Weekendgetaways - Vacation Rentals in Sleepy Hollow

Property Image From $324
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $135
         

10.0 (1 Review)
House
  • 624 ft² House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $229
         

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10.0 (1 Review)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $284
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $294
         

10.0 (52 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $195
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Sleepy Hollow

Over 244+ Luxury Places to Stay in or Near Sleepy Hollow
Property Image From $949
         

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New
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $576
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $525
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • View
Property Image From $484
         

9.4 (3 Reviews)
Cabin
  • Air Conditioner
  • Pet Friendly
  • Pool
Property Image From $483
         

Property Image From $473
         

Top-Rated Vacation Rentals with a Pool in Sleepy Hollow

Over 88+ Top-Rated Vacation Rentals with a Pool in or Near Sleepy Hollow
Property Image From $326
         

Property Image From $284
         

10.0 (15 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $376
         

Property Image From $255
         

10.0 (11 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool
Property Image From $217
         

10.0 (8 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Sleepy Hollow

Over 152+ Pet-Friendly Vacation Rentals in or Near Sleepy Hollow
Property Image From $300
         

10.0 (16 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $182
         

10.0 (2 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $222
         

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9.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • View
Property Image From $176
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $197
         

10.0 (11 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $250
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Property Image From $250
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $227
         

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10.0 (1 Review)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Sleepy Hollow

Over 27+ Large Vacation Homes & Villas in or Near Sleepy Hollow
Property Image From $302
         

10.0 (2 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $240
         

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8.0 (1 Review)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $165
         

3.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $272
         

9.8 (19 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pool
Property Image From $284
         

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1.0 (1 Review)
House
  • Parking
  • Accessibility
  • Security/Safety
Property Image From $276
         

Property Image From $243
         

9.4 (11 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $391
         

8.4 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Sleepy Hollow

Over 2+ Wheelchair Accessible Vacation Homes in or Near Sleepy Hollow
Property Image From $108
         

4.4 (19 Reviews)
Cabin
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible

Sleepy Hollow Varoom and Airbnb Places to Stay Under $200

Over 73+ Sleepy Hollow Varoom and Airbnb Places to Stay Under $200
Property Image From $187
         

Property Image From $193
         

New
Ski Chalet
  • 671 ft² Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $141
         

10.0 (45 Reviews)
Cabin
  • Air Conditioner
  • Pet Friendly
  • TV
Property Image From $163
         

10.0 (2 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • TV
Property Image From $198
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $193
         

Instantly Bookable Vacation Homes in Sleepy Hollow

Over 86+ Instantly Bookable Vacation Homes in or Near Sleepy Hollow
Property Image From $380
         

Property Image From $365
         

Property Image From $288
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $235
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $227
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

About Sleepy Hollow Vacation Rentals

With more than 253 Sleepy Hollow vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Weekendgetaways and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Sleepy Hollow.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Weekendgetaways Sleepy Hollow, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Sleepy Hollow. Places to stay near Sleepy Hollow are 1026.53 ft² on average, with prices averaging $251 a night.

Weekendgetaways makes it easy and safe to find and compare vacation rentals in Sleepy Hollow with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Sleepy Hollow

Type Count
Cabin Rentals 104
Vacation Homes 99
Ski Chalet Rentals 35
Cottages 8
Others 3
Resorts 2
Holiday Apartments 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Sleepy Hollow

Pro Tip: Weekendgetaways makes it easy to compare the best listings on Weekendgetaways homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Weekendgetaways 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.

Weather in Sleepy Hollow

View the weather forecast for Sleepy Hollow before booking your Sleepy Hollow 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