Rental Properties

Below you will find all currently available rentals in the Woodstock region of Vermont. If you have any questions or if you would like to schedule a time to visit a specific property please contact us

Search Smarter - Create an account to save your favorite rental listings and to receive email notifications when similar listings become available. 

South Woodstock, VT

Listing Number X91172388

  • Non-MLS Vacation Rentals
  • Bathroom 4
  • Bedrooms 3

Fern Brook is a beautifully renovated 1800's colonial farmhouse, lovingly restored to preserve the traditional charm and character of days gone by. The house is tastefully furnished, fully equipped and an interior decor focused on comfort and thoughtful attention to detail throughout. Three to 4 bedrooms, 4 full baths and 1 half bath, chef's kitchen, formal dining room, living room and den for an ease of living in an elegant setting. A stone terrace/deck offers lovely views from the hilltop of a private valley and pastures with sheep and horses that graze. There are numerous hiking and cross country skiing trails nearby in this haven of peace and quiet. Fern Brook House will surprise and delight you with a relaxing vacation in this private, perfect Vermont setting. We regret we can not accept pets in the house. No smoking is permitted. Available year round for short term rental.

Listed by Emma Schmell of Williamson Group Sotheby's International Realty

{$agent->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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

South Woodstock, VT

Listing Number X31869910

  • Non-MLS Vacation Rentals
  • Bathroom 2
  • Bedrooms 3

Welcome to Cluaran House!  A beautiful country home set on a small hill overlooking rolling fields and meadows.   Privacy and comfort await at this 3 bedroom 2 1/2 bath property filled with gracious and tasteful furnishings.  Open and airy floor plan, wood floors, natural light from windows throughout, spacious kitchen with island ideal for entertaining or gathering with friends and family, first floor master bedroom, additional bedrooms on second floor. Enjoy the spectacular views of the hills and valley of South Woodstock from the wrap around porch. Come inside and light a fire in the massive stone fireplace and enjoy the cozy setting in both the dining area and living room. Cluaran House will surprise and delight you with a relaxing vacation in a perfect, private Vermont setting. We regret we can not allow pets. No smoking is permitted. Weekly light housekeeping included. Available year round for short term rental. 

Listed by Emma Schmell of Williamson Group Sotheby's International Realty

{$agent->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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

Woodstock, VT

Price$6,000

Est. Mortgage: $/month

Listing Number X62017920

  • Non-MLS Vacation Rentals
  • Bathroom 3
  • Maximum Occupants 7
  • Bedrooms 4
  • Sleeps 7

Beautiful historic residence located on The Green in Woodstock, Vermont with direct frontage on the Ottauquechee River. Come and stay in this classic Woodstock residence and walk to everything the village has to offer including shops, restaurants, entertainment and the Marsh-Billings-Rockefeller National Park. 20 minute drive to the Killington gondola, 3.5 miles to Suicide Six ski area. 30 minutes to Okemo. Fully furnished with four bedrooms and three and a half bathrooms, formal dining room, elegant living room, country kitchen and a wonderful back porch with terraced gardens overlooking the river, Mt. Tom and the National Park. Parking suitable for two cars. No smoking please. Pets may be considered.  Non refundable pet deposit required of $250.00. Minimum rental period 31 days. Maximum occupancy 7 guests. Holiday rates may vary. Simply stated, this is Woodstock at its best.

Listed by Emma Schmell of Williamson Group Sotheby's International Realty

{$agent->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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

Woodstock, VT

Price$5,000

Est. Mortgage: $/month

Listing Number X72790393

  • Non-MLS Vacation Rentals
  • Bathroom 4
  • Bedrooms 4

A lovely home set among lawn and mature trees walking distance to village shops, restaurants, and services.  Four bedrooms, four full baths and two half baths, living room with fireplace, open kitchen family room with wood stove, dining room, master bedroom on ground floor, two spacious bedrooms upstairs each with their own bath, patio, gazebo and two car garage.  Walking distance to all village amenities.  Private, quiet but convenient.  Pets by special case only.  Available for short term vacation year round.  One month minimum please.  No smoking. Winter months rent is $4000/month, heat not included.  

Listed by Emma Schmell of Williamson Group Sotheby's International Realty

{$agent->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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

Woodstock, VT

Price$5,000

Est. Mortgage: $/month

Listing Number X61042399

  • Non-MLS Vacation Rentals
  • Bathroom 3
  • Bedrooms 3

This property is a superb opportunity to enjoy a beautiful location walking distance to the village and all town amenities for the fall or winter season.  Renovated with modern touches and freshly painted, attractive furnishings in a comfortable floor plan.  Two stories, brand new kitchen, updated bathrooms, large windows, hard wood floors, deck, parking for several cars, three bedrooms, office alcove, living room and dining room.  Available for foliage season or for a ski/winter retreat.  Minimum one month.  No pets please.  All utilities included.  No smoking.   Not available summer June through August.

