140+ Vacation Rentals Near Sleepy Hollow Lake |
  1. USA
  2. New York
  3. Kingston
  4. Sleepy Hollow Lake

Family Friendly Villas | For Families - Vacation Rentals in Sleepy Hollow Lake

Property Image From US $524
         

9.8 (74 Reviews)
Ski Chalet
Lakefront on the quiet side of main lake!
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $699
         

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10.0 (1 Review)
Apartment
Elegant Townhouse, Hudson center, 3 ensuite baths
  • Air Conditioner
  • Parking
  • View

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Property Image From US $171
         

10.0 (98 Reviews)
Hotel
Howard Hotel
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

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Property Image From US $208
         

10.0 (88 Reviews)
Apartment
Apartment In Historic 1785 Thomas Jenkins House
  • Air Conditioner
  • Parking
  • TV

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Property Image From US $230
         

9.7 (67 Reviews)
Bed & Breakfast
Hudson B&B
  • Air Conditioner
  • Parking
  • TV

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Property Image From US $208
         

9.4 (33 Reviews)
Hotel
Hudson Navigator
  • Parking
  • Accessibility
  • Bedding/Linens

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Property Image From US $540
         

9.4 (111 Reviews)
House
Private safe lakefront cottage that offers kayaking, and tennis.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From US $254
         

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9.7 (4 Reviews)
House
Sleepy Hollow Lake Home with Deck, Pool Access!
  • Parking
  • Pool
  • Accessibility

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Property Image From US $281
         

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9.2 (110 Reviews)
Hotel
Hudson Mariner
  • Air Conditioner
  • Parking
  • TV

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Property Image From US $567
         

10.0 (140 Reviews)
House
Waterfront Luxe: Chef’s Kitchen, Pong & Air Hockey, Near Hudson, Ski Hunter Mntn
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $1,152
         

10.0 (50 Reviews)
House
Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $415
         

10.0 (29 Reviews)
House
Hudson River Retreat- Spectacular Views- Pet friendly🐕 Wheelchair Accessible♿
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From US $648
         

10.0 (27 Reviews)
House
Lake house with a game room
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From US $414
         

10.0 (26 Reviews)
House
Cozy log cabin in Lake Community.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From US $550
         

10.0 (11 Reviews)
House
Modern Home in Historic Hudson 3 Bedrooms 3 ensuite Baths
  • Air Conditioner
  • Parking
  • TV

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Property Image From US $318
         

10.0 (11 Reviews)
House
Sleepy Hollow Lake Home w/Deck, Pool Access!
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $521
         

10.0 (8 Reviews)
House
Lake house with Arcade games near Hudson-Catskills
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From US $412
         

10.0 (7 Reviews)
House
Charming 3-bedroom house in the Catskills-Sleepy Hollow Lake community
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From US $814
         

10.0 (4 Reviews)
House
BRAND NEW 4 story home minutes from Warren St w/a King Suite!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From US $1,021
         

10.0 (2 Reviews)
House
Riverfront Hudson Valley Gem w/Beach Access!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From US $622
         

10.0 (2 Reviews)
House
Expansive Lake House/Private Dock/Stunning Views/Family & Pet Friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From US $431
         

10.0 (2 Reviews)
House
Charming 3-bedroom house with WiFi, AC in delightful Hudson
  • Air Conditioner
  • Parking
  • TV

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Property Image From US $226
         

10.0 (2 Reviews)
House
Peaceful Athens Retreat at Sleepy Hollow Lake
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $472
         

10.0 (1 Review)
House
Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson
  • Air Conditioner
  • Parking
  • Pet Friendly

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★ Pro Tip: Familyfriendlyvillas makes it easy to compare the best listings on Familyfriendlyvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Familyfriendlyvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Sleepy Hollow Lake.

Weather in Sleepy Hollow Lake

View the weather forecast for Sleepy Hollow Lake before booking your Sleepy Hollow Lake Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Sleepy Hollow Lake, NY

Familyfriendlyvillas offers a large selection of top attractions around Sleepy Hollow Lake. Research things to do on your vacation before you visit Sleepy Hollow Lake.


Olana State Historic Site Hudson Opera House Van Alen House Bailiwick Ranch and Discovery Zoo Hudson Area Library Lake Taghkanic State Park Dutchman’s Landing Max and Lillian Katzman Theater Art Omi International Arts Center - Fields Sculpture Park Kinderhook Cemetery Martin Van Buren National Historic Site Claverack Library Greene County Council on the Arts Thomas Cole National Historic Site Thunderhart Golf Course The Mac-Haydn Theatre High Falls Trail Hudson Chatham Winery Valatie Free Library Bronck Museum