Our mobile site is optimized for smaller screens.

TRY IT NO THANKS
Advanced Search

      Seasonal Rentals

      Find your seasonal vacation rental in the heart of the Okemo Valley! If trailside life is what you're looking for, Okemo Mountain Resort features the largest collection of ski-in, ski-out vacation homes in the East with great amenities for the whole family apres ski. Village and country ski homes offer more breathing room, yet easy and quick access to skiing.

      Our seasonal rental inventory is constantly changing from spring to early fall into winter. We have new listings coming in and will have many for you to choose from. Typically, the winter rental season is from November 15 thru April 15. One of our experienced agents can help you find the rental that is just right for you and your family.

      For over 50 years, one of our strengths here at Mary W. Davis Realtor has been matching families with winter seasonal rental condos and homes both on and off Okemo Mountain. As one of the leaders in the local market, we suggest that if you are interested, contact us early to lock in the perfect winter ski rental.

      Browse Our Season Rentals in Okemo

      Click Here To Streamline Your Rental Search!
      When you sign up for a seasonal rental search, you will receive up-to-the-minute emails when new listings become available. Listings for the next ski season are coming in, sign up to ensure you find just the right place. The process is free and easy -- begin by becoming a member and then fill out the search criteria. It only takes a moment!

      Contact us to schedule a showing or if you have any questions.

      Search Smarter - Create an account to save favorite listings and to receive email notifications when similar listings become available.

      Seasonal Rental - 410

      104 Lower Loop, Ludlow, VT 05149

      Rental Price$40,000The price has recently decreased

      Listing Number RENT410

      • Non-MLS Vacation Rentals
      • Property Name Seasonal Rental - 410
      • Beds 4
      • Total Bathrooms 5.00

      Located in Okemo’s "West Village," an upscale neighborhood of single-family homes, with deeded access and a short walk to Sachem ski trail. The master suite renovations include new flooring, whirlpool tub, new vanities, fixtures and a tiled shower. Other fine upgrades include an additional suite in the lower level and a loft off the master bedroom. The renovated family room has a vaulted ceiling with a 1 3/4 story "Glimmerstone" fireplace, a wet bar, a murphy bed and a game corner. Other attractive features include a wrap-around deck with hot tub, a screened-in porch for outdoor dining, a custom ski room and sauna. Bedding, linens, kitchen and dining supplied. Bedroom #1: King  Bedroom #2: 1 Twin  Bedroom #3: King  Bedroom #4: 2 Sets of Bunks, Additional: Den with Murphy Bed, Loft with Queen Terms: 50% deposit upon signing lease, balance by October 15, 2017 with deposits ($4,000. security + $7,000. utility). The seasonal lease dates are November 15, 2017 to April 15, 2018. Snow removal by owner, trash removal by renter. Renter to pay utilities (phone, electric, fuel, cable, Wifi). No pets. No smoking, please. (RENT410)

      Listed by Mary W. Davis Realtor & Associates, Inc.

      {$agent->Name}

      Mary W. Davis Realtor & Associates, Inc.
      Ludlow Shopping Center | P.O. Box 419
      Ludlow VT, 05149
      Office: 802-228-8811

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.90% last updated on 2017-08-10

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      Seasonal Rental - 102

      275 Solitude Road, Ludlow, VT 05149

      Rental Price$38,000The price has recently decreased

      Listing Number RENT102

      • Non-MLS Vacation Rentals
      • Property Name Seasonal Rental - 102
      • Beds 3
      • Total Bathrooms 4.00

      Luxury Solitude Village O-302 Be slopeside this coming winter on Okemo's Sidewinder Trail in a spacious 3-bedroom Solitude Village villa! Gas forced hot water baseboard heat. Partial bedding is supplied, kitchen and dining supplied. Bedroom #1 - king bed; Bedroom #2 - queen bed, Bedroom #3 - 2 bunks. Two pull-out sofa beds - one queen, 1 double. Terms: 50% deposit upon signing lease, balance by October 15, 2017 with security deposit ($4,800.) and utility/phone/electric deposit ($500.00). The seasonal lease dates are November 15, 2017 to April 15, 2018. Tenant pays for phone service and electric. Heat, hot water and cable are included. Snow and trash removal by owner/condo association. No smoking; no pets please. (RENT102)  

      Listed by Mary W. Davis Realtor & Associates, Inc.

