B'n'Bs in The Berkshires - HomeToGo base64Hash B'n'Bs in The Berkshires - HomeToGo

B'n'Bs in The Berkshires

The Berkshires
Anytime
Guests
The Berkshires
Anytime
Guests

Popular Filters to find the Perfect Home Rental in The Berkshires

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
Cabin
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Popular amenities for B'n'Bs in The Berkshires

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Pet-Friendly B'n'Bs

Pet-Friendly B'n'Bs

B'n'Bs with pools

B'n'Bs with pools

B'n'Bs with internet

B'n'Bs with internet

B'n'Bs with air conditioning

B'n'Bs with air conditioning

Top-rated b'n'bs in The Berkshires

Browse our top rated b'n'bs offers

Cabin The Berkshires
Jul 6 - Jul 13
-29%
$380
$269 per night
Cabin ∙ 10 guests ∙ 4 bedrooms

Family Friendly Nice Cabin in Sandisfield with Botanical Garden

4.9
Outstanding (88 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Mobile home The Berkshires
Jul 6 - Jul 13
$115 per night
Mobile home ∙ 8 guests ∙ 2 bedrooms

Nice Mobile Home in Otis with Grill

4.8
Outstanding (8 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Cabin The Berkshires
Sep 14 - Sep 21
-16%
$178
$149 per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Cabin in Otis with Grill

4.5
Excellent
The Berkshires, Sandisfield, Massachusetts, United States
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Best Deals and Discounts on B'n'Bs

Save up to 43%

House The Berkshires
Dec 7 - Dec 14
-43%
$382
$219 per night
House ∙ 10 guests ∙ 4 bedrooms

Family Friendly House in Sandisfield with Second-Floor Balcony

4.9
Outstanding (88 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Free cancellation
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House The Berkshires
Jul 10 - Jul 17
-27%
$426
$309 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Sandisfield

The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
Jul 20 - Jul 27
-13%
$282
$244 per night
House ∙ 6 guests ∙ 3 bedrooms

Lovely House in Monterey with Wood-Burning Fireplace

4.9
Outstanding (55 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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B'n'Bs in The Berkshires: Top Accommodations

House The Berkshires
Aug 17 - Aug 24
$518 per night
House ∙ 16 guests ∙ 4 bedrooms

House in Otis with Granite Fireplace

4.9
Outstanding (133 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Cottage The Berkshires
Jun 22 - Jun 29
$187 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Monterey with Grill, Patio & Yard

4.8
Outstanding (68 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
Jun 22 - Jun 29
$499 per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation Home in East Otis with Grill & Patio + Window Views

4.6
Excellent (10 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
Jun 22 - Jun 29
$500 per night
House ∙ 10 guests ∙ 4 bedrooms

Lovely Vacation Home in Monterey with Grill, Patio & Yard

5.0
Outstanding (111 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Cottage The Berkshires
Aug 5 - Aug 12
$128 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Monterey with Botanical Garden + Country Views

5.0
Outstanding (29 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
Dec 12 - Dec 19
$869 per night
House ∙ 16 guests ∙ 6 bedrooms

Vacation Home in Monterey with Yard, Grill & Pool

The Berkshires, Sandisfield, Massachusetts, United States
Free cancellation
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House The Berkshires
Jan 31 - Feb 7
$406 per night
House ∙ 6 guests ∙ 2 bedrooms

Pleasant House in Otis with Grill

5.0
Outstanding (9 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
Jul 11 - Jul 18
$181 per night
House ∙ 6 guests ∙ 3 bedrooms

Beautiful Vacation Home in Otis

The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
Aug 3 - Aug 10
$404 per night
House ∙ 8 guests ∙ 5 bedrooms

Vacation Home in Monterey with Perennial Garden

4.7
Excellent (55 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Budget-friendly b'n'bs in The Berkshires

Our top value vacation rentals for b'n'bs

Cabin The Berkshires
Jul 11 - Jul 18
$196 per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Wonderful Cabin in Otis with Grill

5.0
Outstanding (7 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
Dec 12 - Dec 19
$869 per night
House ∙ 16 guests ∙ 6 bedrooms

Vacation Home in Monterey with Yard, Grill & Pool

The Berkshires, Sandisfield, Massachusetts, United States
Free cancellation
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House The Berkshires
Aug 17 - Aug 24
$518 per night
House ∙ 16 guests ∙ 4 bedrooms

House in Otis with Granite Fireplace

4.9
Outstanding (133 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Stay Cool: B'n'Bs with Air Conditioning

House  The Berkshires
Jun 22 - Jun 29
$500 per night
House ∙ 10 guests ∙ 4 bedrooms

Lovely Vacation Home in Monterey with Grill, Patio & Yard

5.0
Outstanding (111 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Air conditioning
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Cottage  The Berkshires
Aug 5 - Aug 12
$128 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Monterey with Botanical Garden + Country Views

5.0
Outstanding (29 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Air conditioning
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House  The Berkshires
Jan 31 - Feb 7
$406 per night
House ∙ 6 guests ∙ 2 bedrooms

