Otis Vacation Rentals, Houses & More


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BERKSHIRES RETREAT-LARGE 6+ BR HOME W/ AMENITIES

  • 6
  • 14
  • 7 nights min

$600

Details

Great rentals within 30 miles that match your search

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1 / 13

Quiet Comfortable Cabin 5 Min. Walk to Lake

  • 2
  • 4
  • 2 nights min

$149

Details

1 / 6

Berkshires on the Pond

  • 2
  • 2
  • 4 nights min

$125

Details

1 / 27

Enchanted Cottage on Babbling Brook

  • 3
  • 6
  • Min stay varies

$250

Details

12
1 / 21

Serene Lakefront Cottage

  • 2
  • 4
  • Min stay varies

$149

Details

18
1 / 16

Berkshires House, 40 wooded acres, Lake Frontage

  • 3
  • 8
  • Min stay varies

$175

Details

1 / 18

Spacious wooded home

  • 4
  • 12
  • 3 nights min

$195

Details

1 / 24

Beautiful Lakefront Berkshire Rental

  • 5
  • 6
  • 7 nights min

$350

Details

1 / 25

Luxury and Amenities in a Stunning Rustic Setting

  • 4
  • 14
  • Min stay varies

$500

Details

4
1 / 32

Escape to the Berkshires!

  • 4
  • 8
  • 2 nights min

$275

Details

1 / 23

Spacious Lakeside Berkshire Home

  • 4
  • 10
  • Min stay varies

$400

Details

1 / 25

Berkshire Estate: Exquisitely furnished 6,700sf

  • 6
  • 12
  • 7 nights min

$643

Details

1
1 / 15

Charming and Spacious Colonial Farmhouse on 4 Acre Estate

  • 4
  • 8
  • 2 nights min

$500

Details

1 / 10

Romantic Berkshire Cottage on Storybook Estate

  • 1
  • 2
  • 2 nights min

$225

Details

1 / 9

Berkshire Getaway ~ Romantic Tower Suite on Storybook Estate

  • 1
  • 4
  • 2 nights min

$250

Details

1 / 8

Charming Room with Private Bath in Colonial Farmho

  • 1
  • 2
  • 2 nights min

$250

Details

1 / 7

Deluxe New Home, 2 Master Suites, Tanglewood Area

  • 5
  • 12
  • 3 nights min

$750

Details

2
1 / 24

Perfect Getaway for Body, Mind and Soul

  • 3
  • 5
  • 7 nights min

$236

Details

1
1 / 8

Writer's Room at Chestnut Lodge

  • 1
  • 2
  • 2 nights min

$200

Details

1 / 7

the BIG room at chestnut lodge

  • 1
  • 6
  • 2 nights min

$200

Details

1
1 / 2

chestnut lodge Queens Room

  • 1
  • 2
  • 2 nights min

$175

Details

1 / 12

Fabulous Post & Beam Berkshire Rental

  • 7
  • 21 nights min

$179

Details

1
1 / 24

Lakefront 2BR Great Barrington Area Cottage w/Deck

  • 2
  • 4
  • Min stay varies

$185

Details

1 / 13

Short Walk to Lake, Peaceful Getaway, Scenic Views

  • 3
  • 6
  • 2 nights min

$170

Details

1 / 10

Country Victorian Serenity in the Berkshires

  • 4
  • 6
  • 7 nights min

$229

Details

1 / 12

July4th Berkshires/James Taylor/2Bed Presidential

  • 2
  • 6
  • 2 nights min

$375

Details

1 / 24

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

  • 1
  • 9
  • Min stay varies

$165

Details

1 / 13

Garfield House

  • 2
  • 6
  • 2 nights min

$175

Details

1
1 / 12

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

  • 1
  • 4
  • 3 nights min

$200

Details

1 / 10

Berkshire House Share-The Blue Room

  • 3
  • 2
  • 1 night min

$75

Details

1 / 15

House share/room for rent

  • 1
  • 1
  • 1 night min

$67

Details

2
1 / 47

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

  • 5
  • 20
  • Min stay varies

$999

Details

2
1 / 11

Berkshires Spacious Comfortable Charming Farmhouse

  • 3
  • 8
  • 2 nights min

$300

Details

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Rustic Rivers end room in the barn at chestnut lodge

  • 1
  • 4
  • 2 nights min

$155

Details

1 / 13

The Gatehouse on Golden Hill

  • 4
  • 14
  • Min stay varies

$799

Details

1 / 26

3BD Newly Rennovated Contempoary Near Stockbridge

  • 3
  • 6
  • 3 nights min

$300

Details

4
1 / 19

Lake House

  • 5
  • 9
  • 7 nights min

$715

Details

1
1 / 17

Restored 1886 Eyebrow Colonial

  • 2
  • 6
  • 7 nights min

$215

Details

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