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 60 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

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Seasonal Rental-327

295 Ghia Farm Road, Ludlow, VT 05149
Rented

Listing Number RENT327

  • Non-MLS Vacation Rentals
  • Bathroom 3
  • Bedrooms 4

Walk to The Sachem Trail.  This three bedroom plus loft ski house is ready for your family this coming ski season on Okemo Mountain. Only two houses in off the trail, this house offers a perfect launching pad for many happy family ski memories. Open main level with a nice woodstove for après festivities. This home has all the right ingredients for a fun winter. Plenty of parking for friends and family is a bonus. Bedroom #1:Queen, Bedroom #2: Queen, Bedroom #3: Queen, Loft: 4 Twins. Sleep sofa in Den. Bedding and linens are supplied. Kitchen is supplied. Oil Heat. Terms: 50% deposit upon signing lease, balance by October 15, 2013 with deposits ($2,500. Security and $3,000. Utility). The seasonal lease dates are November 15, 2013, to April 15, 2014. Snow and trash removal by tenant. Pets considered with additional deposit.

Listed by Mary W. Davis Realtor & Associates, Inc

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Main Office
Ludlow Shopping Plaza
213 Main Street, Suite 3
Ludlow VT, 05149
Office: 802-228-8811

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.46% last updated on Mar 8, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Seasonal Rental-107

Ludlow, VT 05149
Rented

Listing Number RENT107

  • Non-MLS Vacation Rentals
  • Bathroom 2
  • Bedrooms 3

Okemo Trailside Unit 13-C. Three bedroom plus loft townhouse end unit with direct trail access in the popular Okemo Trailside Community. Nice views of the Black River Valley. Bedroom #1-Queen, Bedroom #2 - two twins/king, Bedroom #3 - day bed with trundle, and Loft with 2 twins. Bedding and linens are supplied. Kitchen is supplied. Half cord of firewood supplied. Electric heat. Terms: 50% deposit upon signing lease, balance by October 15, 2017 with deposits ($1,600. Security / $3,000. Utility.). The seasonal lease dates are November 15, 2017 to April 15, 2018 less one week reserved for owner. Snow and trash removal by owner/association. No pets please.

Listed by Mary W. Davis Realtor & Associates, Inc

{$agent->Name}

Main Office
Ludlow Shopping Plaza
213 Main Street, Suite 3
Ludlow VT, 05149
Office: 802-228-8811

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.46% last updated on Mar 8, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Seasonal Rental - 118

2172 North Hill Road, Andover, VT 05143
Rented

Listing Number RENT118

  • Non-MLS Vacation Rentals
  • Bathroom 2
  • Bedrooms 4

Private Home in Andover, VT This Andover home is 8+/- miles to the Okemo Base Lodge. Owner provides firewood and tenant replaces what is used. Bedding/linens supplied by owner. Tenant responsible for trash removal and snow removal. Non-smokers please. Bedroom #1- King, Bedroom #2- 2 kings or 4 twins, Bedroom #3- 2 sets of bunks and Bedroom #4- 2 sets of bunks. Terms: 50% deposit upon signing lease, balance by October 15, 2017 with deposits ($2,000. security plus $4,000. utility). The seasonal lease dates are November 15, 2017 to April 15, 2018. Excluding 2 non-holiday weekends Thursday thru Sunday, mutually agreed upon reserved for owner. Tenant pays for heat, hot water, electric and phone. Snow and trash removal by tenant. No pets, please. No smoking.

Listed by Mary W. Davis Realtor & Associates, Inc

{$agent->Name}

Main Office
Ludlow Shopping Plaza
213 Main Street, Suite 3
Ludlow VT, 05149
Office: 802-228-8811

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.46% last updated on Mar 8, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Seasonal Rental - 364

110 Main Street, Ludlow, VT 05149
Rented

Listing Number RENT364

  • Non-MLS Vacation Rentals
  • Bathroom 2
  • Bedrooms 2

If you like fresh powder and an even fresher place to stay this winter, look no further… Everything is new in this wonderfully renovated, two-bedroom village apartment on the Okemo shuttle route. Quality craftsmanship and charming design: maple cabinetry, bamboo floors, solid surface countertops, and built-in cubbies by the door for all your equipment. New stainless steel appliances, new windows, newly outfitted kitchen and new beds make this the “freshest” place in town!  Walk to all the best downtown has to offer, shops, restaurants and more. The perfect ski getaway where you can jump on Okemo’s ski shuttle and hit the slopes early. Bedding, linens, dining and kitchen supplied. Bedroom #1: Queen, Bedroom #2: Twin over full bunk, Living room: Sleeper sofa Terms: 50% deposit upon signing lease, balance by October 15, 2015 with deposits ($1,000. security + $2750. utility). Utilities include oil heat, electric, cable and WIFI. The seasonal lease dates are November 15, 2015 to April 15, 2016. Tenant responsible for trash removal, owner responsible for snow removal. No pets, please. (RENT364)

