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Woodstock Holiday Apartments

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38 rentals in Woodstock.
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Sunlit VT Country Home w/Hot Tub.  Ideal location near Woodstock village, holiday rental in Woodstock
Sunlit VT Country Home w/Hot Tub.  Ideal location near Woodstock village, holiday rental in Woodstock
Sunlit VT Country Home w/Hot Tub.  Ideal location near Woodstock village, holiday rental in Woodstock

Sunlit VT Country Home w/Hot Tub. Ideal location near Woodstock village

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Woodstock Four Season Family Estate Has It All **Recently Renovated!*, holiday rental in Woodstock
Woodstock Four Season Family Estate Has It All **Recently Renovated!*, holiday rental in Woodstock
Woodstock Four Season Family Estate Has It All **Recently Renovated!*, holiday rental in Woodstock

Woodstock Four Season Family Estate Has It All **Recently Renovated!*

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Woodstock Farmhouse Completely Updated Close to Town & Ski Areas, holiday rental in Woodstock
Woodstock Farmhouse Completely Updated Close to Town & Ski Areas, holiday rental in Woodstock
Woodstock Farmhouse Completely Updated Close to Town & Ski Areas, holiday rental in Woodstock

Woodstock Farmhouse Completely Updated Close to Town & Ski Areas

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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IT'S FOLIAGE SEASON!, holiday rental in Woodstock
IT'S FOLIAGE SEASON!, holiday rental in Woodstock
IT'S FOLIAGE SEASON!, holiday rental in Woodstock

IT'S FOLIAGE SEASON!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Scenic South Woodstock, Vermont home, holiday rental in Woodstock
Scenic South Woodstock, Vermont home, holiday rental in Woodstock
Scenic South Woodstock, Vermont home, holiday rental in Woodstock

Scenic South Woodstock, Vermont home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village, holiday rental in Woodstock
Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village, holiday rental in Woodstock
Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village, holiday rental in Woodstock

Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Perfect Design & Location for the VT Experience. 'Hope Upon, Up Above', holiday rental in Woodstock
Perfect Design & Location for the VT Experience. 'Hope Upon, Up Above', holiday rental in Woodstock
Perfect Design & Location for the VT Experience. 'Hope Upon, Up Above', holiday rental in Woodstock

Perfect Design & Location for the VT Experience. 'Hope Upon, Up Above'

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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New Delightful Cozy Space in Woodstock Village, holiday rental in Woodstock
New Delightful Cozy Space in Woodstock Village, holiday rental in Woodstock
New Delightful Cozy Space in Woodstock Village, holiday rental in Woodstock

New Delightful Cozy Space in Woodstock Village

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming and Chic Vacation Rental, holiday rental in Woodstock
Charming and Chic Vacation Rental, holiday rental in Woodstock
Charming and Chic Vacation Rental, holiday rental in Woodstock

Charming and Chic Vacation Rental

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Woodstock Village Carriage House, holiday rental in Woodstock
Woodstock Village Carriage House, holiday rental in Woodstock
Woodstock Village Carriage House, holiday rental in Woodstock

Woodstock Village Carriage House

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Woodstock Village Green Location, Walk Everywhere, River Patio, Covered Bridge, holiday rental in Woodstock
Woodstock Village Green Location, Walk Everywhere, River Patio, Covered Bridge, holiday rental in Woodstock
Woodstock Village Green Location, Walk Everywhere, River Patio, Covered Bridge, holiday rental in Woodstock

Woodstock Village Green Location, Walk Everywhere, River Patio, Covered Bridge

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Dog Friendly Home in S. Woodstock, holiday rental in Woodstock
Dog Friendly Home in S. Woodstock, holiday rental in Woodstock
Dog Friendly Home in S. Woodstock, holiday rental in Woodstock

Dog Friendly Home in S. Woodstock

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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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, holiday rental in Woodstock
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

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Historic Ski Lodge on 112-Acre Vineyard, holiday rental in Woodstock
Historic Ski Lodge on 112-Acre Vineyard, holiday rental in Woodstock
Historic Ski Lodge on 112-Acre Vineyard, holiday rental in Woodstock

