Weston Vacation Rentals, Houses & More


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Great rentals within 20 miles that match your search

1 / 32

Cozy, private cabin near skiing with foosball and pool table!

  • 3
  • 8
  • Min stay varies

$81

Details

1 / 30

Spacious home - perfect for large groups! Walk to Okemo's Sachem trail!

  • 5
  • 12
  • 2 nights min

$135

Details

1 / 46

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

  • 4
  • 10
  • Min stay varies

$144

Details

1 / 42

Ski-in, ski-out home w/ seasonal shared pool & private sauna

  • 3
  • 8
  • Min stay varies

$99

Details

1 / 27

Remodeled Victorian home close to skiing & golfing - long-term renting available

  • 3
  • 8
  • Min stay varies

$123

Details

1 / 32

Charming home close to skiing & golf - long-term renting available

  • 4
  • 11
  • Min stay varies

$116

Details

1 / 26

Cozy new post & beam home w/ garage, WiFi - near skiing, golf, and hiking!

  • 3
  • 6
  • Min stay varies

$81

Details

1 / 26

Beautiful and spacious home w/ shared pool, lake views - close to skiing

  • 4
  • 11
  • Min stay varies

$90

Details

1 / 39

Spacious home, great for large groups! Hot tub, game room, 2 miles to Okemo.

  • 3
  • 10
  • Min stay varies

$99

Details

1 / 24

Quaint family-friendly home between Killington & Okemo for great skiing!

  • 4
  • 9
  • Min stay varies

$90

Details

1 / 13

Convenient, cozy condo one block from Main Street - minutes to skiing!

  • 1
  • 4
  • Min stay varies

$61

Details

1 / 24

Farmhouse duplex w/ gorgeous mountain views - skiing nearby, 1 dog OK!

  • 2
  • 6
  • Min stay varies

$150

Details

1 / 27

Secluded mountainview cabin with a deck, wood fireplace, and full kitchen

  • 4
  • 10
  • 2 nights min

$90

Details

1 / 34

Remodeled bungalow close to skiing and golf - long-term renting available

  • 3
  • 8
  • Min stay varies

$110

Details

1 / 14

Clean, Cozy and Centrally located 3 BR Townhouse

  • 3
  • 10
  • 3 nights min

$125

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 / 55

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

  • 2
  • 6
  • Min stay varies

$99

Details

1 / 25

Ski condo w/ seasonal shared pool - easy walk to the village, and shuttle access

  • 3
  • 6
  • Min stay varies

$99

Details

1 / 7

Beautiful 5 BR/5 BA Home 10 mins from Stratton

  • 5
  • 11
  • 2 nights min

$894

Details

1 / 8

Okemo Base Area Condo-Walk Across Street to Skiing

  • 4
  • 12
  • Min stay varies

Inquire for Rates

Details

1 / 4

Beautiful Log Home

  • 3
  • 6
  • 3 nights min

$149

Details

1 / 11

Easter Week Special! Ski-in/out Luxury 3 Bdrm 3 Bath Okemo Condo at JacksonGore

  • 4
  • 10
  • 2 nights min

$492

Details

1 / 21

Quiet Hillside 5 Bedroom Carriage House W/4 Baths

  • 5
  • 10
  • Min stay varies

$199

Details

1 / 10

Hugging Bear Inn - Tower Room

  • 1
  • 2
  • 1 night min

$119

Details

1 / 21

Secluded, Spectacular House with Mount Ascutney Vi

  • 5
  • 12
  • Min stay varies

$348

Details

1 / 24

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

  • 2
  • 6
  • 2 nights min

$348

Details

1 / 10

Vermont Farmhouse Rooms to share

  • 1
  • 2
  • 2 nights min

$60

Details

1 / 62

Blue Door Farm - SKI! Bromley 4mi., Magic 5mi., Stratton 14mi., Okemo 19mi.

  • 6
  • 16
  • Min stay varies

$232

Details

1 / 27

Tasteful ski condo close to the Village w/ shared pool & winter shuttle access

  • 3
  • 8
  • Min stay varies

$118

Details

1 / 32

Cozy room with homemade breakfast

  • 1
  • 2
  • 1 night min

$76

Details

1 / 12

Classic Vermont Farmhouse

  • 5
  • 14
  • 2 nights min

$310

Details

1 / 26

25 Acre Mtn Playground, 2 Bd, Great Ski Access, Close to Okemo, VAST trails

  • 2
  • 6
  • Min stay varies

$125

Details

1 / 17

**Spectacular Green Mtn Natl Forest Retreat **

  • 5
  • 10
  • 7 nights min

$501

Details

1 / 31

Inviting, spacious, and dog-friendly cabin, close to town & ski resorts!

  • 5
  • 12
  • Min stay varies

$300

Details

1 / 31

Comfortably furnished condo w/shared seasonal pool, on shuttle route to skiing!

  • 3
  • 8
  • Min stay varies

$124

Details

1 / 6

Cozy condo w/ shared seasonal pool, mountain views, & winter shuttle to Okemo!

  • 3
  • 8
  • Min stay varies

$144

Details

1 / 27

Duplex w/ indoor hot tub & close to the slopes - long-term renting available

  • 4
  • 12
  • Min stay varies

$114

Details

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