Top Winter Vacations - Vacation Rentals in Sleepy Hollow Lake

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From US $518

         

9.8 (74 Reviews)

Ski Chalet

Lakefront on the quiet side of main lake!

• Air Conditioner
• Parking
• Pool

• Kingston
• Athens

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From US $699

         

|

10.0 (1 Review)

Apartment

Elegant Townhouse, Hudson center, 3 ensuite baths

• Air Conditioner
• Parking
• View

• New York
• Hudson

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From US $171

         

10.0 (101 Reviews)

Hotel

Howard Hotel

• Air Conditioner
• Balcony/Terrace
• Security/Safety

• New York
• Hudson

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From US $208

         

10.0 (88 Reviews)

Apartment

Apartment In Historic 1785 Thomas Jenkins House

• Air Conditioner
• Parking
• TV

• New York
• Hudson

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From US $230

         

9.7 (67 Reviews)

Bed & Breakfast

Hudson B&B

• Air Conditioner
• Parking
• TV

• New York
• Hudson

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From US $196

         

9.4 (49 Reviews)

Hotel

Hudson Navigator

• Parking
• Accessibility
• Bedding/Linens

• New York
• Hudson

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From US $508

         

9.4 (111 Reviews)

House

Private safe lakefront cottage that offers kayaking, and tennis.

• Air Conditioner
• Parking
• Pet Friendly

• Kingston
• Athens

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From US $254

         

|

9.7 (4 Reviews)

House

Sleepy Hollow Lake Home with Deck, Pool Access!

• Parking
• Pool
• Accessibility

• Kingston
• Athens

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From US $281

         

|

9.2 (110 Reviews)

Hotel

Hudson Mariner

• Air Conditioner
• Parking
• TV

• New York
• Hudson

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From US $560

         

10.0 (141 Reviews)

House

Waterfront Luxe: Chef’s Kitchen, Pong & Air Hockey, Near Hudson, Ski Hunter Mntn

• Air Conditioner
• Parking
• Pool

• Kingston
• Athens

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From US $1,103

         

10.0 (50 Reviews)

House

Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi

• Air Conditioner
• Parking
• Pool

• Kingston
• Athens

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From US $415

         

10.0 (29 Reviews)

House

Hudson River Retreat- Spectacular Views- Pet friendly🐕 Wheelchair Accessible♿

• Air Conditioner
• Parking
• Pet Friendly

• Albany
• Coxsackie

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From US $644

         

10.0 (27 Reviews)

House

Lake house with a game room

• Air Conditioner
• Parking
• Pet Friendly

• Kingston
• Athens

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From US $414

         

10.0 (26 Reviews)

House

Cozy log cabin in Lake Community.

• Air Conditioner
• Parking
• Pet Friendly

• Kingston
• Athens

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From US $487

         

10.0 (12 Reviews)

House

Modern Home in Historic Hudson 3 Bedrooms 3 ensuite Baths

• Air Conditioner
• Parking
• TV

• New York
• Hudson

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From US $313

         

10.0 (11 Reviews)

House

Sleepy Hollow Lake Home w/Deck, Pool Access!

• Air Conditioner
• Parking
• Pool

• Kingston
• Athens

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From US $529

         

10.0 (8 Reviews)

House

Lake house with Arcade games near Hudson-Catskills

• Air Conditioner
• Parking
• Pet Friendly

• Kingston
• Athens

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From US $406

         

10.0 (8 Reviews)

House

Charming 3-bedroom house in the Catskills-Sleepy Hollow Lake community

• Air Conditioner
• Parking
• Pet Friendly

• Kingston
• Athens

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From US $789

         

10.0 (4 Reviews)

House

BRAND NEW 4 story home minutes from Warren St w/a King Suite!

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Hudson

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From US $1,022

         

10.0 (2 Reviews)

House

Riverfront Hudson Valley Gem w/Beach Access!

• Air Conditioner
• Parking
• Pet Friendly

• Kingston
• Athens

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From US $611

         

10.0 (2 Reviews)

House

Expansive Lake House/Private Dock/Stunning Views/Family & Pet Friendly

• Air Conditioner
• Parking
• Pet Friendly

• Kingston
• Athens

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From US $431

         

10.0 (2 Reviews)

House

Charming 3-bedroom house with WiFi, AC in delightful Hudson

• Air Conditioner
• Parking
• TV

• New York
• Hudson

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From US $248

         

10.0 (2 Reviews)

House

Peaceful Athens Retreat at Sleepy Hollow Lake

• Air Conditioner
• Parking
• Pool

• Kingston
• Athens

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From US $594

         

10.0 (1 Review)

House

Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson

• Air Conditioner
• Parking
• Pet Friendly

• Hudson
• Columbiaville

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