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Compare 329 Vacation Homes in Middlefield with updated reviews, rates, and availability.

Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (240)
The price is SAR 563
SAR 859 total
includes taxes & fees
10 Apr - 11 Apr

Hancock Village Inn at Jiminy Peak
Hancock Village Inn at Jiminy Peak
9.8 out of 10, Exceptional, (10)
The price is SAR 2,059
SAR 3,882 total
includes taxes & fees
4 Apr - 5 Apr

4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
10.0 out of 10, Exceptional, (149)

Spectacular views and close to Great Barrington.
Spectacular views and close to Great Barrington.
10.0 out of 10, Exceptional, (1)

Peace and quiet on the lake
Peace and quiet on the lake
9.6 out of 10, Exceptional, (211)

Lakeside Retreat Just You, The Lake & The View!
Lakeside Retreat Just You, The Lake & The View!
9.8 out of 10, Exceptional, (69)

Heart of Lenox Walk to Town Cozy Cottage!
Heart of Lenox Walk to Town Cozy Cottage!
10.0 out of 10, Exceptional, (69)

Owl's Nest - Cozy Westfield Home w/ Fire Pit
Owl's Nest - Cozy Westfield Home w/ Fire Pit
9.4 out of 10, Exceptional, (3)
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.
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Other property types in Middlefield

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1792)
The price is SAR 446
SAR 531 total
includes taxes & fees
14 Apr - 15 Apr

Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
8.2 out of 10, Very Good, (925)
The price is SAR 503
SAR 552 total
includes taxes & fees
5 Apr - 6 Apr

Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (240)
The price is SAR 563
SAR 859 total
includes taxes & fees
10 Apr - 11 Apr
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.
Recent reviews of Middlefield hotels
Recent reviews of Middlefield hotels

The Ellery
5/5 Excellent
"We had a fantastic stay at the Ellery! From the moment we arrived, we were warmly welcomed, and the check-in process was seamless. Our room was spotless, spacious, and beautifully modern, with all the amenities we needed for a comfortable stay.
The highlight was definitely the breakfast—so generous and thoughtfully curated! We loved the fresh avocado toast, the variety of gluten-free options, and the organic coffee and teas. Every detail felt intentional and well-executed. And the fire in the fireplace was just the cherry on top!
"
A verified traveler stayed at The Ellery
Posted 2 days ago
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