West Stockbridge Vacation Rentals, Houses & More


1 - 38 of 155

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Areas near West Stockbridge

Great rentals within 20 miles that match your search

1 / 9

Berkshire Getaway ~ Romantic Tower Suite on Storybook Estate

  • 1
  • 4
  • 2 nights min

$250

Details

1 / 22

BERKSHIRES RETREAT-LARGE 6+ BR HOME W/ AMENITIES

  • 6
  • 14
  • 7 nights min

$600

Details

1 / 16

Luxury Fox Hollow Laurel Lake Ranch

  • 4
  • 11
  • Min stay varies

$501

Details

1 / 20

Renovated Barn

  • 3
  • 6
  • Min stay varies

$63

Details

1 / 10

Ranch House in Lakeside Community

  • 3
  • 6
  • 2 nights min

$201

Details

1 / 35

Stockbridge Country Inn

  • 8
  • 17
  • 3 nights min

$971

Details

1 / 19

Charming Berkshires lakefront house, great views

  • 2
  • 5
  • 2 nights min

$201

Details

1 / 4

Iris Room

  • 1
  • 2
  • 1 night min

$150

Details

1 / 11

Overnight at Althouse -Higgins

  • 2
  • 4
  • 2 nights min

$176

Details

1 / 16

Olde York Farm Distillery Suite

  • 2
  • 6
  • 1 night min

$250

Details

1 / 19

Relax Like Royalty in Your Own Castle!

  • 2
  • 4
  • 1 night min

$300

Details

1 / 21

Cozy Cottage Private Lake Community

  • 3
  • 6
  • 2 nights min

$201

Details

1 / 14

Perfect for skiers in the Berkshires

  • 3
  • 6
  • Min stay varies

$100

Details

1 / 25

Stunning New Construction All SeasonLakefront Home

  • 3
  • 5
  • 7 nights min

$243

Details

1 / 13

Quiet Comfortable Cabin 5 Min. Walk to Lake

  • 2
  • 4
  • 2 nights min

$150

Details

1 / 13

Designer Loft Style Residence

  • 3
  • 6
  • 7 nights min

$450

Details

1 / 25

Berkshire Estate: Exquisitely furnished 6,700sf

  • 6
  • 12
  • 7 nights min

$644

Details

1 / 10

Cozy and clean in Gt Barrington- 1 week in summer!

  • 2
  • 4
  • 3 nights min

$196

Details

1 / 24

Perfect Getaway for Body, Mind and Soul

  • 3
  • 5
  • 7 nights min

$237

Details

1 / 12

little blue cottage lots of cute! 1 mile to stockbridge center . pet friendly!

  • 1
  • 4
  • 3 nights min

$201

Details

1 / 8

Cozy & Modern Home -mins from Tanglewood & Kripalu

  • 2
  • 6
  • 2 nights min

$176

Details

1 / 24

Country Elegance in the Berkshires

  • 4
  • 12
  • 2 nights min

$651

Details

1 / 4

Horse Room

  • 1
  • 3
  • 1 night min

$150

Details

1 / 12

A Cute 2 Bedroom House Near Downtown Lenox

  • 2
  • 5
  • Min stay varies

$150

Details

1 / 16

Berkshires House, 40 wooded acres, Lake Frontage

  • 3
  • 8
  • 1 night min

$176

Details

1 / 19

Restored Horse Barn On 13 Acres With Private Pond

  • 4
  • 10
  • 4 nights min

Inquire for Rates

Details

1 / 32

Escape to the Berkshires!

  • 4
  • 8
  • 2 nights min

$275

Details

1 / 7

the BIG room at chestnut lodge

  • 1
  • 6
  • 2 nights min

$201

Details

1 / 20

Berkshire's Getaway ---Peace & Tranquility

  • 3
  • 8
  • 2 nights min

$150

Details

1 / 32

RIVERSONG "PENTHOUSE"

  • 1
  • 2
  • 1 night min

$129

Details

1 / 15

Outdoor getaway hunting,fishing,skiing..relaxation

  • 3
  • 9
  • 2 nights min

$191

Details

1 / 31

Beautifully decorated & immaculate log chalet

  • 3
  • 6
  • 2 nights min

$176

Details

1 / 14

Christmas in The Berkshires

  • 1
  • 4
  • 2 nights min

$176

Details

1 / 18

Enjoy Summer in The Berkshires. last minute July and Aug dates . Great Location

  • 3
  • 8
  • Min stay varies

$275

Details

1 / 5

Cozy Modern Condo for the Berkshires

  • 2
  • 6
  • 1 night min

$176

Details

1 / 10

Comfortable Farmhouse in the Berkshires

  • 5
  • 12
  • Min stay varies

$326

Details

1 / 20

Berkshire Farmhouse Vacation

  • 5
  • 12
  • Min stay varies

$275

Details

1 / 16

Beautifully Renovated Berkshires Farmhouse

  • 2
  • 4
  • 2 nights min

$211

Details

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