The Berkshires Accommodations
House
10.0(188 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
US $338/Night
7 Nights - US $2,365
Bed & Breakfast
10.0(14 Reviews)
13 Bedrooms
13 Baths
26 Guests
291.53 ft²
Parking
Air Conditioner
Internet
US $168/Night
7 Nights - US $1,176
Bed & Breakfast
10.0(138 Reviews)
1 Bedroom
1 Bath
Hot Tub
Pool- Balcony/Terrace
Breakfast
US $524/Night
7 Nights - US $3,667
House
10.0(108 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
Kitchen
US $325/Night
7 Nights - US $2,275
Bed & Breakfast
10.0(12 Reviews)
6 Bedrooms
6 Baths
15 Guests
12.55 ft²
Skiing- Fireplace/Heating
- Balcony/Terrace
- View
US $262/Night
7 Nights - US $1,831
House
10.0(101 Reviews)
2 Bedrooms
1 Bath
6 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $296/Night
7 Nights - US $2,072
House
10.0(6 Reviews)
3 Bedrooms
2 Baths
8 Guests
1636.11 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- View
US $450/Night
7 Nights - US $3,150
House
10.0(63 Reviews)
2 Bedrooms
2 Baths
8 Guests
1700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $391/Night
7 Nights - US $2,740
House
10.0(6 Reviews)
2 Bedrooms
1 Bath
5 Guests
1097.92 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
US $351/Night
7 Nights - US $2,457
House
10.0(58 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $435/Night
7 Nights - US $3,042
House
10.0(5 Reviews)
2 Bedrooms
3 Baths
6 Guests
2281.95 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $346/Night
7 Nights - US $2,422
Apartment
10.0(47 Reviews)
2 Bedrooms
1 Bath
5 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $432/Night
7 Nights - US $3,026
Why Choose Rent By Owner for your The Berkshires Accommodations?
What makes our Accommodations special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for The Berkshires
How to Book Your The Berkshires Accommodations
What's our booking process?
Our platform allows you to browse a curated selection of accommodations. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in The Berkshires
Common Accommodations Amenities
What amenities can you expect?
Our Accommodations are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in The Berkshires, MA
Berkshire County
Stockbridge
Great Barrington
Becket
North Adams
Williamstown
Hancock
Jiminy Peak Mountain Resort
Pittsfield
Frequently Asked Questions about The Berkshires Accommodations
1. What are the top Accommodations in The Berkshires?
There are a lot of options in The Berkshires. If you plan on staying in the The Berkshires area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Accommodations in The Berkshires:
- 4Br/3bath Lakefront/Ski House in Berkshires. Hi speed wifi
- A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
- Custom Home on 9 scenic acres near small lake, Sleeps up to 16.
- Granville House
- Remote and Relaxing Cabin in the Berkshires
- Charming Downtown Williamstown Cottage - 5 Min Walk to Campus
- 5 STAR CASUAL ELEGANCE for 5 STAR GUESTS
- Tranquil Lake House Getaway on Onota Lake
- Spectacular setting on your own private lake close to it all!
- Just a min from Downtown Stockbridge on 11 Acres
2. How many Accommodations are available in The Berkshires?
Currently, the total number of properties listed by RBO in 2026 is over 1312 in the The Berkshires area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in The Berkshires.
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Apartment
10.0(24 Reviews)
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House
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- Fireplace/Heating
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- Balcony/Terrace
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Apartment
10.0(20 Reviews)
1 Bedroom
1 Bath
3 Guests
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- Fireplace/Heating
- Balcony/Terrace
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House
10.0(16 Reviews)
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- Fireplace/Heating
- Balcony/Terrace
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US $237/Night
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