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Shokan Vacation Rentals

Shokan Vacation Rentals

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50 rentals in Shokan.
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*THE BARN * Ashton Hills Estate-2B/1Ba Luxury Upstate NY, vacation rental in Shokan
*THE BARN * Ashton Hills Estate-2B/1Ba Luxury Upstate NY, vacation rental in Shokan
*THE BARN * Ashton Hills Estate-2B/1Ba Luxury Upstate NY, vacation rental in Shokan

*THE BARN * Ashton Hills Estate-2B/1Ba Luxury Upstate NY

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ashton Hills Estate - Main 6B/3Ba Mountain Oasis, vacation rental in Shokan
Ashton Hills Estate - Main 6B/3Ba Mountain Oasis, vacation rental in Shokan
Ashton Hills Estate - Main 6B/3Ba Mountain Oasis, vacation rental in Shokan

Ashton Hills Estate - Main 6B/3Ba Mountain Oasis

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Pet, Family, and Party Friendly house perfect for 3 or more couples, vacation rental in Shokan
Pet, Family, and Party Friendly house perfect for 3 or more couples, vacation rental in Shokan
Pet, Family, and Party Friendly house perfect for 3 or more couples, vacation rental in Shokan

Pet, Family, and Party Friendly house perfect for 3 or more couples

Rental Home
3 bedrooms
1 bathroom
Sleeps 11
Match: Sleeps
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*ASHTON HILLS Estate -7B/4Ba Luxury Woodstock NY*, vacation rental in Shokan
*ASHTON HILLS Estate -7B/4Ba Luxury Woodstock NY*, vacation rental in Shokan
*ASHTON HILLS Estate -7B/4Ba Luxury Woodstock NY*, vacation rental in Shokan

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

Rental Home
7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Shokan Lodge: Mid-Century Modern Getaway with Hot Tub, vacation rental in Shokan
Shokan Lodge: Mid-Century Modern Getaway with Hot Tub, vacation rental in Shokan
Shokan Lodge: Mid-Century Modern Getaway with Hot Tub, vacation rental in Shokan

Shokan Lodge: Mid-Century Modern Getaway with Hot Tub

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Historic Catskills farmhouse with sweeping views, vacation rental in Shokan
Historic Catskills farmhouse with sweeping views, vacation rental in Shokan
Historic Catskills farmhouse with sweeping views, vacation rental in Shokan

Historic Catskills farmhouse with sweeping views

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!, vacation rental in Shokan
Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!, vacation rental in Shokan
Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!, vacation rental in Shokan

Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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High Above It All In Woodstock, vacation rental in Shokan
High Above It All In Woodstock, vacation rental in Shokan
High Above It All In Woodstock, vacation rental in Shokan

High Above It All In Woodstock

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Home with spectacular views. (28 day minimum rental from December through March), vacation rental in Shokan
Home with spectacular views. (28 day minimum rental from December through March), vacation rental in Shokan
Home with spectacular views. (28 day minimum rental from December through March), vacation rental in Shokan

Home with spectacular views. (28 day minimum rental from December through March)

Rental Home
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Secluded Catskill Mountain Log Cabin, Breathtaking Vista, Private, Relaxing, vacation rental in Shokan
Secluded Catskill Mountain Log Cabin, Breathtaking Vista, Private, Relaxing, vacation rental in Shokan
Secluded Catskill Mountain Log Cabin, Breathtaking Vista, Private, Relaxing, vacation rental in Shokan

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

Rental Home
4 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!, vacation rental in Shokan
Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!, vacation rental in Shokan
Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!, vacation rental in Shokan

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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July/August summer rental special w/Air cond. woodstock near lake hike fish art, vacation rental in Shokan
July/August summer rental special w/Air cond. woodstock near lake hike fish art, vacation rental in Shokan
July/August summer rental special w/Air cond. woodstock near lake hike fish art, vacation rental in Shokan

