Greencastle holiday lettings

We found 37 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Greencastle that are perfect for your trip. Holiday homes provide the best amenities for you and your friends, family or even pets, such as Wi-Fi and cable TV. At the end of the day, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Why visit Greencastle

  • Outdoor Adventures: Enjoy activities like skiing and exploring local parks amidst stunning natural landscapes.
  • Cultural Heritage: Visit historic colleges and universities that reflect the rich history of the area.
  • Charming Atmosphere: Experience the friendly locals and quaint fishing village vibe that Greencastle offers.
  • Diverse Accommodations: Choose from a variety of holiday rentals, including charming cottages and cosy cabins.
  • Family-Friendly Activities: Engage in excursions and activities suitable for both families and history enthusiasts.

Popular types of accommodation in Greencastle

If you're exploring Greencastle for your next getaway, you'll find a delightful range of holiday rentals to suit your needs. Our most sought-after accommodations include houses, charming cottages, and cosy cabins. Whether you're searching for Greencastle holiday rentals, apartments in Greencastle, or the inviting Castle Inn apartments, we have various options to ensure a memorable stay in this picturesque location.

  • Houses: The top choice for visitors to Greencastle, offering spacious and comfortable accommodations ideal for families or groups.
  • Cabins: A close second, these cosy retreats provide a perfect escape into nature for those seeking tranquillity.
  • Cottages: Charming and quaint, these delightful options are perfect for a romantic getaway or a peaceful retreat.
  • Apartments: Convenient and often centrally located, apartments offer a home-away-from-home experience.
  • Chalets: These alpine-style lodgings provide a unique and picturesque setting for your stay.**

Top attractions in and around Greencastle

Greencastle offers a delightful blend of outdoor adventures and cultural experiences, making it ideal for a varied holiday. Visitors can enjoy activities like skiing and exploring local parks, as well as visiting historic colleges and universities. The area's attractions cater to those seeking adventure and a taste of local heritage, ensuring an enjoyable stay for all types of travellers.

  • Wilson College: A historic institution with beautiful architecture and an inviting campus, Wilson College offers a glimpse into American higher education's past, surrounded by lush gardens and cultural events.
  • Washington County Museum of Fine Arts: This art museum showcases an impressive collection of fine art, hosting exhibitions that highlight both local and international artists, all within a serene park setting.
  • Martins Mill Bridge: A charming historic bridge that serves as a picturesque landmark, perfect for a leisurely stroll while enjoying the rich history and scenic views of the area.

Things to do recommended for couples

For a romantic getaway in Greencastle, explore the snowy slopes at Whitetail Ski Resort or enjoy a delightful wine tasting at Knob Hall Winery. For a thrilling experience, take a ride on the Magic Carpet Ski Lift, embracing adventure together amidst stunning winter views.

Things to do recommended for families

Families can have a fantastic time at Cluggy's Family Amusement Center, an exciting arcade adventure zone located 6.8km from Greencastle. For a more tranquil experience, Norlo Park offers a lovely recreational area just 7.5km away, perfect for relaxation and wellness.

Things to do recommended for groups

Groups visiting Greencastle can enjoy a cultural evening at the Maryland Theater, experience thrilling races at Hagerstown Speedway, and explore the vibrant Pennsylvania Dutch Market for a taste of local commerce and cuisine.

What do I need to keep in mind when booking a vacation in 'Greencastle

If you're travelling with a group, family, pets, or planning an extended stay, it's important to filter your options according to your key priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Greencastle with a group: Think about how many bedrooms you'll require, as well as any amenities you might desire, such as a complete kitchen or outdoor area for group gatherings. Luckily, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Greencastle with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Greencastle: For many, a family holiday isn't truly fulfilling without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Greencastle: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. You may also want to include amenities such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in and around Greencastle

Greencastle, Pennsylvania, offers a delightful mix of adventure and relaxation, perfect for families and history enthusiasts alike. Explore the charming fishing village atmosphere, with its stunning natural landscapes and friendly locals. Nearby, you can enjoy outdoor activities and excursions that highlight the area's beauty. Whether you're seeking a budget-friendly getaway or a more lavish experience, Greencastle provides a welcoming vibe that's sure to make your holiday memorable.

