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Our top choices for Monterey vacation homes
Berkshires Mountain Retreat w Panoramic Views, 5 Decks, Hot Tub, near Tanglewood
Berkshires Mountain Retreat w Panoramic Views, 5 Decks, Hot Tub, near TanglewoodNew Lebanon
The price is AED 1,745
AED 3,004 total
includes taxes & fees
22 Jul - 23 Jul
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 1,363
AED 2,535 total
includes taxes & fees
22 Jul - 23 Jul
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Walk into town, soak up sun on enclosed porch & steps away from nature trails!Stockbridge
10.0 out of 10, Exceptional, (39 reviews)
"Charming house in a wonderful setting in the Berkshires. "
Mark Cristen J.
The price is AED 2,384
AED 4,021 total
includes taxes & fees
22 Jul - 23 Jul
Cozy Riverside Berkshires Retreat
Cozy Riverside Berkshires RetreatGreat Barrington
9.4 out of 10, Exceptional, (19 reviews)
"We had a great stay here with Study, shooting my college thesis film. I'd highly recommend this wonderfully decorated place with such a great host :)"
Colin E.
The price is AED 843
AED 1,286 total
includes taxes & fees
26 Jul - 27 Jul
Home in Great Barrington
Home in Great BarringtonGreat Barrington
9.6 out of 10, Exceptional, (34 reviews)
"Adorable guest home in Great Barrington! Light and bright. Perfect space for our family of 4. Well equipped kitchen and easy walk to downtown and groceries at the co-op. Would definitely stay here again!"
Julie J.
The price is AED 992
AED 1,485 total
includes taxes & fees
29 Jul - 30 Jul
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness roomGreat Barrington
10.0 out of 10, Exceptional, (6 reviews)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
Roberta
The price is AED 2,089
AED 4,894 total
includes taxes & fees
23 Jul - 24 Jul
Sweet Cozy Victorian in Housatonic. Close to everything.
Sweet Cozy Victorian in Housatonic. Close to everything.Housatonic
9.8 out of 10, Exceptional, (7 reviews)
"The host did a great job of prepping the place and being welcoming to us. It was clean and thoughtfully designed. So happy we found this spot!"
Peter S.
The price is AED 1,194
AED 1,867 total
includes taxes & fees
2 Aug - 3 Aug
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, (15 reviews)
"Great place and welcoming stay!"
Frank M.
The price is AED 704
AED 1,587 total
includes taxes & fees
28 Jul - 29 Jul
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
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
