Compare The Berkshires Guest House Rentals

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Featured Guest Houses in The Berkshires

$129 nightly

$144 total

May 20 - May 21

Total with taxes and fees

Guests of The Central Downtown Inn & Suites enjoy free WiFi in public areas, express check-in, and express check-out. If you drive, put free parking to good use. Staff members can help with accommodation requests, and provide luggage storage. Additional amenities include a terrace and laundry facilities.

Pet friendly

Parking included

Free Cancellation

Reserve now, pay when you stay

$173 nightly

$193 total

May 20 - May 21

Total with taxes and fees

The Revival House features free WiFi in public areas and a communal living room. There's free parking if you drive.

Breakfast included

Parking included

Berkshire Village Carriage House - Super Private!!

$188 nightly

$210 total

May 22 - May 23

Total with taxes and fees

Guests staying at this guesthouse have access to a garden and barbecue grills.

Free WiFi

Air conditioning

At The Dewey, guests have access to free WiFi in public areas, a meeting room, and a library. If you plan to drive, free parking is available. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include express check-out, free newspapers, and a terrace.

Parking included

Free WiFi

Renovated Private Guest House by Evergreen Home

Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.

Pet friendly

Free WiFi

Guests staying at Jacob's Tanglewood Ranch enjoy free WiFi in public areas, a terrace, and barbecue grills. You can take advantage of free parking if you drive. Additional amenities include a picnic area and a communal living room.

Pet friendly

Parking included

At this guesthouse, guests have access to features like laundry facilities.

Free WiFi

Air conditioning

At Chestnut Lodge, guests have access to free WiFi in public areas, a hot tub, and a terrace. A stay here includes free parking. This smoke-free guesthouse also has a picnic area.

Hot Tub

Parking included

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in The Berkshires

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

$113 nightly

$126 total

May 24 - May 25

Total with taxes and fees

9/10 Wonderful! (939 reviews)

Berkshires Untold

194 Pittsfield Rd Lenox MA

$111 nightly

$124 total

May 25 - May 26

Total with taxes and fees

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

$110 nightly

$123 total

May 20 - May 21

Total with taxes and fees

8.8/10 Excellent! (2,361 reviews)

The Berkshires Guest Houses essential information

Accommodation	8 Guest Houses
Lowest Price	$123
Highest Price	$210
Popular accommodation	The Central Downtown Inn & Suites, The Revival House, Berkshire Village Carriage House - Super Private!!, The Dewey, Renovated Private Guest House by Evergreen Home, Jacob's Tanglewood Ranch, Cliffwood Cottage by Evergreen Home, Chestnut Lodge