Hagerstown holiday lettings

We found 88 holiday rentals — enter your dates for availability

Discover a selection of 21 homes, 14 apartments 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.

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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!

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.

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

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.

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)
  • Whitetail Ski Resort (13.3 mi / 21.3 km)
  • Musket Ridge Golf Course (13.6 mi / 21.9 km)
  • Monterey Country Club (14.7 mi / 23.6 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)
  • Chesapeake and Ohio Canal (18.8 mi / 30.2 km)
  • Baker Park (22.5 mi / 36.2 km)
  • Carroll Creek Linear Park (23.2 mi / 37.4 km)
  • Clear Spring Park (11.4 mi / 18.4 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?
When considering a holiday rental in Hagerstown, Maryland, a popular area to stay in is the downtown district. This vibrant neighbourhood offers a delightful mix of historic charm and modern amenities. You'll find a variety of restaurants, cafes, and boutique shops within walking distance, making it an ideal base for exploring the area. The Washington County Museum of Fine Arts is a top attraction nearby, showcasing an impressive collection of artwork and hosting various cultural events throughout the year. Additionally, the scenic City Park is just a stone's throw away, superb for leisurely strolls or enjoying a picnic amidst beautiful landscapes.

Another great option is the area around the Hagerstown Premium Outlets, which is particularly appealing for those who enjoy shopping. This location provides easy access to a wide range of brand-name stores, ensuring a fulfilling shopping experience. The nearby Antietam National Battlefield, a significant historical site, offers a fascinating insight into American history and is well worth a visit.

In terms of properties, Hagerstown has a diverse selection, ranging from charming historic homes to modern apartments, suiting different tastes and budgets. This variety makes it a fantastic choice for holiday rentals, allowing visitors to enjoy the local culture while having a comfortable place to stay.
How much does it cost to rent a holiday home in Hagerstown?
Prices for holiday rentals in Hagerstown 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 Hagerstown 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 Hagerstown holiday house rentals?
You can find great discounts on house rentals in Hagerstown 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.
Where are the best Hagerstown ski resort rentals?
For ski resort rentals near Hagerstown, the closest major ski area is Whitetail Resort, located approximately 30 miles away in Pennsylvania. In the vicinity of Whitetail, the town of Mercersburg offers a variety of accommodation options, including cosy cabins and lodges that cater to both families and groups. Many of these properties come equipped with amenities such as full kitchens, spacious living areas, and sometimes even fireplaces for a warm, inviting atmosphere after a day on the slopes.

In addition, nearby towns like Greencastle and Waynesboro provide further rental opportunities. These areas feature charming homes and apartments, often with easy access to local dining and shopping options. Many properties boast outdoor spaces like decks or patios, great for enjoying the stunning mountain views. Some rentals may also offer additional amenities like hot tubs or game rooms, making them ideal for relaxation and entertainment.

For those looking to explore beyond skiing, the region offers picturesque hiking trails and the natural beauty of the Appalachian Mountains, providing a well-rounded experience for outdoor enthusiasts.
What is the most popular type of holiday rental accomodation in Hagerstown?
In Hagerstown, holiday houses are the most popular type of holiday rental, with around 72 available across the area. These properties typically provide ample space, featuring multiple bedrooms, fully equipped kitchens, and often private outdoor areas for relaxation. Many are situated in family-friendly neighbourhoods, making them ideal for those looking to explore local attractions like the Hagerstown City Park and the Maryland Theatre.

Additionally, there are approximately 40 apartments available, which offer a more compact and convenient option for those who prefer a city centre location. These apartments usually come with essential amenities, including kitchen facilities and comfortable living spaces. There are also about 12 condos and several cottages, suiting various preferences for a getaway.
Are there any family house rentals in Hagerstown?
In Hagerstown, Maryland, there are several family-friendly house rentals available, offering a great base for exploring the area. Many properties feature spacious living rooms, fully equipped kitchens, and outdoor areas where children can play. Visitors can expect amenities such as Wi-Fi and air conditioning to enhance their comfort during their stay.