Listed by Mary W. Davis Realtor & Associates, Inc

{$agent->Name}

Main Office
Ludlow Shopping Plaza
213 Main Street, Suite 3
Ludlow VT, 05149
Office: 802-228-8811

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.46% last updated on Mar 8, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Seasonal Rental - 396

322 The Hill, Cavendish, VT 05142
Rented

Listing Number RENT396

  • Non-MLS Vacation Rentals
  • Bathroom 4
  • Bedrooms 5

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 Jan 3 - April 3, start date negotiable. Also available: December 1, 2017 to April 15, 2018 for $33,000. 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}

Main Office
Ludlow Shopping Plaza
213 Main Street, Suite 3
Ludlow VT, 05149
Office: 802-228-8811

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.46% last updated on Mar 8, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Seasonal Rental - 108

Ludlow, VT 05149
Rented

Listing Number RENT108

  • Non-MLS Vacation Rentals
  • Unit Number F2
  • Bathroom 2
  • Bedrooms 2

Kettle Brook Unit F-2  End unit on south side of building in the Kettle Brook slopeside community, with balcony overlooking ski trail and pond. Open kitchen/dining/living area with fireplace. Lower bedroom with additional fireplace. Bedding and linens, dining and kitchen supplied. Bedroom #1: king,  Bedroom #2: queen bed plus one set of bunks, Living Room: queen-size sofa bed Terms: 50% deposit upon signing lease, balance by October 15, 2017 with security deposit ($2,000.). The seasonal lease dates are November 15, 2017 to April 15, 2018. Utilities to be in tenant's name and include electric, cable and WIFI, with an estimated cost $2,000. Owner/association responsible for snow and trash removal. Pets considered with additional deposit.

Listed by Mary W. Davis Realtor & Associates, Inc

{$agent->Name}

Main Office
Ludlow Shopping Plaza
213 Main Street, Suite 3
Ludlow VT, 05149
Office: 802-228-8811

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.46% last updated on Mar 8, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Seasonal Rental-112

43 Pleasant Street, Ludlow, VT 05149
Rented

Listing Number RENT112

  • Non-MLS Vacation Rentals
  • Bathroom 2
  • Bedrooms 4

Sweet and spacious on Pleasant Street in Ludlow. Four plus bedrooms with pull out sofa in first living room. Breakfast room, dining room, bar room and two living rooms. Bedding/linens supplied by owner. Complete kitchen. On Okemo shuttle route; convenient to Ludlow's Main Street. Bedroom #1: Queen, Bedroom #2: Full, Bedroom #3: 2 Twins, Bedroom #4:Queen and Twin, Additional: Pullout sofa in living room Terms: 50% deposit upon signing lease, balance by October 1, 2017 with security and utility deposits (Security $1,350. Utility $4,000.). The seasonal lease dates are November 15, 2017 to April 15, 2018. Tenant responsible for snow removal, fuel, electricity, phone and cable. Tenant to use bags and take trash to town dump. Will consider pets with additional deposit. No smoking please.

Listed by Mary W. Davis Realtor & Associates, Inc

{$agent->Name}

Main Office
Ludlow Shopping Plaza
213 Main Street, Suite 3
Ludlow VT, 05149
Office: 802-228-8811

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.46% last updated on Mar 8, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Seasonal Rental-147

7 Carpenters Point Road, Ludlow, VT 05149
Rented

Listing Number RENT147

  • Non-MLS Vacation Rentals
  • Bathroom 3
  • Bedrooms 3

Just Four Miles to Jackson Gore! Want to be close to the mountain without all the hustle and bustle? This rental is just the answer, located a bit north of Ludlow. A great location-minutes to Jackson Gore and access to Lake Rescue for fun winter activities. Bedding and Linens are supplied. Kitchen fully equipped. Bedroom #1- Queen, Bedroom #2- Queen, Bedroom #3- 4 twins, Lower Level- 2 sets of bunks. Terms: 50% deposit upon signing lease, balance by October 15, 2017 with deposits ($1,400. security, $4,000. utility). The seasonal lease dates are November 15, 2017 to April 15, 2018. Tenant pays for utilities (electric, propane, cable, WIFI and phone), and snow and trash removal. Will consider pets with additional deposit. (RENT147)

Listed by Mary W. Davis Realtor & Associates, Inc

{$agent->Name}

Main Office
Ludlow Shopping Plaza
213 Main Street, Suite 3
Ludlow VT, 05149
Office: 802-228-8811

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.46% last updated on Mar 8, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Seasonal Rental - 164

267 Okemo Ridge Road, Ludlow, VT 05149
Rented

Listing Number RENT164

  • Non-MLS Vacation Rentals
  • Complex Okemo Ridge #3
  • Unit Number Okemo Ridge #3
  • Bathroom 3
  • Bedrooms 3

