Southern Vermont Vacation Rentals

Scroll down to find all vacation 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 TPW Real Estate.

Vacation Rentals in Vermont

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A++ Seasonal Rental at Stratton

Tree Top Stratton VT 05340

Stratton, VTTree Top

Rental Price$42,000

Listing Number X90813814

  • Non-MLS Vacation Rentals
  • Date Available 11/15/2020
  • Bathroom 3
  • Bedrooms 3
  • Sleeps 8

A++ Seasonal Rental with commanding views in the premier mountainside Tree Top community! This professionally-decorated townhouse has never been rented and is in pristine condition. The rustic detailing and upgraded finishes throughout the unit make for the perfect winter ski home. The multi-level spacious floor plan offers three bedrooms (one king, one queen, and two twins) plus a lower level family room with a new queen pull-out sofa bed, comfortably sleeping 8 people. Four full bathrooms assure comfort and privacy for everyone. The main living floor with kitchen, dining and living room provides a welcoming central space. One garage space is provided, with a dedicated Telsa hookup. The bonus of this particular unit is easy ski access: choose between ski in/out or the designated Tree Top shuttle to and from the main base area. This unit is a gem!

Listed by Karin Hardy of TPW Stratton

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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105A Bonnet Manchester VT 05255

MLS Number 4821486

  • Rentals
  • Bedrooms 1
  • Bathroom 1
  • Lease Monthly

Unique opportunity to live and work in one of Manchester's lovely Bonnet Street historic buildings built in 1810. Newly renovated one bedroom cozy pied-à-terre with all new appliances. Located close to Manchester's thriving Main Street. Wood floors throughout. Paved parking with an entrance from Bonnet Street and from rear private parking area. Adjoining one room first floor office, available for an additional $400.00 per month.

Listed by Elliott Nachwalter of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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709 Spring Hill Londonderry VT 05155

MLS Number 4819799

  • Rentals
  • Bedrooms 5
  • Bathroom 4
  • Village So. Londonderry
  • Area Rural

This 5 bedroom, 4 bath Country Homestead is just 5 minutes away from the access road off route 100. The home features a very large great room with a large wood burning fireplace. There is also a second master bedroom featuring 2 bedrooms and a full bath off the main house. A large kitchen with a nice wood stove is directly connected to the great room and is another great feature of this home. This home would be a great place for someone looking for a private setting just off the mountain. Available Nov. 15- Apr.15 on a seasonal basis. $15,000 Base Rent. Fuel Oil, Electric, Plowing and Garbage paid by tenant.

Listed by Wilkie Bushby of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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146 Woods Point Manchester VT 05255

MLS Number 4818539

  • Rentals
  • Bedrooms 4
  • Bathroom 3
  • Acreage 2.11
  • Lease Monthly

*** NEW PRICING $3,500.00 UNFURNISHED $4,250.00 FURNISHED THERE'S NO PLACE LIKE HOME! This stylish residence is nestled on a beautifully landscaped two acre property in a desirably tranquil Manchester location. Enjoy spectacular Green Mountain views as well as the seasonal Blue Herons watering on the pond below the house. The house comes complete with Eat-in Kitchen, Dining area, spacious Living Room with Gas Fireplace, 4 Bedrooms, 3 Baths, Laundry area, an expansive lower level Gathering/Entertainment area, and of course a Hot Tub and Heated Two Car Garage. Available now! Please call today to arrange a viewing...

Listed by Elliott Nachwalter of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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1090 Hells Peak Londonderry VT 05148

MLS Number 4816964

  • Rentals
  • Bedrooms 3
  • Bathroom 2
  • Acreage 65
  • Lease Seasonal

This is a classic Vermont farm house with endless character. The views from this location are truly epic. This three bedroom gem is situated on 65 glorious acres of Vermont beauty. There are views of Magic Mountain and Bromley and there is a sledding hill in the yard that is fantastic. This rental includes WiFi, RoKu and one cord of wood. Stay tuned....more photos of this beautiful home to come.

Listed by Peggy O'Neill of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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33 Vacation Lodges Londonderry VT 05148

MLS Number 4815872

  • Rentals
  • Bedrooms 4
  • Bathroom 2
  • Lease Monthly

Come get away from it all and stay in this mint condition adirondack style custom built retreat. You will be tucked away off of the main roads yet close enough to town to grab a bite to eat or do some convenient grocery shopping. This home has beautiful details throughout. The floor to ceiling hand stone work fire place sets the the tone in the main living area. It is two stories high. The windows surround the living area with access to the stunning surrounding nature. A true luxury get-a-way with a rustic elegant environment. This house is available for a two month minimum ending October 31st.

