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Shokan Holiday Rentals

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50 rentals in Shokan.
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Secluded Catskill Mountain Log Cabin, Breathtaking Vista, Private, Relaxing, holiday rental in Shokan

Secluded Catskill Mountain Log Cabin, Breathtaking Vista, Private, Relaxing

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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*ASHTON HILLS Estate -7B/4Ba Luxury Woodstock NY*, holiday rental in Shokan

*ASHTON HILLS Estate -7B/4Ba Luxury Woodstock NY*

7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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It's Fall in the Hudson Valley!  Enjoy your private cottage, fireplace & hot tub, holiday rental in Shokan

It's Fall in the Hudson Valley! Enjoy your private cottage, fireplace & hot tub

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Woodstock's Brook Cottage: TOP-RATED streamside luxury, fireplace, walk-to-town!, holiday rental in Shokan

Woodstock's Brook Cottage: TOP-RATED streamside luxury, fireplace, walk-to-town!

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

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

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Streamside Cottage Walking Distance to Town of Woodstock, holiday rental in Shokan

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, holiday rental in Shokan

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

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cabin With Rushing Stream In Backyard For Peaceful Retreat, holiday rental in Shokan

Cabin With Rushing Stream In Backyard For Peaceful Retreat

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!, holiday rental in Shokan

Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Freshly Renovated Home in Catskills Sweet Spot!!!, holiday rental in Shokan

Freshly Renovated Home in Catskills Sweet Spot!!!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Work, play & winter in Woodstock! In-town with hot tub., holiday rental in Shokan

Work, play & winter in Woodstock! In-town with hot tub.

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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SPRING at CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi, holiday rental in Shokan

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

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Big House!  Lots of space for your family.  Enjoy the outdoors in the Catskills, holiday rental in Shokan

Big House! Lots of space for your family. Enjoy the outdoors in the Catskills

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Hilltop Treehouse Woodstock Retreat, holiday rental in Shokan

Hilltop Treehouse Woodstock Retreat

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Relaxing Catskill Mountain Cottage. Light filled. Central to Hiking and skiing., holiday rental in Shokan

Relaxing Catskill Mountain Cottage. Light filled. Central to Hiking and skiing.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!, holiday rental in Shokan

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Romantic Country Barn By the Stream, holiday rental in Shokan

Romantic Country Barn By the Stream

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Margaret's Cottage New listing Woodstock Village, holiday rental in Shokan

Margaret's Cottage New listing Woodstock Village

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Secluded, Zen, Luxurious Stone Ridge Country Home, holiday rental in Shokan

Secluded, Zen, Luxurious Stone Ridge Country Home

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Mid-Century Gem with Heated Pool 1 Mile from Town, holiday rental in Shokan

Mid-Century Gem with Heated Pool 1 Mile from Town

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace, holiday rental in Shokan

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

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious, Private, Close to Town, Work From Home, holiday rental in Shokan

Spacious, Private, Close to Town, Work From Home

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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with mountain views, minutes from Woodstock, NY, holiday rental in Shokan

with mountain views, minutes from Woodstock, NY

4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Contemporary, Secluded Cabin In The Heart of Woodstock, holiday rental in Shokan

Contemporary, Secluded Cabin In The Heart of Woodstock

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Privacy & Luxury @  Heart of Woodstock w/ Hot Tub, holiday rental in Shokan

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, holiday rental in Shokan

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

5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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LIVE IN NATURE - WALK TO TOWN- CHILDREN LOVE US- SIT BY THE CAMP FIRE, holiday rental in Shokan

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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Gorgeous Villa w/ Mountain Views, pool, hot tub!, holiday rental in Shokan

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, holiday rental in Shokan

Mid Century Ranch-Hot Tub-Minutes to Center ofTown

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Marigold cabin by the stream -  Heart of Woodstock with Hot Tub & Fireplace, holiday rental in Shokan

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

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Margaret's Cottage in Woodstock Village, holiday rental in Shokan

Margaret's Cottage in Woodstock Village

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Woodstock Mediterranean Retreat, holiday rental in Shokan

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., holiday rental in Shokan

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ashokan Reservior Barn Style home, holiday rental in Shokan

Ashokan Reservior Barn Style home

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Luxe Bohemian Cabin, Secluded, 6 min to Woodstock, holiday rental in Shokan

Luxe Bohemian Cabin, Secluded, 6 min to Woodstock

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts, holiday rental in Shokan

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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Teahouse Cottage, holiday rental in Shokan

Teahouse Cottage

50 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stay and Play! Walk to Town, Onsite Restaurant, Golf Included., holiday rental in Shokan

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

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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2 BR Cabin, Hot Tub, Fireplace, Heart of Woodstock, holiday rental in Shokan

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

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Converted Barn On 2+ Acres  Walk To Town, holiday rental in Shokan

Charming Converted Barn On 2+ Acres Walk To Town

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Celebrate Woodstock & the Surrounding Area, Walk To Town, Swimming Pond., holiday rental in Shokan

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

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

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

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Cranberry House in the Catskills, holiday rental in Shokan

The Cranberry House in the Catskills

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Camp AnuLyfe: Treat yourself with our extras for a, holiday rental in Shokan

Tentrr Signature Site - Camp AnuLyfe: Treat yourself with our extras for a

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Shady Knolls, holiday rental in Shokan

Tentrr Signature Site - Shady Knolls

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Stonecutters Ledge, holiday rental in Shokan

Tentrr Signature Site - Stonecutters Ledge

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Yankeetown Pond Peace of Mind, holiday rental in Shokan

Tentrr Signature Site - Yankeetown Pond Peace of Mind

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - Ashokan Reservoir Retreat, holiday rental in Shokan

Tentrr Signature Site - Ashokan Reservoir Retreat

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sioux Tipi on the waterfall, holiday rental in Shokan

Sioux Tipi on the waterfall

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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