Airbnbs in The Berkshires - HomeToGo base64Hash Airbnbs in The Berkshires - HomeToGo

Airbnbs in The Berkshires

The Berkshires
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The Berkshires
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1 Bedroom
Pool
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Pets allowed
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Popular amenities for Airbnbs in The Berkshires

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Airbnbs with pools

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Airbnbs with internet

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Airbnbs with air conditioning

Airbnbs with air conditioning

Top-rated airbnbs in The Berkshires

Browse our top rated airbnbs offers

Cabin The Berkshires
May 5 - May 12
-48%
$501
$263 per night
Airbnb ∙ 10 guests ∙ 4 bedrooms

Family Friendly Nice Cabin in Sandisfield with Botanical Garden

4.9
Outstanding (89 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
May 10 - May 17
$409 per night
Airbnb ∙ 12 guests ∙ 4 bedrooms

Vacation Home in Monterey with Sauna, Patio & Yard

5.0
Outstanding (2 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Cabin The Berkshires
May 22 - May 29
-31%
$219
$152 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

Cabin in Otis with Grill

4.5
Excellent (1 rating)
The Berkshires, Sandisfield, Massachusetts, United States
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Best Deals and Discounts on Airbnbs

Save up to 46%

Cabin The Berkshires
Jun 23 - Jun 30
-20%
$265
$212 per night
Airbnb ∙ 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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Cottage The Berkshires
May 6 - May 13
-46%
$620
$334 per night
Airbnb ∙ 10 guests ∙ 4 bedrooms

Cottage in Sandisfield with Grill

The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
May 10 - May 17
-28%
$486
$350 per night
Airbnb ∙ 12 guests ∙ 4 bedrooms

House in Monterey with Botanical Garden

4.7
Excellent (21 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Airbnbs in The Berkshires: Top Accommodations

Chalet The Berkshires
May 16 - May 23
$190 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

Chalet in Monterey with Botanical Garden

5.0
Outstanding (120 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
May 22 - May 29
$500 per night
Airbnb ∙ 12 guests ∙ 4 bedrooms

Lovely Vacation Home in Monterey with Grill, Patio & Yard

5.0
Outstanding (112 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
Jun 3 - Jun 10
$428 per night
Airbnb ∙ 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
Apr 20 - Apr 27
$350 per night
Airbnb ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Otis with Yard, Pool & Grill

The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
Apr 23 - Apr 30
-54%
$491
$225 per night
Airbnb ∙ 10 guests ∙ 4 bedrooms

Family Friendly House in Sandisfield with Second-Floor Balcony

4.9
Outstanding (89 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Mobile home The Berkshires
Jun 23 - Jun 30
$115 per night
Airbnb ∙ 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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House The Berkshires
Jun 23 - Jun 30
$196 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

Beautiful Vacation Home in Otis

The Berkshires, Sandisfield, Massachusetts, United States
Free cancellation
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Cottage The Berkshires
Jun 23 - Jun 30
$200 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

Cottage in Monterey with Grill & Patio

5.0
Outstanding (4 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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Cottage The Berkshires
May 12 - May 19
$167 per night
Airbnb ∙ 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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Budget-friendly airbnbs in The Berkshires

Our top value vacation rentals for airbnbs

Cottage The Berkshires
Jun 13 - Jun 20
-26%
$622
$463 per night
Airbnb ∙ 8 guests ∙ 1 bedroom

Cottage in Sandisfield with Patio & Grill

The Berkshires, Sandisfield, Massachusetts, United States
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Chalet The Berkshires
May 16 - May 23
$190 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

Chalet in Monterey with Botanical Garden

5.0
Outstanding (120 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
Apr 20 - Apr 27
$350 per night
Airbnb ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Otis with Yard, Pool & Grill

The Berkshires, Sandisfield, Massachusetts, United States
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Stay Cool: Airbnbs with Air Conditioning

House  The Berkshires
Dec 12 - Dec 19
$873 per night
Airbnb ∙ 16 guests ∙ 6 bedrooms

Vacation Home in Monterey with Yard, Grill & Pool

The Berkshires, Sandisfield, Massachusetts, United States
Free cancellation
Air conditioning
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House  The Berkshires
Jun 3 - Jun 10
-20%
$307
$244 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

Lovely House in Monterey with Wood-Burning Fireplace

4.9
Outstanding (55 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Air conditioning
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Cottage  The Berkshires
Jul 13 - Jul 20
$128 per night
Airbnb ∙ 2 guests ∙ 1 bedroom

