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Staatsburg Holiday Rentals

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50 rentals in Staatsburg.
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Dutchess County 5 star Luxury Estate . 10 minutes from Rhinebeck, holiday rental in Staatsburg

Dutchess County 5 star Luxury Estate . 10 minutes from Rhinebeck

8 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Gorgeous Country Oasis, with pool, pond on a lush 16 acres, holiday rental in Staatsburg

Gorgeous Country Oasis, with pool, pond on a lush 16 acres

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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HUDSON VALLEY! Spectacular Space On a Scenic Mountain~ tons of Family Activities, holiday rental in Staatsburg

HUDSON VALLEY! Spectacular Space On a Scenic Mountain~ tons of Family Activities

5 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
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Gorgeous Town-and-Country Victorian, the New Landmark in Town, holiday rental in Staatsburg

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

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront Ulster Park Haven with Magnificent Hudson River Views, holiday rental in Staatsburg

Waterfront Ulster Park Haven with Magnificent Hudson River Views

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Country Hideaway Villa, Upstate, Hudson Valley, Private Chef, holiday rental in Staatsburg

Country Hideaway Villa, Upstate, Hudson Valley, Private Chef

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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RHINEBECK MODERN HOME- Swimming pool - Pro Kitchen-1 mile village near Omega, holiday rental in Staatsburg

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hudson valley getaway, holiday rental in Staatsburg

Hudson valley getaway

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Newly Renovated Hudson Valley 3 Bedroom Home, holiday rental in Staatsburg

Newly Renovated Hudson Valley 3 Bedroom Home

3 bedrooms
2 bathrooms
Sleeps 8
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Spring Break Week in Spacious Hudson Valley Home, holiday rental in Staatsburg

Spring Break Week in Spacious Hudson Valley Home

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy condo, recently upgraded, with convenient location to village center, holiday rental in Staatsburg

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

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Rhinecliff Retreat in the Woods, holiday rental in Staatsburg

Rhinecliff Retreat in the Woods

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Spacious, Private- Kingston, HITS and Hudson Valley, Off Street Park, holiday rental in Staatsburg

Spacious, Private- Kingston, HITS and Hudson Valley, Off Street Park

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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DeMew House in Historic Rondout, Kingston NY, holiday rental in Staatsburg

DeMew House in Historic Rondout, Kingston NY

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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A Country Home in Hurley, New York, holiday rental in Staatsburg

A Country Home in Hurley, New York

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lakefront Cottage, Hudson Valley NY, holiday rental in Staatsburg

Lakefront Cottage, Hudson Valley NY

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Comfy Room in Private Home, Ideal Location, Sauna!, holiday rental in Staatsburg

Comfy Room in Private Home, Ideal Location, Sauna!

1 bedroom
2 bathrooms
Sleeps 2
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Private King Bed w/Bath in SHARED Charming House, good for business travelers, holiday rental in Staatsburg

Private King Bed w/Bath in SHARED Charming House, good for business travelers

1 bedroom
1 bathroom
Sleeps 2
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FARM  HOUSE 3 MILES TO OMEGA RATED #1 BY OMEGA FOLLOWERS 3RD YEAR, holiday rental in Staatsburg

FARM HOUSE 3 MILES TO OMEGA RATED #1 BY OMEGA FOLLOWERS 3RD YEAR

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

Carriage House on private English Tudor Estate

1 bedroom
1 bathroom
Sleeps 2
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Church Des Artistes, holiday rental in Staatsburg

Church Des Artistes

4 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Renee's Get-Away New Paltz, holiday rental in Staatsburg

Renee's Get-Away New Paltz

1 bedroom
1 bathroom
Sleeps 2
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THE STABLES IN THE CARRIAGE HOUSE, holiday rental in Staatsburg

THE STABLES IN THE CARRIAGE HOUSE

1 bedroom
1 bathroom
Sleeps 2
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Hudson Valley Villa - Modern Masterpiece Cantilevered Over Hudson River Bluff, holiday rental in Staatsburg

