The Beaches Estates - Vacation Rentals in Sleepy Hollow

Lovely house in Tarrytown From US $446
         

10.0 (1 Review)
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  • Pet Friendly
Hudson River Views Briarcliff Manor Home with Deck From US $1,143
         

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10.0 (2 Reviews)
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  • Pet Friendly
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Courtyard by Marriott Tarrytown Westchester County From US $164
         

Stylish Tarrytown Studio - Walk to Train & Main St From US $269
         

Hudson River Views: Briarcliff Manor Home w/Deck From US $939
         

9.8 (12 Reviews)
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  • Air Conditioner
  • Parking
  • Pet Friendly
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St. From US $701
         

9.0 (6 Reviews)
House
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Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/Train From US $300
         

8.8 (6 Reviews)
Apartment
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Fabulous 3-bedroom apartment with AC in Nyack , 1 block walk to Main St. From US $419
         

8.0 (1 Review)
Apartment
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Luxury Places to Stay in Sleepy Hollow

Over 42+ Luxury Places to Stay in or Near Sleepy Hollow
River front with large decks and dock over the Hudson From US $1,304
         

10.0 (22 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Relaxing & Great Location & Minutes from New York From US $404
         

9.4 (16 Reviews)
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  • Parking
  • Pet Friendly
Sleepy Hollow Hotel From US $229
         

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6.3 (582 Reviews)
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  • Pool
Tarrytown House Estate From US $200
         

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8.2 (1005 Reviews)
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  • Pool
Westchester Marriott From US $199
         

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8.0 (174 Reviews)
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  • TV
Courtyard by Marriott Tarrytown Westchester County From US $183
         

Top-Rated Vacation Rentals with a Pool in Sleepy Hollow

Over 10+ Top-Rated Vacation Rentals with a Pool in or Near Sleepy Hollow
Hotel Nyack, a JdV by Hyatt Hotel From US $133
         

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8.6 (1017 Reviews)
Hotel
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  • Pool
Sheraton Tarrytown Hotel From US $155
         

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8.4 (1004 Reviews)
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  • Air Conditioner
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  • Pool
Sheraton Tarrytown Hotel From US $159
         

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8.0 (263 Reviews)
Hotel
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  • Pet Friendly
Tarrytown House Estate From US $140
         

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7.6 (909 Reviews)
Hotel
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  • Pet Friendly
Sleepy Hollow Hotel From US $155
         

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6.8 (1004 Reviews)
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  • Pool
Castle Hotel & Spa From US $506
         

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8.6 (678 Reviews)
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  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Sleepy Hollow

Over 11+ Pet-Friendly Vacation Rentals in or Near Sleepy Hollow
Charming 1 Bedroom in the middle of downtown Nyack From US $250
         

6.0 (4 Reviews)
Apartment
  • Pet Friendly
  • Security/Safety
  • Breakfast
★10 Top Rated Town ★ Bridge View ★ Train to NYC! From US $472
         

Hudson Valley Estate on 4 Acres w/Private Pool! From US $1,187
         

Gorgeous 2 BR with private garden, walk to town From US $260
         

5.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Bedding/Linens
Great for pets! Quaint apartment w Backyard, walk to Main Street, Music Hall From US $160
         

Perfect Location w/ River Views Tarrytown 8 BR/4BA From US $1,560
         

Large Vacation Homes & Villas in Sleepy Hollow

Over 2+ Large Vacation Homes & Villas in or Near Sleepy Hollow
Close to New York City with Bridge View & Parking From US $420
         

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  • Pet Friendly
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Sleepy Hollow

Over 2+ Wheelchair Accessible Vacation Homes in or Near Sleepy Hollow
Castle Hotel & Spa - Luxury Hotel near NYC From US $169
         

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8.3 (454 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
West Gate Inn Nyack From US $123
         

6.7 (766 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

Sleepy Hollow Varoom and Airbnb Places to Stay Under $200

Over 3+ Sleepy Hollow Varoom and Airbnb Places to Stay Under $200
West Gate Inn Nyack From US $99
         

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7.4 (1185 Reviews)
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  • TV
Bohemian Garden Cottage From US $140
         

New
House
  • Air Conditioner
  • Bedding/Linens
  • Wellness Facilities

Instantly Bookable Vacation Homes in Sleepy Hollow

Over 5+ Instantly Bookable Vacation Homes in or Near Sleepy Hollow
Charming 2-bedroom house with AC, WiFi in marvelous Nyack From US $271
         

9.0 (4 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Charming 2-bedroom apartment with AC, WiFi in lovely Tarrytown From US $229
         

Cozy 2-bedroom apartment with WiFi, AC in charming Tarrytown From US $250
         

About Sleepy Hollow Vacation Rentals

With more than 51 Sleepy Hollow vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Thebeachestates 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 Thebeachestates 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 789.39 ft² on average, with prices averaging $423 a night.

Thebeachestates 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
Vacation Homes 21
Hotels with Suites 17
Holiday Apartments 11
Villas 2

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

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