Vacation Rentals & House Rentals in Lenox

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Grill
Wireless Internet
Air conditioning
Swimming pool

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

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

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28 Houses

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Restored 1881 Farm House

Lenox house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$343

Great rentals within 20 miles that match your search

Lake House

Lee house

5 bedrooms
6 bathrooms

sleeps 9

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Price per night from

$818

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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$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

$298

Golden Triangle in the Berkshires

Hancock house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$2,863

Beautifully decorated & immaculate log chalet

Hillsdale log cabin

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$229

Quiet Comfortable Cabin 5 Min. Walk to Lake

Becket house

2 bedrooms
1 bathroom

sleeps 4

“awesome beautiful place” I can't say enough about this. Place, perfect I guess Serene, peaceful,beautiful, quiet. Djuna the owner is Sweet and very efficient and provides every detail. The Whole are is perfect Oct a getaway, things to do places To shop,eat or just cuddle in with a fire. We will Definetly be returning as soon as we can.:)))

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Price per night from

$171

The Meadow House 4 bdrm 4 bath house

Stephentown house

4 bedrooms
4 bathrooms

sleeps 12

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Price per night from

$722

Spacious Lakeside Berkshire Home

Monterey house

4 bedrooms
5 bathrooms

sleeps 10

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Price per night from

$573

Chalet near 4 ski resorts with hot tub

East Chatham house

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$1,030

CHALET-STYLE STUNNER ON A COUNTRY ROAD

Hillsdale house

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$281

Holiday Inn Club Vacations Oak N' Spruce 2br suite Friday check-ins

South Lee condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$70

Beautiful, Special 5 Star Estate! Perfect for Family/Friend Reunions & Retreats!

Old Chatham villa

9 bedrooms
5 bathrooms

sleeps 16

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Price per night from

$1,260

Berkshires: Romantic Cottage with spectacular view

Great Barrington cottage

1 bedroom
1 bathroom

sleeps 3

“A Real Gem!!!” This cottage is the perfect place for two people. It is truly as beautiful as the pictures! The pool and grounds are exceptional and the view is breathtaking. The place is extremely well maintained and the owner is very kind and helpful. We had a fabulous weekend here and would gladly return!

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Price per night from

$274

Modern Copake Falls Getaway

Copake Falls apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$102

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

$487