July/August summer rental special w/Air cond. woodstock near lake hike fish art

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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LUXURY Log Home - WOODSTOCK, NY!, vacation rental in Shokan
LUXURY Log Home - WOODSTOCK, NY!, vacation rental in Shokan
LUXURY Log Home - WOODSTOCK, NY!, vacation rental in Shokan

LUXURY Log Home - WOODSTOCK, NY!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Classic Cottage on 6 acres with Panoramic Catskill View, vacation rental in Shokan
Classic Cottage on 6 acres with Panoramic Catskill View, vacation rental in Shokan
Classic Cottage on 6 acres with Panoramic Catskill View, vacation rental in Shokan

Classic Cottage on 6 acres with Panoramic Catskill View

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious serene getaway in the Catskills. Close to Woodstock and Ski Resorts, vacation rental in Shokan
Spacious serene getaway in the Catskills. Close to Woodstock and Ski Resorts, vacation rental in Shokan
Spacious serene getaway in the Catskills. Close to Woodstock and Ski Resorts, vacation rental in Shokan

Spacious serene getaway in the Catskills. Close to Woodstock and Ski Resorts

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Relaxing Catskill Mountain Cottage., vacation rental in Shokan
Relaxing Catskill Mountain Cottage., vacation rental in Shokan
Relaxing Catskill Mountain Cottage., vacation rental in Shokan

Relaxing Catskill Mountain Cottage.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Treehouse Woodstock Retreat on a hill, vacation rental in Shokan
Treehouse Woodstock Retreat on a hill, vacation rental in Shokan
Treehouse Woodstock Retreat on a hill, vacation rental in Shokan

Treehouse Woodstock Retreat on a hill

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Woodstock Mountain Historic Home, vacation rental in Shokan
Woodstock Mountain Historic Home, vacation rental in Shokan
Woodstock Mountain Historic Home, vacation rental in Shokan

Woodstock Mountain Historic Home

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Secluded & Relaxing Getaway On Ten Acres, vacation rental in Shokan
Secluded & Relaxing Getaway On Ten Acres, vacation rental in Shokan
Secluded & Relaxing Getaway On Ten Acres, vacation rental in Shokan

Secluded & Relaxing Getaway On Ten Acres

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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As Seen on HGTV's House Hunters & NY Times- Woodstock Cedar Cottage + Hot Tub, vacation rental in Shokan
As Seen on HGTV's House Hunters & NY Times- Woodstock Cedar Cottage + Hot Tub, vacation rental in Shokan
As Seen on HGTV's House Hunters & NY Times- Woodstock Cedar Cottage + Hot Tub, vacation rental in Shokan

As Seen on HGTV's House Hunters & NY Times- Woodstock Cedar Cottage + Hot Tub

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Custom Post and Beam Home on Private Stream, vacation rental in Shokan
Custom Post and Beam Home on Private Stream, vacation rental in Shokan
Custom Post and Beam Home on Private Stream, vacation rental in Shokan

Custom Post and Beam Home on Private Stream

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

Romantic Country Barn By the Stream

Cabin
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Tree Top HideAway - Rural Apartment, vacation rental in Shokan
Tree Top HideAway - Rural Apartment, vacation rental in Shokan
Tree Top HideAway - Rural Apartment, vacation rental in Shokan

Tree Top HideAway - Rural Apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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A Modern Farmhouse Getaway, vacation rental in Shokan
A Modern Farmhouse Getaway, vacation rental in Shokan
A Modern Farmhouse Getaway, vacation rental in Shokan

A Modern Farmhouse Getaway

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Updated/Pet-Friendly Cabin By Hikes and Woodstock!, vacation rental in Shokan
Updated/Pet-Friendly Cabin By Hikes and Woodstock!, vacation rental in Shokan
Updated/Pet-Friendly Cabin By Hikes and Woodstock!, vacation rental in Shokan

Updated/Pet-Friendly Cabin By Hikes and Woodstock!

