The Berkshires Vacation Rentals - HomeToGo base64Hash The Berkshires Vacation Rentals - HomeToGo

The Berkshires Vacation Rentals

Find 28 available offers from 17 partners
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

Vacation rentals and apartments with air conditioning

House  The Berkshires
Jun 22 - Jun 29
$350 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Otis with Yard, Pool & Grill

The Berkshires, Sandisfield, Massachusetts, United States
Air conditioning
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House  The Berkshires
Oct 12 - Oct 19
$585 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Sandisfield with Yard & Patio

5.0
Outstanding (27 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Air conditioning
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House  The Berkshires
Oct 12 - Oct 19
$400 per night
House ∙ 12 guests ∙ 4 bedrooms

House in Monterey with Botanical Garden

4.7
Excellent (22 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Air conditioning
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Vacation rentals with Wi-Fi

Cabin  The Berkshires
Jul 6 - Jul 13
-31%
$391
$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
Internet
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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
Internet
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House  The Berkshires
Oct 12 - Oct 19
$787 per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation Home in Monterey with Sauna, Patio & Yard

4.6
Excellent (4 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Internet
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Apartments and vacation rentals with a kitchen

Mobile home  The Berkshires
Aug 10 - Aug 17
$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
Kitchen
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Cottage  The Berkshires
Aug 4 - Aug 11
$209 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Monterey with Grill & Patio

5.0
Outstanding (4 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Kitchen
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Cottage  The Berkshires
Dec 2 - Dec 9
-40%
$244
$146 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Monterey with Grill

The Berkshires, Sandisfield, Massachusetts, United States
Free cancellation
Kitchen
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Best Vacation Home Deals in The Berkshires

Save up to 43%

House The Berkshires
Jul 10 - Jul 17
-23%
$414
$319 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Sandisfield

The Berkshires, Sandisfield, Massachusetts, United States
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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 22 - Jul 29
-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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Find the ideal accommodation for as little as $110 per night by searching and comparing the 28 properties listed in The Berkshires. By comparing these properties, HomeToGo features the most economical offers and the highest rated accommodations in The Berkshires.

Recommended Vacation Rentals in The Berkshires

Find your perfect vacation rental in The Berkshires: from $110 per night

Chalet The Berkshires
Sep 9 - Sep 16
$201 per night
Chalet ∙ 6 guests ∙ 2 bedrooms

Chalet in Monterey with Botanical Garden

5.0
Outstanding (118 ratings)
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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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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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
Oct 12 - Oct 19
$379 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Otis with Patio, Pool & Yard

The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
Aug 18 - Aug 25
$179 per night
House ∙ 6 guests ∙ 3 bedrooms

Beautiful Vacation Home in Otis

The Berkshires, Sandisfield, Massachusetts, United States
Free cancellation
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Cabin The Berkshires
Oct 12 - Oct 19
$380 per night
Cabin ∙ 12 guests ∙ 5 bedrooms

Cabin in Monterey with Grill, Yard & Patio

4.8
Outstanding (14 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
Oct 12 - Oct 19
$248 per night
House ∙ 7 guests ∙ 3 bedrooms

House in Otis with Yard, Patio & Grill + Long-Range Views

4.9
Outstanding (40 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Cottage The Berkshires
Oct 12 - Oct 19
$914 per night
Cottage ∙ 12 guests ∙ 4 bedrooms

Cottage in Monterey with Grill & Sauna

The Berkshires, Sandisfield, Massachusetts, United States
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Budget-friendly Vacation Rentals in The Berkshires

Find Fantastic yet Inexpensive Offers

House The Berkshires
Aug 23 - Aug 30
$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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Cabin The Berkshires
Oct 12 - Oct 19
$191 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
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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Top-Rated Rentals and Accommodations in The Berkshires

Book Vacation Rental Offers with the Highest User Rating

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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Chalet The Berkshires
Oct 12 - Oct 19
$324 per night
Chalet ∙ 8 guests ∙ 3 bedrooms

Chalet in Monterey with Patio, Grill & Yard + Magic View

4.9
Outstanding (31 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Cottage The Berkshires
Oct 12 - Oct 19
$293 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Otis with Yard & Patio

4.8
Outstanding (26 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Popular Rental Amenities in The Berkshires

  • Pet-friendly (9)
  • Pool (4)
  • WiFi (28)
  • Air conditioning (17)
  • TV (27)
  • Fireplace (24)
  • Hot tub (1)
  • Kitchen (28)
  • Balcony/patio (12)
  • Grill (24)
  • Fishing (9)
  • Washing machine (26)

Check above for the most selected filters in The Berkshires and the number of vacation rentals that provide them. Most of the vacation rentals in The Berkshires include "Pets allowed" or "Pool," which makes it a great vacation spot if you travel with your pet or you want a rental with a pool. Not as many accommodations in The Berkshires are available if you're traveling without pets or if you love sweating the stress away in saunas as "Sauna" and "No pets allowed" are not often provided in The Berkshires.

1 reviews
The Berkshires vacation rentals have an average rating of 4.3/5 on 1 reviews left by travelers.

Frequently Asked Questions

What is the average nightly price for a vacation rental in The Berkshires?

The average accommodation in The Berkshires is priced at $110 per night. If you would like to stay in a house rental, the average price is $631 per night. A cabin The Berkshires will cost on average $525 per night.

How many vacation rentals are available for booking in The Berkshires?

There are 28 vacation homes available for booking for your upcoming vacation.

What amenities are most popular for vacation rentals in The Berkshires?

Most travelers search for Pool, Pets allowed, and Internet when booking a vacation rental in The Berkshires.

How many vacation rentals with pools are there in The Berkshires?

There are 4 rentals across 17 providers in The Berkshires.

Are dogs allowed in vacation rentals in The Berkshires?

If you are traveling with a dog in The Berkshires - 32% of rentals are pet-friendly.

When is it better to travel to The Berkshires?

If looking for a vacation home in The Berkshires, consider that rainy season is typically in December or January, with November often being the driest.

Find the perfect The Berkshires home to match your style

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