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Cragsmoor Holiday Rentals

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50 rentals in Cragsmoor.
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Incredible Mountaintop Escape, holiday rental in Cragsmoor

Incredible Mountaintop Escape

6 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Explorers' & Artists' Mountain Retreat for 120 Years!, holiday rental in Cragsmoor

Explorers' & Artists' Mountain Retreat for 120 Years!

2 bedrooms
2 bathrooms
Sleeps 6
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Cragsmoor Summer Rental, holiday rental in Cragsmoor

Cragsmoor Summer Rental

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Catskill Artists Colony, holiday rental in Cragsmoor

Catskill Artists Colony

2 bedrooms
2 bathrooms
Sleeps 4
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A Rare Find Near New Paltz With Private Pond, holiday rental in Cragsmoor

A Rare Find Near New Paltz With Private Pond

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Blue Springs; secluded paradise bordering Minnewaska State Park, holiday rental in Cragsmoor

Blue Springs; secluded paradise bordering Minnewaska State Park

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Log Cabin perched above a waterfall with mountain views, holiday rental in Cragsmoor

Log Cabin perched above a waterfall with mountain views

2 bedrooms
1 bathroom
Sleeps 6
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Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska, holiday rental in Cragsmoor

Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska

4 bedrooms
3 bathrooms
Sleeps 8
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GORGEOUS COUNTRY ESTATE, VIEWS, YEAR-ROUND JACUZZI!, holiday rental in Cragsmoor

GORGEOUS COUNTRY ESTATE, VIEWS, YEAR-ROUND JACUZZI!

4 bedrooms
4 bathrooms
Sleeps 10
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Catskills Mid-Century Modern Lodge With Hot Tub, holiday rental in Cragsmoor

Catskills Mid-Century Modern Lodge With Hot Tub

4 bedrooms
4 bathrooms
Sleeps 14
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Beautiful Lake House Getaway, holiday rental in Cragsmoor

Beautiful Lake House Getaway

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Renovated Schoolhouse - Hudson Valley Getaway, holiday rental in Cragsmoor

Renovated Schoolhouse - Hudson Valley Getaway

2 bedrooms
1 bathroom
Sleeps 7
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Brand New 3 Br Home On 300 Acres With Private 10 Acre Pond, holiday rental in Cragsmoor

Brand New 3 Br Home On 300 Acres With Private 10 Acre Pond

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Tree Lover's Wooded Escape!, holiday rental in Cragsmoor

A Tree Lover's Wooded Escape!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Lakefront Cottage On Masten lake, holiday rental in Cragsmoor

Charming Lakefront Cottage On Masten lake

2 bedrooms
1 bathroom
Sleeps 6
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Ridge View Walk-up - Close to Mohonk Preserve, Minnewaska, New Paltz & Gardiner, holiday rental in Cragsmoor

Ridge View Walk-up - Close to Mohonk Preserve, Minnewaska, New Paltz & Gardiner

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Secluded Getaway on 112 Forested Acres, holiday rental in Cragsmoor

Secluded Getaway on 112 Forested Acres

4 bedrooms
2 bathrooms
Sleeps 6
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Mid century modern catskill home set in the south of catskill park., holiday rental in Cragsmoor

Mid century modern catskill home set in the south of catskill park.

3 bedrooms
2 bathrooms
Sleeps 6
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Spectacular 1890's Lodge in the Gunks with 150' Waterfall and Private Chef, holiday rental in Cragsmoor

Spectacular 1890's Lodge in the Gunks with 150' Waterfall and Private Chef

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Mountain View Vacation Home Near Mohonk Preserv, holiday rental in Cragsmoor

Mountain View Vacation Home Near Mohonk Preserv

3 bedrooms
2 bathrooms
Sleeps 6
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Architect-designed Modern Cabin retreat, holiday rental in Cragsmoor

Architect-designed Modern Cabin retreat

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sweet Carolines Country Retreat, holiday rental in Cragsmoor

