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Annandale on Hudson Holiday Rentals

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50 rentals in Annandale on Hudson.
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Tentrr Signature Site - Vista Valley Pond Campsite 1, holiday rental in Annandale on Hudson

Tentrr Signature Site - Vista Valley Pond Campsite 1

1 bedroom
1 bathroom
Sleeps 10
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Tentrr Signature Site - Vista Valley wooded pond Sites 2, holiday rental in Annandale on Hudson

Tentrr Signature Site - Vista Valley wooded pond Sites 2

1 bedroom
1 bathroom
Sleeps 10
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WELCOME TO THE COUNTRY -  LAKE FRONT PROPERTY - �THE FOX DEN STUDIO, holiday rental in Annandale on Hudson

WELCOME TO THE COUNTRY - LAKE FRONT PROPERTY - �THE FOX DEN STUDIO

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quiet Country Getaway 4BR/3BA W/ Pool Hot Tub / Movie Theatre, holiday rental in Annandale on Hudson

Quiet Country Getaway 4BR/3BA W/ Pool Hot Tub / Movie Theatre

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Great Saugerties Village Location for HITS, Skiers, and More, holiday rental in Annandale on Hudson

Great Saugerties Village Location for HITS, Skiers, and More

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous Town-and-Country Victorian, the New Landmark in Town, holiday rental in Annandale on Hudson

Gorgeous Town-and-Country Victorian, the New Landmark in Town

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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3 Br Cottage on Historic Hudson Valley Estate - Near Bard College, holiday rental in Annandale on Hudson

3 Br Cottage on Historic Hudson Valley Estate - Near Bard College

3 bedrooms
2 bathrooms
Sleeps 7
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RHINEBECK MODERN HOME- Swimming pool - Pro Kitchen-1 mile village near Omega, holiday rental in Annandale on Hudson

RHINEBECK MODERN HOME- Swimming pool - Pro Kitchen-1 mile village near Omega

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront pet friendly cottage getaway#chezrivegauche, holiday rental in Annandale on Hudson

Waterfront pet friendly cottage getaway#chezrivegauche

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Historic Hudson Valley Mansion on 87 Acres, Breathtaking Views, holiday rental in Annandale on Hudson

Historic Hudson Valley Mansion on 87 Acres, Breathtaking Views

7 bedrooms
7 bathrooms
Sleeps 10
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Chez Rive Gauche - a Waterfront Pet-Friendly Cottage, holiday rental in Annandale on Hudson

Chez Rive Gauche - a Waterfront Pet-Friendly Cottage

2 bedrooms
1 bathroom
Sleeps 4
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Cozy condo, recently upgraded, with convenient location to village center, holiday rental in Annandale on Hudson

Cozy condo, recently upgraded, with convenient location to village center

2 bedrooms
2 bathrooms
Sleeps 4
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Luxury Estate In The Catskills, 5 minutes from HITS show, holiday rental in Annandale on Hudson

Luxury Estate In The Catskills, 5 minutes from HITS show

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Charming Gate House on Historic Hudson River Estate - Near Bard College, holiday rental in Annandale on Hudson

Charming Gate House on Historic Hudson River Estate - Near Bard College

3 bedrooms
2 bathrooms
Sleeps 6
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Luxurious & Enchanting Hudson Valley / Catskills / Upstate NY Log House, holiday rental in Annandale on Hudson

Luxurious & Enchanting Hudson Valley / Catskills / Upstate NY Log House

4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Lovely Cabin Nestled On The Plattekill Stream, holiday rental in Annandale on Hudson

Lovely Cabin Nestled On The Plattekill Stream

1 bedroom
1 bathroom
Sleeps 2
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Summer Living near BARD and Rhinebeck, holiday rental in Annandale on Hudson

Summer Living near BARD and Rhinebeck

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Private Hudson Valley Haven with River Views, holiday rental in Annandale on Hudson

Private Hudson Valley Haven with River Views

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Rhinecliff Retreat in the Woods, holiday rental in Annandale on Hudson

Rhinecliff Retreat in the Woods

3 bedrooms
4 bathrooms
Sleeps 6
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Lovely 1BR 2BATH overlooking the rushing creek, close to Woodstock, Saugerties, holiday rental in Annandale on Hudson

Lovely 1BR 2BATH overlooking the rushing creek, close to Woodstock, Saugerties

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Secluded, Luxury Home with Hot Tub, holiday rental in Annandale on Hudson