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Cabin 85 - 2bd rooms w/ 2 lofty chic spaces, vacation rental in Shokan
Cabin 85 - 2bd rooms w/ 2 lofty chic spaces, vacation rental in Shokan
Cabin 85 - 2bd rooms w/ 2 lofty chic spaces, vacation rental in Shokan

Cabin 85 - 2bd rooms w/ 2 lofty chic spaces

Rental Home
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace, vacation rental in Shokan
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace, vacation rental in Shokan
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace, vacation rental in Shokan

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern Farmhouse Retreat with Heated Saltwater Pool, vacation rental in Shokan
Modern Farmhouse Retreat with Heated Saltwater Pool, vacation rental in Shokan
Modern Farmhouse Retreat with Heated Saltwater Pool, vacation rental in Shokan

Modern Farmhouse Retreat with Heated Saltwater Pool

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sunset Mountain Retreat - minutes from Woodstock, vacation rental in Shokan
Sunset Mountain Retreat - minutes from Woodstock, vacation rental in Shokan
Sunset Mountain Retreat - minutes from Woodstock, vacation rental in Shokan

Sunset Mountain Retreat - minutes from Woodstock

Rental Home
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Gorgeous Villa w/ Mountain Views, pool, hot tub!, vacation rental in Shokan
Gorgeous Villa w/ Mountain Views, pool, hot tub!, vacation rental in Shokan
Gorgeous Villa w/ Mountain Views, pool, hot tub!, vacation rental in Shokan

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Piney Point - 4 BR Getaway between Woodstock + Phoenicia, Plus Hot Tub!, vacation rental in Shokan
The Piney Point - 4 BR Getaway between Woodstock + Phoenicia, Plus Hot Tub!, vacation rental in Shokan
The Piney Point - 4 BR Getaway between Woodstock + Phoenicia, Plus Hot Tub!, vacation rental in Shokan

The Piney Point - 4 BR Getaway between Woodstock + Phoenicia, Plus Hot Tub!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Luxe Bohemian Cabin, Secluded, 6 min to Woodstock, vacation rental in Shokan
Luxe Bohemian Cabin, Secluded, 6 min to Woodstock, vacation rental in Shokan
Luxe Bohemian Cabin, Secluded, 6 min to Woodstock, vacation rental in Shokan

Luxe Bohemian Cabin, Secluded, 6 min to Woodstock

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Authentic Japanese Teahouse with pool and tennis court!, vacation rental in Shokan
Authentic Japanese Teahouse with pool and tennis court!, vacation rental in Shokan
Authentic Japanese Teahouse with pool and tennis court!, vacation rental in Shokan

Authentic Japanese Teahouse with pool and tennis court!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts, vacation rental in Shokan
Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts, vacation rental in Shokan
Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts, vacation rental in Shokan

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

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Perfect Catskills Getaway, 12 Minutes to Town of Woodstock., vacation rental in Shokan
Perfect Catskills Getaway, 12 Minutes to Town of Woodstock., vacation rental in Shokan
Perfect Catskills Getaway, 12 Minutes to Town of Woodstock., vacation rental in Shokan

Perfect Catskills Getaway, 12 Minutes to Town of Woodstock.

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

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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House, vacation rental in Shokan
House, vacation rental in Shokan
House, vacation rental in Shokan

House

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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WOODSTOCK CHARMER: HIKING, NATURE, ELEPHANT ART SANCTUARY, vacation rental in Shokan
WOODSTOCK CHARMER: HIKING, NATURE, ELEPHANT ART SANCTUARY, vacation rental in Shokan
WOODSTOCK CHARMER: HIKING, NATURE, ELEPHANT ART SANCTUARY, vacation rental in Shokan

