
Apartment vacation rentals in Greencastle
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Quick stats about apartment rentals in Greencastle

Nightly prices starting at
Greencastle vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

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Over 180 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Greencastle rentals

4.9 Average rating
Greencastle stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated apartment rentals in Greencastle
Guests agree: these apartments are highly rated for location, cleanliness, and more.

The Resting Place
Take it easy at this tranquil getaway in a small town nestled in the valley of the Appalachian mountains. Ten minutes from turnpike Exit 180 - Fort Littleton/McConnellsburg. Or a small hop off Route 30. This little haven is close to 2 State Parks. Meadow Grounds is wonderful for fishing and has a great tail to hike to Jarret Falls. Cowens Gap is a smaller lake, but has rental boats, fishing, a swimming beach, and 1 easy, 6 moderate & 5 hard trails to hike. Trails are on the All Trails app.
FamilyLocationBackyard
4.88 out of 5 average rating, 190 reviews
Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5
My mother said over and over again, “The most beautiful place in Washington County “. Start your day with a brisk walk on a nearly 1 mile path that surrounds the perimeter of this beautiful farmland property. Enjoy your morning coffee as you listen to the birds. Relax in a rocking chair on the gazebo as you watch the sun go down behind the mountains. Less than 10 min from I 70 and I 81 and 20 min from Whitetail Ski. Don't expect everything brand new, but expect everything to be neat and clean.
FamilyLocationAmenities
4.99 out of 5 average rating, 184 reviews
Near I-81, but private! Laundry! No fees!
Welcome to your peaceful retreat! This spacious and clean apartment features a fully equipped kitchen, dual shower heads, a cozy living area, and a washer/dryer for your convenience. Ideal for travelers seeking a quiet getaway or a stopover along I-81, our home is close to Antietam Battlefield, Hagerstown Shopping Outlets, C&O Canal, Tomahawk MotoX, Greenbrier State Park, Shepherdstown, and Harper's Ferry. Enjoy a comfortable stay with thoughtful amenities designed to make you feel at home!
LocationValueNearby
4.95 out of 5 average rating, 244 reviews
The Speakeasy Listening Room
Step into this funky and cool haven, a spot designed for unwinding in something genuinely extraordinary! Experience the allure of secret door access leading to the listening room and bathroom, lending an air of mystery that defines "The Speakeasy." A note for visitors: a large step is required, so it's not suitable for those who may find it challenging. Enjoy the firepit and twinkling string lights on the deck. Musical souls will love the piano, guitar and record player waiting for you!
ValueLocationDecor
4.93 out of 5 average rating, 101 reviews
REmix REtreat, curated and styled by REmix Design
Enjoy downtown Chambersburg in this biophilic, sustainable loft, central to local shops, restaurants, breweries, and coffee shops. The building that houses the loft was erected in the 1890s, giving the space charm unique to the era. Wander down Main St get a feel for our quaint downtown. There is a rail to trail within one block of the space for exercising and biking. Chambersburg is a thirty minute drive to Gettysburg, and less than two hours from Baltimore and Washington DC.
LocationFamilyCondition
4.98 out of 5 average rating, 231 reviews
A Hub for History Buffs!
A very private, brand new apartment all for you! New furnishings make it comfortable, antique pieces make it quaint! Both will make your stay with us enjoyable and peaceful. A kid and adult friendly space. Enjoy the deck in the morning and the electric fireplace in the evening. A quiet home-base for your visit to historic Gettysburg! We are a HUB for HISTORY BUFFS and more! Entrance is no longer through the garage! PS: In the winter, we are 15 min from Ski Liberty!
LocationFamilyNearby
4.93 out of 5 average rating, 166 reviews
The Study on Main Located on the Square!
Stylish apartment at this centrally-located Study on Main St! With painted exposed bricked, original hardwood floors, a full kitchen with quartz countertops, heating and AC. You will love this stylish yet comfortable space located in the heart of downtown Chambersburg, close to coffee shops, restaurants and shopping, the courthouse and our public library! *We ask that all guests sign a renters agreement and hold a $100 security deposit upon booking in case of damages*
LocationFamilyParking
4.93 out of 5 average rating, 168 reviews
Game Room | Sleeps 6 | 2 mi to Ski Liberty
Bring the whole family to this great place with lots of room for fun. Just under 10 miles outside of Gettysburg and 2 miles to Liberty Mountain! Enjoy the game room featuring an arcade, foosball and darts! Quick car ride to many attractions including: * 2 miles to Liberty Ski Resort * 2 miles to Gettysburg National Golf Club * 8 miles to Downtown Gettysburg * 9 miles to Gettysburg National Military Park & Attractions * 1 hour drive to Harrisburg, PA (State Capital)
LocationValueSkiing
4.91 out of 5 average rating, 130 reviews
The 1763 House - Stay in Downtown Shepherdstown
Welcome to our charming downtown Shepherdstown apartment, originally built in 1763 and nestled in the heart of town. Ideal for getaways, visiting family/friends, or university trips. Enjoy a spacious interior, comfortable living room, state-of-the-art kitchen, and private patio. Our downtown location on the Main Street offers convenient access to a wide selection of restaurants, unique shopping, and the Potomac river, all just a short walk away!
ValueFamilyDecor
4.98 out of 5 average rating, 286 reviews
The Cutest Loft on Main St!
35% off monthly stays! This Loft is designed to the T with all the comforts and feels! From exposed brick walls, refinished original hardwood floors, a full kitchen with quartz tops, new heating/AC and with the comfiest furniture, we know you'll love your stay here! There is off street parking out back with rear access. *We ask that all guests sign a renters agreement and hold a $75 security deposit upon booking in case of damages*
LocationValueCheck-in
4.87 out of 5 average rating, 103 reviews
Downtown: Explore Shepherdstown from cozy 1br apar
Welcome to our cozy and modern one-bedroom apartment, located just steps away from history, dining options, the beautiful outdoors, and Shepherd University campus! You'll enjoy the convenience of being right on the street while still having a peaceful and private escape from the downtown hustle and bustle. Nestled in downtown Shepherdstown, easily explore downtown, while also being a short walk away from the Potomac River.
FamilyLocationBiking
4.96 out of 5 average rating, 463 reviews
Among the Trees, Minutes from Liberty Mtn.
Stay and enjoy this wonderful treehouse like home inspired by Fixer Upper. We're 10 miles southwest of Gettysburg and minutes from Liberty Mountain Resort. You can hit the slopes, play a round of golf, enjoy the local wineries or tour the historical sites surrounding Gettysburg. On the weekends, enjoy the best pit beef only a mile down the road. If you decide to book with us, it would be our pleasure to host you!
LocationFamilyCondition
4.96 out of 5 average rating, 162 reviewsPopular amenities for Greencastle apartment rentals
Weekly apartment rentals