The locale is close to attractions like the Hagerstown City Park, which boasts playgrounds, walking trails, and beautiful gardens, making it ideal for family outings. Additionally, nearby historical sites like the Maryland Theatre provide opportunities for cultural enrichment.
Can I rent a holiday home with a pool or hot tub in Hagerstown?
In Hagerstown, there are several holiday homes available for rent that feature pools or hot tubs, making it a great option for those looking to relax and unwind. The city is surrounded by beautiful landscapes, and you can find properties in neighbourhoods like Fountainhead and the area near the Hagerstown City Park, which offer convenient access to local amenities and recreational activities.

Travellers can expect to find a range of amenities in these rentals, including private pools, hot tubs, outdoor seating areas, and fully equipped kitchens, allowing for comfortable and enjoyable stays. Many homes also come with spacious gardens and patio areas, superb for family gatherings or quiet evenings under the stars.
Can I find long-stay holiday rentals in Hagerstown?
A long-stay holiday rental in Hagerstown 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 Hagerstown?
In Hagerstown, there are numerous pet-friendly house rentals available, providing a comfortable stay for travellers with furry companions. Visitors can expect a variety of amenities in these properties, including spacious living areas, fully equipped kitchens for self-catering, and outdoor spaces where pets can enjoy fresh air. Many rentals feature private yards or patios, ideal for relaxing with pets after exploring the area.

The charming neighbourhoods around Hagerstown, such as South Hagerstown and the historic downtown area, offer easy access to local parks and green spaces, making it convenient for daily walks and outdoor activities with pets. Nearby parks like the Hagerstown City Park feature walking trails, picnic areas, and scenic spots superb for enjoying quality time with your pet.
Are there any remote work holiday rentals in Hagerstown?
In Hagerstown, Maryland, there are numerous holiday rentals suitable for remote work, with around 96 options available. Many of these properties are equipped with amenities that cater to professionals, such as dedicated workspaces with desks and comfortable chairs, as well as complimentary Wi-Fi to ensure a reliable internet connection.

Travellers can expect a variety of accommodations, ranging from spacious apartments to charming houses, often featuring modern kitchens and comfortable living areas. This allows for a pleasant work-life balance, as guests can enjoy their time in the city while taking care of business remotely. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Hagerstown holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Hagerstown 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 Hagerstown?
In Hagerstown, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Many properties are pet-friendly, accommodating both pets and service animals, which is a significant draw for travellers seeking a home-like experience. Onsite parking is commonly available, providing convenience for those travelling with vehicles. Additionally, rentals often feature coffee and tea makers, superb for enjoying a warm beverage at any time of day.
When is the best time to visit Hagerstown for a holiday rental?
July is the most popular time to visit Hagerstown, coinciding with the peak season that runs from May to July. This vibrant period draws many visitors, eager to experience the rich tapestry of local events, outdoor activities, and the warm summer climate. With temperatures typically reaching the low to mid-30s Celsius, July offers ideal conditions for exploring the beautiful parks and historic sites in the area.

During these months, the city buzzes with activity, making it a fantastic time for travellers. From outdoor concerts to local festivals, there's always something happening, and the picturesque surroundings provide a stunning backdrop for sightseeing and outdoor fun.

If you're looking for a more budget-friendly option, consider planning your visit in November. While this month is quieter, it presents a lovely opportunity to enjoy the changing seasons and explore Hagerstown's charming downtown without the summer crowds.

Ultimately, your choice of when to visit will depend on whether you prefer the lively option of summer or the peaceful allure of the shoulder season.
How early should I book a Hagerstown holiday rental?
Book your Hagerstown 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 Hagerstown?
In Hagerstown, visitors can enjoy a variety of attractions that showcase the area's history and natural beauty. The Hagerstown City Park is a lovely spot, featuring walking trails, a picturesque lake, and the Washington County Museum of Fine Arts, which houses an impressive collection of art. This park is also home to the Hagerstown Suns baseball team, providing a vibrant setting during the season.

The Maryland Theatre, located in the downtown area, offers a range of performing arts events, including concerts and theatre productions, making it a cultural hub for locals and visitors alike. For history enthusiasts, the Hagerstown Railroad Museum provides insights into the region's rich railway history.

Outdoor lovers can explore the nearby Antietam National Battlefield, which is a short drive away and offers trails and guided tours of the historic site of one of the Civil War's pivotal battles. Additionally, the nearby South Mountain State Park is superb for hiking and enjoying the scenic views of the Appalachian Mountains.
Can I change or cancel my Hagerstown home rental booking on Vrbo?
To find Hagerstown 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 Hagerstown 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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