Best Family Escapes - Vacation Rentals in Hagerstown

Jacob Rohrbach Inn From US $229
         

9.8 (6 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • View
Antietam Overlook Farm From US $271
         

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10.0 (223 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
C&O Canal Potomac River Cottage From US $190
         

10.0 (58 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Historic & Cozy ~ Near Antietam Battle & WhiteTail From US $211
         

Galloping Getaway on the rolling hills of GemStone Stablen From US $189
         

10.0 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Hagerstown

Over 171+ Luxury Places to Stay in or Near Hagerstown
Exclusive House Stay From US $1,007
         

10.0 (2 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace
Spacious 6-bedroom Historic Estate in Tranquil but Convenient Location From US $773
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Wingspan Cabin From US $591
         

10.0 (12 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Perfect for Groups! 8-Bedroom Home in Prime Area From US $457
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Glamping Clear Spring Maryland n3-Cabin Campground From US $394
         

9.8 (16 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Hagerstown

Over 29+ Top-Rated Vacation Rentals with a Pool in or Near Hagerstown
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803 From US $178
         

10.0 (123 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Hagerstown-I-81 From US $128
         

9.6 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Hagerstown From US $118
         

9.4 (1005 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Fairfield Inn & Suites by Marriott Hagerstown From US $109
         

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9.4 (578 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Home2 Suites BY Hilton Hagerstown From US $128
         

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9.4 (535 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Tru By Hilton Hagerstown From US $132
         

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9.3 (9 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Homewood Suites by Hilton Hagerstown From US $137
         

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9.2 (592 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn Hagerstown From US $147
         

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9.2 (302 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Hagerstown

Over 70+ Pet-Friendly Vacation Rentals in or Near Hagerstown
Large Family Home 5 Mi to Dtwn Hagerstown! From US $363
         

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4.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Accessibility
The One (Hagerstown, MD) From US $111
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
HomeTowne Studios Hagerstown - Williamsport, MD From US $80
         

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7.6 (47 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 2-bedroom house with AC and WiFi in Williamsport From US $174
         

Large Family Home: 5 Mi to Dtwn Hagerstown! From US $278
         

8.8 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hidden Gem (Hagerstown, MD) From US $128
         

4.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Hagerstown

Over 11+ Large Vacation Homes & Villas in or Near Hagerstown
Nice and modern decor, 4BR 3BA, remodeled From US $307
         

9.8 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
1879 Updated Home on Frederick Street From US $259
         

9.0 (4 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
2 Storie, Hot Tub, Open Area From US $353
         

8.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Hagerstown

Over 33+ Wheelchair Accessible Vacation Homes in or Near Hagerstown
State Line Inn From US $70
         

6.0 (7 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Neat and Clean Rooms that are Affordable! From US $64
         

4.0 (2 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Courtyard Marriott Hagerstown From US $156
         

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9.0 (767 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Hagerstown-Maugansville From US $143
         

Lovely 2-bedroom rental unit with free parking.. From US $106
         

6.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Springhill Suites by Marriott Hagerstown From US $144
         

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9.0 (740 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Creekside Farm Cottage HotTub, FirePit, Grill, Ask aboit Pool From US $185
         

4.9 (31 Reviews)
Cottage
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Hagerstown Vacation Rentals and Airbnb Places to Stay Under $200

Over 100+ Hagerstown Vacation Rentals and Airbnb Places to Stay Under $200
Lock Keepers Cottage on C&O Canal/Potomac River From US $161
         

Tru By Hilton Hagerstown From US $127
         

10.0 (1 Review)
Hotel
  • Breakfast
  • Child Friendly
  • Internet
Walk to Fairgrounds! Hagerstown Townhome w/Deck From US $169
         

Antietam House Historic Sharpsburg Retreat From US $167
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
2-bedroom studio in serene Hagerstown with AC comfort From US $133
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Instantly Bookable Vacation Homes in Hagerstown

Over 54+ Instantly Bookable Vacation Homes in or Near Hagerstown
Dome Sweet Dome at Antietam. Relax, Naturally! From US $229
         

Sunny Streams Cabin - Sunset Views w/a Hot Tub! From US $364
         

Antietam Look Out - Incredible Sunset Views! From US $357
         

Renovated Farmhouse located near the C and O Canal From US $258
         

9.4 (22 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Gateway Getaway From US $204
         

6.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety

About Hagerstown Vacation Rentals

With more than 180 Hagerstown vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Bestfamilyescapes and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Hagerstown.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Bestfamilyescapes Hagerstown, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Hagerstown. Places to stay near Hagerstown are 647.9 ft² on average, with prices averaging $181 a night.

Bestfamilyescapes makes it easy and safe to find and compare vacation rentals in Hagerstown with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Hagerstown

Type Count
Vacation Homes 72
Hotels with Suites 58
Holiday Apartments 22
Cottages 8
Cabin Rentals 7
B&B 3
Others 2

Use these Quick Filters to Find a Vacation Rental in Hagerstown

Pro Tip: Bestfamilyescapes makes it easy to compare the best listings on Bestfamilyescapes homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bestfamilyescapes homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Hagerstown.

Weather in Hagerstown

View the weather forecast for Hagerstown before booking your Hagerstown Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Hagerstown Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Hagerstown?
How many vacation rentals are available in Hagerstown?

Currently, the total number of properties listed in 2026 is over 180 in the Hagerstown area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Hagerstown.