Stockbridge Vacation Rentals, Houses & More


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Great rentals within 20 miles that match your search

1 / 33

Hawk Landing ~ RA147231

  • 3
  • 6
  • Min stay varies

$386

Details

1 / 33

Woods Resort Unit V4 ~ RA147201

  • 2
  • 6
  • Min stay varies

Inquire for Rates

Details

1 / 38

Sunrise Village West Glade L3 ~ RA147212

  • 2
  • 6
  • Min stay varies

$405

Details

1 / 30

Highridge Condominium Unit F1 ~ RA147208

  • 2
  • 8
  • Min stay varies

Inquire for Rates

Details

1 / 45

Sunrise Village East Glade B3 ~ RA147193

  • 2
  • 8
  • Min stay varies

$405

Details

1 / 39

Whiffletree Condo Unit F7 ~ RA147279

  • 3
  • 6
  • Min stay varies

$366

Details

1 / 25

Mountain Green C9 ~ RA147241

  • 2
  • 8
  • Min stay varies

$386

Details

1 / 49

Moose Log Cabin ~ RA147203

  • 3
  • 10
  • Min stay varies

$745

Details

1 / 54

Queens Croft ~ RA147219

  • 4
  • 14
  • Min stay varies

$910

Details

1 / 38

Woods Resort Unit V32 ~ RA147199

  • 2
  • 6
  • Min stay varies

$386

Details

1 / 47

Alpine House ~ RA147227

  • 4
  • 10
  • Min stay varies

$645

Details

1 / 28

Northside Condo #2 ~ RA147263

  • 1
  • 6
  • Min stay varies

$255

Details

1 / 36

Whiffletree Condo Unit I6 ~ RA147270

  • 2
  • 8
  • Min stay varies

$295

Details

1 / 27

Spruce Glen Townhouse D ~ RA147271

  • 2
  • 6
  • Min stay varies

$356

Details

1 / 44

Bear Run House ~ RA147223

  • 7
  • 16
  • Min stay varies

$745

Details

1 / 17

Spruce Glen Townhouse B ~ RA147258

  • 2
  • 6
  • Min stay varies

$356

Details

1 / 32

Whiffletree Condo Unit B1 ~ RA147257

  • 2
  • 6
  • Min stay varies

$280

Details

1 / 23

Glazebrook Townhouse Unit F4 ~ RA147186

  • 2
  • 6
  • Min stay varies

$405

Details

1 / 35

Edgemont Condo A1 ~ RA147276

  • 1
  • 4
  • Min stay varies

$255

Details

1 / 32

Cedar Rock Chalet

  • 3
  • 8
  • Min stay varies

$264

Details

1 / 15

Ski right home! Updated 1br condo, fireplace, pool, hot tub, fitness center.

  • 1
  • 4
  • 2 nights min

$226

Details

1 / 23

Organic Farm, House, Barn Event Rental

  • 10
  • 20
  • 2 nights min

$447

Details

1 / 23

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

  • 4
  • 12
  • 2 nights min

$1050

Details

1 / 26

New Construction - Luxury Vistas at Sunrise ski on ski off in Killington!

  • 4
  • 14
  • 3 nights min

$326

Details

1 / 8

Bethany Birches Cabin

  • 6
  • 28
  • 2 nights min

$396

Details

1 / 25

Serenity at Sunrise

  • 3
  • 6
  • Min stay varies

$260

Details

1 / 16

Two Bedroom furnished apartment & hotel facilities

  • 2
  • 5
  • 3 nights min

$250

Details

1 / 13

Far Enough, an Old World Vermont Estate

  • 5
  • 10
  • 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 / 16

Killington area ski house

  • 5
  • 11
  • 2 nights min

$450

Details

1 / 4

Ski Killington, Pico, Snow Mobile, Summer Fun

  • 5
  • 12
  • Min stay varies

$501

Details

1 / 25

ROSE'S COZY MOUNTAINVIEW-DUPLEX-A- and -B-

  • 4
  • 12
  • 1 night min

$346

Details

1 / 20

Luxury One Bedroom Condominium #7 SkiOnSkiOff Great Eastern Ski Trail!

  • 1
  • 6
  • Min stay varies

$125

Details

1 / 20

Colonial-style log home in a quiet setting

  • 3
  • 8
  • Min stay varies

$180

Details

1 / 25

Unit 1 - New House On Killington Access Road

  • 4
  • 10
  • 2 nights min

$450

Details

1 / 16

THE MATTERHORN HOUSE- ski on ski off Great Eastern Ski Trail

  • 4
  • 19
  • Min stay varies

$326

Details

1 / 56

Cedar Rock Chalet ~ RA80768

  • 3
  • 8
  • Min stay varies

$415

Details

1 / 33

Hawks View Chalet

  • 4
  • 10
  • Min stay varies

$289

Details

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