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Vacation rentals in Highfield-Cascade

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Top-rated vacation rentals in Highfield-Cascade

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest suite in Smithsburg
Creekside Retreat at the Jewel Vinsota
Relax in a quiet, curated, dog-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 4 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and shared fire pit next to the creek.
$95 per night
Private room in Waynesboro
Walnut Hill Manor, a Classic Queen Anne Victorian
We love sharing Walnut Hill Manor with our many guests. Built in 1908, it is a lovely Queen Anne Victorian with original oak floors and chestnut wood trim, a classic 3 story turret, huge pocket doors, 2 beautiful fireplaces, and the most incredible wrap around porch. The house is elegantly decorated with gorgeous antiques and artwork throughout. The bonus is the two plus acres of well manicured lawns and gardens in a country setting, all within the shadows of the Blue Ridge mountains.
$100 per night
Guesthouse 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.
$93 per night

Stay near Highfield-Cascade's top sights

Photo of High Rock Overlook
High Rock Overlook13 locals recommend
Photo of Penn Mar Park
Penn Mar Park6 locals recommend
Photo of Pen Mar
Pen Mar3 locals recommend

Other great vacation rentals in Highfield-Cascade

Private room in Hagerstown
Quiet house across from Fairgrounds Park!
$66 per night
Private room in Maugansville
Cozy&comfy Private Room 1 near PA/MD Stateline
$46 per night
Private room in Hagerstown
"Zen" Quite room in residential Home
$42 per night
Cottage in Fairfield
The Cottage
$90 per night
Guest suite in Hagerstown
Oak Hill Private Suite Historic North End
$69 per night
Private room in Gettysburg
Newly renovated private room.
$74 per night
Guesthouse in Myersville
Spruce Run Cottage on the Catoctin Mountain
$86 per night
Private room in Greencastle
Private room in a quiet community!
$57 per night
Private room in Maugansville
Spacious & Comfy Private Room6
$51 per night
Guest suite in Smithsburg
A Charming Peaceful Retreat in Cavetown, Maryland
$87 per night
Guest suite in Orrtanna
Cold Spring Hill
$133 per night
Loft in Boonsboro
Boonsboro Studio w/ Wood-Burning Fire Pit!
$71 per night

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