Bed and Breakfast Accommodation in The Berkshires

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$100 - $199

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Popular amenities for Bed and Breakfast Accommodation in The Berkshires

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Pet-Friendly Bed and Breakfast

Bed and Breakfast with pools

Bed and Breakfast with internet

Bed and Breakfast with air conditioning

Top-rated bed and breakfast in The Berkshires

Browse our top rated bed and breakfast offers

Mar 16 - Mar 23

-33%

$248

$165 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & Breakfast in West Stockbridge with Yard

4.9

Outstanding (413 ratings)

West Stockbridge, Berkshire County, Massachusetts, United States

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Mar 16 - Mar 23

-33%

$248

$165 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B in West Stockbridge

4.9

Outstanding (413 ratings)

West Stockbridge, Berkshire County, Massachusetts, United States

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Jun 22 - Jun 29

$402 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Lovely Bed And Breakfast in Lee with Yard & Jacuzzi

5.0

Outstanding (5 ratings)

Lee, Berkshire County, Massachusetts, United States

Details

Vrbo

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Best Deals and Discounts on Bed and Breakfast

Save up to 61%

Jan 5 - Jan 12

-61%

$310

$120 per night

Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Bed And Breakfast in Lenox with Grill & Yard

Lenox, Berkshire County, Massachusetts, United States

Details

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Dec 23 - Dec 30

-40%

$357

$214 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & Breakfast in Lenox with Pool & Yard

4.9

Outstanding (124 ratings)

Lenox, Berkshire County, Massachusetts, United States

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Dec 23 - Dec 30

-30%

$268

$188 per night

Bed and breakfast ∙ 5 guests ∙ 1 bedroom

Bed And Breakfast in West Stockbridge

4.9

Outstanding (413 ratings)

West Stockbridge, Berkshire County, Massachusetts, United States

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Bed and Breakfast in The Berkshires: Top Accommodations

Dec 23 - Dec 30

$359 per night

Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Bed And Breakfast in Lee with Yard, Patio & Pool

Lee, Berkshire County, Massachusetts, United States

Details

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Dec 23 - Dec 30

$399 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed And Breakfast in Glendale with Pool, Patio & Grill

4.6

Excellent (120 ratings)

Glendale, Stockbridge, Massachusetts, United States

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Dec 23 - Dec 30

$226 per night

Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Pleasant Bed & Breakfast in Adams with Hot Tub, Yard & Patio

Adams, Berkshire County, Massachusetts, United States

Free cancellation

Details

Expedia

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Jun 1 - Jun 8

$105 per night

Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Beautiful Bed & Breakfast in Canaan

Canaan, Litchfield County, Connecticut, United States

Free cancellation

Details

Expedia

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Sep 7 - Sep 14

$301 per night

Bed and breakfast ∙ 3 guests ∙ 1 bedroom

B&B in Lee with Patio & Yard + Lake View

4.9

Outstanding (145 ratings)

Lee, Berkshire County, Massachusetts, United States

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Jun 22 - Jun 29

$328 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Charming B&B in Lee with Yard, Hot Tub

Lee, Berkshire County, Massachusetts, United States

Details

Vrbo

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Jul 21 - Jul 28

$325 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & Breakfast in Great Barrington

4.8

Outstanding (135 ratings)

Great Barrington, Berkshire County, Massachusetts, United States

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Mar 16 - Mar 23

$280 per night

Bed and breakfast ∙ 3 guests ∙ 1 bedroom

B&B in Cheshire with Yard

4.9

Outstanding (47 ratings)

Cheshire, Berkshire County, Massachusetts, United States

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Sep 7 - Sep 14

-32%

$445

$301 per night

Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Bed And Breakfast in Lee with Patio & Yard

4.9

Outstanding (145 ratings)

Lee, Berkshire County, Massachusetts, United States

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Budget-friendly bed and breakfast in The Berkshires

Our top value vacation rentals for bed and breakfast

Sep 7 - Sep 14

-30%

$417

$290 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & Breakfast in Lee with Yard & Patio + Garden View

4.9

Outstanding (145 ratings)

Lee, Berkshire County, Massachusetts, United States

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Dec 23 - Dec 30

$369 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed And Breakfast in Glendale with Grill, Yard & Pool

4.6

Excellent (120 ratings)