Listed by Peggy O'Neill of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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21 Valley View Winhall VT 05340

MLS Number 4814148

  • Rentals
  • Bedrooms 5
  • Bathroom 5
  • Acreage 10
  • Lease Seasonal

SEASONAL RENTAL 2020-2021. Make this your home away from home next winter! Sensational sweeping views define this spectacular custom built contemporary cape located just minutes from Bromley, Stratton and Manchester! Plenty of space in this 5BR/5BA home with 2 car attached garage with spacious downstairs rec-room and pool table. Breathtaking views from the large deck and adjoining hot tub. The well-equipped chef's kitchen opens to both the 'breakfast room' and great room area with fieldstone fireplace. Large dining room for group gatherings, 4 BR's with adjoining baths, master bath with Jacuzzi and steam shower and paved circular driveway. Centrally located to everything the area has to offer.

Listed by Karin Hardy of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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303 West View Manchester VT 05255

MLS Number 4813484

  • Rentals
  • Bedrooms 5
  • Bathroom 3
  • Lease Monthly

Available now! 10.1.2020 thru 11.15.2020 Call for possible Winter Availability & pricing... SPACIOUS LOG HOME AVAILABLE NOW FOR MONTHLY RENTALS ! This Vermont Log Home is the perfect getaway to Southern Vermont. West View has a unique and beautiful wood interior, wood burning fireplace and game room. Cook's kitchen with Sub-Zero fridge and everything needed for memorable meals. Plenty of space and comfort with five bedrooms, (sleeps 12) three baths, cocktail deck, cable, internet, and jetted tub. Enjoy West View's private location, yet so close to all of Manchester's shops, eateries and all that Southern Vermont has to offer .

Listed by Elliott Nachwalter of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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

Jamaica, VT62 Landman Lane

Rental Price$13,000

MLS Number 4807160

  • Rentals
  • Bedrooms 4
  • Bathroom 2
  • Area Rural
  • Lease Seasonal

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! 10 mins to Stratton. This cabin is truly cozy, warm and fun for you and your guests 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.

Listed by Wilkie Bushby of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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 TourAsk A QuestionMore Details

4 Windtree Winhall VT 05340

Winhall, VT4 Windtree Road

Rental Price$4,000

MLS Number 4803836

  • Rentals
  • Bedrooms 5
  • Bathroom 3
  • High School Choice
  • Lease Monthly

This large chalet sits on Windtree Road which is high up on the Access Road to Stratton. You can see the trails from the yard and the property is within walking distance to Stratton Village. This rental offers the ideal situation for those looking for a Summer escape in beautiful Vermont. This home is tastefully decorated and has a relaxed atmosphere. It is central to so many Vermont activities... lakes, fantastic hikes, bike trails and gorgeous streams and rivers for kayaking and fishing. 4 Windtree sleeps 15 comfortably and a great cable package is included in the summer rental price. There is a two month minimum for this rental. Grab it before someone else does!

Listed by Peggy O'Neill of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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 TourAsk A QuestionMore Details

709 Spring Hill Londonderry VT 05155

MLS Number 4802606

  • Rentals
  • Bedrooms 5
  • Bathroom 4
  • Village So. Londonderry
  • Area Rural

This 5 bedroom 4 bath Country Homestead is just 5 minutes away from the Stratton Mountain access road off route 100. The home features a very large great room with a large wood burning fireplace. There is also a second master bedroom featuring 2 bedrooms and a full bath off the main house. A large kitchen with a nice wood stove is directly connected to the great room and is another great feature of this home. This home would be a great place for someone looking for a private setting just off the mountain. Available November 15 - April 15 on a seasonal basis. $15,000 Base Rent. Fuel Oil, Electric, Plowing and Garbage paid by tenant.

Listed by Wilkie Bushby of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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 TourAsk A QuestionMore Details

597 Winhall Station Londonderry VT 05155

MLS Number 4801756

  • Rentals
  • Bedrooms 5
  • Bathroom 4
  • Lease Seasonal

Gorgeous house, great views, great fields and space and privacy... available annually, monthly or for upcoming winter seasonal ski season ..Why pay 45k to be up on a crowded Stratton, when you can pay far less. Have great accommodations and be 4 miles to the Stratton access road and close to Magic too! 5 miles to Londonderry shopping. Best of all worlds. 5 bedrooms - sleeps 8-10 in beds and 2 pullouts allow for more. Fantastic fields to play in and wonderful views as well. After a great day of skiing or biking, get away from the hub bub and retreat and relax. No neighbors to worry about... frolic free!

Listed by Wilkie Bushby of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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 TourAsk A QuestionMore Details

Broker Reciprocity

Copyright 2020 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. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated August 11, 2020.

 
Broker Reciprocity

Copyright 2020 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. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated August 11, 2020.