Rutland Estates, Cottages & more


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Areas near Rutland

1 / 24

ROSE'S COZY MOUNTAINVIEW-A-

  • 2
  • 6
  • Min stay varies

$168

Details

1 / 19

ROSE'S COZY MOUNTAINVIEW duplex-B-

  • 2
  • 6
  • 1 night min

$158

Details

1 / 13

Vermont Living Central Location

  • 2
  • 4
  • 2 nights min

$249

Details

1 / 22

HOUSESHARE at ROSE'S COZY MOUNTAINVIEW duplex

  • 1
  • 3
  • 1 night min

$55

Details

1 / 9

Modern Country in Vermont

  • 1
  • 2
  • 2 nights min

$176

Details

Great rentals within 20 miles that match your search

1 / 8

Lakefront vacation home - sleeps 10

  • 4
  • 10
  • 3 nights min

$249

Details

1 / 25

Serenity at Sunrise

  • 3
  • 6
  • Min stay varies

$258

Details

1 / 29

The Matterhorn House - Ski On Ski Off - Great Eastern Ski Trail - Luxury.

  • 4
  • 16
  • Min stay varies

$323

Details

1 / 27

Charming mountain farmhouse

  • 4
  • 9
  • 2 nights min

$149

Details

1 / 14

Tanglewood Vista at Killington: Amazing Mountain Vacation Destination!

  • 5
  • 18
  • Min stay varies

$149

Details

1 / 16

Okemo Slopeside Rental located at the Main Base!

  • 1
  • 2
  • 2 nights min

$373

Details

1 / 4

Ski Killington, Pico, Snow Mobile, Summer Fun

  • 5
  • 12
  • Min stay varies

$497

Details

1 / 24

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

  • 4
  • 12
  • Min stay varies

$323

Details

1 / 25

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

  • 2
  • 8
  • Min stay varies

$194

Details

1 / 39

Heavenly on Killington Access Road Brand New House

  • 7
  • 16
  • Min stay varies

$497

Details

1 / 9

Vermont Country Lake House

  • 5
  • 14
  • Min stay varies

$149

Details

1 / 18

Pond Mountain Inn: Garden Cottage

  • 2
  • 5
  • 2 nights min

$198

Details

1 / 16

Fox Run -- Sleeps 10 - 12, Only 1 mile from Okemo Jackson Gore Base

  • 4
  • 12
  • 2 nights min

$397

Details

1 / 20

Little Brook House at Echo Lake

  • 5
  • 13
  • Min stay varies

$219

Details

1 / 28

6 BR Lake House in VT Green Mountains

  • 6
  • 14
  • Min stay varies

$291

Details

1 / 21

3 Season Cabin - sleeping porch lake trails playground

  • 3
  • 9
  • 2 nights min

$85

Details

1 / 26

Spectacular Water Views From Every Room ~ Directly On Lake Hortonia, Vt.

  • 3
  • 6
  • Min stay varies

$209

Details

1 / 25

The "76" House off Great Eastern Ski Trail - Luxury Slopeside Home.

  • 4
  • 14
  • Min stay varies

$323

Details

1 / 8

VERMONT WATERFRONT CABINS - 2 Bedroom & 3 Bedroom

  • 3
  • 6
  • 7 nights min

$121

Details

1 / 17

Cozy 4BR Ski Chalet-1mile to Okemo base + hot tub

  • 4
  • 12
  • Min stay varies

$249

Details

1 / 4

Ski Killington Vermont

  • 1
  • 6
  • 7 nights min

$189

Details

1 / 17

Pond Mountain Inn: Loft Apartment Suite

  • 1
  • 4
  • 2 nights min

$178

Details

1 / 26

LUXURY 6 bedrooms-6.5 bath The Mountainside House - SKi OFF in Killington!

  • 6
  • 16
  • Min stay varies

$869

Details

1 / 30

Sunrise - Timberline L-1

  • 3
  • 12
  • Min stay varies

$319

Details

1 / 24

Butternut Hill Unit #11

  • 2
  • 4
  • 7 nights min

$72

Details

1 / 27

Charming waterfront cottage on Echo Lake - 2 dogs welcome!

  • 3
  • 7
  • Min stay varies

$154

Details

1 / 55

Lovely cottage by Lake Pauline w/60-ft water frontage access, private dock!

  • 2
  • 6
  • Min stay varies

$114

Details

1 / 33

Ski-in/out condo at Okemo w/ a fireplace and beautiful views!

  • 3
  • 10
  • Min stay varies

$139

Details

1 / 26

Classic lakefront A-frame on Lake Pauline. Okemo Mtn Resort only 2 miles away!

  • 2
  • 8
  • Min stay varies

$121

Details

1 / 27

Ski-in/ski-out home w/seasonal shared pool. Ideal for your next Vermont trip!

  • 1
  • 6
  • 2 nights min

$249

Details

1 / 26

Condo with a shared seasonal pool & tennis courts - walk to ski trails!

  • 1
  • 6
  • Min stay varies

$84

Details

1 / 46

Ski-in/ski-out home w/ seasonal pool, sauna, perfect for large families!

  • 4
  • 10
  • Min stay varies

$142

Details

1 / 26

Warm, welcoming home features walk to slope access, seasonal pool, and more!

  • 1
  • 6
  • Min stay varies

$84

Details

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