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Vermont Winter Rental Homes

Find your next winter vacation rental home in one of Southern Vermont's surrounding towns.

Sign in or register to search, save, and favorite properties. If you're interested in a property, or have any questions, contact William Raveis Winhall Real Estate here.

Country home in Landgrove

Landgrove, VT

Price$7,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 875

  • Non-MLS Vacation Rentals
  • Bedrooms 3
  • Type Winter Seasonal
  • Sleeps 6

Adorable country home in Landgrove close to three ski resorts Stratton Mountain, Bromley Mountain and Magic Mountain.  

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Winhall Woods Home

Winhall, VT 05340

Price$14,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 840

  • Non-MLS Vacation Rentals
  • Property Name Winhall Woods Home
  • Bedrooms 4
  • Type Winter Seasonal
  • Sleeps 10

Contemporary home with floor-to-ceiling windows for tons of natural light.  The spacious open floor plan helps everyone feel welcome.  House has 4 bedrooms and a loft.  

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Contemporary cape in Jamaica

Jamaica, VT 05343

Price$12,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 830

  • Non-MLS Vacation Rentals
  • Square Feet 1,400
  • Type Winter Seasonal
  • Sleeps 5

A contemporary cape that has been beautifully kept with pine floors, a gable wall of windowss and wood burning fireplace.  Tons of natural light and large deck makes this home perfect for winter enjoyment.  The one car garage ensures that you won't have to shovel snow off your car after a fresh snow storm.  Close to the VAST trail and Stratton or Mount Snow.  

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Forest Farms Escape

Winhall, vt 05340

Price$12,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 820

  • Non-MLS Vacation Rentals
  • Property Name Forest Farms Escape
  • Bedrooms 3
  • Listing Type Winter Season
  • Type Winter Seasonal

Just minutes from the slopes this home in the Forest Farms development is the perfect retreat for a family.  With an open floor plan and a bonus den off the dining room it has plenty of room to unwind.  Plus there is a new hot tub on the spacious deck to enjoy!  Great price for proximity and space.  

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Vermont Ventures Winter Getaway

Lake Road, Winhall, VT 05340

Price$11,500The price has recently decreased

Est. Mortgage: $/month

Listing Number 816

  • Non-MLS Vacation Rentals
  • LocationType Vermont Ventures
  • Address Lake Road
  • Bedrooms 4
  • Type Winter Seasonal

Charming home in a great location.  Four bedrooms and 2.5 baths.  Convenient for cross country skiing.  Relax in the sauna after a day on the slopes and end the evening around the fireplace.

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Strattonwald - Great Location

8 Strattonwald road, Winhall, VT 05340

Price$13,500The price has recently decreased

Est. Mortgage: $/month

Listing Number 754

  • Non-MLS Vacation Rentals
  • Address 8 Strattonwald road
  • Listing Type Winter Season
  • Type Winter Seasonal
  • Sleeps 8

This home is located in the sought after Strattonwald community which offers a great location in the town of Winhall.  Just a few miles to Stratton or Bromley Ski Resorts.  

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Pearl Buck House

Winhall, VT 05340

Price$43,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 752

  • Non-MLS Vacation Rentals
  • Property Name Pearl Buck House
  • Type Winter Seasonal
  • Sleeps 12

Its all about the view and it doesnt get any better! Enjoy views of Magic, Ascutney, Bromley, Okemo, Killington, Equinox, Stratton and Mt snow. this 1960's custom contemporary has recently had a major renovation. The main living areas have radiant heat flooring including separate thermostats for each bedroom. The pool table room is a great entertainment area. The TV room has a 72"' Sony TV. The kitchen family room and dining layout is perfect for entertaining. 

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Winhall Home

Winhall, VT

Price$10,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 705

  • Non-MLS Vacation Rentals
  • Property Name Winhall Home
  • Bedrooms 3
  • Type Winter Seasonal
  • Sleeps 8

Delightful home with winter views of Bromley. New energy efficient stove and refrigerator. Three bedrrom, 1.5 baths that sleeps 8.  Nice wood burning fireplace after a day on either Bromley's or Stratton's slopes.

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

5 bedroom Mountain Reach

Stratton, VT

Price$60,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 478

  • Non-MLS Vacation Rentals
  • Winter Rental
  • Complex Mountain Reach
  • Bedrooms 5
  • Listing Type Seasonal

Mountain Reach is a community located between the quaint Stratton Village and the ski trails, so if you are looking for a beautiful property within steps to skiing, shopping or restaurants this is it. This gorgeous 5 bedroom 3.5 bath townhome has three levels of living space which gives this home plenty of privacy and space for friends and family.  This winter season enjoy spending time with family at home with a cozy fire, skiing out your back door, apre ski in your private outdoor hot tub, and of course luxurious surroundings. This home has an attached 2 car garage so parking is convenient.  Don't miss out on living right at the mountain this season. Call to reserve this property today!

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Bear Creek Towhhouse

Jamaica, VT

Price$14,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 336

  • Non-MLS Vacation Rentals
  • LocationType off Route 30
  • Winter Rental
  • Complex Bear Creek
  • Bathroom 3

Large Bear Creek town house with 3 bedrooms and 3 baths.  Great location with shuttle to the base of Stratton.  

