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Woodstock Holiday Rentals

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67 rentals in Woodstock.
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Secluded, Luxury Home with Hot Tub, holiday rental in Woodstock

Secluded, Luxury Home with Hot Tub

2 bedrooms
2 bathrooms
Sleeps 6
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5 other travellers have booked this property
Pet Friendly Cabin Doh-Ray Up At 1450ft, holiday rental in Woodstock

Pet Friendly Cabin Doh-Ray Up At 1450ft

2 bedrooms
2 bathrooms
Sleeps 5
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26 other travellers have booked this property
Contemporary, Secluded Cabin In The Heart of Woodstock, holiday rental in Woodstock

Contemporary, Secluded Cabin In The Heart of Woodstock

1 bedroom
1 bathroom
Sleeps 4
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2 other travellers have booked this property
Stunning Vacation Country & Ski House, holiday rental in Woodstock

Stunning Vacation Country & Ski House

4 bedrooms
3 bathrooms
Sleeps 12
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3 other travellers have booked this property
Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts, holiday rental in Woodstock

Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts

4 bedrooms
2 bathrooms
Sleeps 8
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2 other travellers have booked this property
Mid Century Ranch-Hot Tub-Minutes to Center ofTown, holiday rental in Woodstock

Mid Century Ranch-Hot Tub-Minutes to Center ofTown

4 bedrooms
4 bathrooms
Sleeps 8
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19 other travellers have booked this property
Charming Artist's Cottage, holiday rental in Woodstock

Charming Artist's Cottage

2 bedrooms
1 bathroom
Sleeps 4
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35 other travellers have booked this property
Margaret's Cottage in Woodstock Village, holiday rental in Woodstock

Margaret's Cottage in Woodstock Village

2 bedrooms
1 bathroom
Sleeps 4
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11 other travellers have booked this property
Charming Converted Barn On 2+ Acres  Walk To Town, holiday rental in Woodstock

Charming Converted Barn On 2+ Acres Walk To Town

5 bedrooms
2 bathrooms
Sleeps 10
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4 other travellers have booked this property
Privacy & Luxury @  Heart of Woodstock w/ Hot Tub, holiday rental in Woodstock

Privacy & Luxury @ Heart of Woodstock w/ Hot Tub

2 bedrooms
2 bathrooms
Sleeps 6
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2 other travellers have booked this property
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Marigold cabin by the stream -  Heart of Woodstock with Hot Tub & Fireplace, holiday rental in Woodstock

Marigold cabin by the stream - Heart of Woodstock with Hot Tub & Fireplace

1 bedroom
2 bathrooms
Sleeps 4
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3 other travellers have booked this property
Woodstock-Pool, Hot Tub, Stream; 7 Acres; Hike&Ski, holiday rental in Woodstock

Woodstock-Pool, Hot Tub, Stream; 7 Acres; Hike&Ski

3 bedrooms
3 bathrooms
Sleeps 8
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5 other travellers have booked this property
Woodstock Carriage House, holiday rental in Woodstock

Woodstock Carriage House

4 bedrooms
2 bathrooms
Sleeps 6
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3 other travellers have booked this property
'Casa Reál' ~ Expansive Woodstock House w/Hot Tub!, holiday rental in Woodstock

'Casa Reál' ~ Expansive Woodstock House w/Hot Tub!

4 bedrooms
4 bathrooms
Sleeps 8
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COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!, holiday rental in Woodstock

COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Converted Barn with Waterfall, Walk to Town, holiday rental in Woodstock

Converted Barn with Waterfall, Walk to Town

3 bedrooms
2 bathrooms
Sleeps 6
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Sweet Woodstock Country Home - Great Spot For Hiking, Skiing And Mountain Air, holiday rental in Woodstock

Sweet Woodstock Country Home - Great Spot For Hiking, Skiing And Mountain Air

4 bedrooms
2 bathrooms
Sleeps 8
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Our Shady Home-Unique 4 Bedrooms-Heated Swimming Pool, holiday rental in Woodstock

Our Shady Home-Unique 4 Bedrooms-Heated Swimming Pool

4 bedrooms
2 bathrooms
Sleeps 8
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Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!, holiday rental in Woodstock

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

3 bedrooms
3 bathrooms
Sleeps 8
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Charming and spacious Woodstock farmhouse walking distance to town., holiday rental in Woodstock

Charming and spacious Woodstock farmhouse walking distance to town.

