Winter Seasonal Rentals

1 Bedroom

2 Bedrooms

3 Bedrooms

Private House
100 North
Max People: 6-8
Heat Type: Propane
Price: $19,000
Code: Remodeled Winter Rental

Duplex Left
Off Killington Rd
Max People: 8
Heat Type: Gas
Price: $9,500
Code: 3BD-Left

Private House
Plymouth
Max People: 7
Heat Type: Oil
Price: $9,000
Code: 3-HM-Ply

4 Bedrooms

Private House
Pittsfield
Max People: 10
Heat Type: Gas
Price: $13,000
Code: 4MB-Pitt

Private House
Plymouth
Max People: 8
Heat Type: Oil
Price: $9,500
Code: 4MN-Ply

5 Bedrooms

Duplex Upper
Killington Rd
Max People: 10
Heat Type: Electric
Price: $7,700
Code: 22VR-4

6+ Bedrooms

Ready to Get Started?

Happy Real Estate Customers
Killington has been a second home to my family for almost ten years now for so many reasons. After a season of unbelievable skiing, I have the option to hike, bike or golf in one of the most beautiful parts of New England. To me, it truly is a hidden gem. Between the outdoor activities, the great restaurants, and the nearby shopping in Woodstock and Rutland, there is never a lack of things to do. ...
Leah VazzaCondo Owner
Killington Valley Real Estate was fantastic to work with!  They are very knowledgeable about the area and were extremely helpful in our family¹s search for a new home.  Bret is very responsive and professional.  We highly recommend KVR for anyone looking for a home in southern Vermont. Thanks!
Rob PowleyHappy Single Family Home Owners
That was a the smoothest and fastest real estate transaction I have ever been through.  Bret did a great job of finding units that met our criteria and also showcased a number of different living styles.  Once we came to agreement on a property, Bret was was an invaluable help as our "eyes-and-ears" in Killington to make sure everything got done.  We would do business with Bret again in a heartbeat.
Chris Curvey and Annie EleosidaHappy Killington Condo Owner
Bret was great with the purchase of our condo!  From his availability to show us units, suggestions made to get our offer accepted (when there was already an existing offer in), to answering all of our questions through the closing – Bret was wonderful!  If you are considering the sale or purchase of a home/condo in the Killington area, we highly recommend Bret and his team at Killington Valley Real Estate.”
Pico FamilyMendon, Vermont
Bret was there every step of the way in the search for our new home.  When the property that is now our home came on the market he acted quickly and professionally and helped secure the deal in a busy market which was a relief.  I would definitely recommend him to friends or family and would use him again.
ShawnRutland Town, Vermont
prev next