Vacation Rentals in Woodstock

Plenty of family fun and views to Killington! Only 2.5 miles from Woodstock Center, this family-friendly home is close to Suicide Six, Ascutney, Okemo and...

A classic Vermont farmhouse set amongst 8.5 acres of open fields and woodlands, and overlooking an active stream. Located in a rural setting, yet convenient to many...

This lovely home is situated just steps from the heart of Woodstock village with beautiful views of the town clock and the Pomfret Hills from the main living areas...

Sophisticated retreat for comfortable relaxation. Furnished luxury home with hot tub, cathedral ceilings, art, antiques, fireplaces, spectacular sunrises and views.

Just a 3 minute walk to the Woodstock Village Green, this multi-level house is tucked into a hillside to afford plenty of privacy yet has expansive views across town...

Located just 5 miles north of the historic Village of Woodstock, Vermont, this handsome classic dormered cape is thoughtfully designed for gracious family living.

Nestled on a hillside above the scenic village of S. Woodstock, Apple Hill is a cozy year-round home with a large deck offering serene views of the Kedron Valley.

Leave No Trace - Peaceful log cabin on 10 wooded acres in South Woodstock for year round use. Near Green Mountain Horse Assoc., VT Assoc.

Located in the quaint village of East Barnard, this renovated 1887 two-story schoolhouse is surrounded by rolling hills and the sound of the Broad Brook.

Experience the most beautiful view in the Woodstock area from the very private, south-facing brick veranda of this meticulously appointed and comfortable home.

Classic country cottage on nearly 5 acres bordered by stream, stone walls, open fields and woodlands. Only 6 miles from Woodstock center, in South Barnard, our home...

Built in 1826, and listed in the National Register, this unique Carriage House was said to be occupied by Justin Morgan (the famous Morgan Horses which is also the...

The Cottage has a perfect location situated on the east of Silver Lake within walking/rowing distance to the Barnard General Store for all your needs and great food.

Beautifully decorated Cape located in the quintessential New England Village of historic Woodstock (1765) Vermont.At home you will enjoy the deck with views of Mt.

This Property is 22 miles from Woodstock Village and 35 miles from Montpelier Vermont, the nation's smallest capital city. Vermont's law school in South Royalton is...

Cozy Woodstock year-round cottage in the woods with beautiful open views of Killington upstairs and down. Large stone fireplace, wonderful gas Garland range for...

This lovely stone 1900's carriage house upstairs spacious apartment is beautifully decorated and conveniently located in the village of Woodstock.

Fabulous contemporary home on a quiet rural road minutes from Woodstock and Quechee that overlooks spectacular mountains and is surrounded by forests on approx 3...

This exceptionally nice, newly renovated converted carriage house sits on a private 250 acre estate. All windows overlook undisturbed fields, mountains, and the...