Pleasant House in Otis with Grill

5.0
Outstanding (9 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Air conditioning
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Stay connected: B'n'Bs with internet

House  The Berkshires
Jul 6 - Jul 13
$170 per night
House ∙ 4 guests ∙ 2 bedrooms

Pleasant Vacation Home in Sandisfield with Grill, Yard & Patio

5.0
Outstanding (27 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Internet
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House  The Berkshires
Aug 17 - Aug 24
$975 per night
House ∙ 14 guests ∙ 5 bedrooms

Lovely Vacation Home in Monterey with Patio, Grill & Yard

5.0
Outstanding (2 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Internet
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Cottage  The Berkshires
Jul 10 - Jul 17
$304 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Charming Cottage in Tyringham with Yard, Pool & Patio

5.0
Outstanding (2 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Internet
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Soak Up the Sun: B'n'Bs with Patios

Chalet  The Berkshires
$206 per night
Chalet ∙ 6 guests ∙ 2 bedrooms

Chalet in Monterey with Botanical Garden

5.0
Outstanding (118 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Balcony/Patio
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Chalet  The Berkshires
$86 per night
Chalet ∙ 4 guests ∙ 2 bedrooms

Chalet in Otis with Spacious Patio + Balcony Views

The Berkshires, Sandisfield, Massachusetts, United States
Balcony/Patio
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House  The Berkshires
$421 per night
House ∙ 12 guests ∙ 4 bedrooms

House in Monterey with Botanical Garden

4.7
Excellent (22 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Balcony/Patio
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B'n'Bs with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House The Berkshires
Sep 7 - Sep 14
$375 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Otis with Grill & Jacuzzi

The Berkshires, Sandisfield, Massachusetts, United States
Free cancellation
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B'n'Bs in The Berkshires for Any Type of Traveler

Traveling with a big group in The Berkshires?

HomeToGo has numerous B'n'Bs in The Berkshires with 8+ bedrooms and eight or more bathrooms. Find unique B'n'Bs for big groups in The Berkshires, complete with private pool, big kitchen, and lots of space to enjoy. March is the most affordable month to stay in The Berkshires with a large group, when nightly prices for B'n'Bs will range from $317 to $868 per night. Start browsing our top B'n'Bs for big groups and plan the perfect vacation!

Searching for a large family getaway in The Berkshires?

Take a look at HomeToGo's selection of spacious B'n'Bs in The Berkshires, able to accommodate a large family with six or more beds and many washrooms. The Berkshires has lots of fun family-friendly activities to try, including hiking, swimming, biking, and many other activities. You will find lots of B'n'Bs in The Berkshires come with family-friendly options, including private pools, game rooms, hot tubs, and many others. Most B'n'Bs in The Berkshires will cost around $525 per day for a family of 9 people but there are lots of affordable options in The Berkshires to choose from. Start your search for family-friendly B'n'Bs now!

Searching for a private getaway in The Berkshires with your spouse?

Book luxurious B'n'Bs in The Berkshires for a couples getaway, complete with jacuzzi, spa, and a wonderful view of The Berkshires's stunning scenery. There are lots of romantic activities to try with your partner during your couples vacation, including hiking, swimming, biking, and many other outdoor activities. The cheapest time to book is March with prices starting at $110 per day. Search HomeToGo's best offers for romantic retreats in The Berkshires today!
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Information about B'n'Bs in The Berkshires

😎 Least busy month June
🥳 Busiest month November
🛏️ Popular home types House rental and Cabin
🌡️ Hottest months July and August
❄️ Coldest months 19 °F in January and February
🌧️ Rainiest months 16 rainy days in December and January

Frequently Asked Questions

B'n'Bs in The Berkshires: What is the price per night for a stay?

HomeToGo offers ideal vacation homes, with prices as low as $110 per night.

B'n'Bs in The Berkshires: does HomeToGo offer a wide variety of vacation homes for large groups?

Usually the size of a House rental is 206 m² and may fit 9 guests on average which is great for large groups.

B'n'Bs in The Berkshires: what kinds of vacation rentals are available?

We would suggest checking out our selection of Cabins and House rentals in The Berkshires.

Are there any B'n'Bs with hot tubs in The Berkshires?

Absolutely! A supreme relaxation experience awaits you during your stay in The Berkshires! Refresh after a day of hiking or simply to relax and recharge with your loved ones - choose one of B'n'Bs with a hot tub.

Can I book a The Berkshires B'n'B that is close to water?

You can choose from 10 B'n'Bs located near water in The Berkshires. You will be in a short distance from the water to relax and swim. It is good to note that some of our B'n'Bs have direct access to the beach.

What's the best time to rent a B'n'B in The Berkshires?

If you'd like to rent a B'n'B in The Berkshires in summer, keep in mind that typically, the months of July and august are when the temperatures are the highest, reaching around 86°F. If you're thinking of renting a B'n'B in The Berkshires during the winter, January and February, are the times when temperatures are the coolest, going as low as 19°F.

Can I book a pet-friendly B'n'B in The Berkshires?

We understand how essential it is to travel with your pet. For this reason we offer 9 pet-friendly B'n'Bs for your stay to choose from.

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