Woodstock vacation rentals

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Top-rated vacation rentals in Woodstock

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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SUPERHOST
Barn · Woodstock
THE LOFT, stunning views from a timber framed barn
Welcome to "The Loft". The loft is a newly built apartment on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a Cathedraled living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony.
$296 per night
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Entire home · Woodstock
Woodstock Village Sunset Retreat
New listing! Located just up the hill from the center of Woodstock Village, this quaint chalet sits on 7 acres with spectacular sunset views. It boasts a nice sunny lawn and woods- offering privacy with the convenience of downtown. Wood stove and hot tub! We are an 8 minute walk to shops and restaurants, and a 30 minute drive to Killington Ski Mountain with world class ski slopes. Come make your forever memories here!
$420 per night
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Hotel room · Woodstock
Standard River View King in Boutique Vermont Hotel
Our Standard River View King Rooms are bright and spacious, and fitted with a king bed. Inside, you’ll find all the necessities a modern traveler needs. Your ensuite bath provides convenience and comfort, while the views remind you of why you’re here in the first place.
$213 per night

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Stay near Woodstock's top sights

Photo of Marsh-Billings-Rockefeller National Historical Park
Marsh-Billings-Rockefeller National Historical Park14 locals recommend
Photo of Billings Farm & Museum
Billings Farm & Museum86 locals recommend
Photo of Woodstock Inn & Resort
Woodstock Inn & Resort30 locals recommend
Photo of Worthy Kitchen
Worthy Kitchen54 locals recommend
Photo of Woodstock Farmers' Market
Woodstock Farmers' Market49 locals recommend
Photo of Mon Vert Cafe
Mon Vert Cafe26 locals recommend

Woodstock house rentals

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Entire home · Woodstock
Stunning views on the edge of Woodstock, Vermont
$150 per night
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Entire home · Woodstock
A Quiet Country Cottage in A Bustling Little Town
$285 per night
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Entire home · Woodstock
Cheerful 3-bedroom home close to village center
$350 per night
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Entire home · Woodstock
Woodstock Village Retreat
$519 per night
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Entire home · Woodstock
Dana Road House Sunlit VT Country Home w/HotTub
$295 per night
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Private room · Woodstock
Studio Apartment in Beautiful South Woodstock
$139 per night
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Entire home · Woodstock
Rural, Mountain-side House. Expansive Views.
$106 per night
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Entire home · Hartford
Beautiful Historic 1909 Library with a Fireplace
$145 per night
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Entire home · Woodstock
The Cottage on Westerdale Road
$352 per night
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Entire home · Woodstock
The Blacksmith House.
$650 per night
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Entire home · Woodstock
Brookside Farm, Woodstock, VT - 18 ac. with barn
$325 per night
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Private room · Bridgewater
Charming Vermont farmhouse close to Killington
$118 per night

Woodstock cabin rentals

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SUPERHOST
Entire cabin · Woodstock
[KAB-IN] A Whimsical Log Cabin in Woodstock, VT
$400 per night
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Entire cabin · Woodstock
Cabin by the Stream on 27 Acres
$185 per night
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Entire cabin · Mailing Address: Windsor
Fat Sheep Farm & Cabins - Sunrise Cabin
$194 per night
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Private room · Woodstock
Cozy log cabin close to Killington and Okemo
$140 per night
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Entire cabin · West Windsor
Cowshed Cabin Farm & Stable
$110 per night
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Entire cabin · Woodstock
Cozy Log Cabin, Peaceful Retreat
$250 per night
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Private room · Woodstock
Cozy log cabin close to Killington and Okemo
$201 per night
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Entire cabin · Woodstock
Curtis Cabin -Woodstock - Near Skiing & Breweries
$350 per night
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Entire cabin · Mailing Address: Windsor
Fat Sheep Farm & Cabins - Lull Brook Cabin
$305 per night
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Entire cabin · Bridgewater
500 Acre Farm Retreat: OQ Farm's Priory
$421 per night
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Entire cabin · Reading
Cozy Bear Cave
$300 per night
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Entire cabin · Hartland
Chic Cabin for Co-working & Relaxing by Killington
$899 per night
  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Woodstock