
Hotel holiday rentals in Berkshire County
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Top-rated hotel rentals in Berkshire County
Guests agree: these hotel rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for hotel rentals in Berkshire County
Family-friendly hotel rentals

Wyndham Bentley Brook ** 2BR Deluxe

Singing Bridge Harmony Room

The Becket Motel - Queen Bed *

Wyndham Bentley Brook * Studio
Hotel rentals with a pool

Great place|2 BD|Kitchen| Pool

Great Place |2 BD|Kitchen| Pool

Great Place - Kitchen+Pool - 2BD

Great Place|2 BD|Kitchen| Pool

Berkshire Mass. Resort, 1bdrm 8/27-9/03 $1050

Great place|2 BD|Kitchen| Pool

Great Place - 2BD/2BA

Cozy 2-bedroom apartment with WiFi, fitness room
Hotel rentals with a patio

Charming 1 Bedroom - 4 Star Resort w/ pool

Great place|2 BD|Kitchen| Pool

Great place|2 BD|Kitchen| Pool

Great Place|2 BD|Kitchen| Pool

Home a while

Great for family|2 BD|Kitchen| Pool

Wyndham Bentley Brook * 1 Bedroom

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Destinations to explore
- Guest house rentals Berkshire County
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- Six Flags New England
- John Boyd Thacher State Park
- Taconic State Park
- Bushnell Park
- Berkshire East Mountain Resort
- Zoom Flume
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Norman Rockwell Museum
- Catamount Mountain Ski Resort
- Mount Snow Ski Resort
- Beartown State Forest
- Mohawk Mountain Ski Area
- Wintonbury Hills Golf Course
- Talcott Mountain State Park
- Hartford Golf Club
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Bright Nights at Forest Park
- Hancock Shaker Village
- Opus 40