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 TPW Real Estate.

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200 Eagle Rise #15 Manchester VT 05254

MLS Number 4781194

  • Rentals
  • Bedrooms 3
  • Bathroom 3
  • Lease Monthly
  • Subdivision Eagle Rise

Winter Season In Vermont! Beautiful Eagle Rise home now available for Winter Rental. Great location with awesome views. Completely furnished. Enjoy all that Manchester and the Mountains have to offer for the Winter Season.Deck off the dining area offers great BBQ area and great views. Master bedroom ensuite. Bright first floor living room with flat screen tv. Downstairs living room offers sleeping for two on a pull out sofa. Nice dining area and a breakfast counter as well. Available for 3-5 months.

Listed by Elliott Nachwalter of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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2 Black Bear/Quarter Mile Stratton VT 05155

MLS Number 4780198

  • Rentals
  • Bedrooms 3
  • Bathroom 2
  • Lease Seasonal

Winter 19/2020 is coming fast! and its going to be awesome!!.. why wait any longer-- this is a perfect affordable cozy condo..and a Great location - Just a short distance from your front door or take the shuttle to Stratton Mountain Resort. These are the original classic Stratton Condos - a great skiing experience. Nicely decorated with mudroom entry, 3 bedrooms, sleeps 8+ comfortably. Easy open kitchen and living room in a cozy warm atmosphere. Easy Peasy.. why fuss elsewhere?

Listed by Wilkie Bushby of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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212 Ormsby Hill Manchester VT 05254

MLS Number 4778708

  • Rentals
  • Bedrooms 5
  • Bathroom 5
  • Lease Monthly

**PRICE DROP! Now available for $5,500.00 per month... This is where you want to spend the Winter Season. Located in the Village at Ormsby Hill, this 5 bedroom, 5 bath spectacular home with vaulted ceilings and lots of room for large groups. Master suite on the main floor along with a formal dining room and breakfast nook. Two guest bedrooms ensuite on the upper level. Two guest bedrooms ensuite on the lower level along with the den. Spectacular views abound of the Green Mountain National Forest. Conveniently located for all that Manchester and the Mountains have to offer.

Listed by Elliott Nachwalter of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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2357 Richville Manchester VT 05255

MLS Number 4777312

  • Rentals
  • Bedrooms 3
  • Bathroom 2
  • Lease Monthly

Charming three bedroom (sleeps 6) furnished quintessential Vermont Farmhouse. Available for 1-2 months for 2019-2020 Winter Season. Also available for Vermont 2020 Summer Festival Horse Show 4-6 weeks. This is a smoke free, no pet home...

Listed by Dan DeMasi and Elliott Nachwalter of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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49 Vaughn Farm Manchester VT 05255

MLS Number 4776362

  • Rentals
  • Bedrooms 4
  • Bathroom 3
  • Lease Monthly

JUST LISTED! Great Torbank condo with amazing Mt. Equinox views. Available for Winter Season starting 11-15-2019! This Torbank Townhouse features three bedrooms, updated kitchen and open living area with sliding glass doors out to the deck. Come home to Torbank after a day of skiing and relax in front of the wood burning fireplace. Torbank is close to the town of Manchester for shopping, dining, and more. Make this home your winter getaway!

Listed by Elliott Nachwalter of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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1226 East Ash Plymouth VT 05056

MLS Number 4775288

  • Rentals
  • Bedrooms 3
  • Bathroom 3
  • Lease Seasonal

Winter seasonal lease available beginning Nov. 1 to April 15, 2020. Fully appointed, tastefully decorated and furnished three bedroom, three bath condominium perfect situated between Okemo and Killington Mountains. $14000 plus utilities deposit $3000 and security deposit $1400 due prior to rental starting. Cozy living room with fireplace and lovely western views to capture sunsets. If you are looking to ski this winter at Okemo and Killington, come check out this condominium.

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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99 Lake Pauline Ludlow VT 05149

MLS Number 4775283

  • Rentals
  • Bedrooms 2
  • Bathroom 1
  • Lease Seasonal

Winter seasonal rental available November 1, 2019 to April 30, 2020. Winter seasonal price $10,500 plus utility deposit $2,000 and security deposit $1,500. Super close to Okemo's Jackson Gore parking area 1.9 miles away. Perfect for those looking for an affordable rental and a convenient winter location. Two bedrooms, one bath, cozy living area with pellet stove. Galley kitchen. Easy to maintain and ready for the upcoming winter ski season at Okemo!

