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Our top choices for Monterey holiday homes
1. 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 HK$2,589
HK$5,025 total
includes taxes & fees
2 Sept - 3 Sept
2. Cozy Riverside Berkshires Retreat
Cozy Riverside Berkshires RetreatGreat Barrington
9.6 out of 10, Exceptional, (23 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 HK$1,666
HK$2,580 total
includes taxes & fees
19 Aug - 20 Aug
3. Home in Great Barrington
Home in Great BarringtonGreat Barrington
9.8 out of 10, Exceptional, (38 reviews)
"Perfect location to walk into town - clean, light, airy and neat space. Enjoyable visit!"
HEATHER G.
The price is HK$2,118
HK$3,207 total
includes taxes & fees
12 Aug - 13 Aug
4. Cozy. Clean. Free bagel shop. 3 Fireplaces.
Cozy. Clean. Free bagel shop. 3 Fireplaces.Great Barrington
10.0 out of 10, Exceptional, (2 reviews)
"The host was very responsive and friendly. The house was well equipped and very comfortable. We did get breakfast at the Great Barrington Bagel Company and had a great breakfast. Highly recommend!"
Mary R.
The price is HK$3,248
HK$5,345 total
includes taxes & fees
8 Sept - 9 Sept
5. 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 HK$1,396
HK$3,260 total
includes taxes & fees
9 Sept - 10 Sept
6. 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, (7 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 HK$4,462
HK$10,452 total
includes taxes & fees
13 Aug - 14 Aug
7. Real Estate: Therapy - Lake, Laundry, Love it
Real Estate: Therapy - Lake, Laundry, Love itSherwood Forest
The price is HK$839
HK$2,804 total
includes taxes & fees
26 Aug - 27 Aug
8. Stylish Mid-century Modern Berkshires Cape
Stylish Mid-century Modern Berkshires CapeLee
10.0 out of 10, Exceptional, (6 reviews)
"Besides, it being in a great location, the home is absolutely lovely!"
H B.
The price is HK$3,989
HK$6,848 total
includes taxes & fees
2 Sept - 3 Sept
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
The Cornell Inn, Lenox & The Berkshires
8/10 Good
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