4 bedrooms
2 bathrooms
Sleeps 8
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Country Cabin in Woodstock, NY- Cozy and Pet Friendly, holiday rental in Woodstock

Country Cabin in Woodstock, NY- Cozy and Pet Friendly

0 bedrooms
1 bathroom
Sleeps 4
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Romantic Luxury Chalet with Private Saline Pool, holiday rental in Woodstock

Romantic Luxury Chalet with Private Saline Pool

1 bedroom
1 bathroom
Sleeps 3
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Custom Post and Beam Home on a Stream, holiday rental in Woodstock

Custom Post and Beam Home on a Stream

3 bedrooms
2 bathrooms
Sleeps 6
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Spacious, peaceful Zen Cabin in the woods, holiday rental in Woodstock

Spacious, peaceful Zen Cabin in the woods

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 5 MINUTES FROM TOWN, holiday rental in Woodstock

SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 5 MINUTES FROM TOWN

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Walk to Woodstock from Private Forest Setting, holiday rental in Woodstock

Walk to Woodstock from Private Forest Setting

1 bedroom
1 bathroom
Sleeps 2
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Margaret's Cottage New listing Woodstock Village, holiday rental in Woodstock

Margaret's Cottage New listing Woodstock Village

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stay Central to Woodstock & Unwind w/ Mountain Views, holiday rental in Woodstock

Stay Central to Woodstock & Unwind w/ Mountain Views

1 bedroom
1 bathroom
Sleeps 3
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Charming Woodstock Hideaway with Seasonal Falls, holiday rental in Woodstock

Charming Woodstock Hideaway with Seasonal Falls

1 bedroom
1 bathroom
Sleeps 3
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Celebrate Woodstock & the Surrounding Area, Walk To Town, Swimming Pond., holiday rental in Woodstock

Celebrate Woodstock & the Surrounding Area, Walk To Town, Swimming Pond.

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Romantic Country Barn By the Stream, holiday rental in Woodstock

Romantic Country Barn By the Stream

2 bedrooms
1 bathroom
Sleeps 4
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17 other travellers have booked this property
2 BR Cabin, Hot Tub, Fireplace, Heart of Woodstock, holiday rental in Woodstock

2 BR Cabin, Hot Tub, Fireplace, Heart of Woodstock

2 bedrooms
1 bathroom
Sleeps 6
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1 other traveller has booked this property
Teahouse Cottage, holiday rental in Woodstock

Teahouse Cottage

50 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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5 other travellers have booked this property
New Hot Tub & Heated Pool in Prime Woodstock Gut Renovated Modern Home, holiday rental in Woodstock

New Hot Tub & Heated Pool in Prime Woodstock Gut Renovated Modern Home

5 bedrooms
3 bathrooms
Sleeps 13
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2 other travellers have booked this property
Woodstock Mediterranean Retreat, holiday rental in Woodstock

Woodstock Mediterranean Retreat

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Glamping at Woodstock Meadows - Outdoor B&B (2 secluded tents w/amenities), holiday rental in Woodstock

Glamping at Woodstock Meadows - Outdoor B&B (2 secluded tents w/amenities)

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Tranquil Woodstock Home in the Woods with Hot Tub and Ping Pong, holiday rental in Woodstock

Tranquil Woodstock Home in the Woods with Hot Tub and Ping Pong

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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2 other travellers have booked this property
Event-Friendly Home -  5 Mins to Central Woodstock, holiday rental in Woodstock

Event-Friendly Home - 5 Mins to Central Woodstock

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Updated/Pet-Friendly Cabin By Hikes and Woodstock!, holiday rental in Woodstock

Updated/Pet-Friendly Cabin By Hikes and Woodstock!

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Mid-Century Gem with Heated Pool 1 Mile from Town, holiday rental in Woodstock

Mid-Century Gem with Heated Pool 1 Mile from Town

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Glass House, Minutes to Town, holiday rental in Woodstock

Modern Glass House, Minutes to Town

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Woodstock Country Guest Suite, holiday rental in Woodstock

Woodstock Country Guest Suite

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stay and Play! Walk to Town, Onsite Restaurant, Golf Included., holiday rental in Woodstock

Stay and Play! Walk to Town, Onsite Restaurant, Golf Included.

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Shady Knolls, holiday rental in Woodstock

Tentrr Signature Site - Shady Knolls

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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1,200 sq. ft, 1 1/2 story great room, 2 bedrooms, futon, library, holiday rental in Woodstock

1,200 sq. ft, 1 1/2 story great room, 2 bedrooms, futon, library

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious, Modern and Private | Close to Town, holiday rental in Woodstock

Spacious, Modern and Private | Close to Town

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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SPRING at CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi, holiday rental in Woodstock

SPRING at CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

2 bedrooms
2 bathrooms
Sleeps 4
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STONE COTTAGE 2 Pvt. Acres, Heated Pool, Tech, Sleeps 5 - 9, Opt Guest Cottage, holiday rental in Woodstock

STONE COTTAGE 2 Pvt. Acres, Heated Pool, Tech, Sleeps 5 - 9, Opt Guest Cottage

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Pike Lane Cabin in the Woods in Woodstock w/ Waterfall, Ponds Short Walk to Town, holiday rental in Woodstock

Pike Lane Cabin in the Woods in Woodstock w/ Waterfall, Ponds Short Walk to Town

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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House on 35 Acres w/Mt Views, Private Trails & Creeks, holiday rental in Woodstock

House on 35 Acres w/Mt Views, Private Trails & Creeks

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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