Sleepy Hollow vacation rentals

Why visit Sleepy Hollow

1. Historic charm: Discover the enchanting history of Sleepy Hollow, famous for its connections to Washington Irving's "The Legend of Sleepy Hollow."
2. Scenic waterfront: Enjoy picturesque views along the waterfront, perfect for leisurely strolls and family outings.
3. Outdoor adventures: Engage in various outdoor activities, including hiking, camping, and skiing in nearby areas.
4. Cozy accommodations: Choose from charming cottages, stylish condos, and spacious vacation homes for a memorable stay.
5. Cultural experiences: Explore local parks and modern colleges, offering a blend of culture and leisure for every visitor.

Popular types of accommodation in Sleepy Hollow

Planning a getaway to Sleepy Hollow? The excitement begins with selecting your perfect accommodation. Explore a variety of options, from charming holiday cottages and cozy apartments to spacious houses and stylish condos. Whether you’re seeking a relaxing retreat or an adventurous escape, Sleepy Hollow vacation rentals cater to every traveller’s needs. Discover the ideal vacation home to make your stay unforgettable!

• Apartments: The top choice for visitors to Sleepy Hollow, offering convenient amenities and a home-like atmosphere.
• Houses: A popular option for families or groups seeking space and privacy during their stay.
• Condos: These stylish accommodations provide modern living with access to shared facilities.
• Cottages: Ideal for a quaint escape, these cosy retreats offer charm and character.
• Villas: Luxurious and spacious, perfect for a lavish getaway in a scenic setting.**

Top attractions in Sleepy Hollow

Sleepy Hollow, New York, is a charming destination perfect for outdoor adventures and romantic getaways. Visitors can explore urban parks, modern colleges, and nature reserves that offer a blend of culture and family-friendly experiences. Whether you're seeking scenic views or engaging activities, Sleepy Hollow has something for every traveller looking to enjoy its enchanting surroundings.

1. Westchester County Center: A vibrant arts centre located 8.0km from Sleepy Hollow, it hosts various cultural events and performances, offering visitors a taste of local creativity.
2. Kykuit: Just 1.3km away, this historic estate is the former home of the Rockefellers, featuring stunning gardens and art collections, perfect for culture enthusiasts.
3. Tarrytown Lighthouse: Situated within Sleepy Hollow, this charming historic lighthouse provides picturesque views of the Hudson River and is a great spot for photography.

Things to do recommended for couples

Planning a romantic getaway in Sleepy Hollow? Enjoy a concert at the Tarrytown Music Hall, unwind with couples massages at Hand & Stone Spa, or experience luxury at Greenwich Polo Club. Each offers a unique vibe perfect for creating unforgettable memories together.

Things to do recommended for families

Families vacationing in Sleepy Hollow can have a fantastic time at Legoland Discovery Center Westchester for arcade fun, unwind at Buttermilk Falls Park for wellness, and enjoy some excitement ice skating at Westchester Skating Academy. Each spot offers unique experiences for a memorable family getaway!

Things to do recommended for groups

Explore the vibrant Palisades Center for shopping and entertainment only 8.0km away, or head to Westchester's Ridge Hill for a family-friendly experience 12.9km out. For a fun night, try your luck at Empire City Casino, located 17.7km from Sleepy Hollow.

What do I need to keep in mind when booking a vacation in Sleepy Hollow

If you’re planning a trip with friends, family, pets, or seeking extended stays, be sure to prioritize your preferences when filtering your options. Here are some helpful booking tips for Vrbo to consider.

• Traveling to Sleepy Hollow with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
• Traveling to Sleepy Hollow with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, as well as seek out age-appropriate amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Sleepy Hollow: For many, a family vacation wouldn’t feel complete without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that both you and your pet feel comfortable and at home.
• Planning for a long term stay visiting Sleepy Hollow: If you’re searching for vacation rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Sleepy Hollow

Sleepy Hollow is a picturesque village perfect for a romantic getaway or family adventure. Explore its scenic waterfront and enjoy nearby camping options, or hit the slopes for some skiing. The area boasts a friendly atmosphere with safe harbours, making it an ideal destination for relaxation. Don't miss the chance to experience the charm of this historic locale and its inviting surroundings, where outdoor enthusiasts and leisure seekers alike will find their perfect escape.

• Pocantico Hills: Pocantico Hills is a charming village situated approximately 1.6km from Sleepy Hollow, offering a delightful blend of family-friendly outdoor activities and urban experiences. Visitors can enjoy various recreational options, including skiing and exploring local shopping areas. The village is rich in history, with landmarks such as historic sites and modern squares that provide a glimpse into its past while catering to contemporary tastes. Pocantico Hills is an ideal destination for those looking to unwind in a picturesque setting while still being close to the buzz of nearby attractions.
• Elmsford: Located about 4.8km from Sleepy Hollow, Elmsford is a vibrant city known for its family, city, and business-oriented experiences. This lively locale features a variety of entertainment options, including theatres, arts centres, and bustling shopping areas. Visitors can immerse themselves in the local culture by attending events at the nearby stadium and exploring the tourist precinct. Elmsford's combination of recreational activities and cultural landmarks makes it a great stop for travellers looking to enjoy a dynamic urban atmosphere.
• Nyack: Nyack, situated approximately 4.8km from Sleepy Hollow, is a bustling city that offers a rich tapestry of family, city, and business experiences. Known for its extensive shopping options, including shopping centres and malls, Nyack is a shopper's paradise. The city is also home to a vibrant arts scene, with local galleries and theatres enhancing its cultural appeal. Visitors can explore the charming squares and modern squares that dot the area, providing ample opportunities for leisurely strolls and delightful dining experiences. Nyack’s unique blend of urban energy and artistic flair makes it a must-visit locale.

Best time to go to Sleepy Hollow

If you're planning a trip to Sleepy Hollow, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from August to October, while off-peak times, like December to February tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	30.6°F (-0.8°C)	Light Rain	Mostly Sunny	Low	Slightly Low
February	32.2°F (0.1°C)	Light Rain	Mostly Sunny	Low	Slightly Low
March	39.6°F (4.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	50.5°F (10.3°C)	Light Rain	Mostly Sunny	Average	Average
May	60.8°F (16.0°C)	Light Rain	Mostly Sunny	Average	Average
June	69.4°F (20.8°C)	Light Rain	Mostly Sunny	Average	Average
July	76.1°F (24.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
August	74.5°F (23.6°C)	Light Rain	Mostly Sunny	High	Slightly High
September	67.6°F (19.8°C)	Light Rain	Mostly Sunny	High	Average
October	56.8°F (13.8°C)	Light Rain	Mostly Sunny	High	Average
November	45.0°F (7.2°C)	Light Rain	Mostly Sunny	Average	Average
December	36.9°F (2.7°C)	Light Rain	Mostly Sunny	Low	Slightly High

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a dedicated area for you to plan new trips, refine your existing arrangements, or manage your bookings efficiently. The properties you’ve saved or reserved are neatly categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.