Holiday Homes in Williamstown

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Featured Holiday Homes in Williamstown

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (148)
"We had a fabulous stay at this lovely home in the Berkshires! The house was well equipped with everything needed to make our stay with our family so enjoyable. Great communication with the host in helping to resolve a small issue with loss of power on 2nd floor but was easily resolved."
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

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

10.0 out of 10, Exceptional, (134)
"This was our second time renting this property for a quick ski trip. The property is spacious, and well appointed. It really offers everything you need for a relaxing ski vacation. Love the game room and the space."
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

Bright Modern Secluded Vermont Home: Trout Pond + Trails, 5 Mins to Williamstown

10.0 out of 10, Exceptional, (23)
"The property was beautiful! The kids enjoyed fishing in the pond with their grandpa. The hosts were nice enough to let us have a small impromptu family cookout and were very helpful when we accidentally locked ourselves out. It was a great stay!"
Bright Modern Secluded Vermont Home: Trout Pond + Trails, 5 Mins to Williamstown

Stockbridge Village in Summer

9.0 out of 10, Wonderful, (18)
"This is a great home within walking distance of the interesting town of Stockbridge. The place is well equipped and has a charm consistent of what you can expect for a historic farm house. We would stay here again."
Stockbridge Village in Summer

Spacious 5-bedroom house in charming Lee with WiFi

The price is AU$1,215
includes taxes & fees
7 Oct - 8 Oct
Spacious 5-bedroom house in charming Lee with WiFi

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

9.0 out of 10, Wonderful, (28)
"Beautiful, spacious house in a great location!"
Amore Estate - beautiful room with many places to explore and relax in.

3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest

9.6 out of 10, Exceptional, (37)
"My friends and I had the most beautiful rainy weekend here to celebrate my 40th birthday. The spot was perfect for the 5 of us and the river was such a wonderful bonus to our peaceful trip!"
3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest

Contemporary Berkshire Home with Views of Taconic Golf Course

10.0 out of 10, Exceptional, (8)
"Lovely property. Well kept house, nicely decorated. Very much enjoyed our stay."
Contemporary Berkshire Home with Views of Taconic Golf Course

Wildlife Lakeside Cottage beautiful views, amazing wildlife, great location

9.6 out of 10, Exceptional, (72)
"Beautiful house and location that was perfect for a family weekend. Would 100% recommend!"
Wildlife Lakeside Cottage beautiful views, amazing wildlife, great location

Peaceful Stay at Birds of a Feather Farm & Spa

9.8 out of 10, Exceptional, (24)
"Amazing… our stay was just what we needed. Everything you can think of was included at Peaceful Stay at Birds of a Feather Farm & Spa. The bed was super comfy, the towels were great, cannot say enough about this place. Highly recommend! "
The price is AU$424
includes taxes & fees
14 Oct - 15 Oct
Peaceful Stay at Birds of a Feather Farm & Spa

General Williams Estate House Lenox/Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (110)
"The house was beautiful, the outdoor space was gorgeous, and the pool was amazing! I highly recommend this charming spot."
General Williams Estate House Lenox/Stockbridge

Walk into town, soak up sun on enclosed porch & steps away from nature trails!

10.0 out of 10, Exceptional, (25)
"We had a wonderful time in this home. It accommodated our family of 4 easily. Several of us had to work the first day there and there were ample quiet spots and quality wifi for us. So easy to walk to town to restaurants etc"
Walk into town, soak up sun on enclosed porch & steps away from nature trails!

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

10.0 out of 10, Exceptional, (93)
"This was our third time at this property. We still love it and look forward to returning again."
Hearts Desire is a furnished whole house in a small, colorful garden center.

Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++

9.4 out of 10, Exceptional, (60)
"I had such a great stay with a bunch of friends at the Fox Hollow Estate. The house is exactly as described, and very spacious. At no point did I ever feel packed into the house, there are so many activities that you can do around the area. If you're visiting for foliage, the property has wonderful viewpoints and is within a close 20 or less minute drive to the best views. I would gladly stay at the place again if I was in the area."
Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++

Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq

10.0 out of 10, Exceptional, (5)
"My friends and I had an awesome weekend staying here. The house itself was gorgeous - the view was great, interior design and feel were cozy and beautiful, and we had a lot of space. The showers were a favorite among the group. We did several hikes and swam at a swimming hole, all on the property. It was also within driving distance of other awesome hikes too (waterfalls, etc.). The hosts had a lot of helpful information and suggestions about the area and things to do. We will definitely be...
Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq

Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

10.0 out of 10, Exceptional, (84)
"A beautiful cabin in the woods. Very clean and a perfect stay."
Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

10.0 out of 10, Exceptional, (224)
"Great house, fantastically well equipped (kayaks, bikes etc). Excellent, very responsive host. View out over the lake is amazing. Really enjoyed our stay. "
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Enjoy comfortable elegance in this secluded grand home located in town

10.0 out of 10, Exceptional, (73)
"Great location for access to both Tanglewood and Lenox center. "
Enjoy comfortable elegance in this secluded grand home located in town

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

9.8 out of 10, Exceptional, (94)
"We had another wonderful stay despite the weather, thank you for letting us enjoy your beautiful home"
The price is AU$545
includes taxes & fees
1 Oct - 2 Oct
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

A Grand property in Historic Stockbridge

10.0 out of 10, Exceptional, (102)
"The Taggart House was a wonderful place to gather with friends and family to celebrate my birthday. The house is beautiful; the rooms are large; kitchen is great; bugs kept us from hanging out in the backyard but the conservatory was light and bright and a perfect spot for cocktails. We loved the proximity to the town of Stockbridge and we would walk back and forth a couple times a day. We had a couple of small issues, and Caitlin was very responsive in answering my questions/concerns. All in...
A Grand property in Historic Stockbridge
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

Find out more about Williamstown

Find out more about Williamstown

Williamstown Holiday Homes information

Number of reviews
1,127
Accommodation
421 Holiday Homes
Lowest Price
AU$424
Highest Price
AU$1,215

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