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Wireless Internet
Swimming pool
Private pool
Heated pool

Private indoor pool
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Private tennis court
Cot available
Sauna
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Clothes dryer
Cribs
Games room
Ceiling Fans
Table tennis
Pool or snooker table
Fax machine
Video player
Climbing frame
Boat available
Hair dryer
Telephone
Solarium or roof terrace
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Stove
Staffed property
Fridge
Freezer
Microwave
Linen provided
Towels provided
Bicycles available
Swing set or jungle gym
Trampoline
Private fishing lake or river
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible
Secure parking

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Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips
Tennis in town

Nightlife
Water sports
Horse riding
Fishing
Golf course on site or within 15 min walk
Lakefront
Waterfront
Golf within 30mins drive

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56 Houses

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Newly Renovated Lakefront Getaway on Robinson Pond

Copake house

3 bedrooms
1 bathroom

sleeps 5

Price per night from

$286

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

Price per night from

$326

Iris Room

Stockbridge farmhouse

1 bedroom
1 bathroom

sleeps 2

Price per night from

$172

Horse Room

Stockbridge farmhouse

1 bedroom
1 bathroom

sleeps 3

Price per night from

$172

Fabulous Post & Beam Berkshire Rental

Monterey house

2 bathrooms

sleeps 7

Price per night from

$205

Total Privacy! Tanglewood Retreat With Berkshire Views!

Hillsdale house

5 bedrooms
5 bathrooms

sleeps 14

Price per night from

$1,144

OUR LOVELY VACATION HOME IS LOCATED IN THE CATSKIL

Catskill finca

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 3 hours 52 minutes

Price per night from

$572

Modern Cozy Wooded Retreat

Spencertown house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$152

The Cottage at Great Falls

Falls Village cottage

2 bedrooms
1 bathroom

sleeps 4

“Perfect getaway location with all the amenities” Perfect getaway location with all the amenities – including a fireplace for a perfect winter stay. The cottage was clean and inviting, and the character of the furnishings and layout were incredible. Whether you want to stay in or venture out to nearby stores and restaurants, the cottage really is a perfect location for a vacation escape.

Price per night from

$275

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.

Price per night from

$486

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.

Price per night from

$298