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Areas near Lenox

Travelers going to Lenox are booking August dates now. Secure your vacation rental today and have the perfect trip.

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1 / 21

Gartner House, a charming home in Lenox

  • 4
  • 7
  • 2 nights min

$200

Details

1 / 16

Luxury Fox Hollow Laurel Lake Ranch

  • 4
  • 11
  • Min stay varies

$500

Details

1 / 30

INTERIOR DESIGNERS BOTANICAL GARDENS

  • 1
  • 5
  • Min stay varies

$150

Details

1
1 / 12

Heart of the Berkshires!

  • 3
  • 6
  • 2 nights min

$225

Details

1 / 12

A Cute 2 Bedroom House Near Downtown Lenox

  • 2
  • 5
  • Min stay varies

$150

Details

1
1 / 25

LUXURY FOX HOLLOW ESTATE HOME ON LAUREL LAKE

  • 5
  • 14
  • 2 nights min

$450

Details

1 / 23

Charming spacious country home with stunning views

  • 5
  • 14
  • 3 nights min

$1000

Details

1 / 23

Renovated 2 bedroom in Heart of Lenox

  • 2
  • 4
  • Min stay varies

$300

Details

1 / 8

Spacious Newly Renovated 2 BR Cono walk to town

  • 2
  • 6
  • Min stay varies

$200

Details

1
1 / 10

Heart of Lenox

  • 2
  • 4
  • 2 nights min

$175

Details

Great rentals within 30 miles that match your search

4
1 / 21

The Playhouse: 7,000 Sq Feet of Berkshires Luxury

  • 6
  • 26
  • Min stay varies

$675

Details

5
1 / 16

Family-friendly Cottage Near Lake, Tanglewood

  • 3
  • 7
  • Min stay varies

$285

Details

4
1 / 19

Lake House

  • 5
  • 9
  • 7 nights min

$715

Details

1 / 13

The Gatehouse on Golden Hill

  • 4
  • 14
  • Min stay varies

$799

Details

1
1 / 21

Cozy Cottage Private Lake Community

  • 3
  • 6
  • 2 nights min

$200

Details

2
1 / 8

Cozy & Modern Home -mins from Tanglewood & Kripalu

  • 2
  • 6
  • 2 nights min

$125

Details

1 / 5

Cozy Modern Condo for the Berkshires

  • 2
  • 6
  • 2 nights min

$250

Details

2
1 / 11

Berkshires Spacious Comfortable Charming Farmhouse

  • 3
  • 8
  • 2 nights min

$300

Details

4
1 / 11

Stockbridge Bowl house

  • 3
  • 8
  • 2 nights min

$225

Details

1 / 17

One of the Finest Homes and Best location in the Berkshires

  • 4
  • 10
  • 3 nights min

$500

Details

1 / 14

Perfect for skiers in the Berkshires

  • 3
  • 6
  • Min stay varies

$100

Details

1 / 20

New Pristine Berkshire Vacation Rental with Pool (5 miles Tanglewood)

  • 3
  • 6
  • 7 nights min

$450

Details

1 / 6

Rustic Rivers end room in the barn at chestnut lodge

  • 1
  • 4
  • 2 nights min

$155

Details

1 / 15

House share/room for rent

  • 1
  • 1
  • 1 night min

$67

Details

1 / 10

Berkshire House Share-The Blue Room

  • 3
  • 2
  • 1 night min

$75

Details

1 / 13

Garfield House

  • 2
  • 6
  • 2 nights min

$175

Details

2
1 / 5

Berkshire Mountain Lodge - Fri, Sat,Sun check ins only! Inbox x

  • 1
  • 4
  • 7 nights min

$158

Details

1
1 / 10

Great Vacation House in the Berkshires on Richmond Pond

  • 2
  • 6
  • 6 nights min

$183

Details

1 / 24

1BR + Loft Lee House - Walk to Main Street!

  • 1
  • 9
  • Min stay varies

$165

Details

2
1 / 47

Jacob's Tanglewood Ranch (great for groups 10+)

  • 5
  • 20
  • Min stay varies

$999

Details

6
1 / 20

Enjoy Summer in The Berkshires. last minute July Dates Available. Great Location

  • 3
  • 8
  • Min stay varies

$275

Details

2
1 / 10

Comfortable Farmhouse in the Berkshires

  • 5
  • 12
  • 2 nights min

$325

Details

1 / 22

Vacation Home on 10 Acres with Pool and Spa

  • 3
  • 6
  • 7 nights min

$500

Details

1 / 26

3BD Newly Rennovated Contempoary Near Stockbridge

  • 3
  • 6
  • 3 nights min

$300

Details

1 / 4

Nasturtium Room

  • 1
  • 3
  • 1 night min

$150

Details

1 / 4

Horse Room

  • 1
  • 3
  • 1 night min

$150

Details

1 / 4

Iris Room

  • 1
  • 2
  • 1 night min

$150

Details

8
1 / 10

Lakeview cottage with swingset & firepit!

  • 3
  • 6
  • Min stay varies

$135

Details

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