Sleepy Hollow vacation rentals

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Discover a selection of 8 cabins and other vacation rentals in Sleepy Hollow that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation homes have the amenities you expect for your stay, which might include WiFi and a fireplace. No matter what you're looking for, you'll find a rental for everyone's needs, including a place that is accessible or non-smoking.
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Find out more about Sleepy Hollow

Find out more about Sleepy Hollow

Why visit Sleepy Hollow

  1. Stunning natural scenery: Sleepy Hollow boasts breathtaking landscapes ideal for outdoor activities and relaxation.
  2. Thrilling adventures: Engage in various outdoor pursuits, including skiing and hiking, catering to all adventure seekers.
  3. Cultural experiences: Explore local galleries and historical sites, enriching your visit with cultural insights.
  4. Family-friendly activities: Enjoy a range of attractions suitable for all ages, ensuring memorable family moments.
  5. Charming accommodations: Choose from cozy cabins and charming cottages for a comfortable stay in this picturesque location.

Popular types of accommodation around Sleepy Hollow

Planning a getaway to Sleepy Hollow? You're in for a treat! Discover the charm of this picturesque location with a range of vacation rentals including houses, cozy cabins, and charming cottages. Whether you're seeking the best Sleepy Hollow cottage rentals or a welcoming holiday home, we provide transparent information to help you find the perfect spot for your stay. Enjoy savings and reassurance as you explore the beauty of Sleepy Hollow!

  • Houses: The top choice for visitors in Sleepy Hollow, offering spacious and comfortable stays for families and groups.
  • Cabins: A close second, these rustic retreats provide a cozy atmosphere surrounded by nature.
  • Cottages: Quaint and charming, cottages are perfect for a romantic getaway or a peaceful solo retreat.
  • Chalets: These alpine-inspired lodgings offer a unique, scenic escape for travellers seeking a mountain vibe.
  • Apartments: Ideal for those looking for convenient and modern living spaces in the heart of Sleepy Hollow.**

Top attractions around Sleepy Hollow

Sleepy Hollow in Hedgesville, West Virginia, is perfect for outdoor enthusiasts and adventure seekers, offering stunning scenery and a variety of attractions. Visitors can explore national and urban parks and local galleries, catering to those seeking cultural experiences and family-friendly activities. A trip to Sleepy Hollow promises memorable moments and a chance to connect with nature while enjoying the charm of this unique destination.

  1. Berkeley Springs State Park: This urban park, located 11.3km from Sleepy Hollow, is known for its relaxing atmosphere and family-friendly activities. Enjoy natural mineral springs, walking paths, and a charming town vibe.
  2. Fort Frederick State Park: Situated 8.0km away, this historic fort offers a glimpse into the past with its preserved structures. It's a cultural hub showcasing the area's rich history.
  3. Cacapon Resort State Park: Located 20.9km from Sleepy Hollow, this national park is perfect for adventure seekers. Explore stunning scenery, hiking trails, and outdoor activities amidst nature.

Things to do recommended for couples

For a romantic getaway in Sleepy Hollow, indulge in relaxation at Colonial Springs Spa or Atasia Spa, both offering serene treatments nearby. For a delightful evening, visit Knob Hall Winery, where you can enjoy wine tasting in a charming setting, perfect for couples seeking romance and entertainment.

Things to do recommended for families

Your family will have a fantastic time at the Morgan County Observatory, located 16.1km from Sleepy Hollow. Explore the stars together in a friendly atmosphere, making it a memorable experience for all ages.

Things to do recommended for groups

Explore the Berkeley Springs Antique Mall for unique finds, enjoy shopping and family entertainment at Martinsburg Mall, or immerse yourselves in culture and romance at the Apollo Civic Theatre—all within a short drive from Sleepy Hollow for a memorable group getaway.

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

When planning your trip, whether you're travelling with a group, family, pets, or seeking longer accommodations, it's important to filter your options based on your priorities. Here are some helpful Vrbo booking tips to assist you.

  • 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 these options and more on Vrbo.
  • Traveling to Sleepy Hollow with young kids: Traveling with young children can present some challenges. It’s important to prioritize their comfort and safety, along with suitable 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 families, a vacation feels incomplete without their furry companions. If that resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds to ensure that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Sleepy Hollow: If you’re in search of 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 as well.

Where to stay around Sleepy Hollow

Sleepy Hollow, Hedgesville, offers a perfect getaway for outdoor enthusiasts and families alike. Explore the stunning natural scenery, engage in thrilling adventures, or enjoy romantic getaways by the waterfront. With nearby skiing options, you'll find plenty of activities to keep everyone entertained. The area's historical charm and friendly atmosphere make it an ideal destination for creating lasting memories. Discover the beauty and adventure that await you in and around this hidden gem.