      {$agent->Name}

      Mary W. Davis Realtor & Associates, Inc.
      Ludlow Shopping Center | P.O. Box 419
      Ludlow VT, 05149
      Office: 802-228-8811

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.90% last updated on 2017-08-10

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      Seasonal Rental - 396

      322 The Hill, Cavendish, VT 05142

      Rental Price$33,000The price has recently decreased

      Listing Number RENT396

      • Non-MLS Vacation Rentals
      • Property Name Seasonal Rental - 396
      • Beds 5
      • Total Bathrooms 4.00

      Charming, spacious, luxury log cabin retreat awaits your ski crew!  Breakfast menu includes  a long distance view of Okemo and for dinner incredible sunsets!  The house is equipped with “whole house” lighting, upon arrival one button and the house is ready for action. The open concept living/dining/kitchen will be the entertainment center to enjoy family and friends. The gourmet kitchen will inspire creative winter meals and perfect pancakes for hungry skiers. Relax tired muscles on the back deck in the hot tub while you star gaze.  The large game room with wet bar will keep folks busy while others chat upstairs in front of the stone fireplace.  Your cars will be pampered in the two-car garage, no more chipping ice off the windshield! Near the VAST trail. This is a house that will be hard to leave! Bedding, linens, kitchen and dining provided. Bedroom #1-Queen, Bedroom #2- Queen, Bedroom #3- Queen, Bedroom #4- 2 Twins, Bedroom #5- 2 Sets of Twin Bunks, Additional- Sleep Sofa Terms: 50% deposit upon signing lease, balance by October 15, 2017 with deposits ($3,300. security, $4,000 utility). The seasonal lease dates are December 1, 2017 to April 15, 2018. Also available: Jan 3 - April 3 for $24,500, start date negotiable. Utilities include electric, propane, cable and wifi. Snow and trash removal by renter, plowing contract in place, not included in utility deposit. Pets considered per owner’s approval and extra deposit.

      Listed by Mary W. Davis Realtor & Associates, Inc.

      {$agent->Name}

      Mary W. Davis Realtor & Associates, Inc.
      Ludlow Shopping Center | P.O. Box 419
      Ludlow VT, 05149
      Office: 802-228-8811

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.90% last updated on 2017-08-10

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      Seasonal Rental - 349

      Ludlow, VT 05149

      Rental Price$26,000The price has recently decreased

      Listing Number RENT349

      • Non-MLS Vacation Rentals
      • Property Name Seasonal Rental - 349
      • Beds 4
      • Total Bathrooms 4.00

      Okemo Village Townhouse Unit A-6  The ideal floor plan, end unit with four-bedrooms and four bathrooms. The ideal location only steps to the Clock Tower base lodge. Bedding, linens, kitchen, dining and firewood supplied.  Bedroom #1: Queen  Bedroom #2: Queen  Bedroom #3: 2 Twins  Bedroom #4: Bunk bed with twin top and queen bottom, futon 50% deposit upon signing lease, balance by October 15, 2017 with deposits ($2,600. security + $3,500. utility). The seasonal lease dates are November 15, 2017 to April 15, 2018. Snow & Trash removal by association. Tenant to pay utilities (phone, electric, propane, cable, internet, Wifi). Pets will be considered with additional $1000 deposit. No smoking, please.

      Listed by Mary W. Davis Realtor & Associates, Inc.

