Discover Your Perfect Hagerstown Vacation Homes

Best Vacation Homes in Hagerstown

House
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like-icon10.0
Exceptional
(83 Reviews)
2 Bedrooms 1 Bath 4 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£157/Night 7 Nights - £1,099
Bed & Breakfast
Map-icon
like-icon9.8
Exceptional
(6 Reviews)
5 Bedrooms 5 Baths 10 Guests
  • View
    View
  • Parking
    Parking
More amenities
£170/Night 7 Nights - £1,191
star-icons-3
Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(223 Reviews)
1 Bedroom 1 Bath
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£202/Night 7 Nights - £1,411
Apartment
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
1 Bedroom 1 Bath 4 Guests 550 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£108/Night 7 Nights - £753
star-icons-4
House
Map-icon
like-icon9.6
Exceptional
(29 Reviews)
3 Bedrooms 1 Bath 5 Guests 1119.45 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£120/Night 7 Nights - £838
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
1 Bedroom 1 Bath 2 Guests 530 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£170/Night 7 Nights - £1,188
Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
£81/Night 7 Nights - £568
House
Map-icon
like-icon9.6
Exceptional
(200 Reviews)
2 Bedrooms 2 Baths 6 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£114/Night 7 Nights - £800

Hagerstown Luxury Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 5 Baths 12 Guests 3520 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Internet
    Internet
More amenities
£829/Night 7 Nights - £5,803
New
House
Map-icon
7 Bedrooms 4 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£662/Night 7 Nights - £4,632
House
Map-icon
like-icon9.8
Exceptional
(45 Reviews)
4 Bedrooms 3 Baths 10 Guests 6072 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£603/Night 7 Nights - £4,224
Cabin
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
4 Bedrooms 3 Baths 10 Guests 3922 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
£433/Night 7 Nights - £3,034
House
Map-icon
7 Bedrooms 2 Baths 13 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£340/Night 7 Nights - £2,377
Cabin
Map-icon
like-icon9.8
Exceptional
(16 Reviews)
1 Bedroom 1 Bath 15 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£293/Night 7 Nights - £2,049
Apartment
Map-icon
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£279/Night 7 Nights - £1,955
Cabin
Map-icon
like-icon9.8
Exceptional
(66 Reviews)
3 Bedrooms 3 Baths 7 Guests 2400 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£271/Night 7 Nights - £1,894

Hagerstown Pet Friendly Vacation Rentals

House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£129/Night 7 Nights - £904
star-icons-3
House
Map-icon
like-icon4.0
Average
(1 Review)
3 Bedrooms 4 Baths 8 Guests 2002.09 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£270/Night 7 Nights - £1,887
star-icons-3
Hotel
Map-icon
like-icon9.4
Exceptional
(553 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£95/Night 7 Nights - £668
House
Map-icon
like-icon8.0
Excellent
(2 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£65/Night 7 Nights - £453
star-icons-4
House
Map-icon
3 Bedrooms 6 Baths 12 Guests 215.28 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
£75/Night 7 Nights - £525
House
Map-icon
like-icon7.0
Very Good
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£106/Night 7 Nights - £739
Apartment
Map-icon
like-icon4.0
Average
(1 Review)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£94/Night 7 Nights - £656
Cabin
Map-icon
1 Bedroom 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£216/Night 7 Nights - £1,511

Hagerstown Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£245/Night 7 Nights - £1,717
star-icons-4
House
Map-icon
like-icon9.6
Exceptional
(28 Reviews)
10 Bedrooms 10 Baths 22 Guests 783.97 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£148/Night 7 Nights - £1,035
House
Map-icon
like-icon9.8
Exceptional
(27 Reviews)
4 Bedrooms 3 Baths 10 Guests 1788 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
£228/Night 7 Nights - £1,597
New
Ski Chalet
Map-icon
1 Bedroom 2 Baths 10 Guests 1797.57 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
£252/Night 7 Nights - £1,766
House
Map-icon
like-icon9.0
Exceptional
(4 Reviews)
4 Bedrooms 1 Bath 10 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
£192/Night 7 Nights - £1,347
House
Map-icon
4 Bedrooms 4 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£140/Night 7 Nights - £981
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
6 Bedrooms 3 Baths 20 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£578/Night 7 Nights - £4,044
House
Map-icon
5 Bedrooms 1 Bath 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£191/Night 7 Nights - £1,338

Why Choose Rent By Owner for your Hagerstown Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Hagerstown

When should you plan your Vacation Rentals stay?

Planning your getaway to this destination? Choosing the optimal time to visit can enhance your experience and help you make the most of your stay in the region.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

This period offers pleasant weather, making it ideal for exploring the outdoors and enjoying comfortable temperatures during your stay.

Average Temperature Daytime: 75°F - Nighttime: 55°F
autumn
Fall (September to October)

During this time, the area transforms with stunning fall foliage, creating a picturesque backdrop for your vacation experience.

Average Temperature Daytime: 70°F - Nighttime: 45°F

Off-Season Highlights

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Mid-Winter (January to February)

The colder months see fewer visitors, providing a quieter environment and more affordable rates for your stay here.

Average Temperature Daytime: 40°F - Nighttime: 25°F
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Early Spring (March to April)

As the landscape begins to bloom, this shoulder season offers a peaceful atmosphere and less crowded accommodations.