Glendale, Stockbridge, Massachusetts, United States

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Mar 16 - Mar 23

-48%

$658

$340 per night

Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Bed And Breakfast in Lee with Jacuzzi, Yard & Patio

4.7

Excellent (443 ratings)

Lee, Berkshire County, Massachusetts, United States

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Stay Cool: Bed and Breakfast with Air Conditioning

May 21 - May 28

-31%

$258

$178 per night

Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Bed & Breakfast in West Stockbridge

4.9

Outstanding (413 ratings)

West Stockbridge, Berkshire County, Massachusetts, United States

Air conditioning

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Mar 16 - Mar 23

-28%

$258

$185 per night

Bed and breakfast ∙ 4 guests ∙ 1 bedroom

B&B in West Stockbridge

4.9

Outstanding (413 ratings)

West Stockbridge, Berkshire County, Massachusetts, United States

Air conditioning

Details

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Mar 16 - Mar 23

-69%

$658

$207 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed And Breakfast in Lee with Patio, Yard & Jacuzzi

4.7

Excellent (443 ratings)

Lee, Berkshire County, Massachusetts, United States

Air conditioning

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Get Cozy: Bed and Breakfast with Fireplace

Dec 23 - Dec 30

-46%

$334

$180 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed And Breakfast in Lenox with Yard & Pool

4.9

Outstanding (124 ratings)

Lenox, Berkshire County, Massachusetts, United States

Fireplace

Details

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Jul 21 - Jul 28

$239 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & Breakfast in Norfolk with Grill & Pool

Norfolk, Litchfield County, Connecticut, United States

Fireplace

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Dec 23 - Dec 30

-29%

$284

$202 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed And Breakfast in West Stockbridge

4.9

Outstanding (413 ratings)

West Stockbridge, Berkshire County, Massachusetts, United States

Fireplace

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Bed and Breakfast with Yards

Oct 7 - Oct 14

$299 per night

Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Lovely Bed & Breakfast in Stockbridge with Grill, Yard & Sauna

4.3

Very good (15 ratings)

Stockbridge, Berkshire County, Massachusetts, United States

Yard

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May 21 - May 28

-43%

$310

$176 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed And Breakfast in Lenox with Grill & Yard

4.6

Excellent (99 ratings)

Lenox, Berkshire County, Massachusetts, United States

Yard

Details

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Mar 23 - Mar 30

-21%

$211

$167 per night

Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Bed And Breakfast in East Chatham with Yard

East Chatham, Canaan, New York, United States

Yard

Details

Expedia

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Bed and Breakfast with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Mar 16 - Mar 23

-48%

$658

$340 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Lovely Bed & Breakfast in Lee with Patio, Yard, Hot Tub

4.7

Excellent (443 ratings)

Lee, Berkshire County, Massachusetts, United States

Details

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Bed and Breakfast in The Berkshires for Any Type of Traveler

Looking for cabins to accommodate a group of eight or more people in The Berkshires?

February is the most affortable time to stay in The Berkshires with a large group, when nightly prices for Bed and Breakfast will range from $283 to $410 per night. Find unique Bed and Breakfast for large groups in The Berkshires, complete with private pool, big kitchen, and lots of space to enjoy. HomeToGo has many Bed and Breakfast in The Berkshires with eight or more bedrooms and 7+ bathrooms. Start searching our available Bed and Breakfast for large groups and plan the perfect getaway!

Planning a private vacation in The Berkshires with your partner?

The cheapest time to book is February with prices starting at $105 per day. There are many exciting activities to try with your partner on your private vacation, including hiking, swimming, biking, and many other outdoor activities. Reserve amazing Bed and Breakfast in The Berkshires for a romantic trip, complete with jacuzzi, sauna, and a amazing view of The Berkshires's stunning scenery. Browse HomeToGo's best offers for couples in The Berkshires today!

Information about Bed and Breakfast Accommodation in The Berkshires

🏡 Vacation rentals available	393 homes
💳 Possible discounts	up to 50%
🌙 Nightly prices starting at	$105
⭐ Popular amenities	Pets allowed, Pool and Internet
🏊 Vacation rentals with pools	86 homes

Frequently Asked Questions

Bed and Breakfast Accommodation in The Berkshires: How much does it cost to rent a vacation home in The Berkshires?

HomeToGo offers great rentals for Bed and Breakfast Accommodation in The Berkshires, with prices as low as $105 per night.

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