have access easily to Northampton or other local towns for a meal or night out. Debra was easy to reach but not at all intrusive. Check in was smooth. All in all, a lovely experience.
Guest favourite

Apartment in Conway
4.96 out of 5 average rating, 25 reviewsSpacious, Sunny* Woodland Retreat
MollyRating, 5 stars6 days ago
We had a fantastic stay at Erica's with our 2 month old. Erica provided a crib, and it was safe for infant sleeping. We enjoyed sitting on the porch, and ended up cooking a full dinner for local friends one night. The kitchen had all the basics that we needed. It was a short trip so we didn't have much time to explore the property, but it looked beautiful and we enjoyed hearing the frogs at night and birds during the day. The apartment is HUGE, and we found it very comfortable. It'll be our go-to for future visits in the area!
Guest favourite

Home in Ashfield
4.98 out of 5 average rating, 57 reviewsAn 18th century farmhouse
NateRating, 5 stars1 week ago
What a beautiful, idyllic getaway Susan offers for her guests. A kind welcoming soul who provides a stay that brings you back in history – we had the most lovely time!
Guest favourite

Home in Ashfield
4.98 out of 5 average rating, 87 reviewsMagical, Rural Getaway in the Berkshires
SarahRating, 5 stars2 weeks ago
This place was great, I was a little concerned it may be too rustic based on the pictures, but the place was fabulous. No problems with wifi, access, sleeping arrangements. The open space for the kitchen/tv room were so great for our large family. Everything is well appointed, there are clear instructions everywhere on how to use anything in the house. It was really nice for our short weekend stay for graduation. I felt the kitchen was better stocked than most places I've stayed. They had everything we needed. I wish we could have used the fireplace on this rainy cold weekend, but heard maybe it's an Airbnb thing not an owner thing. If you want to head to this area, this was a great place to stay.
Top Guest favourite

Farm stay in Worthington
4.97 out of 5 average rating, 33 reviewsLike sleeping on a cloud
KimberlyRating, 5 stars4 weeks ago
We loved our stay. The place is pristine and “user-friendly.” Host was easy to work with and communication was super clear.
Guest favourite

Home in Northampton
4.92 out of 5 average rating, 38 reviewsThe Walnut Apartment
JuliaRating, 5 stars1 week ago
Very cute apartment and more than what we needed for a one night stay on a wedding weekend! The downstairs has a charming sitting room and spacious kitchen with fridge, stove, and laundry. The stairs were a bit steep so be cautious! Upstairs a comfy soft bed with window AC and a large bathroom with clawfoot tub/shower. Jennifer was very nice about our last minute request to check in early to change for a 4 PM wedding. We would stay here again if we come back to the area! Thanks so much!
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- Stratton Mountain
- Six Flags New England
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Bushnell Park
- Bash Bish Falls State Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Brimfield State Forest
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Bigelow Hollow State Park
- Bright Nights at Forest Park
- Hartford Golf Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Naumkeag
- Brignole Vineyards
- The Shattuck Golf Club
- Otis Ridge