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Rhinebeck Holiday Rentals

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50 rentals in Rhinebeck.
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Gorgeous Town-and-Country Victorian, the New Landmark in Town, holiday rental in Rhinebeck

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

5 bedrooms
4 bathrooms
Sleeps 12
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RHINEBECK MODERN HOME- Swimming pool - Pro Kitchen-1 mile village near Omega, holiday rental in Rhinebeck

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

3 bedrooms
2 bathrooms
Sleeps 6
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Cozy condo, recently upgraded, with convenient location to village center, holiday rental in Rhinebeck

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

2 bedrooms
2 bathrooms
Sleeps 4
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Spring Break Week in Spacious Hudson Valley Home, holiday rental in Rhinebeck

Spring Break Week in Spacious Hudson Valley Home

4 bedrooms
2 bathrooms
Sleeps 8
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Casa Campagna, holiday rental in Rhinebeck

Casa Campagna

3 bedrooms
2 bathrooms
Sleeps 6
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Quiet and peaceful cape cod on rural lake setting!, holiday rental in Rhinebeck

Quiet and peaceful cape cod on rural lake setting!

3 bedrooms
3 bathrooms
Sleeps 6
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Stunning Rhinebeck Home - The Pause, holiday rental in Rhinebeck

Stunning Rhinebeck Home - The Pause

4 bedrooms
3 bathrooms
Sleeps 8
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WELCOME TO THE COUNTRY -  LAKE FRONT PROPERTY - �THE FOX DEN STUDIO, holiday rental in Rhinebeck

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

1 bedroom
1 bathroom
Sleeps 2
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HUDSON VALLEY! Spectacular Space On a Scenic Mountain~ tons of Family Activities, holiday rental in Rhinebeck

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

5 bedrooms
4 bathrooms
Sleeps 18
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Waterfront Ulster Park Haven with Magnificent Hudson River Views, holiday rental in Rhinebeck

Waterfront Ulster Park Haven with Magnificent Hudson River Views

4 bedrooms
3 bathrooms
Sleeps 8
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Hudson valley getaway, holiday rental in Rhinebeck

Hudson valley getaway

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront cottage with Hot Tub  on private road with  private beach and dock, holiday rental in Rhinebeck

Lakefront cottage with Hot Tub on private road with private beach and dock

2 bedrooms
1 bathroom
Sleeps 4
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Newly Renovated Hudson Valley 3 Bedroom Home, holiday rental in Rhinebeck

Newly Renovated Hudson Valley 3 Bedroom Home

3 bedrooms
2 bathrooms
Sleeps 8
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Waterfront pet friendly cottage getaway#chezrivegauche, holiday rental in Rhinebeck

Waterfront pet friendly cottage getaway#chezrivegauche

2 bedrooms
1 bathroom
Sleeps 4
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Chez Rive Gauche - a Waterfront Pet-Friendly Cottage, holiday rental in Rhinebeck

Chez Rive Gauche - a Waterfront Pet-Friendly Cottage

2 bedrooms
1 bathroom
Sleeps 4
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Private Contemporary Home on Six Acres, holiday rental in Rhinebeck

Private Contemporary Home on Six Acres

2 bedrooms
2 bathrooms
Sleeps 6
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Charming, Comfy House in Woodstock, holiday rental in Rhinebeck

Charming, Comfy House in Woodstock

2 bedrooms
1 bathroom
Sleeps 4
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Luxurious & Enchanting Hudson Valley / Catskills / Upstate NY Log House, holiday rental in Rhinebeck

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

4 bedrooms
3 bathrooms
Sleeps 16
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Rhinecliff Retreat in the Woods, holiday rental in Rhinebeck

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 Rhinebeck

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

1 bedroom
1 bathroom
Sleeps 4
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Gorgeous Country Oasis, with pool, pond on a lush 16 acres, holiday rental in Rhinebeck

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

5 bedrooms
5 bathrooms
Sleeps 10
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Dutchess County 5 star Luxury Estate . 10 minutes from Rhinebeck, holiday rental in Rhinebeck

Dutchess County 5 star Luxury Estate . 10 minutes from Rhinebeck

8 bedrooms
6 bathrooms
Sleeps 12
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DeMew House in Historic Rondout, Kingston NY, holiday rental in Rhinebeck

DeMew House in Historic Rondout, Kingston NY

1 bedroom
1 bathroom
Sleeps 4
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A Country Home in Hurley, New York, holiday rental in Rhinebeck

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 Rhinebeck

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 Rhinebeck

Comfy Room in Private Home, Ideal Location, Sauna!

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

Carriage House on private English Tudor Estate

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

Church Des Artistes

4 bedrooms
5 bathrooms
Sleeps 14
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FARM  HOUSE 3 MILES TO OMEGA RATED #1 BY OMEGA FOLLOWERS 3RD YEAR, holiday rental in Rhinebeck

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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THE STABLES IN THE CARRIAGE HOUSE, holiday rental in Rhinebeck

THE STABLES IN THE CARRIAGE HOUSE

1 bedroom
1 bathroom
Sleeps 2
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Kingston/Hurley woodland house, holiday rental in Rhinebeck

Kingston/Hurley woodland house

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Home on The Esopus Creek, holiday rental in Rhinebeck

Beautiful Home on The Esopus Creek

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Uptown Kingston Beautiful 4 Bedroom whole House(stockade) with yard! Walk to all, holiday rental in Rhinebeck

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 Rhinebeck

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 Rhinebeck

Dutchess County Guest House on Working Horse Farm!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Camp AnuLyfe: Treat yourself with our extras for a, holiday rental in Rhinebeck

Tentrr Signature Site - Camp AnuLyfe: Treat yourself with our extras for a

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Kamp Kimberg North, holiday rental in Rhinebeck

Tentrr Signature Site - Kamp Kimberg North

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Vista Valley Pond Campsite 1, holiday rental in Rhinebeck

Tentrr Signature Site - Vista Valley Pond Campsite 1

1 bedroom
1 bathroom
Sleeps 10
Match: Sleeps
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Charming Tivoli Home w/Patio, by Town & Shops, holiday rental in Rhinebeck

Charming Tivoli Home w/Patio, by Town & Shops

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Tentrr Signature Site - Vista Valley wooded pond Sites 2, holiday rental in Rhinebeck

Tentrr Signature Site - Vista Valley wooded pond Sites 2

1 bedroom
1 bathroom
Sleeps 10
Match: Sleeps
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Warm and spacious Kingston Victorian, holiday rental in Rhinebeck

Warm and spacious Kingston Victorian

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Peaceful Retreat Minutes to Rhinebeck & Red Hook!, holiday rental in Rhinebeck

Peaceful Retreat Minutes to Rhinebeck & Red Hook!

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

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

6 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Tentrr Signature Site - Honeybug Hill near Omega, holiday rental in Rhinebeck

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 Rhinebeck

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 Rhinebeck

NEW! Charming Abode By Catskill Mountain Railroad

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Sweet Hill Glamping, holiday rental in Rhinebeck

Tentrr Signature Site - Sweet Hill Glamping

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Enchanting Hudson Valley Farmhouse w/ Views!, holiday rental in Rhinebeck

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 Rhinebeck

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

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

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

1 bedroom
2 bathrooms
Sleeps 8
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