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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.

Stratton Gardens

Winhall, VT

Rental Price$42,000The price has recently decreased

Listing Number 168

  • Non-MLS Vacation Rentals
  • LocationType Stratton Gardens
  • Winter Rental
  • Property Name Stratton Gardens
  • Bedrooms 4

Beautifully decorated and maintained home off the Stratton Access Road.   Beautiful floor to ceiling fieldstone fireplace in living room.  Family room with gas fireplace and access to outdoor hot tub.   Heated two car garage.    House presently listed for sale. Stratton Shuttle on weekends and holidays.  

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Luxury Home with a mountain view

Jamaica, VT

Rental Price$40,000The price has recently decreased

Listing Number 701

  • Non-MLS Vacation Rentals
  • Bathroom 8
  • Bedrooms 8
  • Type Winter Seasonal
  • Swimming pond

Enjoy your winter home in style.  With 8 bedrooms and 8 bathrooms there will be plenty of space for family and friends.  The chefs kitchen with views of the dining room make it a great place to entertain or to be entertained.  You'll have your very own skating pond and pond house.  After a day on the slopes you can relax in the Gazebo covered hot tub.  It is available January 5, 2018 until April 15, 2018.  

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Rental Price$38,000The price has recently decreased

Listing Number 452

  • Non-MLS Vacation Rentals
  • Village Stratton Mountain
  • LocationType In Village
  • Winter Rental Price $38,000
  • Winter Rental

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.

{$agent->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: 4.03% last updated on 2017-07-13

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

Tree Top Condo

Stratton, VT

Rental Price$37,500The price has recently decreased

Listing Number 288

  • Non-MLS Vacation Rentals
  • Winter Rental Price $35,000
  • Winter Rental
  • Complex Tree Top
  • Resort name Stratton

Lovely Tree Top condo - 3 bedrooms, 3 baths. Ski Home -- Private Shuttle to Stratton Base lodge. 

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Slopeside Convenience

Stratton, VT

Rental Price$35,000The price has recently decreased

Listing Number 475

  • Non-MLS Vacation Rentals
  • Winter Rental
  • Resort name Stratton Resort
  • Bedrooms 3
  • Listing Type Winter Season

Enjoy being steps away from skiing down to the base lodge in this 3 bedroom plus loft property.  This townhome is a bright and cheerful end unit with granite counters in the updated kitchen, large stone fireplace, 3 full baths and a large ski entryway are a few of the amenities this property offers.  After a long day of skiing there is a Slopeside community hot tub to relax in.  

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Piper Ridge H2

Winhall, VT 05340

Rental Price$30,000The price has recently decreased

Listing Number 707

  • Non-MLS Vacation Rentals
  • Bathroom 4
  • Property Name Piper Ridge H2
  • Bedrooms 4
  • Type Winter Seasonal

This free standing Piper Ridge unit has breathtaking views of Stratton Mountain.  With four good sized bedrooms and 4 bathrooms there is plenty of living space.  Bonus is the attached hot tub room and garage.  Includes shuttle service, gym, and indoor swimming pool.   Buy out clause will be included in any lease prior to 10/01/2017.    

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Village Watch Ski-in/Ski-out 2 Bedroom

Stratton, VT

Rental Price$29,000The price has recently decreased

Listing Number 150

  • Non-MLS Vacation Rentals
  • Summer Rental
  • Winter Rental
  • Resort name Stratton Mountain
  • Maximum Occupants 8

Ski-in/ski-out convenience in this spotless end-unit  Village Watch condominium with wood-burning fireplace, open kitchen with breakfast bar, comfortable dining area, full laundry and private parking.  Walk to Stratton's village restaurants and shops.  Master bedroom with queen bed, full bath and deck, 2nd bedroom with 2 bunk beds and a den with a full size Queen bed and full bath.  Heat included.  

