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Vacation rentals in Greencastle

Vacation rentals in Greencastle

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Greencastle

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

Guest house W/sauna. Hot hub removed due 2 CV.
Entire guesthouse · 4 guests · 2 beds · 1 bath
Guest house W/sauna. Hot hub removed due 2 CV.

Only 5 miles from Historic Shepherdstown. A beautiful house with one bed room (loft) and sleeper sofa with full bath, kitchenette, 4 person sauna, Stunning views from the wrap around deck, cable tv, wireless internet and private parking. There is also 5 STAR BBQ available on site! goto www.heritagesmoked.com to order prior to your visit.

What guests are saying:

“Karl’s guest house was perfect for my friends and I. The house and property were sparkling clean and all amenities were as advertised. 10/10 recommend for anyone going through West Virginia or just looking for a nice getaway.”

Beautiful Mansion in the country!
SUPERHOSTEntire villa · 16+ guests · 20 beds · 5.5 baths
Beautiful Mansion in the country!

AMAZING Mansion in the country with 3 landscaped acres, also WEDDING VENUE, GREAT for SKI GROUP,etc. up to 32 people overnight weddings up to 120, over 16 Contact owner for pricing of adt'l space. .1.5 hrs from Baltimore & Wash, DC. Million $ Views, home theater w/Bose surround sound, stage, pool table, Gym/exercise equipment.Amazing grounds, fish ponds. Fruit trees, grassy yards for kids to play, in ground Swimming pool, gazebo,outdoor patio BBQ.Private, relaxing, lots of parking!

What guests are saying:

“Five-star host! Violet gave us much very useful information before we checked in and maintained good communication with us. The instruction covers every single detail. The host was extremely helpful from booking all the way to check out. Went above and beyond to help in all ways.!! The property is absolutely clean and stylish. It is exactly the same as shown in the pictures. We all had a great stay here! This is a beautiful house, we drove almost 5 hours but it was worth it!! Thank you Violet for having us at your house!”

Little Lodge
SUPERHOSTEntire cabin · 5 guests · 5 beds · 1 bath
Little Lodge

Sunny and cozy with a spectacular view of the Blue Ridge Mountains. The cabin is comfortable and filled with rustic charm.

What guests are saying:

“This is a little gem! We stayed here as Covid-19 restrictions were being lifted as a weekend getaway. Micheal's email communication was quick, timely and he had great suggestions. When we arrived we were thrilled that this little gem so close to get to felt like we were miles away in a secluded woods cabin. The cabin has all the basics you need. The stocked firepit and grill are great amenities we do not get at our city apartments and was such a treat. We did a great 8 mile hike on the Appalachian Trail right from the back yard. The half mile climb up to it is not for those looking for easy drive up to the trail (though that is just down the street too!). We had a wonderful stay and wish we could have stayed a bit longer. Micheal - thank you for everything!”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Greencastle vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Greencastle

Jewel Vinsota Artist's Guesthouse
SUPERHOSTEntire guesthouse
Jewel Vinsota Artist's Guesthouse
Price:$111 CAD/night
The Little Schoolhouse
SUPERHOSTEntire house
The Little Schoolhouse
Price:$115 CAD/night
Historic Scrabble, Shepherdstown
SUPERHOSTEntire guest suite
Historic Scrabble, Shepherdstown
Price:$104 CAD/night
Quick walk to Hagerstown Speedway
SUPERHOSTEntire cottage
Quick walk to Hagerstown Speedway
Price:$105 CAD/night
Garden View
SUPERHOSTEntire house
Garden View
Price:$247 CAD/night
Clean, quiet. Whitetail, I-70/I-81 15 min away!
SUPERHOSTEntire apartment
Clean, quiet. Whitetail, I-70/I-81 15 min away!
Price:$94 CAD/night
Hub City Abode
SUPERHOSTEntire house
Hub City Abode
Price:$228 CAD/night
Pleasant Valley Acres Historic Farmhouse
SUPERHOSTFarm stay
Pleasant Valley Acres Historic Farmhouse
Price:$357 CAD/night
Private room in a quiet community!
SUPERHOSTPrivate room
Private room in a quiet community!
Price:$63 CAD/night
The Birdhouse at Clay Lick
Entire cabin
The Birdhouse at Clay Lick
Price:$114 CAD/night
Colonial Era Spring House
SUPERHOSTEntire house
Colonial Era Spring House
Price:$150 CAD/night
Mountain Side Retreat
SUPERHOSTEntire guesthouse
Mountain Side Retreat
Price:$141 CAD/night
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