Book Holiday Homes in Monterey

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Featured Holiday Homes in Monterey

Spectacular views and close to Great Barrington.

Spectacular views and close to Great Barrington.

Great Barrington
Stay at this vacation home in Great Barrington. Enjoy in-room jetted tubs, an in-room coffeemaker, and in-room fireplaces. Popular attractions Lake Mansfield ...
Spectacular views and close to Great Barrington.
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough
The price is NZ$395 per night from 30 Dec to 31 Dec
NZ$395
includes taxes & fees
30 Dec - 31 Dec
Stay at this vacation home in Lanesborough. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Jiminy Peak Mountain Resort and Crane ...
Berkshire Village Carriage House - Super Private!!
Antique Farmhouse Totally Restored

Antique Farmhouse Totally Restored

Sheffield
Book a stay at this family-friendly vacation home in Sheffield. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Mount Riga State Park ...
Antique Farmhouse Totally Restored
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Berkshire Ski House on Lake Garfield w/HT By Great Barrington

Berkshire Ski House on Lake Garfield w/HT By Great Barrington

Monterey
Stay at this vacation home in Monterey. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Bidwell House Museum and Ashintully Gardens are ...
Berkshire Ski House on Lake Garfield w/HT By Great Barrington
Beautiful Berkshire Farm House on 160+ Acres

Beautiful Berkshire Farm House on 160+ Acres

Great Barrington
Stay at this vacation home in Great Barrington. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Catamount Aerial Adventure Park and ...
Beautiful Berkshire Farm House on 160+ Acres
Peace and quiet on the lake

Peace and quiet on the lake

Becket
Stay at this vacation home in Becket. Enjoy free WiFi, a garden, and patios. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry are located ...
Peace and quiet on the lake
Private Estate, Heated YEARROUND Outdoor Pool

Private Estate, Heated YEARROUND Outdoor Pool

Egremont
Stay at this vacation home in Great Barrington. Enjoy private pools, a garden, and patios. Popular attractions Catamount Aerial Adventure Park and Catamount ...
Private Estate, Heated YEARROUND Outdoor Pool
Quintessential 6-BR Berkshires Lodge

Quintessential 6-BR Berkshires Lodge

Becket
Stay at this vacation home in Becket. Enjoy private pools, a garden, and patios. Popular attractions Jacob's Pillow and Pyramid Lake are located nearby.
Quintessential 6-BR Berkshires Lodge
Amore Estate -  beautiful room with many places to explore and relax in.

Amore Estate - beautiful room with many places to explore and relax in.

Lenox
Book a stay at this family-friendly vacation home in Lenox. Enjoy private pools, in-room jetted tubs, and an in-room coffeemaker. Popular attractions Wood's ...
Amore Estate - beautiful room with many places to explore and relax in.
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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.

Monterey Holiday Homes essential information

Accommodation
325 Holiday Homes
Lowest Price
NZ$167
Highest Price
NZ$398
Popular accommodation
Spectacular views and close to Great Barrington., Berkshire Village Carriage House - Super Private!!, Antique Farmhouse Totally Restored , Berkshire Ski House on Lake Garfield w/HT By Great Barrington , Beautiful Berkshire Farm House on 160+ Acres, Peace and quiet on the lake, Private Estate, Heated YEARROUND Outdoor Pool, Quintessential 6-BR Berkshires Lodge, Amore Estate - beautiful room with many places to explore and relax in.

Top trending hotels in Monterey

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$192 per night from 30 Dec to 31 Dec
NZ$192
includes taxes & fees
30 Dec - 31 Dec
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Yankee, Trademark Collection by Wyndham
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is NZ$398 per night from 5 Jan to 6 Jan
NZ$398
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
The Red Lion Inn
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$176 per night from 1 Jan to 2 Jan
NZ$176
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Life House Berkshires
Save an average of 15% on thousands of hotels when you're signed in
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is NZ$167 per night from 30 Dec to 31 Dec
NZ$167
includes taxes & fees
30 Dec - 31 Dec
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Quality Inn
Don't see what you're looking for?
See all available properties in Monterey
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.