Vacation rentals in The Berkshires

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Vacation rentals in The Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Free cancellation
Reserve now, pay when you stay
45.77 km from city center
The price is CA $121 per night
CA $121
CA $150 total
Aug 31 - Sep 1
includes taxes & fees
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Parking included
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free cancellation
Reserve now, pay when you stay
28.87 km from city center
The price is CA $132 per night
CA $132
CA $178 total
Aug 31 - Sep 1
includes taxes & fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7 Lenox MA
20.65 km from city center
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Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located nearby.
Pool
Kitchen
Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++

Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++

Lenox MA
20.31 km from city center
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Book a stay at this family-friendly vacation home in Lenox. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tanglewood Music Center and The Mount are located nearby.
Pool
Hot tub
Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat

Great Barrington MA
19.07 km from city center
The price is CA $296 per night
CA $296
CA $458 total
Aug 19 - Aug 20
includes taxes & fees
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Monument Mountain Reservation and Art et Industrie are located nearby.
Kitchen
Washer
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

Pittsfield MA
38.85 km from city center
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Stay at this cabin in Pittsfield. Enjoy free WiFi, laundry facilities, and concierge services. Popular attractions Jiminy Peak Mountain Resort and Pontoosuc Lake are located nearby.
Kitchen
Washer
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Stockbridge MA
23.11 km from city center
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Book a stay at this family-friendly vacation home in West Stockbridge. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tanglewood Music Center and Stockbridge Bowl are located nearby.
Kitchen
Washer
Tranquil Lakeside Escape in the Berkshires

Tranquil Lakeside Escape in the Berkshires

Lenox MA
20.62 km from city center
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Stay at this condo in Lenox. Enjoy free WiFi, a sauna, and laundry facilities. Popular attractions Tanglewood Music Center and The Mount are located nearby.
Pool
Kitchen
Historic Stockbridge Villa on 25 acres

Historic Stockbridge Villa on 25 acres

Stockbridge MA
19.13 km from city center
The price is CA $786 per night
CA $786
CA $1,518 total
Aug 17 - Aug 18
includes taxes & fees
Book a stay at this family-friendly vacation home in Stockbridge. Enjoy free WiFi, private pools, and a sauna. Popular attractions Tanglewood Music Center and Lenox Arts Center are located nearby.
Pool
Kitchen
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Hinsdale MA
31.63 km from city center
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Stay at this vacation home in Hinsdale. Enjoy a garden, patios, and in-room jetted tubs. Popular attractions Ashmere Lake and Bas Ridge Golf Course are located nearby.
Air conditioning
Outdoor space
Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay

Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay

Monterey MA
3.31 km from city center
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Stay at this vacation home in Monterey. Enjoy free WiFi, a sauna, and a garden. Popular attractions Lake Garfield and Bidwell House Museum are located nearby.
Hot tub
Kitchen
The Kemble- Built by a US Secretary of State in Lenox

The Kemble- Built by a US Secretary of State in Lenox

Lenox MA
23.59 km from city center
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Book a stay at this family-friendly villa in Lenox. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Tanglewood Music Center and Berkshire Performing Arts Center are located nearby.
Kitchen
Washer
Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!

Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!

Great Barrington MA
20.08 km from city center
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Stay at this vacation home in Great Barrington. Enjoy private pools, a garden, and laundry facilities. Popular attractions W.E.B. Du Bois Boyhood Homesite and Mahaiwe Performing Arts Center are located nearby.
Pool
Kitchen
Enjoy comfortable elegance in this secluded grand home located in town

Enjoy comfortable elegance in this secluded grand home located in town

Lenox MA
23.52 km from city center
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Stay at this vacation home in Lenox. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tanglewood Music Center and Ventfort Hall Mansion and Gilded Age Museum are located nearby.
Kitchen
Washer
Hotel-like Balcony Suite—View—Private Wing&Entry—Ensuite Bath—Walk to Town, Lake

Hotel-like Balcony Suite—View—Private Wing&Entry—Ensuite Bath—Walk to Town, Lake

Great Barrington MA
17.81 km from city center
The price is CA $306 per night
CA $306
CA $434 total
Sep 13 - Sep 14
includes taxes & fees
Stay at this apartment in Great Barrington. Enjoy free WiFi, a garden, and patios. Popular attractions Lake Mansfield Park and Housatonic River are located nearby.
Washer
Dryer
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.