Spencertown Vacation Rentals, Houses & More


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1 / 14

Modern Cozy Wooded Retreat

  • 2
  • 6
  • 30 nights min

$286

Details

Great rentals within 30 miles that match your search

1 / 58

Country estate on 100 acres perfect for families

  • 4
  • 6
  • 7 nights min

$1000

Details

1 / 18

Mountain Views Atop Blueberry Hill on 40 Acres

  • 3
  • 6
  • 2 nights min

$200

Details

1 / 29

Beauty in the Berkshires

  • 6
  • 14
  • 3 nights min

$1700

Details

1 / 48

Total Privacy! Tanglewood Retreat With Berkshire Views!

  • 5
  • 14
  • 2 nights min

$600

Details

2
1 / 19

Mountain Top - Post + Beam House

  • 3
  • 8
  • 2 nights min

$325

Details

1 / 19

Relax Like Royalty in Your Own Castle!

  • 2
  • 4
  • 1 night min

$299

Details

1 / 13

Hillsdale get away

  • 3
  • 10
  • Min stay varies

$150

Details

1
1 / 18

Hillhouse Log Cabin

  • 3
  • 13
  • 2 nights min

$425

Details

1 / 41

Charming B&B sud Luberon in Vineyards, with a Pool and Balcony

  • 6
  • 13
  • 2 nights min

$762

Details

1
1 / 13

Hudson Valley Cottage

  • 1
  • 4
  • 1 night min

$150

Details

1
1 / 22

Berkshire Getaway at 'Tofu'S Retreat'

  • 3
  • 6
  • Min stay varies

$500

Details

1 / 19

Relaxing Victorian Farmhouse

  • 3
  • 4
  • 2 nights min

$195

Details

1 / 8

mile hill b and b

  • 2
  • 4
  • 1 night min

$150

Details

1
1 / 5

Haddock Hill House

  • 1
  • 2
  • 1 night min

$160

Details

1 / 28

Country Retreat w/ Pool Near Hip Hudson, NY

  • 3
  • 8
  • 3 nights min

$400

Details

1 / 9

Cedar Chest

  • 1
  • 2
  • 30 nights min

$92

Details

30
1 / 20

Berkshire Farmhouse Vacation

  • 5
  • 12
  • Min stay varies

$275

Details

5
1 / 12

The Smith Farm Homestead

  • 1
  • 2
  • 2 nights min

$145

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

14
1 / 31

Beautifully decorated & immaculate log chalet

  • 3
  • 6
  • 2 nights min

$175

Details

2
1 / 13

Lakefront Berkshires Ski/Summer House, Great Views

  • 4
  • 10
  • 2 nights min

$188

Details

1 / 20

RIVERSONG "PENTHOUSE"

  • 1
  • 2
  • 1 night min

$129

Details

10
1 / 55

RiverSong Suite In The Berkshires

  • 1
  • 2
  • 1 night min

$189

Details

1 / 16

Beautifully Renovated Berkshires Farmhouse

  • 2
  • 4
  • 2 nights min

$210

Details

3
1 / 11

Overnight at Althouse -Higgins

  • 2
  • 4
  • 2 nights min

$175

Details

1 / 20

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

  • 3
  • 6
  • 7 nights min

$450

Details

1
1 / 19

Lake House in the Berkshires

  • 3
  • 8
  • 1 night min

$375

Details

1
1 / 30

Tranquil 3BR Stockbridge House w/Private Deck

  • 3
  • 6
  • Min stay varies

$215

Details

1 / 16

Roaring Rapids Cottage

  • 2
  • 5
  • 3 nights min

$250

Details

3
1 / 25

Stunning New Construction All SeasonLakefront Home

  • 3
  • 5
  • 7 nights min

$243

Details

1 / 6

Stunning Home! 120 Acres! Amazing!

  • 9
  • 16
  • 3 nights min

$3600

Details

1 / 4

Horse Room

  • 1
  • 3
  • 1 night min

$150

Details

1 / 4

Nasturtium Room

  • 1
  • 3
  • 1 night min

$150

Details

1 / 35

Stockbridge Country Inn

  • 8
  • 17
  • 3 nights min

$970

Details

1 / 4

Iris Room

  • 1
  • 2
  • 1 night min

$150

Details

21
1 / 13

Berkshires: Romantic Cottage with spectacular view

  • 1
  • 3
  • Min stay varies

$189

Details

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