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Woodstock Vacation Rentals

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45 rentals in Woodstock.
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Stunning Vacation Country & Ski House, vacation rental in Woodstock

Stunning Vacation Country & Ski House

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Romantic Country Barn By the Stream, vacation rental in Woodstock

Romantic Country Barn By the Stream

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Streamside Cottage Walking Distance to Town of Woodstock, vacation rental in Woodstock

Streamside Cottage Walking Distance to Town of Woodstock

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 5 MINUTES FROM TOWN, vacation 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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Charming Artist's Cottage, vacation rental in Woodstock

Charming Artist's Cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!, vacation rental in Woodstock

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

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious, peaceful Zen Cabin in the woods, vacation rental in Woodstock

Spacious, peaceful Zen Cabin in the woods

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private Home, Mins. to Woodstock, vacation rental in Woodstock

Private Home, Mins. to Woodstock

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

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

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!, vacation 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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Mountain Gardens - DOGS WELCOME!!!, vacation rental in Woodstock

Mountain Gardens - DOGS WELCOME!!!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Secluded, Luxury Home with Hot Tub, vacation rental in Woodstock

Secluded, Luxury Home with Hot Tub

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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House on 35 Acres w/Mt Views, Private Trails & Creeks, vacation rental in Woodstock

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

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Margaret's Cottage New listing Woodstock Village, vacation rental in Woodstock

Margaret's Cottage New listing Woodstock Village

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Country Cabin in Woodstock, NY- Cozy and Pet Friendly, vacation rental in Woodstock

Country Cabin in Woodstock, NY- Cozy and Pet Friendly

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Woodstock-Pool, Hot Tub, Stream; 7 Acres; Hike&Ski, vacation rental in Woodstock

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

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace, vacation rental in Woodstock

HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Contemporary, Secluded Cabin In The Heart of Woodstock, vacation rental in Woodstock

Contemporary, Secluded Cabin In The Heart of Woodstock

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Modern Glass House, Minutes to Town, vacation rental in Woodstock

Modern Glass House, Minutes to Town

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming and spacious Woodstock farmhouse walking distance to town., vacation rental in Woodstock

Charming and spacious Woodstock farmhouse walking distance to town.

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Privacy & Luxury @  Heart of Woodstock w/ Hot Tub, vacation rental in Woodstock

Privacy & Luxury @ Heart of Woodstock w/ Hot Tub

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Hot Tub & Heated Pool in Prime Woodstock Gut Renovated Modern Home, vacation rental in Woodstock

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

5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Marigold cabin by the stream -  Heart of Woodstock with Hot Tub & Fireplace, vacation rental in Woodstock

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

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Pet Friendly Cabin Doh-Ray Up At 1450ft, vacation rental in Woodstock

Pet Friendly Cabin Doh-Ray Up At 1450ft

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Spacious, Private, Close to Town, Work From Home, vacation rental in Woodstock

Spacious, Private, Close to Town, Work From Home

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Margaret's Cottage in Woodstock Village, vacation rental in Woodstock

Margaret's Cottage in Woodstock Village

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Gorgeous Villa w/ Mountain Views, pool, hot tub!, vacation rental in Woodstock

Gorgeous Villa w/ Mountain Views, pool, hot tub!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Mid Century Ranch-Hot Tub-Minutes to Center ofTown, vacation rental in Woodstock

Mid Century Ranch-Hot Tub-Minutes to Center ofTown

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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LIVE IN NATURE - WALK TO TOWN- CHILDREN LOVE US- SIT BY THE CAMP FIRE, vacation rental in Woodstock

LIVE IN NATURE - WALK TO TOWN- CHILDREN LOVE US- SIT BY THE CAMP FIRE

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Woodstock Mediterranean Retreat, vacation rental in Woodstock

Woodstock Mediterranean Retreat

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit., vacation rental in Woodstock

Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Teahouse Cottage, vacation rental in Woodstock

Teahouse Cottage

50 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts, vacation rental in Woodstock

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

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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2 BR Cabin, Hot Tub, Fireplace, Heart of Woodstock, vacation rental in Woodstock

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

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Tranquil Woodstock Home in the Woods with Hot Tub and Ping Pong, vacation 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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Woodstock Sanctuary Spa Retreat - walk to town!, vacation rental in Woodstock

Woodstock Sanctuary Spa Retreat - walk to town!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Updated/Pet-Friendly Cabin By Hikes and Woodstock!, vacation rental in Woodstock

Updated/Pet-Friendly Cabin By Hikes and Woodstock!

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Stay and Play! Walk to Town, Onsite Restaurant, Golf Included., vacation 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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Glamping at Woodstock Meadows - Outdoor B&B (2 secluded tents w/amenities), vacation 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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Tentrr Signature Site - Shady Knolls, vacation rental in Woodstock

Tentrr Signature Site - Shady Knolls

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Converted Barn On 2+ Acres  Walk To Town, vacation rental in Woodstock

Charming Converted Barn On 2+ Acres Walk To Town

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Family-Friendly Home: 5 Mins to Central Woodstock, vacation rental in Woodstock

Family-Friendly Home: 5 Mins to Central Woodstock

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Woodstock Carriage House, vacation rental in Woodstock

Woodstock Carriage House

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Celebrate Woodstock & the Surrounding Area, Walk To Town, Swimming Pond., vacation 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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Sioux Tipi on the waterfall, vacation rental in Woodstock

Sioux Tipi on the waterfall

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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