Historic Ski Lodge on 112-Acre Vineyard

Holiday Rental House
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, holiday rental in Woodstock
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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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New Luxury 5 Bedroom Home in the Heart of Quechee, holiday rental in Woodstock
New Luxury 5 Bedroom Home in the Heart of Quechee, holiday rental in Woodstock
New Luxury 5 Bedroom Home in the Heart of Quechee, holiday rental in Woodstock

New Luxury 5 Bedroom Home in the Heart of Quechee

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
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Splendid 1920s Vermont Farmhouse, holiday rental in Woodstock
Splendid 1920s Vermont Farmhouse, holiday rental in Woodstock
Splendid 1920s Vermont Farmhouse, holiday rental in Woodstock

Splendid 1920s Vermont Farmhouse

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski, holiday rental in Woodstock
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski, holiday rental in Woodstock
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski, holiday rental in Woodstock

Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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Luxury, private, peaceful home with Instagram worthy amenities!, holiday rental in Woodstock
Luxury, private, peaceful home with Instagram worthy amenities!, holiday rental in Woodstock
Luxury, private, peaceful home with Instagram worthy amenities!, holiday rental in Woodstock

Luxury, private, peaceful home with Instagram worthy amenities!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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NEW LISTING!  Hartland Bungalow, holiday rental in Woodstock
NEW LISTING!  Hartland Bungalow, holiday rental in Woodstock
NEW LISTING!  Hartland Bungalow, holiday rental in Woodstock

NEW LISTING! Hartland Bungalow

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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New! Spacious, updated 6 bedroom home!, holiday rental in Woodstock
New! Spacious, updated 6 bedroom home!, holiday rental in Woodstock
New! Spacious, updated 6 bedroom home!, holiday rental in Woodstock

New! Spacious, updated 6 bedroom home!

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Relax at the Vineyard House in Beautiful Woodstock, VT, holiday rental in Woodstock
Relax at the Vineyard House in Beautiful Woodstock, VT, holiday rental in Woodstock
Relax at the Vineyard House in Beautiful Woodstock, VT, holiday rental in Woodstock

Relax at the Vineyard House in Beautiful Woodstock, VT

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Exquisite four bedroom, four bath single family home. Close to Quechee Club and, holiday rental in Woodstock
Exquisite four bedroom, four bath single family home. Close to Quechee Club and, holiday rental in Woodstock
Exquisite four bedroom, four bath single family home. Close to Quechee Club and, holiday rental in Woodstock

Exquisite four bedroom, four bath single family home. Close to Quechee Club and

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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NEW! - 2 Bedroom / 1 Bath Riverside Cottage, holiday rental in Woodstock
NEW! - 2 Bedroom / 1 Bath Riverside Cottage, holiday rental in Woodstock
NEW! - 2 Bedroom / 1 Bath Riverside Cottage, holiday rental in Woodstock

NEW! - 2 Bedroom / 1 Bath Riverside Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New to VRBO Beautifully Restored 4 Bedroom, 2.5 House, Spectacular Views, holiday rental in Woodstock
New to VRBO Beautifully Restored 4 Bedroom, 2.5 House, Spectacular Views, holiday rental in Woodstock
New to VRBO Beautifully Restored 4 Bedroom, 2.5 House, Spectacular Views, holiday rental in Woodstock

New to VRBO Beautifully Restored 4 Bedroom, 2.5 House, Spectacular Views

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Havenwood, a beautiful private, gated estate in Woodstock, Vermont, holiday rental in Woodstock
Havenwood, a beautiful private, gated estate in Woodstock, Vermont, holiday rental in Woodstock
Havenwood, a beautiful private, gated estate in Woodstock, Vermont, holiday rental in Woodstock

Havenwood, a beautiful private, gated estate in Woodstock, Vermont

Holiday Rental House
7 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps
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Tentrr Signature Site - The Perch, holiday rental in Woodstock
Tentrr Signature Site - The Perch, holiday rental in Woodstock
Tentrr Signature Site - The Perch, holiday rental in Woodstock

