Photo by Penni Lowry

Hagerstown holiday lettings

We found 66 holiday rentals — enter your dates for availability

Discover a selection of 17 homes and other holiday rentals in Hagerstown that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as Wi-Fi and a hot tub. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Hagerstown

Showing deals for:17 Oct - 24 Oct
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Why visit Hagerstown

  • Outdoor Adventures: Hagerstown offers a range of outdoor activities, ideal for nature enthusiasts and families alike.
  • Rich History: Discover the city's historical sites that showcase its vibrant past and cultural heritage.
  • Scenic Beauty: Explore the picturesque landscapes of Western Maryland, perfect for tranquil getaways.
  • Welcoming Neighbourhoods: Experience the friendly atmosphere of local communities, enhancing your visit.
  • Diverse Accommodation: Choose from charming cabins, private holiday homes, and delightful cottages for a comfortable stay.

Popular types of accommodation in Hagerstown

If you're contemplating a getaway to Hagerstown, worry not about your accommodation options. The most sought-after types of vacation rentals include private holiday homes, charming cabins, and delightful cottages. Whether you're searching for Hagerstown apartments, rental listings in Hagerstown MD, or house rentals, our platform ensures transparency and reassurance while helping you find the perfect place to stay. Enjoy your stay with us and experience the comfort and convenience that Hagerstown has to offer!

  • Houses: The top choice for holidaymakers in Hagerstown, offering spacious and comfortable living for families or groups.
  • Cabins: A delightful option for those seeking a rustic experience, surrounded by nature, ideal for a peaceful retreat.
  • Cottages: Charming and often quaint, these properties provide a cosy atmosphere for couples or small families.
  • Apartments: Perfect for those who prefer a self-catering option, offering convenience and flexibility during your stay.
  • Chalets: A unique lodging choice that combines comfort with a touch of alpine style, suitable for a memorable getaway.**

Top attractions in and around Hagerstown

Hagerstown is an excellent destination for outdoor enthusiasts and families, offering a blend of adventure and culture. Explore the region's national and state parks, historic sites, and modern educational institutions. With a variety of attractions, Hagerstown provides a delightful experience for those seeking to immerse themselves in the area's rich history and natural beauty, making it a perfect spot for a memorable holiday.

  • Hagerstown Roundhouse Museum: This unique railway museum celebrates the rich history of rail transport in the region. Visitors can explore vintage locomotives and interactive exhibits, immersing themselves in the culture and significance of railroads in Hagerstown's development.
  • Washington County Museum of Fine Arts: An artistic gem, this museum houses an impressive collection of American and European art. The serene setting and rotating exhibitions provide a cultural retreat for art lovers and casual visitors alike.
  • Antietam National Battlefield: Located 7.5km from Hagerstown, this historic site commemorates one of the pivotal battles of the American Civil War. Visitors can walk the hallowed grounds, explore informative exhibits, and reflect on the profound impact of the battle.

Things to do recommended for couples

For a romantic getaway in Hagerstown, indulge in the charm of Knob Hall Winery, just 6.2km away, offering delightful wines and entertainment. For adventure, head to Whitetail Ski Resort or the Magic Carpet Ski Lift, both a mere 8.1km away, perfect for a thrilling day together.

Things to do recommended for families

Families will love the serene Cat Rock & Bob's Hill Natural Area, located 8.7km from Hagerstown. This recreational area offers a peaceful escape with opportunities for wellness and relaxation, making it a perfect spot for family bonding amidst nature.

Things to do recommended for groups

Explore the Hagerstown Premium Outlets for a delightful shopping experience, catch a captivating performance at the Maryland Theatre, or feel the thrill of racing at the Hagerstown Speedway. These activities promise a fantastic local experience for your group!

Booking with Vrbo is simple

Planning to save on your upcoming getaway? 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, make use of our filters to sort by price, location, and type of holiday rental.

Where to stay in Hagerstown

Hagerstown, Maryland, is a delightful hub for outdoor adventures and family-friendly excursions. This charming city offers a rich historical vibe, perfect for those keen on exploring its past. Nearby, you can discover the scenic beauty of Western Maryland and its welcoming neighbourhoods, filled with friendly locals. Whether you're seeking vibrant city life or tranquil surroundings, Hagerstown and its surroundings provide a splendid backdrop for an unforgettable holiday experience.