Okemo Ridge Townhouse #3 Okemo Ridge is just a few steps from Kettle Brook Trail....ski or walk to the NASTAR Trail. Expansive windows show off this beautiful setting in this small complex of duplexes conveniently located on Okemo. Cathedral-ceilings in the open concept living area with a soaring stone fireplace, skylights and decks. A tri-level layout with the master suite on the upper floor. Bedding and linens supplied. Fully equipped kitchen. Snow and trash removal supplied by the association. Firewood supplied by the association. Bedroom #1- King, Bedroom #2- Queen, Bedroom #3- Set of bunks Terms: 50% deposit upon signing lease, balance by October 15, 2017 with deposit ($2,850. security). The seasonal lease dates are November 15, 2017 to April 15, 2018. Utilities to be put in tenant’s name. Snow and trash removal by owner/association. Pets considered per owner’s approval and extra deposit.

Listed by Mary W. Davis Realtor & Associates, Inc

{$agent->Name}

Main Office
Ludlow Shopping Plaza
213 Main Street, Suite 3
Ludlow VT, 05149
Office: 802-228-8811

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.46% last updated on Mar 8, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Seasonal Rental - 170

133 Okemo Trailside, Ludlow, VT 05149
Rented

Listing Number RENT170

  • Non-MLS Vacation Rentals
  • Complex Okemo Trailside
  • Unit Number 17E
  • Bathroom 2
  • Bedrooms 3

Okemo Trailside 17-E End unit with sunny wrap-around deck, fireplace in living room open to kitchen / dining. Very private and turn-key ready. Short walk to the Sachem Trail. Ample parking. Kitchen and linens supplied. Cable TV. Bedroom #1: Two sets of twin bunks, Bedroom #2: Queen, Bedroom #3: Two twin beds, Loft: Queen. Terms: 50% deposit upon signing lease, balance by October 1, 2017 with security deposit ($2,500.) and utility deposit ($4,000.). The seasonal lease dates are November 1, 2017 to April 30, 2018. Tenant pays for utilities: electric, phone, cable and WIFI. HOA pays for snow removal. Trash removal by tenant to dumpster.   (RENT170)

Listed by Mary W. Davis Realtor & Associates, Inc

{$agent->Name}

Main Office
Ludlow Shopping Plaza
213 Main Street, Suite 3
Ludlow VT, 05149
Office: 802-228-8811

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.46% last updated on Mar 8, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Seasonal Rental-194

Ludlow, VT 05149
Rented

Listing Number RENT194

  • Non-MLS Vacation Rentals
  • Complex Winterplace
  • Unit Number H-301
  • Bathroom 2
  • Bedrooms 2

Winterplace H-301 Right on the slopes! It just doesn’t get any better. This frontline 2 bedroom, 2 bathroom Winterplace unit is ready for family fun! Top-floor, end unit, views and just a great spot with an open living/dining/kitchen and fireplace. Kitchen is supplied, bedding and linens are not. Includes pool pass. Bedroom # 1 has a king bed; Bedroom #2 has bunk and twin. There is a pull out sofa in the living room. Terms: 50% deposit upon signing lease, balance by October 15, 2017 with deposits ($2,250 security and $1,000. utility deposits). The seasonal lease dates are November 15, 2017 to April 15, 2018. No sub-leasing of any kind. Snow removal by association. Tenant to pay utilities (electric, gas, cable, phone and WIFI). No pets please.

Listed by Mary W. Davis Realtor & Associates, Inc

{$agent->Name}

Main Office
Ludlow Shopping Plaza
213 Main Street, Suite 3
Ludlow VT, 05149
Office: 802-228-8811

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.46% last updated on Mar 8, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Seasonal Rental - 283

162 Okemo Trailside Ext, Ludlow, VT 05149
Rented

Listing Number RENT283

  • Non-MLS Vacation Rentals
  • Bathroom 3
  • Bedrooms 3

Okemo Trailside Condo 22-F Unique opportunity to split the season with the owner. A three-bedroom plus loft, end unit townhouse just steps from the trail. Sunny south end of building. Flat, easy walking access to the slopes. Long distance mountain views from wrap-around deck and hot tub. Open layout with a living room with fireplace and sliders to the deck. Kitchen is supplied, linens are not supplied. Bedroom #1: King, Bedroom #2: Queen, Bedroom #3: 2 sets of bunks (4 twins), Loft: two day beds (4 beds total). Terms: 50% deposit upon signing lease, balance by October 15, 2016 with deposits ($2,200. security and $1,500. utility). The seasonal lease dates are to be alternating weeks with owner, totaling ten full weeks, between November 15, 2016 and April 15, 2017. Professional cleaning required after each use. Tenant pays for utilities during use. Half cord of firewood included. Snow removal by owner/association. No smoking and pets please.

Listed by Mary W. Davis Realtor & Associates, Inc

{$agent->Name}

Main Office
Ludlow Shopping Plaza
213 Main Street, Suite 3
Ludlow VT, 05149
Office: 802-228-8811

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.46% last updated on Mar 8, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details