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. If you have questions or would like to schedule a showing, contact us today!

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3381 Healdville, Mount Holly, VT 05758

MLS Number 4724723

  • Rentals
  • Bathroom 2
  • Bedrooms 2
  • Acreage 38
  • Lease Seasonal

Dates are flexible! Private 2+ bedroom home available for this Winter Season. Available December 15th to April 15th. Minutes to Okemo - VAST access. Watch the fireworks on Star Lake from your deck on New Years Eve. $6400 for the season, plus a $1000 security deposit, a $2660 utility deposit and a $200 cleaning fee.

Listed by Gail Graves-Beardmore of Engel & Volkers Okemo-Woodstock

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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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30 Little Brook, Winhall, VT 05340

MLS Number 4724567

  • Rentals
  • Subdivision Vermont Ventures
  • Bathroom 3
  • Bedrooms 4
  • Acreage 2.7

Rented for winter 2018/2019! This updated, comfortable 4 bedroom, 3 full bath home is located just minutes from Stratton Mountain. The main level offers an open living room, dining area, and a beautiful updated kitchen. The lower level has a small office, one bedroom with a queen bed, a full bathroom and the laundry area. Upstairs there are 3 more bedrooms, the Master bedroom with a king bed and full bathroom and 2 more bedrooms each with a queen bed and another bathroom to share. This beautiful home is tastefully and artistically furnished. Shared laundry. Some utilities included.

Listed by Andie Fusco and Mary Kate Grey of TPW Stratton

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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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831 Town Farm, Cavendish, VT 05142

MLS Number 4724015

  • Rentals
  • Bathroom 2
  • Bedrooms 3
  • Acreage 153
  • Lease Seasonal

Authentic late 1700's Stone Farmhouse available for the 2018/2019 Winter season. This 153 acre home sits on a quiet country road. 3 bedrooms, 1.5 bathrooms. Sleeping space for up to 8 people. Make Family Memories in this Vintage home with plenty of room for gatherings. Room for snowmobile storage and great access to the VAST! Located just 8 miles from Okemo Mountain and Ludlow Village. 26 miles to Killington Mountain.

Listed by Gail Graves-Beardmore of Engel & Volkers Okemo-Woodstock

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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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210 Williams, Londonderry, VT 05148

MLS Number 4714574

  • Rentals
  • Bathroom 3
  • Bedrooms 3
  • Acreage 2
  • Lease Seasonal

Hidden gem in Londonderry! This 3 bedroom 2.5 bath ranch is available starting December 15 for Winter 2018/2019. Short paved driveway provides easy access to Routes 100 and 11, Manchester or the mountains. Only 3 miles to Magic, 7 miles to Bromley and 12 miles to Stratton. This efficient home was built in 2011. It features a mudroom entry with main level laundry. Large kitchen leads to open dining and living room with cozy pellet stove. Master bedroom has a King bed, second room has a queen and the third bedroom features two twins. Soak up some rays in the southern facing sunroom. Linens and towels are included. Wifi and direct TV included. Caretaking and additional utilities not included.

Listed by Andie Fusco of TPW Stratton

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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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12 Terrace, Ludlow, VT 05149

MLS Number 4713004

  • Rentals
  • Bathroom 2
  • Bedrooms 3
  • Lease Seasonal

WINTER SKI SEASON RENTAL: Walking distance to town and the weekend ski shuttle to Okemo Mountain Resort! Park the car and enjoy the quiet location on cul-de-sac. Room for 2 cars MAX. Well appointed main level apartment, no stairs! Nice back deck to bar-b-que or look out at the slopes! Rental STARTS Nov 16 and runs through mid-April..$7000 PLUS ALL utilities: electric, heat, internet, tv. NO SMOKING in house! Pets NEGOTIABLE. NOT available by the Month; ONLY the FULL SEASON.

Listed by Don Eatmon of Kelley Real Estate, Inc.

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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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9 Murray Hill South, Manchester, VT 05255

MLS Number 4666544

  • Rentals
  • Subdivision Murray Hill South
  • Bathroom 3
  • Bedrooms 3
  • Lease Monthly

Welcome to Pine Haven! Desirable well furnished 3 Bedroom Murray Hill End Unit now available for this Winter Ski Season 2019/20. Enjoy all that Vermont has to offer for this coming winter season. Ski or Summer Vermont! Winter/Summer Rental at Murray Hill Townhouse... Conveniently located in Manchester, VT close to Bromley and Stratton Mountain ski areas. Shopping nearby. This three bedroom 2.5 bath furnished townhouse with woodburning fireplace has an additional sleeping loft for those weekend drop-ins. Available now for 2019-20 Winter Rental. Available for Vermont Summer Festival Horse Show 2019 7/1/- 8/15 4 weeks $ 2,500. 6 weeks $ 3,500. Summer Season 2019 Rental. Available for Summer and Fall rentals. Available year round!