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Private 3 Bedroom Modern Home

Winhall, VT

Price$15,000The price has recently decreased

Est. Mortgage: $/month

Listing Number W42

  • Non-MLS Vacation Rentals
  • Summer Rental
  • Winter Rental
  • Resort name Stratton
  • Bedrooms 3

Enjoy a private wooded setting minutes from Stratton in a custom modern home.  Large sunny living room with stone floors, large raised hearth fireplace and comfortable furniture.  Open kitchen with island and new appliances is adjacent to the dining area and a half bath is in the hall.  The master bedroom has a king bed and full bath. Up the spiral staircase are 2 additional bedrooms: one with twin beds and one with a queen bed and full bath.  A third bath is in the upstairs hall along with a queen bed tucked into the loft over the dining area.  Large deck with gas grill. 

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Great Escape House

Winhall, VT 05340

Price$25,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 363

  • Non-MLS Vacation Rentals
  • Bathroom 4
  • Property Name Great Escape House
  • Maximum Occupants 12
  • Bedrooms 6

Come enjoy this large Vermont getaway with 6 bedrooms and 4.5 baths. This house boasts a large living room and chef's kitchen, lower level family room and four fireplaces.  It sleeps 12 people comfortably.  Enjoy spectacular views of the Bromley Mountain from this conveniently located home.  

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Stratton Acres - Benson Fuller

Winhall, VT

Price$28,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 140

  • Non-MLS Vacation Rentals
  • Winter Rental
  • Resort name Stratton
  • Bathroom 3
  • Maximum Occupants 14

Short drive to the Stratton base/village. High ceilings and open floor plan make this house perfect for entertaining large families. Huge windows throughout the house offer lots of light throughout the day and spectacular views. Three massive stone wood-burning fireplaces in the main living area, den and master bedroom. Main floor contains a large dining area, spacious great room with oversize leather couches, open kitchen with granite counter tops and breakfast bar, sitting room, and a half bath. Three bedrooms upstairs with two full bathrooms (master bedroom has large bathroom with two sinks and Jacuzzi Tub). Lower level has bedroom, bonus room, and full bathroom, as well as a den with wet bar, pool table and flat-screen TV.

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Landmark Ski In/Ski Out

Stratton, VT 05155

Price$42,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 452

  • Non-MLS Vacation Rentals
  • Village Stratton Mountain
  • LocationType In Village
  • Winter Rental
  • Resort name Stratton

It doesn't get more convenient than this 2 bedroom/2 bath luxury Landmark condominium overlooking the slopes!  This unit has 2 bedrooms, one room with a king bed and the second with two bunks, sleeping 6 comfortably.  Open open kitchen with granite counters and high-end appliances, gas fireplace in the living room and big views of the mountain.  Enjoy the award-winning restaurant Verde on the building's main level.  Includes 1 preferred parking spot, ski locker in the lobby and a fully equipped game room with fireplace and pool table off of the lobby.  

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Stratton Ridge

Winhall, VT

Price$13,500The price has recently decreased

Est. Mortgage: $/month

Listing Number 195

  • Non-MLS Vacation Rentals Propane
  • LocationType Off Access Road
  • Winter Rental
  • Resort name Stratton
  • Bathroom 3

Convenient to Stratton - Just off the Access Road.  Rent includes plowing & care-taking.

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Strattonview

Winhall, VT

Price$17,500The price has recently decreased

Est. Mortgage: $/month

Listing Number 211

  • Non-MLS Vacation Rentals
  • Winter Rental
  • Resort name Stratton
  • Property Name Strattonview
  • Bedrooms 4

Great locations with a view of Stratton. This contemporary style home boasts plenty of living space with 4 bedrooms, 3 baths. Family room. Stone Fireplace. 1 mile to Access Road.  All new kitchen appliances.

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Bear Creek

Jamaica, VT 05343

Price$14,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 815

  • Non-MLS Vacation Rentals
  • LocationType Off Mountain
  • Winter Rental
  • Resort name Stratton
  • Property Name Bear Creek

Well priced off mountain condo with shuttle service to Stratton.  Close to downtown Rawsonville. Owner consider taking a dog.  

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Stratton Valley

Winhall, VT 05340

Price$26,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 152

  • Non-MLS Vacation Rentals
  • LocationType Stratton Valley
  • Winter Rental Price $26,000
  • Winter Rental
  • Resort name Stratton & Bromley

Beautiful Stratton Views. Gourmet Kitchen. Spacious rooms. Pool table in game room. Close to Stratton.  Rental Dates: January 1, 2019  to  March 25, 2019

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Jamie Lane

Winhall, VT 05340

Price$24,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 96

  • Non-MLS Vacation Rentals
  • Winter Rental
  • Price Period per Season
  • Resort name Stratton
  • Bathroom 3

Beautifully designed log home with separate family room with ping pong table, master bath with Jacuzzi tub & gas fireplace, twin bedroom in basement. Modern kitchen. Newly replaced deck and railings with a spectacular mountain view.  Located less than 5 minutes to Base Lodge. Marble/tile master bath

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Close to Bromley & Stratton Skiing

Winhall, VT 05340

Price$12,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 309

  • Non-MLS Vacation Rentals
  • Winter Rental
  • Resort name Stratton & Bromley
  • Bedrooms 5
  • Type Winter Seasonal

Large deck and screened porch. Convenient to Bromley, Manchester & Stratton.   

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Ski-in Ski-out Solstice

Stratton, VT

Price$55,000The price has recently decreased

Est. Mortgage: $/month

Listing Number 320

  • Non-MLS Vacation Rentals
  • LocationType Sun Bowl
  • Winter Rental
  • Complex Solstice
  • Resort name Stratton

Beautiful upscale condo with brand new outdoor hot tub. Located at the Sun Bowl at Stratton!

Listed by William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.