Holiday rentals in Berkshire County
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Top-rated holiday rentals in Berkshire County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Berkshire County holiday rentals
Other great holiday rentals in Berkshire County
Guest favourite
Flat in Sheffield
5.0 out of 5 average rating, 319 reviewsHideaway with Spectacular Berkshire Views
27 Dec – 3 Jan
$225 SGD per night
Guest favourite
Home in Great Barrington
4.96 out of 5 average rating, 212 reviewsJaw dropping mountain & lake views
29 Oct – 5 Nov
$975 SGD per night
Guest favourite
Home in Lee
4.89 out of 5 average rating, 235 reviewsCozy Berkshires Cottage
22–29 Sep
$170 SGD per night
Guest favourite
Home in Monterey
4.93 out of 5 average rating, 307 reviewsCharming cottage w/ gorgeous views.
6–13 Feb
$228 SGD per night
Superhost
Home in Dalton
4.88 out of 5 average rating, 113 reviewsThe Yellow House
28 Oct – 4 Nov
$160 SGD per night
Guest favourite
Guest suite in Hancock
4.83 out of 5 average rating, 154 reviewsCozy apartment near Jiminy Peak
6–13 May
$103 SGD per night
Superhost
Flat in Lee
4.78 out of 5 average rating, 106 reviewsCozy Berkshire Cottage Style Apartment
9–16 May
$142 SGD per night
Guest favourite
Guest house in Stockbridge
4.96 out of 5 average rating, 175 reviewsModern studio with views of the treetops
12–19 Sep
$248 SGD per night
Destinations to explore
- Flat rentals Berkshire County
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