Windsor, Vermont Vacation Rentals

Trailside Village One Bedroom Condominium #5

05001, Killington

Condo | 0 Sleeps

$187 per day

New Lakeside Cottage near Okemo and Killington

05056, Plymouth

Cottage | 0 Sleeps

$244 per day

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

05143, Andover

Private Vacation Home | 0 Sleeps

$227 per day

Newly Renovated Ski-in Fall Line 1BR w/ Mountain Views. Hot tub, sauna, pool. G1

05751, Killington

Condo | 0 Sleeps

$169 per day

As featured in the NY Times: charming, home on Lake Rescue, minutes from Okemo.

05149, Ludlow

Private Vacation Home | 0 Sleeps

$385 per day

Cozy Condo

05751, Killington

Condo | 0 Sleeps

$424 per day

A Stylish Ski Retreat near Okemo Mountain Resort and heart of Ludlow Village

05149, Ludlow

Private Vacation Home | 0 Sleeps

$222 per day

Discounts for week/month stays! Great 4BR/3BA for families. Read our reviews!

05149, Ludlow

Condo | 0 Sleeps

$305 per day

Whiffletree I1, the new furniture makes this a very attractive condo and it is close to skiing, sno...

05751, Killington

Condo | 0 Sleeps

$154 per day

Snowberry Hill, a uniquely secluded, private luxury Ski Home at Killington Mtn

05751, Killington

Private Vacation Home | 0 Sleeps

$675 per day

"BIGFOOT CHALET" MIN TO FOX RUN GOLF CLUB, BIKING, HIKING, BOATING & FISHING!

05149, Ludlow

Private Vacation Home | 0 Sleeps

$135 per day