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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8b Dogwood Trail, Stratton, VT 05155

Rental Price$35,000

MLS Number 4648510

  • Rentals
  • Bathroom 3
  • Bedrooms 3

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

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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62 Landman, Jamaica, VT 05343

Rental Price$12,500

MLS Number 4507518

  • Rentals
  • Area Rural
  • Bathroom 2
  • Bedrooms 4

This private log cabin is located in a quiet setting and enjoys the luxuries to make your winter season a great one; including a washer / dryer, wood stove, BBQ grill, flat screen television, and fully equipped kitchen. All of this on a private property in close proximity to the ski resorts! This cabin is truly cozy, warm and fun for a family and friends to enjoy in all seasons... Summer, Fall and Winter. The owner is amenable to discuss variable lengths of stay and rates will be provided accordingly. Read: flexible and negotiable... and motivated!

Listed by Wilkie Bushby of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

This is a meticulously maintained apartment. Lower unit. 1 very big bedroom, suitable for 1 person, a couple, or a couple with a small child. Has a great view and 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 of winter stay and then will price accordingly. Please call with inquiries... flexible owner and willing to work with tenant to make it work. Heat and plowing included!!

Listed by Wilkie Bushby of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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Stratton West 2, Winhall, VT 05340

MLS Number 4633573

  • Rentals
  • Bathroom 1
  • Bedrooms 2

Stratton West lower unit. 1 queen bedroom and 1 bunk bed room. Very pleasant sitting/living room and Kitchen area... all looking out towards Bromley Mountain. On access rd 1/2 way up Stratton Mtn. Great location. Cool for summer getaway or for long term Winter 17/18 seasonal rental. Owner is flexible on duration and pricing. Very easy living, no maintenance. Please call with inquiries. Right place, right price.

Listed by Wilkie Bushby of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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 Vt Rt 30, Jamaica, VT 05343

MLS Number 4632233

  • Rentals
  • Bathroom 2
  • Bedrooms 4
  • Lease Seasonal

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, its a steal.

Listed by Wilkie Bushby of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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246 Brooklyn Rd., Mount Tabor, VT 05739

MLS Number 4611452

  • Rentals
  • Bathroom 3
  • Bedrooms 3
  • Acreage 50

Welcome to Mt. Tabor! A spectacular immaculate Vermont vacation home just 20 minutes from all that Manchester has to offer. Bring your family and your friends, memories are made here... This luxury, comfortable, beautifully decorated air conditioned home boasts 3 bedrooms and 3 bathrooms. With a gourmet light filled kitchen and breakfast bar. The main level houses the spacious living room, dining room and kitchen with vaulted ceiling, big windows and cozy fireplace. Spacious one level living on 50 private acres. There is an additional family/game room on the lower level. Wifi and Apple TV. Lots of natural light by day surrounded by Vermont's natural beauty. Set on 50 bucolic acres adjacent to the Green Mountain National Forest. Five minutes to Mtn. View ranch horseback riding. One quarter mile of river frontage. This residence is conveniently located just north of Manchester and Bromley & Stratton ski resorts. Close to Vermont VAST trails for snowmobiling. Ten Minutes to Emerald Lake state park. Just a short drive from the Vermont Summer Equine Festival. Available now for monthly winter rentals and the 2017 Vermont Summer Festival. We welcome your inquiries!

Listed by Elliott Nachwalter of TPW Manchester

TPW Manchester
4903 Main Street
Manchester VT, 05255
Office: 802-366-1430

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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613 Forest Mountain Rd., Peru, VT 05162

MLS Number 4608224

  • Rentals
  • Bathroom 3
  • Bedrooms 3

This is a very cute, comfortable winter ski "haus". Lovely wooded surroundings will make you feel cozy and warm by the fire after a long day of skiing or cross country. This great location is near all 3 ski areas: Stratton, Magic and Bromley as well as just minutes from shopping in Londonderry. 3 bedrooms AND an extra loft sleeps 9+, great open kitchen and living room with TV's and wood burning fireplace and large deck, perfect for entertaining or just hanging out make this a great getaway escape for friends and family. This is a gem of a seasonal rental and not to be missed, if in your range. Owners might be somewhat flexible on seasonal rates.

