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Search results; Over 1,000 places in Richmond

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Guest favourite
Room in Pittsfield
Stay with CarolynHosting for 4 years,
Equestrian retreat
8–13 Apr
4.96 out of 5 average rating, 157 reviews
Guest favourite
Home in Richmond
MAGIC FARMHOUSE Berkshire Retreat VIEWS! 3bd/2.5ba
Individual Host
2–7 Apr
5.0 out of 5 average rating, 48 reviews
Guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bed
1–6 Apr
4.99 out of 5 average rating, 101 reviews
Guest favourite
Guest suite in Richmond
Ski/Private Ranch/Kid friendly/Pet Friendly/Horses
Individual Host
1–6 Apr
4.92 out of 5 average rating, 170 reviews
Home in Richmond
Sunshine Cottage
1 queen bed
1–6 Apr
Guest favourite
Home in Richmond
LUXURY BERKSHIRES BARN! GRAND! VIEWS! 2/2
Individual Host
5–10 May
5.0 out of 5 average rating, 54 reviews
Superhost
Home in Richmond
Berkshire Beauty-Full Home
4 beds
21–26 Apr
4.91 out of 5 average rating, 11 reviews
Guest favourite
Guest suite in Richmond
Berkshire Mountain Retreat
Individual Host
1–6 Apr
4.93 out of 5 average rating, 15 reviews
Guest favourite
Flat in Canaan
Mountain View Getaway
1 queen bed
1–6 Apr
5.0 out of 5 average rating, 81 reviews
Guest favourite
Home in Richmond
Minutes to skiing and Tanglewood with massive yard
7 beds
1–6 Apr
5.0 out of 5 average rating, 9 reviews
Guest favourite
Chalet in Richmond
Updated Berkshires Chalet Mins to Tanglewood/Lenox
Individual Host
1–6 Apr
4.98 out of 5 average rating, 86 reviews
Guest favourite
Home in Richmond
Escape to The Berkshires w/Pool by Evergreen Home
Professional Host
9–14 May
4.96 out of 5 average rating, 23 reviews
Guest favourite
Guest house in Canaan
Airy cottage with meadow views in The Berkshires
Individual Host
1–6 Apr
4.93 out of 5 average rating, 166 reviews
Home in Richmond
"Hemlock Shadow" near Tanglewood on Six Acres
1–6 Apr
Home in Richmond
Idyllic Berkshires Farmhouse
19–24 Apr
Guest favourite
Home in Richmond
Berkshire Cottage Retreat in Idyllic Setting
Individual Host
19–24 Aug
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Pittsfield
Modern, Renovated Lakefront Escape
6 beds
4–9 Apr
4.93 out of 5 average rating, 14 reviews
Guest favourite
Home in Richmond
LUXURY BERKSHIRES RETREAT - Family Compound!
Individual Host
9–14 Aug
5.0 out of 5 average rating, 15 reviews