Cottage in Monterey with Botanical Garden + Country Views

5.0
Outstanding (25 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Air conditioning
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Airbnbs with kitchens

Chalet  The Berkshires
Jun 1 - Jun 8
$321 per night
Airbnb ∙ 8 guests ∙ 3 bedrooms

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

4.9
Outstanding (30 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Kitchen
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Cottage  The Berkshires
May 22 - May 29
$324 per night
Airbnb ∙ 6 guests ∙ 4 bedrooms

Bright Cottage in Tyringham with Patio & Grill

5.0
Outstanding (37 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Kitchen
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House  The Berkshires
May 22 - May 29
$406 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

Pleasant House in Otis with Grill

5.0
Outstanding (7 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Kitchen
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Stay connected: Airbnbs with internet

House  The Berkshires
May 22 - May 29
$500 per night
Airbnb ∙ 12 guests ∙ 4 bedrooms

Lovely Vacation Home in Monterey with Grill, Patio & Yard

5.0
Outstanding (112 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Internet
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House  The Berkshires
Jun 3 - Jun 10
$428 per night
Airbnb ∙ 8 guests ∙ 5 bedrooms

Vacation Home in Monterey with Perennial Garden

4.7
Excellent (55 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Internet
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House  The Berkshires
May 6 - May 13
$447 per night
Airbnb ∙ 16 guests ∙ 4 bedrooms

House in Otis with Granite Fireplace

4.9
Outstanding (135 ratings)
The Berkshires, Sandisfield, Massachusetts, United States
Internet
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Airbnbs with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House The Berkshires
$629 per night
Airbnb ∙ 12 guests ∙ 1 bedroom

Vacation Home in Monterey with Jacuzzi

The Berkshires, Sandisfield, Massachusetts, United States
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House The Berkshires
May 4 - May 11
$375 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Otis with Grill & Jacuzzi

The Berkshires, Sandisfield, Massachusetts, United States
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Airbnbs in The Berkshires for Any Type of Traveler

Traveling with a big group in The Berkshires?

HomeToGo has numerous Airbnbs in The Berkshires with 8+ bedrooms and eight or more bathrooms. Find unique Airbnbs for big groups in The Berkshires, complete with private pool, big kitchen, and lots of space to enjoy. November is the most affordable month to stay in The Berkshires with a large group, when nightly prices for Airbnbs will range from $364 to $742 per night. Start browsing our top Airbnbs 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 Airbnbs 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 Airbnbs in The Berkshires come with family-friendly options, including private pools, game rooms, hot tubs, and many others. Most Airbnbs in The Berkshires will cost around $502 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 Airbnbs now!

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

Book luxurious Airbnbs 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 November with prices starting at $108 per day. Search HomeToGo's best offers for romantic retreats in The Berkshires today!
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Information about Airbnbs in The Berkshires

💳 Highest rates in July
😎 Least busy month May
🛏️ Popular home types Cabin and House rental
🌡️ Hottest months 86 °F in July and August
❄️ Coldest months 19 °F in January and February
🌧️ Rainiest months December and January

Frequently Asked Questions

Airbnbs in The Berkshires: What is the cost of a stay?

HomeToGo offers ideal rentals for Airbnbs in The Berkshires, with retes as low as $108 per night.

Can I find a vacation rental for a group for Airbnbs in The Berkshires?

The size of a House rental is 185 m² and may fit 8 people on average which is great for large groups.

What types of vacation homes can I find for Airbnbs in The Berkshires?

We would suggest browsing our selection of Cabin and House rental for Airbnbs in The Berkshires.

Can I book an airbnb in The Berkshires with a hot tub?

Of course! Get ready to enjoy an exceptional relaxing experience during your stay in The Berkshires! Enjoy an energizing bath after a day of hiking or simply to relax and recharge your batteries - choose one of airbnbs with a hot tub.

Can I book a The Berkshires airbnb that is close to water?

You can choose from 8 waterfront airbnbs in The Berkshires. Meaning, you will be able to access water to cool off a few steps away from your rental. It is good to note that some of our airbnbs have direct access to the beach.

When is the best time to rent an airbnb in The Berkshires?

If you'd like to rent an airbnb 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 an airbnb in The Berkshires during the winter, January and February are the coldest months in The Berkshires, when temperatures can drop to 19°F.

Are there any pet-friendly airbnbs in The Berkshires?

We know that it can be hard to enjoy traveling without your pets This is why there are 9 pet-friendly airbnbs that will happily accept you and your furry friend.

Searching for something else?

Find more interesting places to stay in The Berkshires

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