Southern Vermont Winter Rentals

Scroll down to find all winter rentals available in Southern Vermont. Find a variety of listings rentals near Manchester, Stratton, Mount Snow, and the surrounding area. You may also be interested in viewing all Southern VT vacation rentals

Winter Season Rentals in Vermont

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Summer | Vacation | Slopeside | Ski Resort | Waterfront | Golf Courses

735 Main Street Chester VT 05143

Chester, VT735 Main Street

Rental Price$13,500

For Rent

MLS Number 4873778

  • Rentals
  • Bedrooms 4
  • Bathroom 3
  • Lease Term Seasonal
  • Utilities Internet - Cable

WINTER SEASON RENTAL!! ...Lovely antique home within walking distance of Chester Village. Clean & comfortable. Within 30 minutes of Okemo, Magic and Bromley Mountains which allows for a variety of outdoor activities. All utilities except rubbish removal are paid by the owner. $13,500.00 plus deposit for winter season December 1 - April 30. References and credit check required.

Listed by Joan Morey of Barrett and Valley Associates, Inc/Chest

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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155 Wall Street Springfield VT 05156
For Rent

MLS Number 4872159

  • Rentals
  • Bedrooms 2
  • Bathroom 1
  • Lease Term Monthly
  • Utilities Internet - Cable

WINTER SEASONAL RENTERS!!! Available November 1, 2021 thru April 30, 2022. Cozy 2 bedroom home located in Springfield, VT. Half hour drive to Okemo Mountain Ski Resort. Close to I-91, shopping, and dining. This home offers 2 bedrooms, livingroom, breakfast nook, sunporch and one car garage. Rental includes all utilities and is fully furnished. $2,200.00 per month or $12,000.00 for entire 6 months.

Listed by Joan Morey of Barrett and Valley Associates, Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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35 Stevens Road Cavendish VT 05142
For Rent

MLS Number 4861006

  • Rentals
  • Bedrooms 4
  • Bathroom 3
  • Lease Term Monthly
  • Acreage 40

Welcome to this lovely historic farm house overlooking an amazing beaver pond with fantastic sunsets! Wait till you see the photos!! Having been in the same family for 3 generations, these walls have many great stories to relay...so stay a while, relax and enjoy the many antiques and personal artwork throughout. The great room, with its picture windows, bringing the outside "in", will be the gathering spot for electronic entertainment with TV, Blu-Ray player (for NetFlix, Hulu, and more), DVD, VCR, CD and even a record player (what's that you say?). Both charming and cozy, quaint and comfortable, this "ole" house, with its original footprint dating back to 1790, has been continually updated and always lovingly maintained. The newest additions are the two "bonus" rooms above the garage with extra large windows and an outside deck to have the "best seat in the house" for watching the wildlife and stargazing! Close to Okemo (11 miles) and Killington (35 miles), you can make you own winter activities right out your front door for snowshoeing, XC skiing, hiking, VAST trail access and more.....AND you are conveniently close to Woodstock for dining or drop down the road to the Inn At Weathersfield....plus you are only 10 minutes from the highway to get you safely home! (Bed configuration: 1 queen, 2 full, 2 twins, 1 Q sofabed) This awesome home is now booked through April of 2022 - available for the month of May.....possibly longer term stays...just ask!

Listed by Diane Rousseau of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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122 High Meadow Way Manchester VT 05255
For Rent

MLS Number 4839757

  • Rentals
  • Bedrooms 4
  • Bathroom 4
  • Lease Term Monthly
  • Acreage 2.5

Available 06.01.2022 - 09.30.2022 and 01.01.2023 - 03.31.2023 Looking For A Fabulous Manchester Vt. Winter or Summer Rental? This home feels brand new and has location, location, location! Enjoy this lovely 4 bedroom Manchester home on an expansive 2.5 acre lot with conserved open meadows and views to the Green Mountains. The kitchen features all new soft-close cabinets and drawers, quartz counter tops and white subway tile back splash, all new stainless steel appliances and a cozy breakfast niche. The dining area has french doors out to the private patio with gas grill and incredible views. Easy access to the first floor bedrooms with a fully renovated shared bathroom. The cozy living room includes new hardwood floors and wood burning fireplace. The upstairs master suite offers vaulted ceilings and walk out to your own balcony. The master bathroom offers a walk in glass shower, soaking tub, dual sinks, quartz counters and all new tile floor. There is an additional bedroom and half bath located upstairs. The front hall has a closet for the laundry, powder room as well as direct access to a 2 car garage.

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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634 Equinox on the Battenkill Road Manchester VT 05254
For Rent

MLS Number 4664909

  • Rentals
  • Bedrooms 3
  • Bathroom 3
  • Lease Term Seasonal
  • Utilities Other

Winter Rental available for 2021/22 Season. This Equinox on the Battenkill unit comes furnished with mountain views. The main level features the kitchen and dining area and a spacious living room with a wood burning fireplace perfect for snowy winter days. Den with TV and plenty of seating. Full bathroom on main floor. Second floor has two large bedrooms with vaulted ceilings and 2 full bathrooms. Lower level offers a large family/media room, bunk room, and laundry room. Condo sleeps 12. Complex amenities include paddle tennis court. Close proximity to skiing Bromley and Stratton, located in Manchester village, down the hill from the Equinox Hotel. This is a winter seasonal rental, dates are December 1, 2021 - March 31, 2022.

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2021 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated August 4, 2021.