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Family-friendly rentals in Hagerstown

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Hagerstown

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Superhost
Guest suite in Shepherdstown
Historic Scrabble, Shepherdstown
The perfect private guest cottage situated beside a beautiful historic home in the unique community of Scrabble Unincorporated just a half-mile from the Potomac River. Modern, comfortable and tastefully decorated with full amenities and parklike surroundings with an abundance of nature at your doorstep. Close to Shepherdstown / Shepherd Univeristy (12 minutes), Martinsburg (20 minutes), Harpers Ferry (20 minutes) and in the heart of civil war history including the famed Antietam National Park.
Individual Host
Superhost
Guest suite in Mercersburg
The 1780 Cabin on Main
A charming cabin built circa 1780 situated right on Main Street, just steps from Pubs and Restaurants and easy walking distance to historic Mercersburg Academy. There is a separate sleeping area upstairs with a queen-size memory foam bed. The lower level features a foldout couch and air mattress for additional guests, as well as a 55" TV and a wet bar and bathroom. Visitors have universally enjoyed the cabin's cozy feel. While there is no yard available, the town is great for walking dogs.
Individual Host
Superhost
Guest house in Smithsburg
Jewel Vinsota Artist's Guesthouse
Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota guesthouse is the perfect get away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.
Individual Host

Family-friendly home rentals with a hot tub

Superhost
Chalet in Great Cacapon
Fern Haven - Waterfront Chalet w/ WiFi & Hot tub!
Individual Host
Superhost
Cottage in Clearville
Grouseland's Vacation Cottage
Professional Host
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Cabin in Harpers Ferry
Cozy Cabin Hidden Away on a Lake!
Professional Host
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Cabin in Berkeley Springs
Horizon Hill - Log Cabin w/Hot Tub & Views!
Individual Host
Superhost
Cabin in Front Royal
♛Royal A-Frame♛HOT TUB★PetsOK★WoodStove★FASTwifi
Professional Host
Superhost
Tiny home in Orrtanna
Apple Blossom Cottage HT is extra$
Professional Host
Superhost
Home in Baker
Gorgeous Country House - Amazing Views & Hot Tub
Individual Host
Superhost
Cabin in Moorefield
Beautiful Log Cabin w/ Gorgeous Views & Hot Tub
Individual Host
Superhost
Tiny home in Mathias
Lost River Tiny House, dog-friendly + hot tub
Individual Host
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Cabin in Berkeley Springs
Private Modern Log Cabin w/Hot Tub
Individual Host
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Home in Harpers Ferry
Hot Tub, Historic, Rural Setting, Convenient
Individual Host
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Home in Fairfield
Brent Road Retreat
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Family- and pet-friendly home rentals

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Home in Boonsboro
Garden View
Individual Host
Superhost
Home in Thurmont
Cabin in the Woods - Weekday Specials!
Individual Host
Superhost
Home in Hagerstown
Chic Chateau: A Maximalist Jewel
Individual Host
Superhost
Home in Sharpsburg
Retreat to Antietam/Sharpsburg
Individual Host
Superhost
Guest house in Berkeley Springs
Terrapin Cabin. A sunny, quiet cabin in the woods.
Individual Host
Superhost
Flat in Frederick
Spacious Studio right on the Monocacy River!
Individual Host
Superhost
Home in Harpers Ferry
Gayte House Gay Owned, Liberal Oasis
Professional Host
Superhost
Home in Middleburg
super cosy cottage with high speed internet
Individual Host
Superhost
Guest house in Harpers Ferry
Riverkeeper Inn
Individual Host
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Home in Frederick
Downtown 1850 Retreat
Individual Host
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Cabin in Upperville
Island cabin
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Home in Knoxville
Outdoor Basecamp at Tiny Hidden Ridge
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Family-friendly home rentals with a pool

Superhost
Cabin in Hedgesville
Deer Crossing at The Woods
Individual Host
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Guest house in Highland
Woodland Retreat
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Townhouse in Mercersburg
Resort House
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Cottage in Bluemont
The Cottage @ Red Gate Farm- Horse & Wine Country!
Individual Host
Superhost
Home in Leesburg
Potomac Overlook Farms: 6 BR, 10 Acre River Estate
Professional Host
Superhost
Cabin in Frostburg
Big Savage Guest Cabin
Individual Host
Superhost
Holiday home in Waynesboro
Beautiful Mansion in the country!
Individual Host
Superhost
Home in Harpers Ferry
The Historic Booth House at the Harpers Ferry KOA
Professional Host
Superhost
Villa in Purcellville
Spacious Xmas Retreat 10000sf-Hottub-Wine Country
Professional Host
Superhost
Guest house in Frederick
Enjoy Elegance and Style
Individual Host
Superhost
Guest suite in Purcellville
Monet Suite, elegnt lrg 2rm suite/blcny in villa
Individual Host
Superhost
Guest suite in Adelphi
Cozy Suite with Hot Tub and Pool
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Destinations to explore