
House vacation rentals in Berkshire County
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Top-rated house rentals in Berkshire County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Berkshire County house rentals
House rentals with a pool

Home in Egremont
5 out of 5 average rating, 22 reviewsThe Catamount Ski Haus w. Pool/Hot Tub

Home in New Lebanon
4.98 out of 5 average rating, 57 reviewsBerkshire Mountain retreat gorgeous views and pool

Home in Great Barrington
4.98 out of 5 average rating, 64 reviewsStunning luxury home with pool

Home in East Chatham
4.93 out of 5 average rating, 14 reviews10 Acre Country Estate with Pool, Hot Tub & Views!

Home in East Chatham
5 out of 5 average rating, 7 reviewsRed Rock Summit: Mtn Escape w/ Pool, Pond + Views

Home in Hillsdale
4.89 out of 5 average rating, 28 reviewsHilltop: Panoramic Views w/ Pool near Catamount

Home in New Marlborough
5 out of 5 average rating, 20 reviewsHot Tub, Fireplaces, Sauna, Ski Ready!

Home in Cheshire
4.93 out of 5 average rating, 70 reviewsBerkshire County modern home + pool
Weekly house rentals

Home in Stockbridge
4.93 out of 5 average rating, 41 reviewsStockbridge Cape Near Tanglewood!

Home in Tyringham
4.9 out of 5 average rating, 121 reviewsBerkshire 4 bed Historic Farmhouse of Sir Kitson

Home in Becket
4.94 out of 5 average rating, 142 reviewsLake front retreat - Stylish Berkshire home

Home in Hillsdale
4.9 out of 5 average rating, 126 reviewsFenced yard, playroom & the Berkshires - $0 fees

Home in Canaan
4.96 out of 5 average rating, 72 reviewsPeaceful Berkshire Getaway (A/C, Lake Access)

Home in North Adams
5 out of 5 average rating, 3 reviewsCharming 6 BR home 8 min walk to MassMoca

Home in Lebanon Springs
4.87 out of 5 average rating, 104 reviewsCozy Berkshires Stay, Mins from Ski Slopes

Home in Egremont
4.98 out of 5 average rating, 131 reviewsA sunny, quiet chalet beautifully decorated.
Private house rentals

Home in North Adams
4.93 out of 5 average rating, 161 reviewsA paradise in the woods, minutes from MASS MoCA

Home in Egremont
4.93 out of 5 average rating, 75 reviewsModern and Stylish Country Lakeside Cottage

Home in Williamstown
5 out of 5 average rating, 13 reviewsBeautiful, cozy house for rent

Home in North Adams
4.89 out of 5 average rating, 99 reviewsCentral Haus (Group getaway on a quiet street)

Home in North Adams
5 out of 5 average rating, 20 reviewsGregory Art House

Home in Lee
4.96 out of 5 average rating, 80 reviewsBerkshire Vacation Home in Lee

Home in North Adams
4.98 out of 5 average rating, 372 reviewsSteps to MoCA private house + SAUNA! Near SKI

Home in Huntington
4.91 out of 5 average rating, 134 reviewsPrivate house on the River
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