  • Berkeley Springs: Berkeley Springs is a charming city located 11.3km from Sleepy Hollow, renowned for its natural mineral springs and holistic wellness offerings. Visitors flock here for outdoor adventures and the beautiful scenery that surrounds them. Popular activities in the area include hiking in the nearby national state park and enjoying the recreational areas. Golf enthusiasts will appreciate the local golf course, while winter sports lovers can hit the slopes at local ski venues. The picturesque lake serves as a perfect backdrop for relaxation and recreation.
  • The Woods: Just 3.2km from Sleepy Hollow, The Woods is a scenic neighbourhood that embodies the spirit of outdoor adventure. This area is perfect for those looking to immerse themselves in nature, with a variety of recreational areas and ski resorts to explore. Visitors can enjoy activities such as skiing and snowboarding during the winter months, while the beautiful lake and national state park offer ample opportunities for hiking and picnicking in warmer weather. The Woods provides a serene escape with its lush landscapes and recreational possibilities.
  • Cherry Run: Located 6.4km from Sleepy Hollow, Cherry Run is a quaint village that attracts adventurers seeking outdoor thrills and winter sports. Known for its proximity to excellent ski resorts, Cherry Run also features a golf course and scenic trails. The village is surrounded by natural beauty, including a charming canal and the flowing river, which provide a stunning setting for outdoor activities. With its welcoming atmosphere, Cherry Run is ideal for those looking to experience both adventure and relaxation in a picturesque environment.

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 in July to August and October, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January31.5°F (-0.3°C)Light RainMostly SunnySlightly LowAverage
February34.5°F (1.4°C)Light RainMostly SunnySlightly LowSlightly Low
March42.4°F (5.8°C)Light RainMostly SunnySlightly LowSlightly Low
April53.1°F (11.7°C)Light RainMostly SunnyAverageSlightly Low
May62.8°F (17.1°C)Light RainMostly SunnyAverageAverage
June71.2°F (21.8°C)Light RainMostly SunnyAverageAverage
July76.6°F (24.8°C)Light RainMostly SunnySlightly HighSlightly High
August74.3°F (23.5°C)Light RainMostly SunnySlightly HighAverage
September67.5°F (19.7°C)Light RainMostly SunnyAverageAverage
October56.1°F (13.4°C)Light RainMostly SunnySlightly HighAverage
November43.9°F (6.6°C)Light RainMostly SunnyAverageSlightly High
December36.9°F (2.7°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? One effective strategy is to be flexible with your travel dates, as prices can vary significantly. Additionally, booking a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides an excellent platform for you to plan new adventures, refine your existing itineraries, or manage your reservations with ease. Your saved and booked properties are conveniently categorized into Potential, Upcoming, or Current Trips for your convenience. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Sleepy Hollow?
The most sought-after types of vacation rentals in Sleepy Hollow are houses. Prefer something different? Vrbo has a variety of options to match our guests’ needs, so you’ll see vacation properties in all shapes and sizes. The ideal home away from home is waiting for you — get hold of yours today.
How much does it cost to rent a vacation rental in Sleepy Hollow?
The average price for a vacation home in Sleepy Hollow depends on a number of factors, such as property type, length of stay and time of year. Whether you’re dreaming about a sprawling villa with room to move around or a cozy condo for just you and the kids, just enter your travel dates to find stays with great value.
How much does it cost to rent a beach house in Sleepy Hollow?
When you travel and the style and size of the property will help determine the cost of your beachside stay. Put in your Sleepy Hollow travel dates to see all your options on Vrbo. Can’t live without a hot tub, or maybe a private pool? Use our filters to select the amenities and features you need.
Are there pet-friendly vacation rentals in Sleepy Hollow?
Yes. You’ll have a choice of four vacation rentals that cater to pets in Sleepy Hollow. Several of our pet-friendly vacation rentals have an outdoor area for your fur baby to have fun in, complimentary treats, doggie beds and proximity to parks and green space. Apply the “Pets allowed” filter to find a vacation home on Vrbo that’s pawfect.
What are popular rental amenities in Sleepy Hollow?
Some of the most popular rental amenities guests are looking for in Sleepy Hollow are a fireplace, a garden and mountain views. Whether you’re traveling with friends, family or even pets, Vrbo vacation homes have the best amenities for fun and relaxation with the people you love.
Are there large group vacation rentals in Sleepy Hollow?
Take your pick of two Vrbo vacation rentals in Sleepy Hollow that can sleep five or more people. You’ll get all the privacy and room you need to spend time with your favorite people — and nobody else.
Are there vacation rentals in Sleepy Hollow that welcome kids?
Gather your whole crew for the adventure of a lifetime in Sleepy Hollow at one of our four family-friendly vacation properties. Lots of these stays offer amenities that are ideally suited to getaways with children, like laundries, living rooms and outdoor spaces. Simply click on the “Properties good for families” filter and choose your favorite option.
Can I find two-bedroom vacation rentals in Sleepy Hollow?
You can pick from two two-bedroom vacation properties in Sleepy Hollow. Put your little ones in the second room or maybe fill it with a couple of your favorite people. There’s a spot for whoever’s lucky enough to be joining your adventure.
How can I find vacation rentals with air conditioning in Sleepy Hollow?
There are four vacation homes with air conditioning in Sleepy Hollow offering that cool, cool breeze and extra touch of comfort. Simply enter your dates of travel and then make use of our filters to find properties with air conditioning.
How old do you have to be to rent a vacation rental in Sleepy Hollow?
You’ll need to check with the Sleepy Hollow vacation property you’re looking at on Vrbo as age restrictions differ. However, it’s typically 16, 18 or 21.
How long can I rent a vacation rental in Sleepy Hollow for?
How long you can rent a vacation rental in Sleepy Hollow depends on the property. Simply enter your desired travel dates to view a list of options offering extended stays. With lots of creature comforts like washing machines and kitchens, as well as some offering weekly or monthly discounts, you’re sure to find the perfect place to call your home away from home in Sleepy Hollow.

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