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Woodstock Holiday Rentals

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50 rentals in Woodstock.
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A charming 1820's farmhouse, ideally situated four miles from the Woodstock Gree, holiday rental in Woodstock

A charming 1820's farmhouse, ideally situated four miles from the Woodstock Gree

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Woodstock Village Carriage House, holiday rental in Woodstock

Woodstock Village Carriage House

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Historic Ski Lodge on 112-Acre Vineyard, holiday rental in Woodstock

Historic Ski Lodge on 112-Acre Vineyard

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spectacular  Views At This Luxury Country Estate, Walking Distance To Town, holiday rental in Woodstock

Spectacular Views At This Luxury Country Estate, Walking Distance To Town

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Large Historic Home w/6 Bedrooms and 6.5 baths-On River, w/ Hot Tub, holiday rental in Woodstock

Large Historic Home w/6 Bedrooms and 6.5 baths-On River, w/ Hot Tub

6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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Splendid 1920s Vermont Farmhouse, holiday rental in Woodstock

Splendid 1920s Vermont Farmhouse

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Tentrr Signature Site - The Perch, holiday rental in Woodstock

Tentrr Signature Site - The Perch

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - The Perch, holiday rental in Woodstock

Tentrr Signature Site - The Perch

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Killington Ski House - Luxury Ski Chalet W/ Hot Tub, holiday rental in Woodstock

Killington Ski House - Luxury Ski Chalet W/ Hot Tub

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Quiet Modern Luxury Home w/  Memory Foam Beds, A/C, FAST WiFi and Full Kitchen, holiday rental in Woodstock

Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Artisan Farmhouse for Groups! - 7 Minutes to Killington Skyeship Gondola!, holiday rental in Woodstock

Artisan Farmhouse for Groups! - 7 Minutes to Killington Skyeship Gondola!

5 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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Beautiful Views Overlooking Quechee, holiday rental in Woodstock

Beautiful Views Overlooking Quechee

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Charming Cabin Overlooking Waterfall and Pond, holiday rental in Woodstock

Charming Cabin Overlooking Waterfall and Pond

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Vacation/Travelers Apartment At Clay Hill Corners Blueberry Farm, holiday rental in Woodstock

Vacation/Travelers Apartment At Clay Hill Corners Blueberry Farm

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury Mountain Home Featuring 2 Master Suites and Spectacular Views!, holiday rental in Woodstock

Luxury Mountain Home Featuring 2 Master Suites and Spectacular Views!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Secluded Get Away Retreat, holiday rental in Woodstock

Secluded Get Away Retreat

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Meadow View- 35 Acres outside your door, holiday rental in Woodstock

Meadow View- 35 Acres outside your door

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Quechee, VT Luxury 5BR Post and Beam Ski Lodge, holiday rental in Woodstock

Quechee, VT Luxury 5BR Post and Beam Ski Lodge

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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The Real Vermont All Seasons Get-Away Home - Part of Queche Lakes Country Club, holiday rental in Woodstock

The Real Vermont All Seasons Get-Away Home - Part of Queche Lakes Country Club

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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5 Bedroom Home with Views of Quechee, holiday rental in Woodstock

5 Bedroom Home with Views of Quechee

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful 6 Bedroom Quechee Vermont 4 Season Vacation Destination, holiday rental in Woodstock

Beautiful 6 Bedroom Quechee Vermont 4 Season Vacation Destination

6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Quechee Condo - Affordable Vacation Resort ~Ski/Golf/Tennis/Lake/Pool/Gym, holiday rental in Woodstock

Quechee Condo - Affordable Vacation Resort ~Ski/Golf/Tennis/Lake/Pool/Gym

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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2 Bedroom Condo in Quechee, ~VT~ - a Four Season Community!, holiday rental in Woodstock

2 Bedroom Condo in Quechee, ~VT~ - a Four Season Community!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Villa with Pool + Fitness Center Access! | Awesome Location Near the Trails, holiday rental in Woodstock

Villa with Pool + Fitness Center Access! | Awesome Location Near the Trails

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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All Season, Open Plan Contemporary With Stunning Views, holiday rental in Woodstock

All Season, Open Plan Contemporary With Stunning Views

5 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quechee Lakes Hilltop Condo; End Unit Immaculately Maintained, holiday rental in Woodstock

Quechee Lakes Hilltop Condo; End Unit Immaculately Maintained

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Villa with a Fireplace Near the Trails | Pool + Fitness Center Access!, holiday rental in Woodstock

Villa with a Fireplace Near the Trails | Pool + Fitness Center Access!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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116 Two Double bed Standard Hotel room, holiday rental in Woodstock

116 Two Double bed Standard Hotel room

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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119 Two Double bed Standard Hotel room, holiday rental in Woodstock

119 Two Double bed Standard Hotel room

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Classic Vermont farm property on 160 acres with breathtaking views and property, holiday rental in Woodstock

Classic Vermont farm property on 160 acres with breathtaking views and property

6 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Quechee at its Finest!, holiday rental in Woodstock

Quechee at its Finest!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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117 Two Double bed Standard Hotel room, holiday rental in Woodstock

117 Two Double bed Standard Hotel room

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen, holiday rental in Woodstock

Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Reading Farms Estate/ Vermont Luxury Rental, holiday rental in Woodstock

Reading Farms Estate/ Vermont Luxury Rental

15 bedrooms
12 bathrooms
Sleeps 46
Match: Sleeps
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121 Efficiency with Sleeper Sofa only, holiday rental in Woodstock

121 Efficiency with Sleeper Sofa only

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quechee Vermont Vacation Home-Ideal for Families, holiday rental in Woodstock

Quechee Vermont Vacation Home-Ideal for Families

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Modern Cabin on a Vermont Farm - Stunning Panoramic Views!, holiday rental in Woodstock

Beautiful Modern Cabin on a Vermont Farm - Stunning Panoramic Views!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Stunning Modern Cabin on Beautiful Vermont Farm, holiday rental in Woodstock

Stunning Modern Cabin on Beautiful Vermont Farm

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Hakuna Matata, holiday rental in Woodstock

Hakuna Matata

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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219 Two Double bed Standard Hotel room, holiday rental in Woodstock

219 Two Double bed Standard Hotel room

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Historic Hilltop Cottage, holiday rental in Woodstock

Cozy Historic Hilltop Cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Luxe Lodge with Best Views, near Silver Lake+Woodstock, holiday rental in Woodstock

NEW! Luxe Lodge with Best Views, near Silver Lake+Woodstock

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vermont cabin on 20 acres in open field, holiday rental in Woodstock

Vermont cabin on 20 acres in open field

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Farmhouse Rustic Lux on 10 acres w/ swimming pond, holiday rental in Woodstock

Farmhouse Rustic Lux on 10 acres w/ swimming pond

7 bedrooms
4 bathrooms
Sleeps 22
Match: Sleeps
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118 Two Double bed Standard Hotel room, holiday rental in Woodstock

118 Two Double bed Standard Hotel room

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!, holiday rental in Woodstock

Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Serene Vermont Retreat, holiday rental in Woodstock

Serene Vermont Retreat

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Home w/indoor jacuzzi, 2 min to ski, hike, lakes!!, holiday rental in Woodstock

Home w/indoor jacuzzi, 2 min to ski, hike, lakes!!

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Private, peaceful home, holiday rental in Woodstock

Private, peaceful home

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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120 Efficiency with Sleeper Sofa only, holiday rental in Woodstock

120 Efficiency with Sleeper Sofa only

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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