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Our top choices for Monterey vacation homes
1. Big farmhouse in the foothills of the Berkshires
Big farmhouse in the foothills of the BerkshiresRussell
10.0 out of 10, Exceptional, (148 reviews)
"Great location"
Will G.
The price is AED 698
AED 1,293 total
includes taxes & fees
23 Aug - 24 Aug
2. Peaceful and cozy 1 bed 1 bath in quaint Winchester
Peaceful and cozy 1 bed 1 bath in quaint WinchesterWinchester
The price is AED 507
AED 882 total
includes taxes & fees
30 Aug - 31 Aug
3. Real Estate: Therapy - Lake, Laundry, Love it
Real Estate: Therapy - Lake, Laundry, Love itSherwood Forest
The price is AED 393
AED 1,317 total
includes taxes & fees
26 Aug - 27 Aug
4. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, CanoeingSherwood Forest
9.8 out of 10, Exceptional, (16 reviews)
"Great place and welcoming stay!"
Frank M.
The price is AED 691
AED 1,580 total
includes taxes & fees
7 Sep - 8 Sep
5. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!Sherwood Forest
10.0 out of 10, Exceptional, (6 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
Sharon K.
The price is AED 705
AED 1,596 total
includes taxes & fees
7 Sep - 8 Sep
6. Hummingbird Haven is a woodland retreat surrounded by Nature and Local Charm.
Hummingbird Haven is a woodland retreat surrounded by Nature and Local Charm.Hinsdale
10.0 out of 10, Exceptional, (9 reviews)
"Kendra was an excellent host! Very nice and welcoming and answered questions promptly. The house was beautiful and the country setting and lake was picturesque. "
Joseph L.
The price is AED 1,084
AED 2,187 total
includes taxes & fees
10 Aug - 11 Aug
7. Treetop Hideaway in Tyringham
Treetop Hideaway in TyringhamMonterey
9.2 out of 10, Wonderful, (11 reviews)
"We had coordinated an early check-in, but when we arrived, the house hadn’t been cleaned yet which was a miscommunication. I reached out to Catherine and she promptly responded and got the cleaners RIGHT over. The house was spotless and in wonderful condition for the rest of our stay, and it was dealt with very quickly and wonderfully. Would definitely stay again. The house was great for our girls trip. Also the beds are very comfortable!! "
Samantha G.
The price is AED 1,212
AED 2,353 total
includes taxes & fees
2 Sep - 3 Sep
8. Spacious Central Berkshires Home for Groups
Spacious Central Berkshires Home for GroupsLee
8.0 out of 10, Very Good, (1 review)
"This older home was beautifully renovated and was able to easily accommodate our large group."
Beth S.
The price is AED 1,190
AED 2,318 total
includes taxes & fees
19 Aug - 20 Aug
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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Top Monterey Hotel Reviews
Berkshire Mountain Lodge
8/10 Good