Sweet Carolines Country Retreat

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy the beauty of spring in the Catskills near New Paltz, holiday rental in Cragsmoor

Enjoy the beauty of spring in the Catskills near New Paltz

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Budokan2, holiday rental in Cragsmoor

Budokan2

3 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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Catskills Vacation Estate, holiday rental in Cragsmoor

Catskills Vacation Estate

4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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1972 Airtream in the beautiful Hudson Valley Serene - weekly and motnhly rates, holiday rental in Cragsmoor

1972 Airtream in the beautiful Hudson Valley Serene - weekly and motnhly rates

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Blue Stone Creek Side Cottage, holiday rental in Cragsmoor

Blue Stone Creek Side Cottage

3 bedrooms
2 bathrooms
Sleeps 5
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Gatehouse Gardens, holiday rental in Cragsmoor

Gatehouse Gardens

3 bedrooms
2 bathrooms
Sleeps 6
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Tentrr Signature Site - Dogwood Tree Camp, holiday rental in Cragsmoor

Tentrr Signature Site - Dogwood Tree Camp

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Forest with a Trout Creek, holiday rental in Cragsmoor

Tentrr Signature Site - Forest with a Trout Creek

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Mountain View, holiday rental in Cragsmoor

Tentrr Signature Site - Mountain View

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Old Orchard Camp, holiday rental in Cragsmoor

Tentrr Signature Site - Old Orchard Camp

1 bedroom
1 bathroom
Sleeps 10
Match: Sleeps
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Tentrr Signature Site - Osa Trail, holiday rental in Cragsmoor

Tentrr Signature Site - Osa Trail

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Sundown for big game hunting, holiday rental in Cragsmoor

Tentrr Signature Site - Sundown for big game hunting

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - E and L Farms Catfish Pond, holiday rental in Cragsmoor

Tentrr Signature Site - E and L Farms Catfish Pond

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - E and L Farms, holiday rental in Cragsmoor

Tentrr Signature Site - E and L Farms

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Boulder Point with full baths, holiday rental in Cragsmoor

Tentrr Signature Site - Boulder Point with full baths

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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The Blue House, holiday rental in Cragsmoor

The Blue House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Historic stone house in the heart of the Gunks. Modern luxury getaway., holiday rental in Cragsmoor

Historic stone house in the heart of the Gunks. Modern luxury getaway.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Wurtsboro Ridge, holiday rental in Cragsmoor

Tentrr Signature Site - Wurtsboro Ridge

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Catskills farmhouse with wraparound porch, pool and views., holiday rental in Cragsmoor

Catskills farmhouse with wraparound porch, pool and views.

5 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Tentrr Signature Site - Historic Hudson Valley Riverside Hemp Farm, holiday rental in Cragsmoor

Tentrr Signature Site - Historic Hudson Valley Riverside Hemp Farm

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - Twin Ponds on the FARM, holiday rental in Cragsmoor

Tentrr Signature Site - Twin Ponds on the FARM

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Sativa Views, holiday rental in Cragsmoor

Tentrr Signature Site - Sativa Views

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Indica Way, holiday rental in Cragsmoor

Tentrr Signature Site - Indica Way

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Tranquility on the Farm:  Riverview, holiday rental in Cragsmoor

Tentrr Signature Site - Tranquility on the Farm: Riverview

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Tranquility on the Farm:  Mountain View, holiday rental in Cragsmoor

Tentrr Signature Site - Tranquility on the Farm: Mountain View

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Mountain View Victorian with Convenient Location and  Lots of Space to Play, holiday rental in Cragsmoor

Mountain View Victorian with Convenient Location and Lots of Space to Play

5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous Hudson Valley Villa, holiday rental in Cragsmoor

Gorgeous Hudson Valley Villa

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Happy Minnewaska- Welcome Home, holiday rental in Cragsmoor

Happy Minnewaska- Welcome Home

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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