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Vacation rentals in Berkshire

Find and book unique accommodations on Airbnb

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Popular amenities for Berkshire vacation rentals

Stay near Berkshire's top sights

Boston Post Dairy, LLC6 locals recommend
Phoenix House 1835 LLC3 locals recommend
Dairy Center Motel & Restaurant3 locals recommend

Other great vacation rentals in Berkshire

Guest favorite
Cottage in Derby
4.98 out of 5 average rating, 56 reviews

On Golden Lake Salem

MeaganRating, 5 stars7 months ago
This cute lake cottage is the perfect place to get away and enjoy everything the lake and area has to offer. We watched sunsets, star gazed (saw the Milky Way), enjoyed the boats that were available to use and mainly hung out on the sun porch that had great views of the lake.
Guest favorite
Home in Milton
4.95 out of 5 average rating, 84 reviews

Waterfront * Sunsets * Private * Swimming/Fishing

KevinRating, 5 stars4 months ago
On our last day we saw a spectacular sunset which was indicative of our whole stay. The star was of course the wonderful setting on the lake. It was enhanced by how tastefully the house was renovated, decorated and fully supplied with everything we needed. It truely exceeded our expectations and made for a memorable experience in the beautiful state of Vermont.
Top guest favorite
Home in Plattsburgh
5 out of 5 average rating, 52 reviews

Entire New Lake House, private deck, large lawn

ElizabethRating, 5 stars4 months ago
This exceptional lake house provided the most welcoming space we could have asked for to celebrate our family and to spend time together. From heated floors on the cool nights to the beautiful piano to the awesome "grown-up-sized" Jenga, we filled our days with settling in together and simply enjoying! We are so grateful for Dina to sharing this wonderful home with us!!
Superhost
Home in Eastman
4.9 out of 5 average rating, 10 reviews

L'escale Eastman and Spa

StéphanieRating, 5 stars1 month ago
Beautiful and clean cabin, close to many mountains and parks!
Top guest favorite
Home in Westmore
4.92 out of 5 average rating, 60 reviews

New Vacation Home w/Awesome View!

BarbaraRating, 5 stars5 months ago
I was looking for a place to watch the leaves change for the month of October and I found it. The pictures do not do this home justice. It is more spacious than I thought and the views are even more spectacular in person. Access to all parts of Lake Willoughby and room for two distinct groups or families with upstairs and downstairs bedrooms and a midlevel with open concept kitchen, living and dining areas and a full bath and washer/dryer. It is COMPLETELY stocked with everything you need for an extended stay. Incredibly peaceful and I hope I am lucky enough to visit again.
Superhost
Home in Malletts Bay
5 out of 5 average rating, 6 reviews

Chic Mid-Century Modern Retreat: Steps from Beach

SteveRating, 5 stars2 months ago
Great location, beautiful home, very responsive host. I highly recommend and would definitely stay here again.
Guest favorite
Home in Glover
4.86 out of 5 average rating, 21 reviews

Cheerful 5-bedroom house offered by Lakeside Haven

WendyRating, 5 stars1 month ago
This was our second time there and knew what to expect. It was quiet and nice. Didn’t need to reach anyone while we were there. Would definitely stay again.
Top guest favorite
Cottage in Keeseville
5 out of 5 average rating, 35 reviews

Stunning Lakefront Paradise

AbeRating, 5 stars5 months ago
the pictures absolutely do not do it justice we were looking out at a beautiful painting from every one of the windows it was more quiet than any other Airbnb we've ever been at truly looking forward to coming back again Adam was a great communicator and cared about everything gave us great advice on where and when to go and was completely flexible have no words to describe how beautiful our stay was it was a great value

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  5. Berkshire