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Callicoon Vacation Rentals

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50 rentals in Callicoon.
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Western Sullivan country home, beautiful views, vacation rental in Callicoon

Western Sullivan country home, beautiful views

4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Spacious Home w/ Deck, Grill & Delaware River View, vacation rental in Callicoon

Spacious Home w/ Deck, Grill & Delaware River View

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Rustic chic cabin just minutes away from the Delaware, vacation rental in Callicoon

Rustic chic cabin just minutes away from the Delaware

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Enjoy Charming & Private Delaware Riverfront Home near Callicoon NY, vacation rental in Callicoon

Enjoy Charming & Private Delaware Riverfront Home near Callicoon NY

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming House Secluded in a 4-Acre Parcel with View, vacation rental in Callicoon

Charming House Secluded in a 4-Acre Parcel with View

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Roomy Lakeside Home With Great Views And Minutes From Trout Town USA (Roscoe), vacation rental in Callicoon

Roomy Lakeside Home With Great Views And Minutes From Trout Town USA (Roscoe)

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Majestic Farmland A-Frame with Sweeping Views, vacation rental in Callicoon

Majestic Farmland A-Frame with Sweeping Views

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Secluded modern log cabin with charming private water fall on 12 acres!, vacation rental in Callicoon

Secluded modern log cabin with charming private water fall on 12 acres!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Long Eddy Cabin w/ Fire Pit + Game Room!, vacation rental in Callicoon

Cozy Long Eddy Cabin w/ Fire Pit + Game Room!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lumber Inn. Five bedroom Catskills Victorian. Walk to town and Delaware River., vacation rental in Callicoon

Lumber Inn. Five bedroom Catskills Victorian. Walk to town and Delaware River.

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Spacious Farmhouse with Great Views, Inside and Out, Year Round, vacation rental in Callicoon

Spacious Farmhouse with Great Views, Inside and Out, Year Round

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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COZY COTTAGE LOCATED ON DELAWARE RIVER, vacation rental in Callicoon

COZY COTTAGE LOCATED ON DELAWARE RIVER

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Hilltop Lodge, a Modern Seasonal Retreat in the Poconos!, vacation rental in Callicoon

Hilltop Lodge, a Modern Seasonal Retreat in the Poconos!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Perry Pond Paradise!, vacation rental in Callicoon

Perry Pond Paradise!

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Damascus Luxury Log Cabin, vacation rental in Callicoon

Damascus Luxury Log Cabin

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Mid Century Modern Ranch in Catskills Near River, vacation rental in Callicoon

Mid Century Modern Ranch in Catskills Near River

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Rustic Modern Catskills Cottage, vacation rental in Callicoon

Rustic Modern Catskills Cottage

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Work remotely in fresh mountain air! Pet friendly!, vacation rental in Callicoon

Work remotely in fresh mountain air! Pet friendly!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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New Huge Beautiful Luxurious House - 3 floors, vacation rental in Callicoon

New Huge Beautiful Luxurious House - 3 floors

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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The Log Cabin On Paradise Pond, Spring Wonders, Summer Fun & Fall Foliage, vacation rental in Callicoon

The Log Cabin On Paradise Pond, Spring Wonders, Summer Fun & Fall Foliage

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Bethel Woods Getaway/ Hunting Cabin, vacation rental in Callicoon

Bethel Woods Getaway/ Hunting Cabin

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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*Log Cabin * Hot Tub * Sauna * Private Pond * 23 acres * 4.6 mi Bethel Woods, vacation rental in Callicoon

*Log Cabin * Hot Tub * Sauna * Private Pond * 23 acres * 4.6 mi Bethel Woods

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Lenapehoking Farm, vacation rental in Callicoon

Tentrr Signature Site - Lenapehoking Farm

1 bedroom
1 bathroom
Sleeps 10
Match: Sleeps
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Get away! Work remotely strong WiFi, pets okay!, vacation rental in Callicoon

Get away! Work remotely strong WiFi, pets okay!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Come Enjoy Sullivan County's Catskills, Lake Communirty Swiss Chalet Availablle for Fall and Winter Rentals, vacation rental in Callicoon