Listed by Emma Schmell of Williamson Group Sotheby's International Realty

{$agent->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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

Woodstock, VT

Price$5,000

Est. Mortgage: $/month

Listing Number X34021743

  • Non-MLS Vacation Rentals
  • Bathroom 3
  • Bedrooms 4

End unit at desirable Blake Hill is available year round for vacation rental, one month minimum.  The multi level condo has 4 bedrooms, 3.5 baths, great natural light from large windows overlooking pretty hillside views, deck, fireplace, open kitchen, living, and dining room.  Comfortably furnished and well appointed the condo is conveniently located minutes from Woodstock village.  Pets may be considered in very special cases.  No smoking.  Internet is available in the unit as a reimbursable expense and Cable TV installation can be arranged by the tenant, if desired, at their expense.  

Listed by Emma Schmell of Williamson Group Sotheby's International Realty

{$agent->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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

Woodstock, VT 05091

Price$5,000

Est. Mortgage: $/month

Listing Number X47843020

  • Non-MLS Vacation Rentals
  • Date Available 09/01/2018
  • Bathroom 2
  • Bedrooms 5

Cape style home with front porch overlooking fields and hillside.  Offered furnished 5 bedroom, 2 bath home is comfortable and will be a complete Vermont experience.  Available to rent short term year round, 1 month minimum, close proximity to Killington and Woodstock.  Kitchen open to eating nook, living room, dining room and 1 bedroom on main level. Spacious family room over the 2 car garage.  Hard wood floors and carpet with wood stove.  Detached barn for storage space and plenty of parking.  Private country setting a short drive to village, schools and services.  Pets may be considered in special cases.  No smoking.  Available September 1, 2018.  

Listed by Emma Schmell of Williamson Group Sotheby's International Realty

{$agent->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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

Woodstock, VT

Price$4,500

Est. Mortgage: $/month

Listing Number X22493088

  • Non-MLS Vacation Rentals
  • Bathroom 3
  • Bedrooms 3

Nicely appointed condo in Woodstock, VT offers a perfect balance of quiet and convenience. Just a short walk to the village, the three bedroom, three bath unit with fireplace, attached garage and deck is comfortably furnished, equipped for short term vacation rental. The unit offers privacy with nice views of the hillside. This is a wonderful opportunity in any season. No pets and no smoking.  Minimum one month rental.

Listed by Emma Schmell of Williamson Group Sotheby's International Realty

{$agent->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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

Woodstock, VT

Price$4,500

Est. Mortgage: $/month

Listing Number X42717569

  • Non-MLS Vacation Rentals
  • Bathroom 3
  • Bedrooms 4

A charming home located on a quiet street walking distance to all village amenities. The house is set back among mature plantings and trees. Renovated tastefully and very comfortable. Rental available for the summer months only. No pets please. No smoking.

Listed by Emma Schmell of Williamson Group Sotheby's International Realty

{$agent->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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

Woodstock, VT

Price$4,000

Est. Mortgage: $/month

Listing Number X85020950

  • Non-MLS Vacation Rentals
  • Bathroom 3
  • Bedrooms 4

This cape style home is  located in a private setting 10-12 minutes to the village of Woodstock. Trees, lawn and pond surround the house providing an idyllic, lovely quiet location. Four bedrooms, three baths, open kitchen, living and dining area, deck, and outdoor shower. Available summer months; winter rental may be considered. Dogs allowed in special cases with deposit and additional cleaning fee. No smoking.

Listed by Emma Schmell of Williamson Group Sotheby's International Realty

{$agent->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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

Woodstock, VT 05091

Price$3,500

Est. Mortgage: $/month

Listing Number X59758811

  • Non-MLS Vacation Rentals
  • Bathroom 2
  • Maximum Occupants 6
  • Bedrooms 2
  • Sleeps 4

Charming Woodstock village cape available for short term vacation rental.  Comfortably furnished with whimsical touches, 2 bedroom, 2 bath home has a traditional cape floor plan.  Both bedrooms on second floor with shared bath.  Bright and updated kitchen open to a dining nook and sitting area.  Hard wood floors throughout.  Living room with sleeping option for additional guests.  Porch with wicker furniture looks out to the small yard with plantings and garden.  Walking distance to shops, restaurants and services.  Quiet village setting with convenience.  Pets may be considered.   No smoking.  Minimum of 1 month.  

Listed by Emma Schmell of Williamson Group Sotheby's International Realty

{$agent->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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

Woodstock VT Village Condo

Woodstock, VT

Price$2,500

Est. Mortgage: $/month

Listing Number X19880076

  • Non-MLS Vacation Rentals
  • Bathroom 1
  • Bedrooms 2

Woodstock VT Village Condo is a 2 bedroom, 1 bath property fully renovated and comfortably furnished.  The condo is the perfect spot to stay and enjoy all that Woodstock has to offer.  Set on the Kedron Brook and walking distance to shopping, dining, parks and trails.  The condo is available for short term rental, one month minimum.  No pets.  No smoking.  Off street parking available for 1 car.

Listed by Emma Schmell of Williamson Group Sotheby's International Realty

{$agent->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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

Broker Reciprocity

Copyright 2018 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.