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Rental Price$27,500The price has recently decreased

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: December 1 2017 to  April 15, 2018

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Styles Brook

Stratton, VT

Rental Price$27,000The price has recently decreased

Listing Number 139

  • Non-MLS Vacation Rentals
  • Description Title Styles Brook
  • LocationType On Mountain
  • Winter Rental Price $27,000
  • Winter Rental

Private end unit completely renovated with top-of-the-line appliances, steam room, granite counter tops. Deck with barbeque & internet access.  Price is for winter season less 1 weekend a month for owner use. 

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Rental Price$25,000The price has recently decreased

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 boast a large family room and four fireplaces.  It sleeps 12 people comfortably.  With spectacular views of the mountain.  

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Strattonwald 5 Bedroom

Winhall, VT 05340

Rental Price$24,000The price has recently decreased

Listing Number 192

  • Non-MLS Vacation Rentals
  • Summer Rental
  • Winter Rental
  • Bathroom 3
  • Bedrooms 5

Relax in front of the fireplace in this large five bedroom, three bath Strattonwald home overlooking a rushing stream.  Newly remodeled spacious kitchen, comfortable dining and living areas.  Exquisitely furnished with high-end bedding and amenities throughout.  Perfect for a large family or group; during ski season, a shuttle bus to Stratton drops you off right in the Village.  Great summer rental, too:  canoeing or paddleboarding on the private neighborhood pond and enjoy tennis all summer long. 

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Slopeside

Stratton, VT

Rental Price$22,000The price has recently decreased

Listing Number 241

  • Non-MLS Vacation Rentals
  • LocationType On Mountain
  • Winter Rental
  • Complex Slopeside
  • Resort name Stratton

End unit with lots of light & large deck.

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Intervale At Stratton

Winhall, VT

Rental Price$21,000The price has recently decreased

Listing Number 104

  • Non-MLS Vacation Rentals
  • Winter Rental
  • Complex Intervale
  • Resort name Stratton
  • Bathroom 3

This lovely 3 bedroom 3 bath condo sleeps 8.  Spacious, comfortable and clean, your family will enjoy all this unit has to offer.  Shuttle service available!

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Intervale Condo

Winhall, VT

Rental Price$21,000The price has recently decreased

Listing Number 274

  • Non-MLS Vacation Rentals
  • Summer Rental
  • Winter Rental
  • Complex Intervale
  • Resort name Stratton

Intervale Condo. Shuttle to Stratton. 3 bedrooms, 3 baths, loft. Sleeps 8. Convenient to Stratton and Town.  New appliances, hardwood floors and high efficiency furnace. Large deck   The house is currently on the market for sale and will include a Buy out until 10/01/2017.  

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Intervale Condo Off Access Road

Winhall, VT

Rental Price$19,500The price has recently decreased

Listing Number 214

  • Non-MLS Vacation Rentals
  • Winter Rental
  • Complex Intervale
  • Resort name Stratton
  • Bathroom 3

This beautifully furnished Intervale Condo has extra lighting, new appliances & 32' LCD TV in living room. Winter shuttle to Stratton Mountain. 

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Intervale 67A

Winhall, VT

Rental Price$19,000The price has recently decreased

Listing Number 109

  • Non-MLS Vacation Rentals
  • Bathroom 4
  • Property Name Intervale 67A
  • Bedrooms 3
  • Sleeps 8

Popular Intervale floor plan with a family room and full bath on lower level making this an attractive seasonal rental at 19,000.  Intervale has shuttle bus to Stratton Base Lodge winter weekends and holiday weeks. 

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Crown Point Condo

Stratton, VT

Rental Price$17,000The price has recently decreased

Listing Number 267

  • Non-MLS Vacation Rentals
  • LocationType Near Sport Center
  • Winter Rental Price $15,000
  • Winter Rental
  • Complex Crown Point

Bright, cheerful ground level end unit. Very short shuttle bus ride to the main lift area. One big plus is that heating costs are included in rental rate.