Come Enjoy Sullivan County's Catskills, Lake Communirty Swiss Chalet Availablle for Fall and Winter Rentals

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Built & Secluded Catskill Cottage w/ Views!, vacation rental in Callicoon

Newly Built & Secluded Catskill Cottage w/ Views!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 bedroom duplex apartment walking distance to town, river, antiques, restaurant, vacation rental in Callicoon

2 bedroom duplex apartment walking distance to town, river, antiques, restaurant

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Modern Glass 3 Bedroom House on Delaware River for up to 6 Guests, vacation rental in Callicoon

Beautiful Modern Glass 3 Bedroom House on Delaware River for up to 6 Guests

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'Hummingbird Farm' on 10 Acres near Hancock!, vacation rental in Callicoon

'Hummingbird Farm' on 10 Acres near Hancock!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Rustic Cabin w/Porch 15 Min to Delaware River, vacation rental in Callicoon

Rustic Cabin w/Porch 15 Min to Delaware River

2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Livingston Manor Cabin w/Private Lake Access, vacation rental in Callicoon

Livingston Manor Cabin w/Private Lake Access

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Adams River Run, vacation rental in Callicoon

Tentrr Signature Site - Adams River Run

1 bedroom
1 bathroom
Sleeps 10
Match: Sleeps
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Tentrr Signature Site - Back 2 Nature Camp, vacation rental in Callicoon

Tentrr Signature Site - Back 2 Nature Camp

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Tentrr Signature Site - El Dorado Camp, vacation rental in Callicoon

Tentrr Signature Site - El Dorado Camp

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Fields of Dreams at Callicoon, vacation rental in Callicoon

Tentrr Signature Site - Fields of Dreams at Callicoon

1 bedroom
1 bathroom
Sleeps 14
Match: Sleeps
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Tentrr Signature Site - Catskill Mountainside Camp, vacation rental in Callicoon

Tentrr Signature Site - Catskill Mountainside Camp

1 bedroom
1 bathroom
Sleeps 14
Match: Sleeps
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Tentrr Signature Site - Poet's Skyrock Organic Farm, vacation rental in Callicoon

Tentrr Signature Site - Poet's Skyrock Organic Farm

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Running W Retreat, vacation rental in Callicoon

Tentrr Signature Site - Running W Retreat

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Adams River Run, vacation rental in Callicoon

Tentrr Signature Site - Adams River Run

2 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
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Tentrr Signature Site - Catskill Mountainside Camp, vacation rental in Callicoon

Tentrr Signature Site - Catskill Mountainside Camp

1 bedroom
1 bathroom
Sleeps 14
Match: Sleeps
More info
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Tentrr Signature Site - Mountain Bliss Campsite, vacation rental in Callicoon

Tentrr Signature Site - Mountain Bliss Campsite

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Catskills Farmhouse, Wood Burning Hot Tub! 5 acres with pond, woods., vacation rental in Callicoon

Beautiful Catskills Farmhouse, Wood Burning Hot Tub! 5 acres with pond, woods.

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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The Blue Hill House!, vacation rental in Callicoon

The Blue Hill House!

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Your private log home overlooking the Delaware River, vacation rental in Callicoon

Your private log home overlooking the Delaware River

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Ongdalsam healing village, vacation rental in Callicoon

Ongdalsam healing village

3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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In the clouds your cozy- lake house ( 2 hrs from NYC), vacation rental in Callicoon

In the clouds your cozy- lake house ( 2 hrs from NYC)

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Quaint Abode w/Fire Pit: 9 Mi to Fly Fishing!, vacation rental in Callicoon

NEW! Quaint Abode w/Fire Pit: 9 Mi to Fly Fishing!

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Historic schoolhouse - disconnect from technology, vacation rental in Callicoon

Historic schoolhouse - disconnect from technology

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Nana’s house is the perfect country getaway., vacation rental in Callicoon

Nana’s house is the perfect country getaway.

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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2 Bedroom,  Modern Mini Barn in Narrowsburg , pet friendly on 7 acres!, vacation rental in Callicoon

2 Bedroom, Modern Mini Barn in Narrowsburg , pet friendly on 7 acres!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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