  • Halfway: Halfway is a charming village located near Hagerstown, offering a delightful blend of family-friendly and business-oriented experiences. Visitors can enjoy shopping at local centres and educational venues, making it an ideal spot for families and those on corporate trips alike. The village’s proximity to notable landmarks such as a racetrack, a national state park, and historic sites adds to its appeal. Whether you're looking to shop or explore the great outdoors, Halfway provides a convenient base for your adventures.
  • Maugansville: Nestled close to Hagerstown, Maugansville is a vibrant village perfect for families and outdoor enthusiasts. This area is known for its exciting activities, including skiing and various shopping options. Outdoor adventures await at nearby national parks, stadiums, and theme parks, making it an excellent destination for thrill-seekers and those wishing to enjoy leisurely family outings. Maugansville's welcoming atmosphere and plethora of recreational activities ensure a memorable visit for all ages.
  • Fountainhead-Orchard Hills: Fountainhead-Orchard Hills is a lively village renowned for its sports, adventure, and family experiences. With attractions such as motor racing and a variety of shopping centres, there's something for everyone. Visitors can explore the excitement of local racetracks, enjoy the thrills of a nearby theme park, or even relax at a beach. This village offers a well-rounded experience, making it ideal for both adrenaline junkies and families looking to create lasting memories.

Best time to go to Hagerstown

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January30.2°F (-1.0°C)Light RainMostly SunnySlightly LowAverage
February32.9°F (0.5°C)Light RainMostly SunnySlightly LowSlightly Low
March41.0°F (5.0°C)Light RainMostly SunnySlightly LowSlightly Low
April51.6°F (10.9°C)Light RainMostly SunnyAverageSlightly Low
May61.7°F (16.5°C)Light RainMostly SunnyAverageAverage
June70.0°F (21.1°C)Light RainMostly SunnySlightly HighSlightly High
July75.2°F (24.0°C)Light RainMostly SunnySlightly HighSlightly High
August73.0°F (22.8°C)Light RainMostly SunnySlightly HighSlightly High
September66.4°F (19.1°C)Light RainMostly SunnyAverageAverage
October55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
November42.8°F (6.0°C)Light RainMostly SunnyAverageAverage
December35.6°F (2.0°C)Light RainMostly SunnyAverageAverage

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

Regardless of whether you're travelling with a group, as a family, with your pets, or seeking longer stays, it's essential to apply the appropriate filters that align with your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Hagerstown with a group: Think about how many bedrooms you require, as well as features like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Hagerstown with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with ensuring that there are suitable amenities available, such as a private swimming pool. Additionally, it's wise to take into account how close you are to family-friendly attractions.
  • Taking your pets with you to Hagerstown: For many, a family holiday wouldn’t feel complete without their beloved pet by their side. If you can relate to this, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Hagerstown: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. You might also want to include options such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient area for you to plan new journeys, revisit your arrangements, or manage your reservations. The properties you've saved or booked are now neatly organised into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Delight in the natural landscape of Hagerstown

Take a holiday to Hagerstown and enjoy the area's live music, theatre scene and history. This city is well-known for its shopping and restaurants. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Hagerstown

Are you searching for attractions to see while you're in the area? Venture out of your cosy holiday rental and experience everything that Hagerstown has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Hagerstown Speedway (6.8 mi / 10.9 km)
  • Greencastle Coffee Roasters (10.2 mi / 16.5 km)
  • Whitetail Ski Resort (13.3 mi / 21.3 km)
  • Musket Ridge Golf Course (13.6 mi / 21.9 km)
  • Big Cork Vineyards (14.9 mi / 24.1 km)
  • Catoctin Wildlife Preserve and Zoo (16 mi / 25.7 km)

Exploring the natural landscape of Hagerstown

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Hagerstown is a great place to get out in nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Greenbrier State Park (8.9 mi / 14.4 km)
  • Crystal Grottoes Caverns (10.2 mi / 16.3 km)
  • Antietam Creek (13 mi / 20.9 km)
  • Chesapeake and Ohio Canal (18.8 mi / 30.2 km)
  • Norlo Park (20.2 mi / 32.5 km)
  • Baker Park (22.5 mi / 36.2 km)

Transport options to and around Hagerstown

Fly into Hagerstown, MD (HGR-Hagerstown Regional), the closest airport, located 4.4 mi (7.1 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 21.8 mi (35 km) away.

