Photo by Fun Travelog
Search Vacation Homes in Monterey
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
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 ￥29,906
￥55,902 total
includes taxes & fees
Aug 4 - Aug 5
2. Peaceful and cozy 1 bed 1 bath in quaint Winchester
Peaceful and cozy 1 bed 1 bath in quaint WinchesterWinchester
The price is ￥21,721
￥37,807 total
includes taxes & fees
Aug 24 - Aug 25
3. Real Estate: Therapy - Lake, Laundry, Love it
Real Estate: Therapy - Lake, Laundry, Love itSherwood Forest
The price is ￥13,064
￥51,163 total
includes taxes & fees
Aug 26 - Aug 27
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 ￥33,054
￥70,854 total
includes taxes & fees
Aug 25 - Aug 26
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, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
Sharon K.
The price is ￥33,684
￥71,734 total
includes taxes & fees
Aug 25 - Aug 26
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, (8 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 ￥46,433
￥93,886 total
includes taxes & fees
Aug 10 - Aug 11
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 ￥51,942
￥100,821 total
includes taxes & fees
Sep 2 - Sep 3
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 ￥55,405
￥104,962 total
includes taxes & fees
Sep 1 - Sep 2
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.
Find vacation rentals that suit your style
Apartments
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Monterey Hotel Reviews
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
Find out more about Monterey
Monterey Vacation Homes information
Number of reviews | 246 |
|---|---|
Accommodation | 407 Vacation Homes |
Lowest Price | ￥32,739 |
Highest Price | ￥209,063 |