Home Away From Home - Apt in Historic Gettysburg
LocationFamilyGetting around
4.98 out of 5 average rating, 614 reviews
Summer Kitchen
FamilyLocationAir conditioning
4.83 out of 5 average rating, 127 reviews
Cozy Downtown Suite + Coworking (3S)
LocationValueDecor
4.98 out of 5 average rating, 115 reviews
Top O' The Stairs
ValueFamilyQuiet
4.95 out of 5 average rating, 297 reviews
Carroll Creek Private Apt./Luxury King Bed
ValueFamilyAmenities
4.98 out of 5 average rating, 229 reviews
Historic Downtown The Red Door- 1st floor
ValueLocationParking
4.92 out of 5 average rating, 197 reviews
Downtown - 1BR Apartment on E. German St
ValueFamilyBathroom
4.93 out of 5 average rating, 403 reviews
The Boundary House Apartment
ValueLocationAccess
4.97 out of 5 average rating, 201 reviewsPrivate apartment rentals

Taylor Den
LocationFamilySleep quality
4.99 out of 5 average rating, 465 reviews
Lincoln Quarters In the Heart of Gettysburg!!
LocationFamilyParking
4.97 out of 5 average rating, 214 reviews
Downtown Frederick Modern Studio
ValueLocationHeating
4.89 out of 5 average rating, 438 reviews
Private efficiency apartment
LocationFamilyHospitality
4.97 out of 5 average rating, 669 reviews
Villa with majestic views of the Monocacy River!
FamilyValueHospitality
4.87 out of 5 average rating, 160 reviews
The Loft Of Greencastle
ValueLocationSkiing
4.88 out of 5 average rating, 84 reviews
Galloping Getaway on Horse Farm
LocationFamilySleep quality
4.95 out of 5 average rating, 94 reviews
Hamilton Hideaway | Charming 1BR | Near Downtown
LocationValueBathroom
4.79 out of 5 average rating, 61 reviewsApartment rentals with a hot tub

Grand Point Crossing- Residential close to 81
FamilyValueHospitality
4.97 out of 5 average rating, 29 reviews
Rockwell Suite #201 at the Inns at Whitetail
FamilyValueCondition
5.0 out of 5 average rating, 26 reviews
WV Blue (upper unit)
FamilyValueTV
4.93 out of 5 average rating, 57 reviews
The Parlor Suite
ValueLocationComfort
4.76 out of 5 average rating, 140 reviews
Your perfect mountain getaway; Hike, Ski In&Out
LocationCleanlinessView
5.0 out of 5 average rating, 3 reviews
Epic Brunswick Apartment with Hot Tub!
LocationFamilyWifi
4.88 out of 5 average rating, 97 reviews
Cozy up at Whitetail Resort. Steps to Slopes.
New place to stay
Light Horse Inn: Suite 1 Breakfast Included
LocationHot tubWifi
4.88 out of 5 average rating, 33 reviewsDestinations to explore
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- Liberty Mountain Resort
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- Whitetail Resort
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- Big Cork Vineyards
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- Trough Creek State Park