Average Temperature Daytime: 55°F - Nighttime: 35°F

Weekly Weather Forecast for Hagerstown

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • You can enjoy a spacious outdoor patio or deck for relaxing and dining al fresco.
  • Many properties feature private gardens or landscaped yards to explore and unwind in.
  • Look for outdoor grilling stations to prepare meals while enjoying the fresh air.
  • Some rentals offer access to swimming pools or hot tubs to enhance your outdoor experience.
  • Patios with fire pits are common, perfect for cozy evenings outdoors.
  • Expect designated areas for outdoor sports or recreational activities, such as volleyball courts or basketball hoops.
  • You'll often find ample parking spaces in well-maintained driveways or outdoor lots, ideal for exploring the region by car.
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Family Activities

  • Washington County Museum of Fine Arts: Engage with the area's rich artistic heritage through interactive exhibits and family-friendly activities at this cultural hub.
  • Fort Frederick State Park: Discover outdoor adventure and history with scenic hiking trails, historic fort tours, and picnic spots perfect for a day with the family.
  • Hagerstown Community College Baseball Stadium: Catch an exciting local baseball game for a fun and energetic outing that the whole family can enjoy.
  • Panhandle Trail: Embark on a family biking or walking adventure along this scenic trail that showcases the natural beauty of the region.
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Adult Activities

  • Explore the Washington County Museum of Fine Arts: Dive into a diverse collection of art nestled within the region's cultural hub, offering a enriching experience during your stay.
  • Visit Antietam National Battlefield: Discover the area's historic significance by walking through this renowned Civil War site, an essential activity for history enthusiasts.
  • Enjoy outdoor recreation at South Mountain State Park: Take advantage of scenic trails and natural beauty that showcase the region’s landscapes perfect for hiking and nature walks.
  • Experience local flavors at Hagerstown's downtown dining scene: Savor regional cuisine in the charming downtown area, ideal for relaxing evenings after your daytime adventures.

Hagerstown Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the calendar of happenings in the area to align your stay with festivals or community events for an authentic experience.
  • Explore Neighborhoods: Take time to stroll through different neighborhoods to discover hidden gems and enjoy diverse local dining options near your vacation rental.
  • Utilize Local Resources: Visit the visitor center or ask hosts for recommendations on outdoor activities and attractions that showcase the region’s natural beauty.
  • Book Accommodations Strategically: Select a vacation rental close to key sights or convenient transportation routes for maximum comfort and ease during your visit here.

Transportation Options

  • Hagerstown Transit System (Hagerstown Transit): This local bus service offers convenient transportation around the city and to neighboring areas, making it easy to explore without a car.
  • Amtrak Stations in Nearby Cities: The regional train stations provide scenic and reliable travel options for reaching other major cities from here with ease.
  • Car Rentals: Several car rental agencies operate in the area, offering flexibility for exploring Hagerstown and its surrounding attractions at your own pace.
  • Taxi and Ride-Sharing Services: Taxis and popular ride-sharing apps are readily available for quick, hassle-free trips within the region, perfect for short excursions or airport transfers.

Local Customs Options

  • Greetings and Handshakes: In the area, a firm handshake accompanied by eye contact is a common way to show respect when meeting new people.
  • Local Cuisine Appreciation: Visitors often partake in traditional Maryland dishes, reflecting the region’s rich culinary heritage within their vacation rentals.
  • Community Events: Participating in local festivals and parades is a popular custom that helps you connect with residents and experience the area's culture firsthand.
  • Respect for History: When exploring here, it’s customary to show reverence for historical sites and landmarks, acknowledging their significance to the region's identity.

Frequently Asked Questions About Hagerstown?

2. How many vacation rentals have private pools in Hagerstown?

There are 9 vacation rentals with private pools near Hagerstown. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Hagerstown are best for families?

If you are looking for a family-friendly vacation home in Hagerstown, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Hagerstown:

4. How many Rentbyowner vacation rentals are available in Hagerstown?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 181 in the Hagerstown area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Hagerstown. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the property listing. You should review the specific policy outlined in the rental details or contact the host directly to understand the terms and any potential fees.

6. Are there any special requirements or house rules I should be aware of before booking?

Each vacation rental has its own set of house rules and requirements. Be sure to read the listing carefully or reach out to the owner for clarification to ensure a smooth stay.

7. How do I confirm my booking and what information is needed?

Booking confirmation is typically received once your reservation request is accepted. You'll need to provide necessary details as specified in the listing, and payment will be processed through the platform to secure your stay.

8. Is there any additional fee besides the nightly rate for rentals here?

Additional fees such as cleaning, service charges, or taxes may apply. It's important to review the total price breakdown in the listing or contact the owner for a complete fee overview.

9. What amenities are usually included in vacation rentals in this area?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. To confirm what's included, check the detailed listing or ask the owner directly.

Hagerstown Top Rated Vacation Rentals

Other
Map-icon
like-icon10.0
Exceptional
(123 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£132/Night 7 Nights - £926
Hotel
Map-icon
like-icon9.6
Exceptional
(1004 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
£96/Night 7 Nights - £669
Hotel
Map-icon
like-icon9.4
Exceptional
(1004 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£99/Night 7 Nights - £690
star-icons-3
Hotel
Map-icon
like-icon9.4
Exceptional
(578 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
£81/Night 7 Nights - £565
star-icons-3
Hotel
Map-icon
like-icon9.4
Exceptional
(37 Reviews)
5 Baths 236.81 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£98/Night 7 Nights - £688
star-icons-3
Hotel
Map-icon
like-icon9.3
Exceptional
(287 Reviews)
1 Bath 296.01 ft²
  • Private Pool
    Private Pool
  • Skiing
    Skiing
More amenities
£106/Night 7 Nights - £744
star-icons-3
Hotel
Map-icon
like-icon9.2
Exceptional
(610 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
£95/Night 7 Nights - £664
star-icons-3
Hotel
Map-icon
like-icon9.2
Exceptional
(298 Reviews)
1 Bath 303.54 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£110/Night 7 Nights - £767