Tentrr Signature Site - The Perch

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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�Luxury Estate� 25 Gorgeous Acres of Privacy �Family Getaway�Swimming Pond�, holiday rental in Woodstock
�Luxury Estate� 25 Gorgeous Acres of Privacy �Family Getaway�Swimming Pond�, holiday rental in Woodstock
�Luxury Estate� 25 Gorgeous Acres of Privacy �Family Getaway�Swimming Pond�, holiday rental in Woodstock

�Luxury Estate� 25 Gorgeous Acres of Privacy �Family Getaway�Swimming Pond�

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - The Perch, holiday rental in Woodstock
Tentrr Signature Site - The Perch, holiday rental in Woodstock
Tentrr Signature Site - The Perch, holiday rental in Woodstock

Tentrr Signature Site - The Perch

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Contemporary Townhouse, holiday rental in Woodstock
Contemporary Townhouse, holiday rental in Woodstock
Contemporary Townhouse, holiday rental in Woodstock

Contemporary Townhouse

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Romantic Guest House Hideaway, holiday rental in Woodstock
Romantic Guest House Hideaway, holiday rental in Woodstock
Romantic Guest House Hideaway, holiday rental in Woodstock

Romantic Guest House Hideaway

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW Four Seasons Luxury in Woodstock Village: Private Home, Pond & Mountain View, holiday rental in Woodstock
NEW Four Seasons Luxury in Woodstock Village: Private Home, Pond & Mountain View, holiday rental in Woodstock
NEW Four Seasons Luxury in Woodstock Village: Private Home, Pond & Mountain View, holiday rental in Woodstock

NEW Four Seasons Luxury in Woodstock Village: Private Home, Pond & Mountain View

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The ultimate cabin for fall foliage!, holiday rental in Woodstock
The ultimate cabin for fall foliage!, holiday rental in Woodstock
The ultimate cabin for fall foliage!, holiday rental in Woodstock

The ultimate cabin for fall foliage!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sun-filled Mid-Century Modern Home with Sunset Views, holiday rental in Woodstock
Sun-filled Mid-Century Modern Home with Sunset Views, holiday rental in Woodstock
Sun-filled Mid-Century Modern Home with Sunset Views, holiday rental in Woodstock

Sun-filled Mid-Century Modern Home with Sunset Views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW LISTING!  Three bedroom, two and a half bath home with great views!, holiday rental in Woodstock
NEW LISTING!  Three bedroom, two and a half bath home with great views!, holiday rental in Woodstock
NEW LISTING!  Three bedroom, two and a half bath home with great views!, holiday rental in Woodstock

NEW LISTING! Three bedroom, two and a half bath home with great views!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Vermont Gem Near Woodstock and Quechee, holiday rental in Woodstock
Vermont Gem Near Woodstock and Quechee, holiday rental in Woodstock
Vermont Gem Near Woodstock and Quechee, holiday rental in Woodstock

Vermont Gem Near Woodstock and Quechee

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Chic Cabin near Killington for Relaxing and Co-working, holiday rental in Woodstock
Chic Cabin near Killington for Relaxing and Co-working, holiday rental in Woodstock
Chic Cabin near Killington for Relaxing and Co-working, holiday rental in Woodstock

Chic Cabin near Killington for Relaxing and Co-working

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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⚜Luxury Home⚜Private Pond⚜25 Acres of Privacy⚜5 Min Downtown Woodstock⚜Spa⚜BBQ, holiday rental in Woodstock
⚜Luxury Home⚜Private Pond⚜25 Acres of Privacy⚜5 Min Downtown Woodstock⚜Spa⚜BBQ, holiday rental in Woodstock
⚜Luxury Home⚜Private Pond⚜25 Acres of Privacy⚜5 Min Downtown Woodstock⚜Spa⚜BBQ, holiday rental in Woodstock

⚜Luxury Home⚜Private Pond⚜25 Acres of Privacy⚜5 Min Downtown Woodstock⚜Spa⚜BBQ

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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