WOODSTOCK CHARMER: HIKING, NATURE, ELEPHANT ART SANCTUARY

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Fantastic Family Vacation Home - Reservoir Views, Huge Pool, Lots Of Space, vacation rental in Shokan
Fantastic Family Vacation Home - Reservoir Views, Huge Pool, Lots Of Space, vacation rental in Shokan
Fantastic Family Vacation Home - Reservoir Views, Huge Pool, Lots Of Space, vacation rental in Shokan

Fantastic Family Vacation Home - Reservoir Views, Huge Pool, Lots Of Space

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful House with Great Views and Space, vacation rental in Shokan
Beautiful House with Great Views and Space, vacation rental in Shokan
Beautiful House with Great Views and Space, vacation rental in Shokan

Beautiful House with Great Views and Space

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cute Cozy Cottage with Great Views, vacation rental in Shokan
Cute Cozy Cottage with Great Views, vacation rental in Shokan
Cute Cozy Cottage with Great Views, vacation rental in Shokan

Cute Cozy Cottage with Great Views

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Catskills home overlooking the High Peaks, vacation rental in Shokan
Catskills home overlooking the High Peaks, vacation rental in Shokan
Catskills home overlooking the High Peaks, vacation rental in Shokan

Catskills home overlooking the High Peaks

Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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The Mountain Wonder | Winter Haven | Hot tub, Sauna, Views, vacation rental in Shokan
The Mountain Wonder | Winter Haven | Hot tub, Sauna, Views, vacation rental in Shokan
The Mountain Wonder | Winter Haven | Hot tub, Sauna, Views, vacation rental in Shokan

The Mountain Wonder | Winter Haven | Hot tub, Sauna, Views

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury Cottage for 2. Very close to Woodstock, NY., vacation rental in Shokan
Luxury Cottage for 2. Very close to Woodstock, NY., vacation rental in Shokan
Luxury Cottage for 2. Very close to Woodstock, NY., vacation rental in Shokan

Luxury Cottage for 2. Very close to Woodstock, NY.

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Catskills Panoramic Mountain View House, vacation rental in Shokan
Catskills Panoramic Mountain View House, vacation rental in Shokan
Catskills Panoramic Mountain View House, vacation rental in Shokan

Catskills Panoramic Mountain View House

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning 3 BDR Hudson Valley Escape with Pool, vacation rental in Shokan
Stunning 3 BDR Hudson Valley Escape with Pool, vacation rental in Shokan
Stunning 3 BDR Hudson Valley Escape with Pool, vacation rental in Shokan

Stunning 3 BDR Hudson Valley Escape with Pool

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Woodstock Grandeur Sleeps4-6, vacation rental in Shokan
Woodstock Grandeur Sleeps4-6, vacation rental in Shokan
Woodstock Grandeur Sleeps4-6, vacation rental in Shokan

Woodstock Grandeur Sleeps4-6

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Bearsville Barn: Featured in Vogue -  Renovated Barn w/ 30 ft Ceilings and, vacation rental in Shokan
Bearsville Barn: Featured in Vogue -  Renovated Barn w/ 30 ft Ceilings and, vacation rental in Shokan
Bearsville Barn: Featured in Vogue -  Renovated Barn w/ 30 ft Ceilings and, vacation rental in Shokan

Bearsville Barn: Featured in Vogue - Renovated Barn w/ 30 ft Ceilings and

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Wood burning Stove in Heart of Catskills, vacation rental in Shokan
Cozy Wood burning Stove in Heart of Catskills, vacation rental in Shokan
Cozy Wood burning Stove in Heart of Catskills, vacation rental in Shokan

Cozy Wood burning Stove in Heart of Catskills

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New Breathtaking Catskill Retreat with Views and Hot Tub - The Nest Retreat in, vacation rental in Shokan
New Breathtaking Catskill Retreat with Views and Hot Tub - The Nest Retreat in, vacation rental in Shokan
New Breathtaking Catskill Retreat with Views and Hot Tub - The Nest Retreat in, vacation rental in Shokan

New Breathtaking Catskill Retreat with Views and Hot Tub - The Nest Retreat in

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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