  • Hagerstown: Located a mere 6.2km from Greencastle, Hagerstown is a vibrant city offering a delightful blend of outdoor adventure and family-friendly experiences. Visitors can indulge in skiing at nearby resorts or explore the picturesque landscapes of the national state park. With its beautiful lake and rich historic sites, Hagerstown promises a memorable getaway for those seeking both excitement and relaxation in a scenic setting.
  • Chambersburg: Just 6.8km from Greencastle, Chambersburg is a charming city perfect for outdoor enthusiasts and scenic adventurers. The area boasts excellent educational facilities and recreational areas, making it an ideal spot for families. Visitors can enjoy skiing activities and explore the stunning national state park, as well as the lovely lake and esteemed historic college university nearby, ensuring a captivating experience for all.
  • State Line: Nestled in close proximity to Greencastle, State Line is a quaint village that offers a serene escape for couples and nature lovers alike. The area is renowned for its stunning scenery and outdoor recreational opportunities, including lovely parks and tranquil lakes. With its romantic charm and historic sites, State Line invites travellers to unwind and explore the beauty of this picturesque setting.

Best time to go to Greencastle

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January30.0°F (-1.1°C)Light RainMostly CloudyAverageSlightly High
February32.7°F (0.4°C)Light RainMostly SunnyAverageAverage
March40.8°F (4.9°C)Light RainMostly SunnySlightly HighSlightly Low
April51.6°F (10.9°C)Light RainMostly SunnySlightly HighSlightly Low
May61.7°F (16.5°C)Light RainMostly SunnyAverageAverage
June69.8°F (21.0°C)Light RainMostly SunnyAverageAverage
July75.2°F (24.0°C)Light RainMostly SunnySlightly HighSlightly High
August73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
September66.2°F (19.0°C)Light RainMostly SunnyAverageSlightly Low
October54.9°F (12.7°C)Light RainMostly SunnySlightly LowAverage
November42.6°F (5.9°C)Light RainMostly SunnySlightly LowAverage
December35.4°F (1.9°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Are you hoping to cut costs on your next holiday? Being flexible with your travel dates can often lead to significant savings, as prices tend to vary. Additionally, opting for a longer stay frequently results in even better deals. To discover the perfect Vrbo accommodation that fits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient platform to plan new adventures, pick up from where you last stopped, and manage your travel arrangements with ease. You can now access your previously saved and booked properties in the Potential, Upcoming, or Current Trips sections. To make the most of the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The historical area of Greencastle awaits your stay

Enjoy the history and other features of Greencastle. This welcoming and scenic city entices travellers with its restaurants and shopping. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Greencastle

Do you want to discover attractions to visit in the area? Venture out of your holiday home and experience everything that Greencastle has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Penn National Golf Course (10.6 mi / 17.1 km)
  • Hagerstown Speedway (11.1 mi / 17.9 km)
  • Whitetail Ski Resort (11.4 mi / 18.4 km)
  • Liberty Mountain Ski Resort (19.2 mi / 30.8 km)
  • Adams County Winery (19.5 mi / 31.3 km)
  • Greencastle Coffee Roasters (0.1 mi / 0.1 km)

Exploring the natural landscape of Greencastle

Whether you're an active traveller or just want to take in the scenery, Greencastle is a great spot to appreciate mother nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Cowans Gap State Park (17.7 mi / 28.5 km)
  • Greenbrier State Park (18.4 mi / 29.6 km)
  • Norlo Park (11.6 mi / 18.7 km)
  • Pen Mar Park (12.7 mi / 20.5 km)
  • Clear Spring Park (14.5 mi / 23.3 km)
  • Renfrew Museum and Park (9.5 mi / 15.3 km)

Transport to and around Greencastle

The nearest airport is in Hagerstown, MD (HGR-Hagerstown Regional), located 5.9 mi (9.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is 30 mi (48.3 km) away.

