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Winter 25/26 Seasonal Rentals

The Okemo Mountain area has a wide variety of seasonal rentals with more slope-side rentals than any other mountain in the East.
Keep Checking back as we add additional seasonal rentals as they are available.
Feel free to sign up on our website / call our office to be sent an email each time a new rental is posted.


Winter 2025-2026 Seasonal Rentals


      Winterplace at Okemo O106 3 Bed 2 Bath $50000 11/14/25 - 4/13/25

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       Cavendish Country Home 4 Bed 2.5 Bath $18,000 11/14/25 - 4/13/26

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         Winterplace B301 2 Bed + Loft 3 Bath $50,000  11/14/25 - 4/13/26

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                       59 Upper Loop 4 Bed 3 Bath $55,000 12/5/25 - 4/13/26

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             Winterplace A102 2 Bed 2 Bath $42,000  11/14/25 - 4/13/26

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              Shunpike Road, Mount Holly  $18,000  11/28/25 - 4/13/26

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          Hawk Ledges 44 2 Bed 2 Bath     $18,000   11/14/25 - 4/13/26

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             Hawk Home 3 Bed 3 Bath $25,000  11/14/25 - 4/13/26                  

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         *********  RENTED   ************
         Ludlow Village Home 3 Bed 3.5 Bath $25000 11/14/25 - 4/13/26

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             ***********  RENTED  *************
             Ludlow Village Condo 3 Bed 2 Bath $25,000 11/14/25 - 4/13/26

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     *******  RENTED  **********
      Ludlow Village Rental 3 Bedroom 1.5 Bath $15,000  11/14/25 - 4/13/26

Looking for just a week or weekend stay?   Enjoy the experience of being part of a ski-town community, for a week or a weekend, when your plan for a winter vacation includes a stay in an on-mountain or Okemo Valley property. Sample the advantages of having your own mountain home this winter by booking a stay for your family and friends with one of our rental property partners listed below.  Many are available during the summer as well!

Open Door Vacation Rentals

Meadow Homes

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