      {$agent->Name}

      Mary W. Davis Realtor & Associates, Inc.
      Ludlow Shopping Center | P.O. Box 419
      Ludlow VT, 05149
      Office: 802-228-8811

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.90% last updated on 2017-08-10

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      Seasonal Rental 379

      Ludlow, VT 05149

      Rental Price$23,000The price has recently decreased

      Listing Number RENT379

      • Non-MLS Vacation Rentals
      • Property Name Seasonal Rental 379
      • Beds 1
      • Total Bathrooms 1.00

      Beautiful penthouse unit overlooking the Solitude trail system, offering wonderful views and direct slope access. Private ski locker. Elevator service to slopes, restaurant and community amenities. Community amenities include indoor / outdoor pool, hot tubs, fitness room, game room, locker rooms and sauna. Rental rate includes heat, hot water, cable and WIFI. Bedding, linens, dining and kitchen supplied. Bedroom #1: King; Living Room: Pullout Sofa Terms: 50% deposit upon signing lease, balance by October 15, 2017 with deposits ($2,300. security + $1,000. utility). Utilities include phone and electric. The seasonal lease dates are November 15, 2017 to April 15, 2018. Trash and snow removal are included. No pets, please. (RENT379)

      Listed by Mary W. Davis Realtor & Associates, Inc.

      {$agent->Name}

      Mary W. Davis Realtor & Associates, Inc.
      Ludlow Shopping Center | P.O. Box 419
      Ludlow VT, 05149
      Office: 802-228-8811

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.90% last updated on 2017-08-10

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      Seasonal Rental - 383

      19 White Loop, Ludlow, VT 05149

      Rental Price$20,000The price has recently decreased

      Listing Number RENT383

      • Non-MLS Vacation Rentals
      • Property Name Seasonal Rental - 383
      • Beds 2
      • Total Bathrooms 2.00

      Winterplace A-202  A two-bedroom, 2 full bath condo located steps from the A and B lifts and close to the pool house with sauna and hot tubs. Delightfully decorated with a view! Bedding, linens, kitchen and dining supplied.  Bedroom #1: Queen  Bedroom#2: 2 Sets of Bunks (3 singles & full)  Living Room: Sleeper Sofa Terms: 50% deposit upon signing lease, balance by October 15, 2017 with deposits ($2,000 security and $2,000. utility). The seasonal lease dates are November 15, 2017 to April 15, 2018. Tenant pays utilities: electric, gas, cable and WIFI. Pool passes are not included in the lease. Snow and trash removal by owner/condo association.Tenant to take trash to dumpster. No smoking; no pets please. (RENT 383)

      Listed by Mary W. Davis Realtor & Associates, Inc.

      {$agent->Name}

      Mary W. Davis Realtor & Associates, Inc.
      Ludlow Shopping Center | P.O. Box 419
      Ludlow VT, 05149
      Office: 802-228-8811

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.90% last updated on 2017-08-10

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      Seasonal Rental - 378

      745 Chapman Road, Ludlow, VT 05149

      Rental Price$19,000The price has recently decreased

      Listing Number RENT378

      • Non-MLS Vacation Rentals
      • Property Name Seasonal Rental - 378
      • Beds 4
      • Total Bathrooms 4.00

      Enjoy a true Vermont setting in this amazing Timber frame home. Open main level floor plan with custom kitchen, wood-burning fireplace and sliders to deck with hot tub. Upper level with three bedrooms includes master suite. Finished basement for the kids! Kitchen, Dining, Bedding and Linens all supplied. Shorter rental term is availble, see below. Bedroom #1: Master suite with Queen and full bath  Bedroom #2: Queen  Bedroom #3: Double, Single, Queen   Bedroom #4: 1 Bunk Bed with double, 1 trundle, sleeper sofa Terms: 50% deposit upon signing lease, balance by October 15, 2017 with deposits ($2,500 security + $5,000. utility). The seasonal lease dates are December 1, 2017 to April 15, 2018. Also available to rent from January 8, 2018 to April 15, 2018 for $15,000. Snow & Trash removal by tenant, contract with caretaker in place, cost is part of utility estimate/deposit. Tenant to pay utilities (electric, fuel, WiFi, Direct TV). No pets, no smoking, please.