Frequently asked questions

What is the best area to stay in Hagerstown when booking a holiday rental?
Halfway is one of the more in-demand neighbourhoods for a holiday home in Hagerstown. Base yourself here to savour the privacy and comfort that comes with having a place to yourself.
What is the most popular type of holiday rental accommodation in Hagerstown?
Houses are the most popular style of holiday rental in Hagerstown, according to our data. Even if you've got something different in mind, Vrbo has holiday homes in loads of sizes and shapes. Take a look at our options to find your perfect match.
How much does it cost to rent a holiday rental in Hagerstown?
Length of stay, season and property type are some of the conditions that can influence the price of a holiday home. Simply enter your travel dates to find your dream escape. From homey country cottages to sprawling villas, all Vrbo holiday rentals offer amazing value.
How much does it cost to rent a beach house in Hagerstown?
The average price for a holiday rental near the beach in Hagerstown depends on when you're going and the size and style of property you're looking for. Find prices easily and quickly on Vrbo by entering your preferred travel dates. Then use our filter tool to choose the number of bedrooms and amenities important to you, such as air conditioning, WiFi and a hot tub.
Are there pet-friendly holiday rentals in Hagerstown?
There certainly are. Take your pick of four stays that roll out the welcome mat in Hagerstown on Vrbo. Our furry friends deserve a getaway too, so simply use our search function for pet-friendly holiday rentals to find a pad where your doggie can lap up the good times.
Can I rent a house with a pool in Hagerstown?
Check the "pool" box in our filter tool and select from three houses with private pools in Hagerstown on Vrbo. Ball games, gentle soak or noodle joust? Leisure time is up to you when your holiday property boasts a swimming pool.
What are popular rental amenities in Hagerstown?
When it comes to rental amenities that people search for in Hagerstown, a barbecue grill, nearby museums and a garden are at the top of the list. With Vrbo holiday rentals, there are choices to fit your taste and style, whether you're holidaying with family members, friends or even pets.
Are there holiday rentals in Hagerstown that welcome kids?
With four family-friendly holiday homes to choose from in Hagerstown, now is the perfect time to introduce your little ones to the magic of travel. Just click on our "Properties good for families" filter to discover stays packed with amenities perfect for holidaying families, such as living rooms, yards, hot tubs and bunk beds.
What are the top attractions for families in Hagerstown?
Keep your kids entertained at these fun family-friendly attractions in Hagerstown:

  • Hagerstown Roundhouse Museum
  • Greenbrier State Park
  • Washington County Museum of Fine Arts

Are there one-bedroom holiday rentals in Hagerstown?
There are three one-bedroom properties in Hagerstown to select from. A one-bedroom holiday property is an excellent choice if it's only two of you or if you're holidaying alone. Throw in more space, convenience and privacy than a regular hotel, and you're bound to have an unforgettable trip.
Are there holiday rentals with WiFi in Hagerstown?
Whether you want to keep up with the latest news, write a few emails or surf social media, there are three holiday homes with WiFi in Hagerstown. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Hagerstown?
Pick your travel dates and then use our filter tool to find holiday rentals with air conditioning in Hagerstown on Vrbo. With four air-conditioned properties to choose from here, you can enjoy a comfortable and cool stay.
How old do you have to be to rent a holiday rental in Hagerstown?
The minimum age is typically 16, 18 or 21. It can differ between properties on Vrbo, so check the rules of your chosen Hagerstown holiday rental before making a booking.
How long can I rent a holiday rental in Hagerstown for?
It's down to the Hagerstown property. To look over a list of options offering extended stays, simply type your travel dates and number of guests into Vrbo's search page. Look forward to having the whole property to yourself, as well as amenities such as a full kitchen, air conditioning and a backyard to play in. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.

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