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

High Meadow at Stratton

Winhall, VT

Rental Price$17,000The price has recently decreased

Listing Number 134

  • Non-MLS Vacation Rentals
  • Description Title High Meadows
  • LocationType Old Ridge Road
  • Winter Rental
  • Resort name Stratton

Located in the popular community of High Meadow.  The open floor plan is bright and accented with a large stone fireplace.  Complete with 4 good sized bedrooms and 2 full baths.  Also has Shuttle bus service to Stratton Mountain Resort.

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

StrattonWest

Winhall, VT 05340

Rental Price$16,500The price has recently decreased

Listing Number 506

  • Non-MLS Vacation Rentals
  • Winter Rental
  • Resort name Stratton
  • Bathroom 3
  • Property Name StrattonWest

Conveniently located off the Stratton Access Road, This 5 bedroom and 3 bath condo has a large updated kitchen to enjoy after a day on the slopes. Nicely furnished. 

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Mountain Acres

Jamaica, VT

Rental Price$16,000The price has recently decreased

Listing Number 376

  • Non-MLS Vacation Rentals
  • LocationType Edie Lane
  • Winter Rental
  • Resort name Stratton
  • Bathroom 3

Family room with Ping Pong table, games and puzzles.  Large 5 bedroom and 3 bath house in Mountain Acres.  Sleeps 14-16.

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Weston Log Cabin

Weston, VT

Rental Price$15,000The price has recently decreased

Listing Number 712

  • Non-MLS Vacation Rentals
  • Property Name Weston Log Cabin
  • Bedrooms 2
  • Type Winter Seasonal
  • Sleeps 8

The perfect log cabin for the perfect winter season.  Ski any of the four mountains in the area (Stratton, Bromley, Magic, or Okemo) and come home to this cozy log home.  Gorgeous furnishings, spacious kitchen with granite counters, with open living area and a massive stone fireplace.  Located in Weston near Londonderry.  

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Crown Point 2 BR Condo

Stratton, VT

Rental Price$15,000The price has recently decreased

Listing Number 216

  • Non-MLS Vacation Rentals
  • Summer Rental
  • Winter Rental
  • Complex Crown Point
  • Resort name Stratton

Spectacular view of mountains. Bright & cheery open floor plan. Comfortable furniture & bedding and a shuttle to Stratton's base.   This seasonal rental is available from February 1 through April 14, 2018.

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

3 Bedroom Crown Point 1/2 Share

Stratton, VT

Rental Price$14,500The price has recently decreased

Listing Number 292

  • Non-MLS Vacation Rentals Penthouse
  • LocationType Near Sports Center
  • Winter Rental Price $13,500
  • Winter Rental
  • Complex Crown Point

View of Mountain from the deck! Close to Sport Center. Shuttle to the mountain. Utilities split with 1/2 share winter rental.   Nicely furnished and decorated condo.

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Bromley Village - Never ending views

Peru, VT

Rental Price$14,000The price has recently decreased

Listing Number 702

  • Non-MLS Vacation Rentals
  • Bathroom 2
  • Bedrooms 3
  • Listing Type Winter Season
  • Type Winter Seasonal

Put your feet up and look at the mountain range after a long day of skiing Bromley's sunny trails.  Three bedroom and open loft.  Nicely appointed kitchen and 2.5 baths on three levels.  Shuttle bus to and from the mountain or a short walk to Lord's Prayer.   Call to reserve Offered from December 1, 2017 to April 15, 2018

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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

Stratton Gate

Jamaica, VT

Rental Price$14,000The price has recently decreased

Listing Number 715

  • Non-MLS Vacation Rentals
  • Property Name Stratton Gate
  • Bedrooms 4
  • Type Winter Seasonal
  • Sleeps 8

House is in a great location and offers traditional Vermont living.  The home is equipped with two master bedrooms with their own bathrooms.  The living space provides a stone wood burning fireplace and a cozy feel.  Close to Stratton Mountain Resort  and Magic Mountain. 

Listed by William Raveis Winhall Real Estate, Inc.

{$agent->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: 4.03% last updated on 2017-07-13

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