Listed by Wilkie Bushby of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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 Keith Hill Road, Londonderry, VT 05343

MLS Number 4605556

  • Rentals
  • Bathroom 2
  • Bedrooms 2
  • Lease Seasonal

Rented for the 2016/2017 Winter Season 12/22/2016-4/7/2017. This great 2 Bedroom 2 Bathroom home is located in a private setting. Single floor living. Apartment below is occupied. Very private back deck with wooded view. Features a 1 car 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.

Listed by Alison Clayton-Cummings of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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818 Sleighbell Lane, Dorset, VT 05251

MLS Number 4604873

  • Rentals
  • Bathroom 6
  • Bedrooms 5
  • Acreage 13

Welcome to Sleighbell Lane! A Spectacular Green Peak Ridge Lodge Style Vermont Home. Memories Are made Here... This luxury, comfortable, beautifully decorated 5,400 square foot air conditioned home boasts 5 bedrooms ensuite. With gourmet light filled kitchen and breakfast bar for four. The main level houses the living room, dining room and kitchen with large vaulted ceilings, big windows and large see through fireplace. Spacious three level home on 13 private acres. Lots of natural light by day surrounded by Vermont's natural beauty. This Luxury Green Peak Ridge residence is conveniently located on the ski side of Manchester and Dorset with direct access to Vermont VAST trails for snowmobiling. All that Manchester has to offer is just three miles away and just a short drive from the Vermont Summer Equine Festival. Just 25 minutes to Bromley Ski Area and the Stratton Mountain Access Road. Available now for Winter 2017/18 and 2017 Summer rentals. Summer/Fall Rate $8,000.00 per month. Winter Rate $11,500.00 per month Unavailable July 17-30 2017

Listed by Elliott Nachwalter of TPW Manchester

TPW Manchester
4903 Main Street
Manchester VT, 05255
Office: 802-366-1430

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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18 Murray Hill Heights, Manchester, VT 05255

MLS Number 4602808

  • Rentals
  • Bathroom 3
  • Bedrooms 2
  • Lease Seasonal

Ski Vermont! Winter Rental at Murray Hill Townhouse... Conveniently located in Manchester, VT close to Bromley and Stratton Mountain ski areas. This two bedroom 2.5 bath furnished townhouse with woodburning fireplace has an additional sleeping loft for those weekend drop-ins. Recently purchased, the new owner is decorating and upgrading this desirable unit for your winter rental. Wifi included. Cable available at tenants expense. Pets not allowed. Six person maximum occupancy. Available now for 2016-17 Winter Rental. Available for Vermont Summer Festival Horse Show 2017 and or Summer Season 2017 Rental. **Rented 11-15-17 thru 4-17-18 Still available for Summer and Fall rentals.

Listed by Elliott Nachwalter of TPW Manchester

TPW Manchester
4903 Main Street
Manchester VT, 05255
Office: 802-366-1430

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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36 Cobble Ridge, Winhall, VT 05340

MLS Number 4514803

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

This beautiful townhome enjoys modern comforts and luxuries to make a pleasing winter experience! This home features a high-end, renovated kitchen, boot and glove warmer, and wood burning fireplace! Available for a winter sesonal rental at $25,000 plus utilities.

Listed by Karin Hardy of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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 Summit Meadows, Dover, VT 05356

Rental Price$12,000

MLS Number 4514712

  • Rentals
  • Bathroom 3
  • Bedrooms 3

Newly renovated 3 bedroom/3 bath chalet located within a short drive to ski area. This property has a large family room with flat screen television, pool table and foosball table. Large dining room and open living room with a gas burning fireplace for ambiance and heating.. First bedroom has a queen bed, second bedroom features a bunk bed and a twin bed and the master bedroom has a king bed. Available for the winter season (November 15 to April 15)

Listed by Alison Clayton-Cummings of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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