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
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Popular amenities for Berkshire County house rentals
House rentals with a pool
Home in Lanesborough
5 out of 5 average rating, 12 reviewsBerkshire Mountain House
Home in Egremont
5 out of 5 average rating, 15 reviewsThe Catamount Haus w. Pool/Hot Tub
Home in Hillsdale
5 out of 5 average rating, 5 reviews*Majestic views*Hot tub*Firepit*Games*Sleeps 14
Home in Great Barrington
4.98 out of 5 average rating, 61 reviewsStunning luxury home with fire pit
Home in Canaan
4.99 out of 5 average rating, 83 reviewsBerkshire Lake House, gunite pool, Chef's Kitchen
Home in Canaan
4.67 out of 5 average rating, 63 reviewsR3Bliss - Estate with Hot Tub, Tennis Court & Pool
Home in New Marlborough
4.97 out of 5 average rating, 32 reviewsBerkshires Colonial Farmhouse
Home in Becket
4.88 out of 5 average rating, 17 reviewsWoodland Haven w/ Heated Pool by Evergreen Home
Weekly house rentals
Home in Canaan
4.94 out of 5 average rating, 36 reviewsOn Lillie Pond: A Private Woods Retreat
Home in Becket
4.95 out of 5 average rating, 65 reviewsNerd Preservation Sanctuary
Home in Becket
5 out of 5 average rating, 29 reviewsBerkshires Lakefront Stylish Retreat w/Gameroom
Home in Great Barrington
4.99 out of 5 average rating, 95 reviewsGranite Ledge, Modern home in a unique setting
Home in Becket
5 out of 5 average rating, 25 reviewsLakeside 3-BR Berkshires Residence
Home in Becket
4.81 out of 5 average rating, 48 reviewsPrivate Cabin On Over 12 Acres Of Woods!
Home in West Stockbridge
5 out of 5 average rating, 32 reviewsBeautiful And Private Home Centrally Located
Home in Becket
5 out of 5 average rating, 27 reviewsBerkshires Retreat! Hiking, Hot Tub, Outlets
Private house rentals
Home in Great Barrington
4.98 out of 5 average rating, 45 reviewsWaterfront Modern Lake Mansfield Retreat
Home in Adams
4.9 out of 5 average rating, 92 reviewsMountain View Hideaway
Home in Becket
4.92 out of 5 average rating, 72 reviewsLittle Longbow Lakefront Chalet
Home in West Stockbridge
5 out of 5 average rating, 40 reviewsBerkshires Forest Retreat with Hot Tub
Home in Great Barrington
4.99 out of 5 average rating, 85 reviewsPrivate Home in The Berkshires (New Hot Tub!)
Home in Great Barrington
5 out of 5 average rating, 34 reviewsLovers Lane. Hot tub, fire pit, mtn view, dogs ok
Home in Cheshire
5 out of 5 average rating, 46 reviewsThe Berkshires Hummingbird House
Home in Great Barrington
5 out of 5 average rating, 30 reviewsWalt's Townhouse - Berkshire living at its best
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