Stockbridge Vacation Rentals, Houses & More


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Great rentals within 20 miles that match your search

1 / 17

Spacious Loft Style Apartment on the Green

  • 2
  • 6
  • 2 nights min

$176

Details

1 / 25

Mt Green 3-D19

  • 1
  • 4
  • Min stay varies

$144

Details

1 / 26

Bridgewater Country Cottage

  • 4
  • 10
  • Min stay varies

$217

Details

1 / 26

Mt Green 1-B3

  • 2
  • 6
  • Min stay varies

$183

Details

1 / 26

Mt Green 2-F9

  • Studio
  • 4
  • Min stay varies

$185

Details

1 / 26

Sweet Life

  • 3
  • 20
  • Min stay varies

$363

Details

1 / 24

Mt Green 2-C6

  • 1
  • 4
  • Min stay varies

$144

Details

1 / 35

Mt Green 2-D1

  • 2
  • 8
  • Min stay varies

$183

Details

1 / 27

Charming mountain farmhouse

  • 4
  • 9
  • 2 nights min

$150

Details

1 / 28

Mt Green 3-C8

  • 1
  • 4
  • Min stay varies

$144

Details

1 / 23

Killington Vermont - 4 Bedroom, 2 Bath. Right in the heart of ski country!

  • 4
  • 12
  • 2 nights min

$1050

Details

1 / 23

Suites at killington Center

  • 2
  • 6
  • 2 nights min

$300

Details

1 / 30

Sunrise - Timberline L-1

  • 3
  • 12
  • Min stay varies

$321

Details

1 / 28

The Little House Vermont

  • 1
  • 4
  • Min stay varies

$150

Details

1 / 16

Killington area ski house

  • 5
  • 11
  • 2 nights min

$450

Details

1 / 17

Close to everything, but away from it all..

  • 2
  • 6
  • 2 nights min

$166

Details

1 / 26

Mt Green 1-A8

  • 1
  • 4
  • Min stay varies

$144

Details

1 / 28

Hakuna Matata

  • 3
  • 6
  • Min stay varies

$191

Details

1 / 29

Mt Green 3-A6

  • 2
  • 6
  • Min stay varies

$183

Details

1 / 32

Cedar Rock Chalet

  • 3
  • 8
  • Min stay varies

$264

Details

1 / 14

The Cabin at Killington: Left Unit - Best Ski Home

  • 4
  • 12
  • Min stay varies

$105

Details

1 / 19

Luxury Apartment at Slopeside Estate Ski On Ski Off Great Eastern Ski Trail

  • 1
  • 6
  • 3 nights min

$149

Details

1 / 11

4BR Ski House Off Access Road With Outdoor Hot Tub

  • 4
  • 9
  • 3 nights min

$447

Details

1 / 23

Organic Farm, House, Barn Event Rental

  • 10
  • 20
  • 2 nights min

$447

Details

1 / 24

Upper unit of Chalet, minutes to Killington, Okemo or Woodstock

  • 2
  • 6
  • 2 nights min

$348

Details

1 / 20

Slopeside Home-Perfect Ski in Ski Out with Hot Tub

  • 4
  • 12
  • 3 nights min

$501

Details

1 / 12

Premier Ski-in/Ski-out Location, Sunrise Mountain

  • 1
  • 4
  • 2 nights min

$351

Details

1 / 28

Mountain Green Recently Updated 1 BR Condo Across The Street From Snowshed Lodge

  • 1
  • 4
  • Min stay varies

$94

Details

1 / 28

Woods Village 10

  • 2
  • 6
  • Min stay varies

$191

Details

1 / 24

Luxury Topridge Unit K6 SkiOnSkiOff Sundog Trail-Bear Mountain in Killington!

  • 4
  • 12
  • 3 nights min

$326

Details

1 / 39

Heavenly on Killington Access Road Brand New House

  • 7
  • 16
  • Min stay varies

$501

Details

1 / 25

Mountain Green Condo - 2BR 1.5 Bath - Across The Streets From The Slopes

  • 2
  • 8
  • Min stay varies

$196

Details

1 / 28

Mt Green 2-E6

  • 1
  • 4
  • Min stay varies

$144

Details

1 / 29

Mt Green 3-E18

  • 1
  • 4
  • Min stay varies

$144

Details

1 / 29

LUXURY, hot tub, private, 5 BR, 3 BA

  • 5
  • 14
  • 2 nights min

$551

Details

1 / 4

Ski Killington, Pico, Snow Mobile, Summer Fun

  • 5
  • 12
  • Min stay varies

$501

Details

1 / 33

Hawks View Chalet

  • 4
  • 10
  • Min stay varies

$289

Details

1 / 56

Cedar Rock Chalet ~ RA80768

  • 3
  • 8
  • Min stay varies

$415

Details

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