      Listed by Mary W. Davis Realtor & Associates, Inc.

      {$agent->Name}

      Mary W. Davis Realtor & Associates, Inc.
      Ludlow Shopping Center | P.O. Box 419
      Ludlow VT, 05149
      Office: 802-228-8811

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.90% last updated on 2017-08-10

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      Seasonal Rental - 385

      90 Smoke Rise, Ludlow, VT 05149

      Rental Price$18,000The price has recently decreased

      Listing Number RENT385

      • Non-MLS Vacation Rentals
      • Property Name Seasonal Rental - 385
      • Beds 3
      • Total Bathrooms 3.00

      A super quick drive to the base lodge, this Gassetts Group built house is nestled in a wooded setting. Bedding, linens, kitchen and dining supplied. Bedroom #1: Queen  Bedroom #2: Queen  Bedroom #3: Two Twins and a Set of Bunks Terms: 50% deposit upon signing lease, balance by October 15, 2017 with deposits ($1,950 security + $3,500. utility). The seasonal lease dates are November 15, 2017 to April 15, 2018. Snow & Trash removal by tenant, estimated cost $500, contract in place. Tenant to pay utilities (electric, propane, phone, cable/ Wifi). Will consider pets with additional deposit. No smoking, please. (Rent 385)

      Listed by Mary W. Davis Realtor & Associates, Inc.

      {$agent->Name}

      Mary W. Davis Realtor & Associates, Inc.
      Ludlow Shopping Center | P.O. Box 419
      Ludlow VT, 05149
      Office: 802-228-8811

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.90% last updated on 2017-08-10

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      Seasonal Rental - 407

      7 LaCava Lane, Ludlow, VT 05149

      Rental Price$18,000The price has recently decreased

      Listing Number RENT407

      • Non-MLS Vacation Rentals
      • Property Name Seasonal Rental - 407
      • Beds 4
      • Total Bathrooms 3.00

      A modern contemporary home 4 minutes to downtown Ludlow with nice views of Okemo.  Built by skiers, this home has an exterior ski closet, open and bright kitchen/living area with a beautiful stone fire place. A perfect home to hunker down in after a day on the slopes.  Creative bedding options work well for accommodating friends and family. Bedding, linens, kitchen and dining all supplied.  Bedroom #1: Queen  Bedroom #2: Queen  Bedroom #3: Twin Bunk plus Twin  Bedroom #4: Twin Bunk with Trundle, Full  Terms: 50% deposit upon signing lease, balance by October 15, 2017 with security deposit ($1,700.) and utility/phone/electric deposit ($4000.00). The seasonal lease dates are November 15, 2017 to April 15, 2018. Tenant pays for utilities: electric, gas, cable. Snow and trash removal by renter, est cost $900. Pets will be considered with additional deposit. No smoking. (Rent407)

      Listed by Mary W. Davis Realtor & Associates, Inc.

      {$agent->Name}

      Mary W. Davis Realtor & Associates, Inc.
      Ludlow Shopping Center | P.O. Box 419
      Ludlow VT, 05149
      Office: 802-228-8811

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.90% last updated on 2017-08-10

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      Seasonal Rental - 399

      17 High Street, Ludlow, VT 05149

      Rental Price$16,500The price has recently decreased

      Listing Number RENT399

      • Non-MLS Vacation Rentals
      • Property Name Seasonal Rental - 399
      • Beds 3
      • Total Bathrooms 3.00