Listed by Elliott Nachwalter of TPW Manchester

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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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8b Dogwood Trail, Stratton, VT 05155

Rental Price$34,000

MLS Number 4648510

  • Rentals
  • Bathroom 3
  • Bedrooms 3
  • Lease Seasonal

Winter Season Rental, Treetop at Stratton. SKI-IN and SKI-OUT to the Stratton Base Area from this 3 bedroom, 3 bathroom townhouse with private hot tub. One car garage, ski closet, wood burning fireplace, and beautiful mountain charm. Upscale furnishings and granite countertops in kitchen and bathrooms. Wood floors on main level with incredible views towards Bromley. Private shuttle bus from condo to base area, or ski to and from the Stratton village.

Listed by Chrissy Carroccio of TPW Stratton

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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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320 B Keith Hill, Londonderry, VT 05148

MLS Number 4637219

  • Rentals
  • Bathroom 1
  • Bedrooms 1
  • Lease Seasonal

Available 12/1/18.. for Winter Seasonal... or even a long term if you wanted.. priced accordingly. This is a meticulously maintained apartment. Lower unit. 1 very big bedroom. Is within easy access to all ski areas and Londonderry shopping in 10 minutes. Very affordable and easy living for this upcoming winter season. Owner is flexible on duration-- Either a full winter seasonal or long term. Please call with inquiries... flexible owner and willing to work with tenant. Heat and plowing included!! One of the few Seasonal units left for this season.. grab it while u can. might even be pet friendly......depending on the size of the monster.

Listed by Wilkie Bushby of TPW Stratton

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$
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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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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4591 Vt Rt 30, Jamaica, VT 05343

MLS Number 4632233

  • Rentals
  • Bathroom 2
  • Bedrooms 4
  • Lease Seasonal

JUST REDUCED--WON'T LAST LONG..This is a delightful Winter retreat. After a long fun day of skiing come home to this warm and cozy, meticulously maintained 4 bedroom home that is in great shape. Just 7 minutes from Stratton access Rd. Upstairs there are 3 bedrooms, kitchen, and living room with wood burning fireplace. Downstairs can be its own 1 bedroom unit with a splendid separate kitchen and living room space. If you want a nice, easy, comfortable winter for you and your family and friends... very close to Mountains... this is the house for you. At this price, it's a steal.

Listed by Wilkie Bushby of TPW Stratton

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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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320a Keith Hill, Londonderry, VT 05343

MLS Number 4605556

  • Rentals
  • Bathroom 2
  • Bedrooms 2
  • Lease Seasonal

Available for Winter Season '18-'19 from 11/15/18 to 4/14/19 This great 2 Bedroom 2 Bathroom home is located in a private setting. Single floor living. Apartment below is also occupied. Very private back deck with wooded view. Features a 1 car attached garage and extra parking in driveway. Very affordable and efficient winter seasonal rental for skiing close to Bromley, Stratton, Okemo, and just minutes from Magic Mountain. Fully equipped kitchen and home to suit all your needs! Come take a tour and see for yourself. Can't beat this price and location.

Listed by Wilkie Bushby of TPW Stratton

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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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38 Cobble Ridge, Winhall, VT 05340

MLS Number 4493084

  • Rentals
  • Elementary School Choice
  • Subdivision Piper Ridge
  • High School Choice
  • Junior High Choice

AVAILABLE FOR 2018/19 Season. Only three miles from Stratton and fully serviced via shuttle on all weekends and holidays during the winter ski season! There is a gorgeous sports center with an indoor pool, hot tub, workout room, sauna, racquetball court, pool table, table tennis, and some arcade games for the kids. Piper Ridge townhouses are located in a private community. It is one of the most beautiful locations at Stratton; a peaceful mountain setting with amazing mountain views.**Available for Winter Seasonal Rentals**

Listed by Chrissy Carroccio of TPW Stratton

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$
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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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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19 Betty Johnson, Winhall, VT 05340

MLS Number 4492376

  • Rentals
  • Bathroom 4
  • Bedrooms 5
  • Lease Seasonal

Rented for Winter 2018/19 Season. Views! Views! Views! Beautiful custom home with birch floors throughout the main level with radiant heat. Gourmet kitchen with breakfast bar. Open layout living/dining/kitchen. Main floor master bedroom with fireplace, jacuzzi tub, and steam room. 2 bedrooms upstairs, one queen, other with two twin beds. Full view of Bromley Mountain and Southern Vermont valleys. Lower level family room walks out to yard. Two additional bedrooms on lowest level with full bathroom. There is a 2 car attached garage and giant mud room with laundry and cubbies. Backup generator. Complete privacy at this end of road location and just minutes to Stratton Mountain Resort and restaurants in Bondville.

Listed by Chrissy Carroccio of TPW Stratton

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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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