Vacation Rentals & House Rentals in Monterey

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Dishwasher
Wireless Internet
Air conditioning
Swimming pool

Private pool
Heated pool
Private indoor pool
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Garden
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DVD player
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Cot available
High chair
Sea view
Safe
Satellite TV
Children's pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Fax machine
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Clothes dryer
Ceiling Fans
Games room
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Pool or snooker table
Shared indoor pool
Trampoline
Video player
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Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Boat available
Microwave
Linen provided
Towels provided
Bicycles available
Climbing frame
Swing set or jungle gym
Private fishing lake or river
Staffed property
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
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Non-Smoking property
Smoking - Ask
Elevator access
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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
Nightlife
Water sports
Horse riding
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Cycling trips
Golf course on site or within 15 min walk
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront
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24 Houses

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Spacious Lakeside Berkshire Home

Monterey house

4 bedrooms
5 bathrooms

sleeps 10

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Price per night from

$574

Great rentals within 20 miles that match your search

Newly Renovated Colonial on the River! Sleeps 5-6

Stockbridge house

3 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$327

Lake House

Lee house

5 bedrooms
6 bathrooms

sleeps 9

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Price per night from

$820

Modern Cozy Wooded Retreat

Spencertown house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$153

Newly Renovated Lakefront Getaway on Robinson Pond

Copake house

3 bedrooms
1 bathroom

sleeps 5

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Price per night from

$287

Berkshires Spacious Comfortable Charming Farmhouse

Lee apartment

3 bedrooms
2 bathrooms

sleeps 8

“lovely stay” The house is comfortable, clean, and convenient to Lenox, Stockbridge, and the rest of the Berkshires. Traffic from the street can be a bit loud at times, but it quiets down at night.

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Price per night from

$373

Berkshire Farmhouse Vacation

West Stockbridge house

5 bedrooms
2 bathrooms

sleeps 15

“Quaint Getaway” We were 2 families with 5 kids staying for the weekend. We had plenty of space to spread out, cook & dine together and lots of bedroom options to meet everyone's needs. The house had a lot of antique charm like exposed beams in the living room and paneled walls in the dining room. We were there on a rainy, cold weekend, so did not have an opportunity to enjoy the grounds or porch, but imagine it would be lovely in the warmer weather. Elaine (and her shop) were on the same grounds and she was available for questions about the area. Overall a very relaxing & convenient experience.

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Price per night from

$299

Eco-friendly cozy home in Gt. Barrington

Great Barrington house

3 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$173

Beautifully decorated & immaculate log chalet

Hillsdale log cabin

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 45 minutes

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Price per night from

$230

New Timberframe House Rental in the Berkshire Mountains, Masschusetts

Hinsdale house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$218

CHALET-STYLE STUNNER ON A COUNTRY ROAD

Hillsdale house

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$281

Kellogg Haus

Falls Village house

3 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$459

Lakefront Berkshires Ski/Summer House, Great Views

Great Barrington house

4 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$252

Hillhouse Log Cabin

Hillsdale log cabin

3 bedrooms
2 bathrooms

sleeps 13

“rest,relax,recharge” It's a Beautiful home that has all the modern conveniences. It's quiet, quaint and had just what I needed to get away from it all. I enjoyed morning coffee on the back deck among the trees and afternoon walks in the woods. A perfect place to recharge.

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Price per night from

$488