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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341 Cy Parker Mount Holly VT 05758

MLS Number 4774312

  • Rentals
  • Bedrooms 3
  • Bathroom 3
  • Lease Seasonal

Wonderful country home for seasonal rental in the Belmont/Mount Holly area. Rent this secluded home with room for many to enjoy. The open-concept main level has a wood stove to keep everyone cozy after a day of skiing or snowmobiling. With the snowmobile trail just up the road and a garage to store your sleds, it doesn't get much better. There are three bedrooms including a master suite plus a sleeping loft. The lower level will be partially finished for kids to play. Sorry...No pets. Don't miss this opportunity to enjoy a Vermont Winter!

Listed by Tyleen Murray of Kelley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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7 Balsam Stratton VT 05155

Stratton, VT7 Balsam

Rental Price$35,000

MLS Number 4773847

  • Rentals
  • Bedrooms 4
  • Bathroom 4
  • Lease Seasonal

2019-2020 Seasonal Rental, Fantastic 4BR/4BA Treetop townhome with direct trail access. Plenty of room in the Living, Dining and Kitchen area. Gather round the soaring stone fireplace or soak in the outdoor hot tub. Make Stratton Vermont your home away from home this winter!

Listed by Karin Hardy of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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F6 Cobble Ridge Winhall VT 05340

MLS Number 4773795

  • Rentals
  • Bedrooms 3
  • Bathroom 3
  • Lease Seasonal
  • Subdivision Piper Ridge

AVAILABLE FOR 2019/2020 SEASON. This Piper Ridge unit has stunning views. It has the perfect mudroom/entryway to store all your equipment and outerwear after the long day on the slopes. Inside is a newly renovated kitchen with marble counter-tops, all new stainless steel appliances breakfast bar with seating for 4. A large open living room with many windows to enjoy the mountain view , wood burning fireplace, flat screen TV. This is the perfect home for those who have a working vacation; this home provides a single office in the loft. The den has a queen sofa sleeper. This home has three full baths and an indoor hot tub. Large deck with grill for outdoor cooking. Bedroom setup is Master: King Bed, Bedroom: King Bed, Bedroom: 2 Twin beds, Loft: Twin Sofa Sleeper.Piper Ridge has a shuttle bus to the Stratton resort village, and a sports center clubhouse with indoor pool, gym, racquetball, and lounge. Less than 3 miles from Stratton and fully serviced via shuttle on all weekends and holidays during the winter ski season!

Listed by Christopher Cummings of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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166 Windy Mount Holly VT 05758

MLS Number 4772830

  • Rentals
  • Bedrooms 5
  • Bathroom 5
  • Lease Seasonal
  • Acreage 111

Winter seasonal available November 15, 2019 to April 15, 2020. Enjoy beautiful family-owned home on over 100 acres, minutes from Jackson Gore and Okemo. “Windy Hill” at the base of Salt Ash Mountain offers commanding views of Okemo and the Appalachian Trail in picturesque Mount Holly. Enjoy winter in a comfortable, family friendly 200-year- old restored farmhouse complete with antiques and modern amenities to make your vacation stay both charming and comfortable. Features: 5 bedrooms, 5 full baths, fully equipped chef's kitchen with restaurant grade gas range, Dacor double ovens, dining room that seats 10, living room with cable TV, wifi, indoor heated swimming pool room-great for yoga as well with views of surrounding mountains and fields. Gas grille, wrap around deck for spectacular sunsets of fields, forest and the Green Mountains. Enjoy hiking, cross country skiing, snowshoeing, tobogganing and sledding right on the 111 acres. Tenants must be swimmers. No fireplace. Tenant needs to be vetted by the landlord. 8 to 10 occupants. $5000 utility deposit plus $2000 security deposit.

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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

35 Sugar Bush Stratton VT 05155

MLS Number 4770782

  • Rentals
  • Bedrooms 5
  • Bathroom 5
  • Lease Seasonal

One Gorgeous Winter Retreat. Less than 5 minutes to the slopes and you are in complete luxury. A huge living room and Dining Room and Kitchen area..Wood burning Fireplace to make this cozy retreat warm and fun. 5 bedrooms (3 en suite), 4.5 bathrooms, game room- Ping Pong and Fusball.. Big deck and Hot tub and views of Stratton in Winter. For lots of fun and lots of friends. Definitely worth a look.

Listed by Wilkie Bushby of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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

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Copyright 2019 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 October 18, 2019.