Hudson Valley Villa - Modern Masterpiece Cantilevered Over Hudson River Bluff

4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Kingston/Hurley woodland house, holiday rental in Staatsburg

Kingston/Hurley woodland house

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Brick House -Hudson Valley, holiday rental in Staatsburg

Charming Brick House -Hudson Valley

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Unique Hudson Riverfront Home & Pool, holiday rental in Staatsburg

Unique Hudson Riverfront Home & Pool

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Uptown Kingston Beautiful 4 Bedroom whole House(stockade) with yard! Walk to all, holiday rental in Staatsburg

Uptown Kingston Beautiful 4 Bedroom whole House(stockade) with yard! Walk to all

4 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Just steps from the Rondout waterfront, shops and restaurants., holiday rental in Staatsburg

Just steps from the Rondout waterfront, shops and restaurants.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Dutchess County Guest House on Working Horse Farm!, holiday rental in Staatsburg

Dutchess County Guest House on Working Horse Farm!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Black Creek Bed and Breakfast, holiday rental in Staatsburg

Black Creek Bed and Breakfast

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Black Creek Bed and Breakfast (Reclaimed Room w/Shared Bathroom), holiday rental in Staatsburg

Black Creek Bed and Breakfast (Reclaimed Room w/Shared Bathroom)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Black Creek Bed and Breakfast (Zen Room w/Shared Bathroom), holiday rental in Staatsburg

Black Creek Bed and Breakfast (Zen Room w/Shared Bathroom)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Black Creek Bed and Breakfast (Arbor Room w/Shared Bathroom), holiday rental in Staatsburg

Black Creek Bed and Breakfast (Arbor Room w/Shared Bathroom)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Black Creek Bed and Breakfast (Paris Room w/Shared Bathroom), holiday rental in Staatsburg

Black Creek Bed and Breakfast (Paris Room w/Shared Bathroom)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tentrr Signature Site - Grotto View at Stone Mountain Farm, holiday rental in Staatsburg

Tentrr Signature Site - Grotto View at Stone Mountain Farm

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Kamp Kimberg North, holiday rental in Staatsburg

Tentrr Signature Site - Kamp Kimberg North

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Mini Yosemite in the Hudson Valley, holiday rental in Staatsburg

Tentrr Signature Site - Mini Yosemite in the Hudson Valley

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Warm and spacious Kingston Victorian, holiday rental in Staatsburg

Warm and spacious Kingston Victorian

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning Rhinebeck Home - The Pause, holiday rental in Staatsburg

Stunning Rhinebeck Home - The Pause

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Secluded Home w/Fire Pit: Sip, Ski & Explore!, holiday rental in Staatsburg

NEW! Secluded Home w/Fire Pit: Sip, Ski & Explore!

6 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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5 Bedroom Rustic Country Home, holiday rental in Staatsburg

5 Bedroom Rustic Country Home

5 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Tentrr Signature Site - Reservoir Retreat, holiday rental in Staatsburg

Tentrr Signature Site - Reservoir Retreat

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Rifton Farm Hidden Forest, holiday rental in Staatsburg

Tentrr Signature Site - Rifton Farm Hidden Forest

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Honeybug Hill near Omega, holiday rental in Staatsburg

Tentrr Signature Site - Honeybug Hill near Omega

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cliff Haven In The Catskills, holiday rental in Staatsburg

Cliff Haven In The Catskills

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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NEW! Charming Abode By Catskill Mountain Railroad, holiday rental in Staatsburg

NEW! Charming Abode By Catskill Mountain Railroad

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Quiet and peaceful cape cod on rural lake setting!, holiday rental in Staatsburg

Quiet and peaceful cape cod on rural lake setting!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Enchanting Hudson Valley Farmhouse w/ Views!, holiday rental in Staatsburg

NEW! Enchanting Hudson Valley Farmhouse w/ Views!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Modern, Luxury Vintage CAMPER with Swimming Pool in the Hudson Valley, holiday rental in Staatsburg

Modern, Luxury Vintage CAMPER with Swimming Pool in the Hudson Valley

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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