Frequently asked questions

What is the best area to stay in Greencastle when booking a holiday rental?
When considering a holiday rental in Greencastle, Pennsylvania, the area surrounding the town centre is an excellent choice. This neighbourhood offers a charming atmosphere with easy access to a variety of amenities and attractions. The local parks, such as the picturesque Greencastle Park, provide lovely green spaces for relaxation and outdoor activities, making it ideal for families and nature enthusiasts alike.Another highlight of the town is the proximity to historic sites, including the beautifully preserved Greencastle Historic District, where visitors can appreciate the rich history and quaint architecture. The area tends to have a modest selection of properties, allowing for a range of options, from cosy cottages to more spacious homes, superb for families or groups.
How much does it cost to rent a holiday home in Greencastle?
Prices for holiday rentals in Greencastle vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Greencastle to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Greencastle holiday house rentals?
You can find great discounts on house rentals in Greencastle on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Greencastle?
In Greencastle, holiday houses are quite popular, with several available throughout the area. These properties typically offer spacious interiors, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking for a comfortable stay. Many of these homes also feature outdoor spaces for relaxation, such as patios or gardens, allowing guests to enjoy the serene surroundings. Additionally, there are several mobile homes available, which provide a unique and budget-friendly option for travellers seeking a different experience.
Are there any family house rentals in Greencastle?
In Greencastle, Pennsylvania, there are several family-friendly house rentals available, making it a suitable destination for those travelling with children. Many of these homes are situated in peaceful neighbourhoods that offer spacious living areas, ideal for families to relax and enjoy time together. Properties often come equipped with full kitchens, enabling guests to prepare meals easily, and outdoor spaces where children can play safely.Visitors can explore nearby attractions such as the historic downtown area, which features quaint shops and local eateries. Additionally, the beautiful countryside surrounding Greencastle provides ample opportunities for outdoor activities, including hiking and picnicking.
Can I rent a holiday home with a pool or hot tub in Greencastle?
In Greencastle, Pennsylvania, there are several holiday homes available for rent that feature pools or hot tubs. This charming town, located near the scenic Appalachian Mountains, offers a peaceful setting for travellers looking to unwind. Many of these properties come equipped with private pools, hot tubs, and outdoor spaces superb for relaxation.Visitors can expect amenities such as fully equipped kitchens, spacious living areas, and comfortable bedrooms, making these rentals ideal for families or groups. The nearby countryside provides opportunities for outdoor activities, including hiking and exploring local parks.
Can I find long-stay holiday rentals in Greencastle?
A long-stay holiday rental in Greencastle is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Greencastle?
In Greencastle, there are several pet-friendly house rentals available, providing a welcoming environment for both travellers and their furry companions. Many of these properties feature comfortable amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can play.The neighbourhood offers a charming small-town vibe, with easy access to local parks and green spaces, ideal for pet walks and outdoor activities. Additionally, the nearby Greencastle-Antrim Township Community Park is a lovely spot for pets and their owners to enjoy leisurely strolls or picnics.
Are there any remote work holiday rentals in Greencastle?
In Greencastle, Pennsylvania, there are several remote work-friendly holiday rentals available, making it a great choice for those looking to blend work and leisure. Many of these properties come equipped with essential amenities such as free Wi-Fi, dedicated desk spaces, and comfortable office chairs, allowing for a productive work environment.The town itself offers a quaint atmosphere, with easy access to local parks and shops, creating a pleasant backdrop for breaks or after-work relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Greencastle holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Greencastle with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Greencastle?
In Greencastle, popular rental amenities include features that enhance comfort and convenience for travellers. Most holiday rentals come equipped with a kitchen, allowing guests to prepare their own meals, which is especially beneficial for families or those planning longer stays. Many properties also boast a porch or lanai, providing a lovely outdoor space to relax and enjoy the surroundings. Additionally, rentals often include a deck or patio, ideal for dining al fresco or simply soaking up the fresh air. For those needing to stay productive, several accommodations offer a desk and desk chair, making it easy to work remotely or plan daily activities.
When is the best time to visit Greencastle for a holiday rental?
The most popular time to visit Greencastle is during the peak season from May to July, when the area comes alive with vibrant outdoor activities and local events. This is an excellent time for families and adventure seekers who appreciate warm temperatures, typically ranging from the mid-teens to low 30s Celsius, superb for exploring nearby parks and engaging in outdoor sports.July stands out as the busiest month, attracting numerous visitors eager to experience the charm of Greencastle. During this time, you can enjoy various summer festivities, including fairs and farmers' markets, which provide a wonderful opportunity to immerse yourself in the local culture and cuisine.For those looking for a more budget-friendly option, November is a great choice. During this time, this month offers the beauty of autumn, with stunning fall foliage that enhances the area's natural scenery. You can enjoy peaceful walks and scenic drives, taking in the rich colours of the changing leaves without the hustle and bustle of the peak season.Ultimately, whether you prefer the lively option of summer or the tranquil beauty of late autumn, Greencastle has something special to offer throughout the year.
How early should I book a Greencastle holiday rental?
Book your Greencastle holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Greencastle?
In Greencastle, visitors can enjoy a variety of attractions that showcase the town's charm and history. The local area is rich in historical significance, with the Greencastle Historic District featuring beautifully preserved buildings that reflect its cultural heritage. This district is ideal for leisurely strolls, allowing visitors to take in the architecture and learn about the town's past.Nearby, the Greencastle-Antrim Museum offers insights into the area's history, including its role in the Civil War. For outdoor enthusiasts, the surrounding countryside provides opportunities for hiking and exploring nature, particularly at local parks like the nearby Antrim Township Community Park, which features walking trails and sports facilities.Additionally, the town hosts seasonal events and festivals that highlight local crafts, foods, and traditions, making it a vibrant place for visitors to experience the community spirit.
Can I change or cancel my Greencastle home rental booking on Vrbo?
To find Greencastle holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Greencastle holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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