Greencastle holiday lettings

We found 33 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.

Holiday rentals with weekly discounts - Greencastle

Showing deals for:7 Nov - 14 Nov
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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)
  • Carroll Valley Resort Golf Courses (18.8 mi / 30.2 km)
  • Liberty Mountain Ski Resort (19.2 mi / 30.8 km)
  • Adams County Winery (19.5 mi / 31.3 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)
  • Chesapeake and Ohio Canal (27.7 mi / 44.5 km)
  • Renfrew Museum and Park (9.5 mi / 15.3 km)
  • Norlo Park (11.6 mi / 18.7 km)
  • Marty Snook County Park (12.7 mi / 20.5 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

How much does it cost to rent a holiday rental in Greencastle?
Property type, season and length of stay are some of the conditions that can affect the price of a holiday home. Simply enter your dates of travel to find your perfect fit. From comfy cottages to sprawling luxury villas, all Vrbo holiday rentals offer incredible value.
How much does it cost to rent a beach house in Greencastle?
When you travel and the style and size of the property will influence the cost of your beachside stay. Type in your Greencastle travel dates to view your available options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use the filters to choose the features and amenities you want in your beach house.
What are the top attractions for families in Greencastle?
If you're in search of something entertaining for the family near the heart of Greencastle, make your way to Pennsylvania Dutch Market.
How old do you have to be to rent a holiday rental in Greencastle?
The age limit can differ across properties on Vrbo, so look at the rules of the holiday home in Greencastle you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a holiday rental in Greencastle for?
It all depends on the Greencastle property. To view all available options offering extended stays, simply enter your travel dates and number of guests into the Vrbo search page. You can look forward to having the property to yourself, as well as comforts such as air conditioning, a kitchen and a backyard to play in. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

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