Secluded, Luxury Home with Hot Tub

2 bedrooms
2 bathrooms
Sleeps 6
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Gorgeous Designer Saugerties Home in The Catskills! Chefs kitchen, Spa Bathroom!, holiday rental in Annandale on Hudson

Gorgeous Designer Saugerties Home in The Catskills! Chefs kitchen, Spa Bathroom!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lovely Creekside Duplex Close To Woodstock And Saugerties, holiday rental in Annandale on Hudson

Lovely Creekside Duplex Close To Woodstock And Saugerties

2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Village Center Getaway, Near Diamond Mills, HITS, Skiing, holiday rental in Annandale on Hudson

Village Center Getaway, Near Diamond Mills, HITS, Skiing

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Esopus Bend Getaway 4 min to HITS, holiday rental in Annandale on Hudson

Esopus Bend Getaway 4 min to HITS

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Carriage House on private English Tudor Estate, holiday rental in Annandale on Hudson

Carriage House on private English Tudor Estate

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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LOVELY SAUGERTIES RENTAL (Pool), holiday rental in Annandale on Hudson

LOVELY SAUGERTIES RENTAL (Pool)

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Flat within steps of all the village of Saugerties has to offer, holiday rental in Annandale on Hudson

The Flat within steps of all the village of Saugerties has to offer

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Highwoods, holiday rental in Annandale on Hudson

Tentrr Signature Site - Highwoods

0 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Semi-Secluded House in the woods., holiday rental in Annandale on Hudson

Semi-Secluded House in the woods.

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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THE STABLES IN THE CARRIAGE HOUSE, holiday rental in Annandale on Hudson

THE STABLES IN THE CARRIAGE HOUSE

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Catskills Getaway with a Large Pool Ideal for Long Summer Stays!, holiday rental in Annandale on Hudson

Private Catskills Getaway with a Large Pool Ideal for Long Summer Stays!

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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One Bedroom Apartment in a private 2 family House., holiday rental in Annandale on Hudson

One Bedroom Apartment in a private 2 family House.

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Warehouse, holiday rental in Annandale on Hudson

The Warehouse

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Home on The Esopus Creek, holiday rental in Annandale on Hudson

Beautiful Home on The Esopus Creek

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Home w/Hot Tub & Pool, 6Mi to Woodstock/Saugerties, holiday rental in Annandale on Hudson

Home w/Hot Tub & Pool, 6Mi to Woodstock/Saugerties

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Hucklebuck Railway Camp West, holiday rental in Annandale on Hudson

Tentrr Signature Site - Hucklebuck Railway Camp West

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - Hucklebuck Railway Camp East - Coleman Outfitted Site, holiday rental in Annandale on Hudson

Tentrr Signature Site - Hucklebuck Railway Camp East - Coleman Outfitted Site

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Highwoods, holiday rental in Annandale on Hudson

Tentrr Signature Site - Highwoods

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Tivoli Trails, holiday rental in Annandale on Hudson

Tentrr Signature Site - Tivoli Trails

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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Charming Tivoli Home w/Patio, by Town & Shops, holiday rental in Annandale on Hudson

Charming Tivoli Home w/Patio, by Town & Shops

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Peaceful Retreat Minutes to Rhinebeck & Red Hook!, holiday rental in Annandale on Hudson

Peaceful Retreat Minutes to Rhinebeck & Red Hook!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning Rhinebeck Home - The Pause, holiday rental in Annandale on Hudson

Stunning Rhinebeck Home - The Pause

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Victorian House in the Best Location, holiday rental in Annandale on Hudson

Victorian House in the Best Location

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Pet-Friendly Saugerties Home: Walk to Main Street!, holiday rental in Annandale on Hudson

Pet-Friendly Saugerties Home: Walk to Main Street!

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Tentrr Signature Site - Highwoods two, holiday rental in Annandale on Hudson

Tentrr Signature Site - Highwoods two

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Quiet and peaceful cape cod on rural lake setting!, holiday rental in Annandale on Hudson

Quiet and peaceful cape cod on rural lake setting!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Sweet Hill Glamping, holiday rental in Annandale on Hudson

Tentrr Signature Site - Sweet Hill Glamping

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! ‘Casabison’ Lake Katrine Home w/ Fire Pit!, holiday rental in Annandale on Hudson

NEW! ‘Casabison’ Lake Katrine Home w/ Fire Pit!

1 bedroom
2 bathrooms
Sleeps 8
Match: Sleeps
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Ski Route to Hunter  Mtn, holiday rental in Annandale on Hudson

Ski Route to Hunter Mtn

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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