      A cute village home located on Okemo’s Shuttle Route, this classic bungalow house has a modern twist with a special master suite/family room addition upstairs.  A working fireplace in the living room is rare for a village home. Plenty of parking and a large yard for apres ski activities.  Walking to local restaurants and shops and sitting on the charming front porch are just some of the attributes associated with village living.  The main level has an open living/dining room design that works well for social gatherings. Kitchen with entry, two bedrooms.and a family room complete the main level. The vaulted upper level features the spacious master suite: bedroom, full bath, sitting room with another full bath and laundry. Master has views of Okemo so you can check out trail conditions first thing in the morning… Bedding, linens, kitchen and dining supplied. Bedroom #1: King  Bedroom #2: Queen  Bedroom #3: Queen  Add'l sleeper sofa Terms: 50% deposit upon signing lease, balance by October 15, 2017 with deposits ($1,500. security, $3,500 utility). The seasonal lease dates are November 15, 2017 to April 15, 2018. Utilities include electric, fuel, cable and WiFi. Snow and trash removal by renter, $20/plow, $50/month for trash. No pets, no smoking please.

      Listed by Mary W. Davis Realtor & Associates, Inc.

      {$agent->Name}

      Mary W. Davis Realtor & Associates, Inc.
      Ludlow Shopping Center | P.O. Box 419
      Ludlow VT, 05149
      Office: 802-228-8811

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.90% last updated on 2017-08-10

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      Seasonal Rental - 393

      25 Trailside Road, Ludlow, VT 05149

      Rental Price$15,000The price has recently decreased

      Listing Number RENT393

      • Non-MLS Vacation Rentals
      • Property Name Seasonal Rental - 393
      • Beds 4
      • Total Bathrooms 2.00

      On Okemo Mountain. Four-bedroom chalet just minutes from the base lodge. Nice open floor plan. Guest living spaces. Separate family room with pool table and ping pong table. Bedding and linen not supplied. Dining and kitchen supplied.  Bedroom #1: King  Bedroom #2: Two Twins  Bedroom #3: 2 Bunks  Bedroom #4: One Bunk, One Twin Terms: 50% deposit upon signing lease, balance by October 15, 2017 with deposits ($1500. security + $4000. utility). The seasonal lease dates are November 15, 2017 to April 15 2018. Snow &  removal by owner, trash removal by tenant. Tenant to pay utilities (electric, fuel, cable, wifi). No pets, no smoking, please.

      Listed by Mary W. Davis Realtor & Associates, Inc.

      {$agent->Name}

      Mary W. Davis Realtor & Associates, Inc.
      Ludlow Shopping Center | P.O. Box 419
      Ludlow VT, 05149
      Office: 802-228-8811

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.90% last updated on 2017-08-10

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      Seasonal Rental - 413

      68 Johnson Loop, Ludlow, VT 05149

      Rental Price$15,000The price has recently decreased

      Listing Number RENT413

      • Non-MLS Vacation Rentals
      • Property Name Seasonal Rental - 413
      • Beds 4
      • Total Bathrooms 2.00

      Lovely home on Okemo Mountain — built by the current owners and full of updates, including an all-new gas heating system installed in 2016. A short walk to the base area makes skiing and snowboarding incredibly convenient, and coming home to the cozy house at the end of each day is wonderfully stress-free. Additionally, driving into town takes just a couple of minutes, where you can find a long list of amazing restaurants and other amenities. Bedding, linens, kitchen and dining provided. Bedroom #1: Queen  Bedroom #2: Full  Bedroom #3: Bunk (2 Twins)  Bedroom #4: 2 Twins Terms: 50% deposit upon signing lease, balance by October 15, 2017 with deposits ($1,000. security + $3,500. utility). The seasonal lease dates are November 15, 2017 to April 15, 2018. Snow and trash removal by renter. Renter to pay utilities (electric, propane, cable, Wifi). TV, Cable and Phone are not currently set up. Prices included in utility cost, though. No pets. No smoking, please. (Rent 413)

      Listed by Mary W. Davis Realtor & Associates, Inc.

      {$agent->Name}

      Mary W. Davis Realtor & Associates, Inc.
      Ludlow Shopping Center | P.O. Box 419
      Ludlow VT, 05149
      Office: 802-228-8811

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.90% last updated on 2017-08-10

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.