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!

Search smarterRegister with our site to save your favorite listings and get updates when similar properties are new to the market.

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Feb 9, 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

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 2016/17 and the 2017 Vermont Summer Festival. Unavailable Christmas Week 2016...

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: 4.17% last updated on Feb 9, 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

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: 4.17% last updated on Feb 9, 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

3 Tall Pines, Winhall, VT 05340

Rental Price$10,000

MLS Number 4605816

  • Rentals
  • Bathroom 2
  • Bedrooms 3

***Price Drop*** Available for the 2016/2017 Winter Season! November 15- April 15. This Great Winter Seasonal Rental is located just minutes from the Stratton Access road. This 3 bedroom home features a one bay garage, pellet stove, Mountain view, and private country setting. Come view this property today!

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: 4.17% last updated on Feb 9, 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

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.

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: 4.17% last updated on Feb 9, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

6807 VT 30, Jamaica, VT 05343

MLS Number 4601986

  • Rentals
  • Bathroom 2
  • Bedrooms 2
  • Lease Seasonal

***Price Reduction*** Winter Seasonal just moments from Stratton Access Road. This two bedroom unit enjoys close proximity to Stratton Mountain and has three finished levels of living! This home has a wood burning fireplace and parking for two cars. This unit is available from November 15th - April 15th for $7,000 plus utilities.

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: 4.17% last updated on Feb 9, 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

56 Murray Hill Woods, Manchester, VT 05255

MLS Number 4601373

  • Rentals
  • Bathroom 3
  • Bedrooms 3

It's all about convenience in this stunning 3-Story home at the top of Murray Hill Woods in the center of Manchester! You'll enjoy 3 bedrooms, 2.5 baths, large kitchen and wood burning fireplace in the huge family/dining room with mountain views just outside! The private Master Suite has a King Bed, Master Bath and huge walk-in closet. Two bedrooms with a shared bath are on the lower level as well as large capacity washer and dryer! This rental property has enough room for a family of 6 during the Vermont Winter Season - and it's all within minutes of skiing at Stratton, Bromley and Magic Mountains! Walking distance into downtown Manchester with sensational Outlet Shopping and many of Vermont's most famous Restaurants! Riley Rink skating, Snowshoeing, Cross Country Skiing and more are all in your backyard! TERMS: Available Monthly, Seasonally or Annually. Rent plus utilities and security deposit. Basic cable, wifi, plowing and mowing included. NO Smoking, NO Pets.

Listed by Greg Cutler and Josh R. Williams 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: 4.17% last updated on Feb 9, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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 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: 4.17% last updated on Feb 9, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

7 Summit Meadows, Dover, VT 05356

Rental Price$11,500

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 wood burning fireplace. 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: 4.17% last updated on Feb 9, 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

9 Maple Hill, Dover, VT 05356

Rental Price$12,500

MLS Number 4512815

  • Rentals
  • Bathroom 2
  • Bedrooms 3
  • Lease Seasonal

Come enjoy this spacious three bedroom home located in a quiet neighborhood between Mount Snow and Haystack Resorts. The main level entertains an open layout from the fully equipped kitchen to the living room. The kitchen has updated appliances and a breakfast bar with four stools. The dining table offers seating for six. The living room enjoys high ceilings, sectional sofa, flat screen TV, gas heating stove, and sliding glass door that leads to the private deck. Just off the main living space is one full bathroom and one bedroom with a double / twin bunk bed. The upper level sports two more bedrooms. Bedroom two offers a queen bed with an attached full bathroom. Bedroom three has a queen bed **Available for winter seasonal rental(November 15-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: 4.17% last updated on Feb 9, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

65 East Birch, Stratton, VT 05340

MLS Number 4509619

  • Rentals
  • Subdivision Vantage Point
  • Bathroom 2
  • Bedrooms 2

**Rented for 2016 / 2017 Winter Season**This two bedroom condo enjoys an open concept kitchen and living area. The kitchen is fully equipped with the essential appliances, washer / dryer and breakfast bar with two stools. The dining area offers seating for six and entryway to the private deck. The living room features a wood burning fireplace, sofa and flat screen TV. Down the hallway, off the main living space offers two bedrooms. Bedroom one has a queen bed and attached full bathroom. Bedroom two enjoys two sets of twin bunk beds and attached full bathroom.

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: 4.17% last updated on Feb 9, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

62 Landman, Jamaica, VT 05343

Rental Price$15,000

MLS Number 4507518

  • Rentals
  • Area Rural
  • Bathroom 2
  • Bedrooms 4

This private log cabin is located in a quiet setting. This cabin 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!

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: 4.17% last updated on Feb 9, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Broker Reciprocity

Copyright 2017 Northern 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. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.