Holiday Homes in Hillsdale
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Our top choices for Hillsdale holiday homes
1. Gorgeous Mountain Views Retreat: Family & Nature
Gorgeous Mountain Views Retreat: Family & NatureHillsdale
10.0 out of 10, Exceptional, (129 reviews)
"This home has beautiful views. It is quiet and clean with all of the amenities we needed. We had a lovely stay."
Anne S.
The price is AU$749
includes taxes & fees
9 Aug - 10 Aug
2. 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 AU$872
includes taxes & fees
2 Sept - 3 Sept
3. 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 AU$887
includes taxes & fees
19 Aug - 20 Aug
4. stylish Berkshires Retreat
stylish Berkshires RetreatLee
9.0 out of 10, Wonderful, (2 reviews)
"Property was just as described, clean and well equipped. Had excellent communication with the host. Would highly recommend staying here."
Donna K.
The price is AU$625
includes taxes & fees
19 Aug - 20 Aug
5. 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 AU$1,206
includes taxes & fees
2 Sept - 3 Sept
6. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!Pittsfield
8.4 out of 10, Very good, (9 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
Liz V.
The price is AU$778
includes taxes & fees
8 Aug - 9 Aug
The price is AU$876
includes taxes & fees
30 Aug - 31 Aug
8. Home in Great Barrington
Home in Great BarringtonGreat Barrington
9.8 out of 10, Exceptional, (36 reviews)
"Perfect location to walk into town - clean, light, airy and neat space. Enjoyable visit!"
HEATHER G.
The price is AU$571
includes taxes & fees
12 Aug - 13 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 Hillsdale Hotel Reviews
Berkshire Mountain Lodge
8/10 Good
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Hillsdale Holiday Homes information
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