Photo by Elizabeth Massa Peroulakis
Search Villas in Monterey
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Villas in Monterey
Compare 5 Villas in Monterey with updated reviews, rates, and availability.
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (31)
The Kemble- Built by a US Secretary of State in Lenox
The Kemble- Built by a US Secretary of State in Lenox
10.0 out of 10, Exceptional, (16)
The Winthrop Estate - 12K SF 32 Acres
The Winthrop Estate - 12K SF 32 Acres
10.0 out of 10, Exceptional, (4)
7 nights in our 1 br, full kitchen villa. Only 110 per night
7 nights in our 1 br, full kitchen villa. Only 110 per night
Oak n’ Spruce Resort in the Berkshires Charming 2-bedroom Villa
Oak n’ Spruce Resort in the Berkshires Charming 2-bedroom Villa
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Monterey
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
10.0 out of 10, Exceptional, (90)
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (223)
The price is AED 481
AED 751 total
includes taxes & fees
18 Nov - 19 Nov
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (209)
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.
Recent reviews of Monterey hotels
Recent reviews of Monterey hotels
5/5 Excellent
Black Swan
"We booked this place for a one-night stay to check out the Berkshires. This was pretty much centrally located from everything we wanted to visit. We chose this place for the country feel rather than the big city type hotels. The place was a little outdated but had the more of a home feel. There is some updating due there, but it wasn't a disappointment. We will book again when we visit the area to go hiking. Plus, the lake view was ok, and the water looked very clean. I will say this is an excellent spot if you're an outdoor person for fishing. Kayaking etc. "
A verified traveler stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
Posted 2 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
Top Villas in Other Destinations
More Accommodation Types in Monterey
- Vacation Homes in Monterey (324)
- Cottages in Monterey (87)
- Apartments in Monterey (56)
- B&B in Monterey (30)
- Cabin Rentals in Monterey (30)
- Motels in Monterey (18)
- Farmstay in Monterey (17)
- Guest Houses in Monterey (9)
- Inns in Monterey (5)
- Chalets in Monterey (4)
- Condo Rentals in Monterey (4)
- Resorts in Monterey (4)
- Aparthotels in Monterey (3)
- Lodges in Monterey (3)
- Condo Resorts in Monterey (1)
- Hotels (1,053)